44,781

Luxury Homes for Rent in Massachusetts

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  • 31 Lamberts Cove Road Vh434, Tisbury, MA 02568
    31 Lamberts Cove Road Vh434, Tisbury, MA 02568
    31 Lamberts Cove Road Vh434, Tisbury, MA 02568
    /35

    $112,000 Per Month

    • 6 Beds
    • 9 Baths
    • 5,732 Sq Ft
    • House for Rent

    31 Lamberts Cove Road Vh434, Tisbury, MA 02568

    Karen Overtoom Karen M. Overtoom R.E.

    31 Lamberts Cove Road Vh434, Tisbury, MA 02568
  • 17 Round Pond Rd Ch240, Chilmark, MA 02535
    17 Round Pond Rd Ch240, Chilmark, MA 02535
    17 Round Pond Rd Ch240, Chilmark, MA 02535
    /39

    $110,000 Per Month

    • 5 Beds
    • 5 Baths
    • 4,000 Sq Ft
    • House for Rent

    17 Round Pond Rd Ch240, Chilmark, MA 02535

    THIS IS A WEEKLY SUMMER RENTAL ONLY. See web site for pricing!! Newly constructed home has open concept living area with 270 degree water views, abundant natural sunlight, central AC, high end appliances, hardwood floors, rooftop deck with seating to view gorgeous island sunsets, access to several private beaches and high speed internet wifi.

    Karen Overtoom Karen M. Overtoom R.E.

    17 Round Pond Rd Ch240, Chilmark, MA 02535
  • 30 Devon St Unit The Dips, Nantucket, MA 02554
    30 Devon St Unit The Dips, Nantucket, MA 02554
    30 Devon St Unit The Dips, Nantucket, MA 02554
    /42

    $100,000 Per Month

    • 13 Beds
    • 14.5 Baths
    • 11,600 Sq Ft
    • House for Rent

    30 Devon St Unit The Dips, Nantucket, MA 02554

    Paradise Awaits at 30 Devon Welcome to The Dips, Nantucket’s ultimate private retreat. Set on 3.7 acres with sweeping ocean views and bordering Conservation Land, this exceptional estate offers unparalleled luxury and tranquility. The compound features a seven-bedroom Main House (The Big Dip) & a five-bedroom Guest House (The Little Dip), with all 12 bedrooms ensuite. A separate studio above the

    Marybeth Gilmartin-Baugher Compass

    30 Devon St Unit The Dips, Nantucket, MA 02554
  • 30 Devon Street - Full Compound, Nantucket, MA 02554
    30 Devon Street - Full Compound, Nantucket, MA 02554
    30 Devon Street - Full Compound, Nantucket, MA 02554
    /42

    $100,000 Per Month

    • 13 Beds
    • 19 Baths
    • 11,351 Sq Ft
    • House for Rent

    30 Devon Street - Full Compound, Nantucket, MA 02554

    Welcome to The Dips, the first of its kind and the ultimate luxury compound on Nantucket. Whether it is a milestone birthday, family reunion, corporate retreat, or an epic friend’s getaway, Nantucket is the location, and The Dips is the destination. Masterfully crafted, The Dips is an extraordinary property where guests can rest, reflect, and recharge in the lap of luxury. This summerland

    Nicole Tirapelli Douglas Elliman Real Estate - Nantucket

    30 Devon Street - Full Compound, Nantucket, MA 02554
  • 115 Salem St Unit 10, Boston, MA 02113
    115 Salem St Unit 10, Boston, MA 02113
    115 Salem St Unit 10, Boston, MA 02113
    /20

    $99,999 Plus Fees

    • 2 Beds
    • 1 Bath
    • Condo for Rent

    115 Salem St Unit 10, Boston, MA 02113

    Move-In Costs Fees:Last Month Rent: $99,999First Month Rent: $99,999Security Deposit: $99,999Lock Key Fee: $100Disclaimer: The information in this listing may have been gathered from third-party sources including the owner and/or public records. Listings are subject to errors and omissions. Encore Realty disclaims any and all representations or warranties as to the

    115 Salem St Unit 10, Boston, MA 02113
  • 7 Mill Hill Farms Rd Ed315, Edgartown, MA 02539
    7 Mill Hill Farms Rd Ed315, Edgartown, MA 02539
    7 Mill Hill Farms Rd Ed315, Edgartown, MA 02539
    /25

    $80,000 Per Month

    • 4 Beds
    • 4.5 Baths
    • 3,800 Sq Ft
    • House for Rent

    7 Mill Hill Farms Rd Ed315, Edgartown, MA 02539

    THIS IS A WEEKLY SUMMER RENTAL ONLY.THE WEEKLY PRICE IN AUGUST IS $20,000. PER WEEK.SEE WEB SITE FOR ADDITIONAL WEEKLY PRICING. Gorgeous new 4 bedroom 4 bath home. Top of the line finishes and appliances. Gourmet kitchen, screened in porch with fireplace and TV. Pool with swim up bar, hot tub and grilling area. This is a cream of the crop Katama house is a short distance to downtown Edgartown and

    Karen Overtoom Karen M. Overtoom R.E.

    7 Mill Hill Farms Rd Ed315, Edgartown, MA 02539
  • 1 Pochick Ave, Nantucket, MA 02554
    1 Pochick Ave, Nantucket, MA 02554
    1 Pochick Ave, Nantucket, MA 02554
    /42

    $65,000 Per Month

    • 6 Beds
    • 7 Baths
    • 8,000 Sq Ft
    • House for Rent

    1 Pochick Ave, Nantucket, MA 02554

    *Price is weekly. Unrivalled: Organic produce from your cloistered potager, the island’s largest infinity pool, private par 3 golf, a 14+ seat theater, and optional function barn for celebrations, workouts, or dinners. This secluded, beautifully maintained estate blends luxury summer casual with warm Nantucket design. The guest house, set an acre apart, brings capacity to 21. Enjoy privacy and

    Michael Passaro Douglas Elliman Real Estate - Nantucket

    1 Pochick Ave, Nantucket, MA 02554
  • 30 Devon St Unit The Big Dip, Nantucket, MA 02554
    30 Devon St Unit The Big Dip, Nantucket, MA 02554
    30 Devon St Unit The Big Dip, Nantucket, MA 02554
    /41

    $65,000 Per Month

    • 8 Beds
    • 8.5 Baths
    • 11,600 Sq Ft
    • House for Rent

    30 Devon St Unit The Big Dip, Nantucket, MA 02554

    Paradise Awaits at 30 Devon Welcome to The Dips, Nantucket’s ultimate private retreat. Set on 3.7 acres with sweeping ocean views and bordering Conservation Land, this exceptional estate offers unparalleled luxury and tranquility. The compound features a seven-bedroom Main House (The Big Dip) and a separate studio above the garage adds even more space. Interiors are beautifully designed with

    Marybeth Gilmartin-Baugher Compass

    30 Devon St Unit The Big Dip, Nantucket, MA 02554
  • 30 Devon Street - Big Dip, Nantucket, MA 02554
    30 Devon Street - Big Dip, Nantucket, MA 02554
    30 Devon Street - Big Dip, Nantucket, MA 02554
    /42

    $65,000 Per Month

    • 8 Beds
    • 12 Baths
    • 3,640 Sq Ft
    • House for Rent

    30 Devon Street - Big Dip, Nantucket, MA 02554

    Welcome to The Dips, the first of its kind and the ultimate luxury compound on Nantucket.Whether it is a milestone birthday, family reunion, corporate retreat, or an epic friend’s getaway, Nantucket is the location and The Dips is the destination.Masterfully crafted, The Dips is an extraordinary property where guests can rest, reflect, and recharge in the lap of luxury.This summerland paradise is

    Nicole Tirapelli Douglas Elliman Real Estate - Nantucket

    30 Devon Street - Big Dip, Nantucket, MA 02554
  • 385 Barnes Rd Ob534, Oak Bluffs, MA 02557
    385 Barnes Rd Ob534, Oak Bluffs, MA 02557
    385 Barnes Rd Ob534, Oak Bluffs, MA 02557
    /29

    $64,000 Per Month

    • 4 Beds
    • 7 Baths
    • 3,600 Sq Ft
    • House for Rent

    385 Barnes Rd Ob534, Oak Bluffs, MA 02557

    THIS IS A WEEKLY SUMMER RENTAL ONLY.THE WEEKLY PRICE IN AUGUST IS $18,000. PER WEEK.SEE WEB SITE FOR ADDITIONAL WEEKLY PRICING. This is a beautiful waterfront home with a pool on the Lagoon. Enter through the impressive foyer with water views over the pool and lawn. There is a large living room with cathedral ceilings and dining area on the main level. There is a gourmet kitchen with eat-in

    Karen Overtoom Karen M. Overtoom R.E.

    385 Barnes Rd Ob534, Oak Bluffs, MA 02557
  • 50 Winsor Way, Weston, MA 02493
    50 Winsor Way, Weston, MA 02493
    50 Winsor Way, Weston, MA 02493
    /35

    $60,000 Per Month

    • 6 Beds
    • 10 Baths
    • 10,116 Sq Ft
    • House for Rent

    50 Winsor Way, Weston, MA 02493

    Spectacular gated luxury estate set on over two private, elevated acres abutting the Weston Golf Club. This exceptional colonial residence offers more than 6 bedrooms, 7 full baths, 3 half baths, and a 4-car garage, with an expansive open floor plan designed by Thoughtforms. Professionally landscaped grounds feature sweeping terraces, patios, and a stunning resort-style pool with elegant

    Rose Hall Blue Ocean Realty, LLC

    50 Winsor Way, Weston, MA 02493
  • 2 Nonamessett Rd, Edgartown, MA 02539
    2 Nonamessett Rd, Edgartown, MA 02539
    2 Nonamessett Rd, Edgartown, MA 02539
    /36

    $56,800 Per Month

    • 5 Beds
    • 4 Baths
    • 3,000 Sq Ft
    • House for Rent

    2 Nonamessett Rd, Edgartown, MA 02539

    THIS IS A WEEKLY SUMMER RENTAL ONLY.THE WEEKLY PRICE IN AUGUST IS $14,200. PER WEEK.SEE WEB SITE FOR ADDITIONAL WEEKLY PRICING.Newly renovated architect designed home with every amenity. Cook's gourmet kitchen, open plan living/dining room, second living room, lots of outdoor patio and deck space, Set in a private 7 acre property with wildflower meadow. Relax around the beautiful in ground pool

    Karen Overtoom Karen M. Overtoom R.E.

    2 Nonamessett Rd, Edgartown, MA 02539
  • 34 Brewster Rd, Nantucket, MA 02554
    34 Brewster Rd, Nantucket, MA 02554
    34 Brewster Rd, Nantucket, MA 02554
    /40

    $55,000 Per Month

    • 6 Beds
    • 6.5 Baths
    • 6,564 Sq Ft
    • House for Rent

    34 Brewster Rd, Nantucket, MA 02554

    34 Brewster is an exceptional summer retreat and allows for effortless entertaining is a professionally designed Monomoy compound where indoor and outdoor living blend seamlessly. Expansive bi-fold doors open from the main living area to a heated dining deck overlooking an pool and spa. The gourmet kitchen features professional-grade appliances, including a 60-inch Wolf range with griddle, double

    The Mazer Group Compass

    34 Brewster Rd, Nantucket, MA 02554
  • 6 Trails End Ch241, Chilmark, MA 02535
    6 Trails End Ch241, Chilmark, MA 02535
    6 Trails End Ch241, Chilmark, MA 02535
    /26

    $50,700 Per Month

    • 4 Beds
    • 3 Baths
    • 2,346 Sq Ft
    • House for Rent

    6 Trails End Ch241, Chilmark, MA 02535

    THIS IS A WEEKLY SUMMER RENTAL ONLY.THE WEEKLY PRICE IN AUGUST IS $12,675. PER WEEK.SEE WEB SITE FOR ADDITIONAL WEEKLY PRICING. Set atop a hill you will find this wonderful 4 bedroom home with distant views and a wonderful lap pool. Enjoy your days on the large deck or take a swim in the pool. This great vacation home is tastefully decorated and is located on one level with plenty of space for

    Karen Overtoom Karen M. Overtoom R.E.

    6 Trails End Ch241, Chilmark, MA 02535
  • 21 Quidnet Rd Unit 1, Nantucket, MA 02554
    21 Quidnet Rd Unit 1, Nantucket, MA 02554
    21 Quidnet Rd Unit 1, Nantucket, MA 02554
    /42

    $50,000 Per Month

    • 9 Beds
    • 10 Baths
    • 6,072 Sq Ft
    • House for Rent

    21 Quidnet Rd Unit 1, Nantucket, MA 02554

    Available May 23-30, May 30-June 6 $35,000 per week June 6-13, June 13-20, June 20-27 $45,000 per week, June 27-July 4, July 4-11, July 11-18, July 25-, Aug 15-22, Aug22-28 $50,000per week, Aug 29- Sept 5, Sept 5-12, Sept 12-19, Sept 19-26, Sept 26- Oct 3 $45,000 per week, Oct 3-10, Oct 10-17, Oct 17-24, Oct 24-31 $35,00 per week

    Marybeth Gilmartin-Baugher Compass

    21 Quidnet Rd Unit 1, Nantucket, MA 02554
  • 6 Walbang Ave, Nantucket, MA 02554
    6 Walbang Ave, Nantucket, MA 02554
    6 Walbang Ave, Nantucket, MA 02554
    /42

    $50,000 Per Month

    • 7 Beds
    • 6 Baths
    • 3,600 Sq Ft
    • House for Rent

    6 Walbang Ave, Nantucket, MA 02554

    Cisco compound! Immerse yourself in this serene 7 bedroom haven, featuring ocean views, a pool, spa, and firepit, tucked away in a private, peaceful setting amidst conservation land, all steps away from one of Nantucket's best pristine white sand beaches. Located on one of Cisco’s prime streets, near several hidden gem beaches and the island's most coveted surfing spot, close to Cisco Brewery,

    The Mazer Group Compass

    6 Walbang Ave, Nantucket, MA 02554
  • 29 Naushon Rd Wt142, West Tisbury, MA 02575
    29 Naushon Rd Wt142, West Tisbury, MA 02575
    29 Naushon Rd Wt142, West Tisbury, MA 02575
    /26

    $50,000 Per Month

    • 4 Beds
    • 3 Baths
    • 3,237 Sq Ft
    • House for Rent

    29 Naushon Rd Wt142, West Tisbury, MA 02575

    THIS IS A WEEKLY SUMMER RENTAL ONLY.THE WEEKLY PRICE IN AUGUST IS $12,500. PER WEEK.SEE WEB SITE FOR ADDITIONAL WEEKLY PRICING. Waterfront home in spectacular location overlooking the Vineyard Sound and the Elizabeth Islands. This casual and comfortable single level 4 BR 3 bath home has central air and heat. Enjoy summer star-studded skies from your patio or through skylights in each bedroom.

    Karen Overtoom Karen M. Overtoom R.E.

    29 Naushon Rd Wt142, West Tisbury, MA 02575
  • 9 Thaxter Lane Ed310, Edgartown, MA 02539
    9 Thaxter Lane Ed310, Edgartown, MA 02539
    9 Thaxter Lane Ed310, Edgartown, MA 02539
    /17

    $48,000 Per Month

    • 4 Beds
    • 3.5 Baths
    • 2,675 Sq Ft
    • House for Rent

    9 Thaxter Lane Ed310, Edgartown, MA 02539

    THIS IS A WEEKLY SUMMER RENTAL ONLY.THE WEEKLY PRICE IN AUGUST IS $14,500. PER WEEK.SEE WEB SITE FOR ADDITIONAL WEEKLY PRICING. Enjoy the pool with this Stunning custom designed and professionally decorated Tri Level contemporary home with open floor plan. Once inside you will be captivated by the dramatic open spaces, soaring ceiling and walls of glass. Located in a high end neighborhood within

    Karen Overtoom Karen M. Overtoom R.E.

    9 Thaxter Lane Ed310, Edgartown, MA 02539
  • 99 Pond Road Wt104, West Tisbury, MA 02575
    99 Pond Road Wt104, West Tisbury, MA 02575
    99 Pond Road Wt104, West Tisbury, MA 02575
    /39

    $46,000 Per Month

    • 6 Beds
    • 4.5 Baths
    • 3,800 Sq Ft
    • House for Rent

    99 Pond Road Wt104, West Tisbury, MA 02575

    THIS IS A WEEKLY RENTAL NOT A MONTHLY!!!!! Beautiful bright sunny home with open concept living. Main floor features a gourmet kitchen with stainless appliances, breakfast bar and formal dining table to seat 10. Large glass sliders open up to expansive views of the deck, pool and pasture beyond. Also on the main level is a separate living area with large screen TV, powder room, and den with twin

    Karen Overtoom Karen M. Overtoom R.E.

    99 Pond Road Wt104, West Tisbury, MA 02575
  • 30 Madequecham Valley Rd, Nantucket, MA 02554
    30 Madequecham Valley Rd, Nantucket, MA 02554
    30 Madequecham Valley Rd, Nantucket, MA 02554
    /32

    $45,000 Per Month

    • 5 Beds
    • 6.5 Baths
    • 5,455 Sq Ft
    • House for Rent

    30 Madequecham Valley Rd, Nantucket, MA 02554

    Stunning oceanfront compound with spectacular water views from every room plus an unmatched outdoor setup with heated pool and spa and direct beach access. Cross the sprawling lawn to private steps leading to one of the most pristine beaches on Nantuckets South Shore. This modern designer beach house has multiple living areas, a bright open first floor with custom gourmet kitchen, large quartzite

    The Mazer Group Compass

    30 Madequecham Valley Rd, Nantucket, MA 02554
  • 21 Woodbine St, Nantucket, MA 02554
    21 Woodbine St, Nantucket, MA 02554
    21 Woodbine St, Nantucket, MA 02554
    /19

    $45,000 Per Month

    • 7 Beds
    • 10 Baths
    • 1,734 Sq Ft
    • House for Rent

    21 Woodbine St, Nantucket, MA 02554

    This private Nantucket rental sits on over 1.5 acres, minutes from two of the island’s most beautiful beaches. The custom-designed home is bright and modern, featuring custom moldings, cabinetry, granite and marble countertops, and top-of-the-line appliances. An open floor plan leads to an oversized deck and a stunning 20’ x 50’ pool and spa. Outdoor living includes a fireplace lounge, large

    Marybeth Gilmartin-Baugher Compass

    21 Woodbine St, Nantucket, MA 02554
  • 3 Wauwinet, Nantucket, MA 02554
    3 Wauwinet, Nantucket, MA 02554
    3 Wauwinet, Nantucket, MA 02554
    /32

    $45,000 Per Month

    • 7 Beds
    • 5.5 Baths
    • 5,539 Sq Ft
    • House for Rent

    3 Wauwinet, Nantucket, MA 02554

    WEEKLY RENTAL...Welcome to the Nantucket of your dreams. The Green Market Farm sits on a private way off Wauwinet Road, where the only noises come nightfall are oceans breezes and the occasional white heron's call. The English-style gardens are painstakingly maintained for an effortless, wild ambiance, in a carefully curated palette of green herbs and all-white flowers. Throughout the property,

    Nicole Tirapelli Douglas Elliman Real Estate - Nantucket

    3 Wauwinet, Nantucket, MA 02554
  • 19 Lake Rd, Chilmark, MA 02535
    19 Lake Rd, Chilmark, MA 02535
    19 Lake Rd, Chilmark, MA 02535
    /32

    $42,000 Per Month

    • 5 Beds
    • 2.5 Baths
    • 3,000 Sq Ft
    • House for Rent

    19 Lake Rd, Chilmark, MA 02535

    THIS IS A WEEKLY SUMMER RENTAL ONLY. SEE WEB SITE FOR WEEKLY PRICING. Sweeping views of Squibnocket Pond, Dunes, the South Shore, Nomans Land, to sunsets over Aquinnah. A great family getaway with access to Chilmark's famed Lucy Vincent and Squibnocket Beaches as well as a private association beach in Aquinnah. Roomy and inviting, this house offers 5 five bedrooms all with views, two livingrooms,

    Karen Overtoom Karen M. Overtoom R.E.

    19 Lake Rd, Chilmark, MA 02535
  • 106A Surfside Rd Unit EAST, Nantucket, MA 02554
    106A Surfside Rd Unit EAST, Nantucket, MA 02554
    106A Surfside Rd Unit EAST, Nantucket, MA 02554
    /42

    $40,000 Per Month

    • 7 Beds
    • 9 Baths
    • 4,347 Sq Ft
    • House for Rent

    106A Surfside Rd Unit EAST, Nantucket, MA 02554

    Nestled in the Surfside neighborhood, just a short bike ride from the popular Surfside Beach and 1.5 miles into town, this peaceful retreat awaits. The timeless property features a six-bedroom main house, a custom waterfall-edge saltwater pool, and a charming pool house cabana. Set on 1.25 acres of pristine land, the property boasts mature landscaping, including Nantucket’s iconic hydrangeas that

    The Mazer Group Compass

    106A Surfside Rd Unit EAST, Nantucket, MA 02554
  • 44 Main St, Nantucket, MA 02554
    44 Main St, Nantucket, MA 02554
    44 Main St, Nantucket, MA 02554
    /32

    $40,000 Per Month

    • 5 Beds
    • 4.5 Baths
    • 3,377 Sq Ft
    • House for Rent

    44 Main St, Nantucket, MA 02554

    SHORT TERM VACATION RENTAL. Main House and Pool House. $40,000 per week - 2 week MIN for the dates of June 27th - July 11th week. Designer Decorated & Well Appointed Main house: 4 bedrooms w/ all high end appliances. Gorgeous Pool House Cabana w/ an additional Kitchen & Media Room on Lower Level Additional En suite Well appointed Bedroom Multiple Outdoor Decks & Patio for relaxation &

    Marybeth Gilmartin-Baugher Compass

    44 Main St, Nantucket, MA 02554
  • 134 Main St, Nantucket, MA 02554
    134 Main St, Nantucket, MA 02554
    134 Main St, Nantucket, MA 02554
    /42

    $40,000 Per Month

    • 6 Beds
    • 6.5 Baths
    • 4,781 Sq Ft
    • House for Rent

    134 Main St, Nantucket, MA 02554

    WEEKLY RENTAL...*Includes a car ferry reservation with a two-week rental. Seize this amazing opportunity to experience quintessential Main Street, Nantucket, in the heart of historic downtown. This beautifully renovated 6 bedroom, 6 1⁄2 bath home has all the modern amenities. The main floor boasts multiple living areas, an oversized chef's kitchen, a beautiful dining room and a custom bar area

    Nicole Tirapelli Douglas Elliman Real Estate - Nantucket

    134 Main St, Nantucket, MA 02554
  • 384 Middle Rd Ch222, Chilmark, MA 02535
    384 Middle Rd Ch222, Chilmark, MA 02535
    384 Middle Rd Ch222, Chilmark, MA 02535
    /31

    $40,000 Per Month

    • 6 Beds
    • 6 Baths
    • 3,960 Sq Ft
    • House for Rent

    384 Middle Rd Ch222, Chilmark, MA 02535

    THIS IS A WEEKLY SUMMER RENTAL ONLY.THE WEEKLY PRICE IN AUGUST IS $10,000. PER WEEK.SEE WEB SITE FOR ADDITIONAL WEEKLY PRICING. This gracious Vineyard elongated Cape overlooks the Keith Farm and the Atlantic Ocean beyond. The gourmet kitchen has just been beautifully renovated and is a dream. The living areas are all decorated with charm and all have views. The separate main house, with four

    Karen Overtoom Karen M. Overtoom R.E.

    384 Middle Rd Ch222, Chilmark, MA 02535
  • 28 Longfellow Rd, Wellesley Hills, MA 02481
    28 Longfellow Rd, Wellesley Hills, MA 02481
    28 Longfellow Rd, Wellesley Hills, MA 02481
    /21

    $39,000 Per Month

    • 6 Beds
    • 4.5 Baths
    • 5,091 Sq Ft
    • House for Rent

    28 Longfellow Rd, Wellesley Hills, MA 02481

    Welcome to this exquisitely restored Victorian, where historic charm and contemporary sophistication come together in one of Wellesley's most desirable neighborhoods. Thoughtfully renovated, this exceptional residence offers luxurious living with designer finishes, custom craftsmanship, and an inviting floor plan designed for today's lifestyle. Designed with comfort and flexibility in mind, the

    Kristen Dibella Boom Realty

    28 Longfellow Rd, Wellesley Hills, MA 02481
  • 28 Bosworth Rd, Nantucket, MA 02554
    28 Bosworth Rd, Nantucket, MA 02554
    28 Bosworth Rd, Nantucket, MA 02554
    /34

    $38,500 Per Month

    • 7 Beds
    • 6.5 Baths
    • 5,804 Sq Ft
    • House for Rent

    28 Bosworth Rd, Nantucket, MA 02554

    Expansive ocean views from this splendid 7 bedroom estate complete with swimming pool, jacuzzi, tennis court, vegetable garden and lush landscaping. Main house consists of 6 spacious bedrooms and 5.5 bathrooms. This distinctive 2 acre estate, nestled in Tom Nevers, captures the essence of summer life on Nantucket with its relaxed yet well appointed features including a chefs kitchen, an outdoor

    Nicole Tirapelli Douglas Elliman Real Estate - Nantucket

    28 Bosworth Rd, Nantucket, MA 02554
  • 44 Winslow Rd, Brookline, MA 02446
    44 Winslow Rd, Brookline, MA 02446
    44 Winslow Rd, Brookline, MA 02446
    /35

    $38,000 Per Month

    • 13 Beds
    • 11 Baths
    • 5,500 Sq Ft
    • House for Rent

    44 Winslow Rd, Brookline, MA 02446

    Welcome to the Winslow House in Brookline. A grand co-living space offering 13 bedrooms, 11 bathrooms in total, comprising 9 luxurious suites with private bathrooms and 4 bedrooms sharing 2 common bathrooms. The main level boasts a spacious furnished living room seamlessly connected to a beautifully crafted kitchen and dining area. Featuring custom cabinetry, sleek quartz countertops, stainless

    Brandon Muroff Brandon Muroff

    44 Winslow Rd, Brookline, MA 02446
  • 17 Otis Bassett Rd, West Tisbury, MA 02575
    17 Otis Bassett Rd, West Tisbury, MA 02575
    17 Otis Bassett Rd, West Tisbury, MA 02575
    /28

    $38,000 Per Month

    • 4 Beds
    • 3.5 Baths
    • 3,000 Sq Ft
    • House for Rent

    17 Otis Bassett Rd, West Tisbury, MA 02575

    THIS IS A WEEKLY RENTAL NOT MONTHLY. AUGUST WEEKLY IS $9,500. SEE OUR WEB SITE FOR WEEKLY PRICING!!!!!Are you looking for the perfect back yard Oasis? Well here it is!! Surrounding a large pool you will be able to relax on the expansive deck areas that include plenty of space for gathering. Inside is an amazing kitchen with every amenity you could want. Coffee lovers will appreciate a regular

    Karen Overtoom Karen M. Overtoom R.E.

    17 Otis Bassett Rd, West Tisbury, MA 02575
  • 13 Gingy Ln, Nantucket, MA 02554
    13 Gingy Ln, Nantucket, MA 02554
    13 Gingy Ln, Nantucket, MA 02554
    /29

    $37,000 Per Month

    • 6 Beds
    • 8 Baths
    • 4,017 Sq Ft
    • House for Rent

    13 Gingy Ln, Nantucket, MA 02554

    Located in the highly sought after Cliff area, this property has high end finishes, 3 levels of living space, and a pool . The open concept includes a high end kitchen, living and dinging room and first floor primary suite. Easy access to the pool. Three second floor en suite bedrooms. Two bedrooms in the lower level. A large open kitchen concept includes seating for 4, a six-burner gas Wolf

    Nicole Tirapelli Douglas Elliman Real Estate - Nantucket

    13 Gingy Ln, Nantucket, MA 02554
  • 29 Cemetery Rd Ch216, Chilmark, MA 02535
    29 Cemetery Rd Ch216, Chilmark, MA 02535
    29 Cemetery Rd Ch216, Chilmark, MA 02535
    /32

    $36,000 Per Month

    • 3 Beds
    • 3.5 Baths
    • 2,600 Sq Ft
    • House for Rent

    29 Cemetery Rd Ch216, Chilmark, MA 02535

    THIS IS A WEEKLY SUMMER RENTAL ONLY.THE WEEKLY PRICE IN AUGUST IS $9,000. PER WEEK.SEE WEB SITE FOR ADDITIONAL WEEKLY PRICING. Fabulous Chilmark home offers two levels of living space. On the first floor there is a fully equipped kitchen open to the dining room, a living room with fireplace, built-ins and sliders to a deck overlooking a meadow and the most incredible water views. There is a half

    Karen Overtoom Karen M. Overtoom R.E.

    29 Cemetery Rd Ch216, Chilmark, MA 02535
  • 74 Turkeyland Cove Rd Ed306, Edgartown, MA 02539
    74 Turkeyland Cove Rd Ed306, Edgartown, MA 02539
    74 Turkeyland Cove Rd Ed306, Edgartown, MA 02539
    /23

    $36,000 Per Month

    • 3 Beds
    • 3 Baths
    • 2,556 Sq Ft
    • House for Rent

    74 Turkeyland Cove Rd Ed306, Edgartown, MA 02539

    THIS IS A WEEKLY SUMMER RENTAL ONLY.THE WEEKLY PRICE IN AUGUST IS $9,000. PER WEEK.SEE WEB SITE FOR ADDITIONAL WEEKLY PRICING. Less than 5 miles from the center of town, the property is a 3 bedroom uniquely-designed guest house which provides the space needed for a large family or visiting guests. Most of the living/entertaining space is on the second floor. The kitchen has granite countertops,

    Karen Overtoom Karen M. Overtoom R.E.

    74 Turkeyland Cove Rd Ed306, Edgartown, MA 02539
  • 1254 Commonwealth Ave, Boston, MA 02134
    1254 Commonwealth Ave, Boston, MA 02134
    1254 Commonwealth Ave, Boston, MA 02134
    /21

    $35,500

    Total Monthly Price

    • 3 Beds
    • 1 Bath
    • NO FEE! Perfect Apt for BU Students Near T with Heat and Hot Water Included

    1254 Commonwealth Ave, Boston, MA 02134

    NO FEE! Perfect Apt for BU Students Near T with Heat and Hot Water IncludedNear T

    1254 Commonwealth Ave, Boston, MA 02134
  • 3 Old Farm Rd, Nantucket, MA 02554
    3 Old Farm Rd, Nantucket, MA 02554
    3 Old Farm Rd, Nantucket, MA 02554
    /40

    $35,000 Per Month

    • 6 Beds
    • 8 Baths
    • 6,000 Sq Ft
    • House for Rent

    3 Old Farm Rd, Nantucket, MA 02554

    WEEKLY RATE. Exceptional home perfectly situated minutes from town center, renowned beaches, and Nantucket's most sought-after dining and shopping. Set on beautifully landscaped grounds.3 Old Farm Road offers the ideal blend of luxury, comfort, and privacy for an unforgettable island getaway. Designed for effortless indoor-outdoor living, the home features expansive gathering spaces, a

    Michael Passaro Douglas Elliman Real Estate - Nantucket

    3 Old Farm Rd, Nantucket, MA 02554
  • 133 Seaport Blvd Unit PH 1C, Boston, MA 02210
    133 Seaport Blvd Unit PH 1C, Boston, MA 02210
    133 Seaport Blvd Unit PH 1C, Boston, MA 02210
    /40

    $35,000 Per Month

    • 3 Beds
    • 2.5 Baths
    • 2,192 Sq Ft
    • Condo for Rent

    133 Seaport Blvd Unit PH 1C, Boston, MA 02210

    A rare opportunity to lease the only 3-bedroom penthouse residence available at EchelonSeaport. Perfectly positioned high above the Seaport, this exceptional 3 Bed, 2.5 Bath home offers breathtaking harbor views from an expansive private terrace complete with a gas hookup for grilling. Thoughtfully offered fully furnished, the residence includes designer furnishings, bedding, towels, cookware,

    Laura Rodriguez The Collaborative Companies

    133 Seaport Blvd Unit PH 1C, Boston, MA 02210
  • 75 Goddard Ave Unit 75, Brookline, MA 02445
    75 Goddard Ave Unit 75, Brookline, MA 02445
    75 Goddard Ave Unit 75, Brookline, MA 02445
    /27

    $35,000 Per Month

    • 7 Beds
    • 9 Baths
    • 6,000 Sq Ft
    • House for Rent

    75 Goddard Ave Unit 75, Brookline, MA 02445

    Set on nearly an acre within Brookline’s coveted Estate Section, this extraordinary 2015-built residence offers a rare blend of privacy, scale, & exceptional construction rarely found in today’s market. Spanning nearly 8,000 sq ft including a finished lower level, the home features solid mahogany floors,marble baths, custom granite stonework, 7 bedrooms, 9 bathrooms, a steam room, and multiple

    Samantha Stumpo Serhant

    75 Goddard Ave Unit 75, Brookline, MA 02445
  • 26 Old Tom Nevers Rd Unit 1, Nantucket, MA 02554
    26 Old Tom Nevers Rd Unit 1, Nantucket, MA 02554
    26 Old Tom Nevers Rd Unit 1, Nantucket, MA 02554
    /31

    $35,000 Per Month

    • 6 Beds
    • 5.5 Baths
    • 3,532 Sq Ft
    • House for Rent

    26 Old Tom Nevers Rd Unit 1, Nantucket, MA 02554

    Summer 2026 availability : July 14th to August 2nd

    Marybeth Gilmartin-Baugher Compass

    26 Old Tom Nevers Rd Unit 1, Nantucket, MA 02554
  • 2 Avery St Unit 30E, Boston, MA 02111
    2 Avery St Unit 30E, Boston, MA 02111
    2 Avery St Unit 30E, Boston, MA 02111
    /26

    $35,000 Per Month

    • 3 Beds
    • 4.5 Baths
    • 3,246 Sq Ft
    • Condo for Rent

    2 Avery St Unit 30E, Boston, MA 02111

    Highly desirable, FULLY FURNISHED Ritz-Carlton home! Perched high atop the 30th floor, this home offers unparalleled views spanning from Back Bay and The Charles River to The Financial District and Boston Harbor. The grand E unit is perfectly appointed with custom features throughout including a sound system, automatic window treatments and lighting system. The upgraded eat-in kitchen is equipped

    Kaitlyn Attfield Luxury Residential Group, LLC

    2 Avery St Unit 30E, Boston, MA 02111

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