$85,000 total monthly price
2142 Fairfield Beach Rd, Fairfield, CT 06824
AVAILABLE FOR ACADEMIC YEAR SEPTEMBER -MAY. WATERFRONT DUPLEX. FULLY FURNISHED. ACCOMMODATES 4. ALSO SEE 2144 FAIRFIELD BEACH ROAD (OTHER SIDE OF THIS DUPLEX). ALSO ACCOMMODATES 4
Michael Menillo Collage Realty
$85,000 total monthly price
172 College Place, Fairfield, CT 06824
Beach Area Colonial Walk To Beach. Fully Furnished. Fully Applianced Kitchen-Fenced Private Yard With BBQ-Ample Parking Available For Academic Rental- Will Accommodate 5 persons. For Academic Year Sept To May
Michael Menillo Collage Realty
$70,000 total monthly price
2144 Fairfield Beach Rd, Fairfield, CT 06824
Available for Academic Year Sept - May WATERFRONT DUPLEX. ACCOMMODATES 4. ALSO SEE 2142 FAIRFIELD BEACH ROAD (OTHER SIDE OF THIS DUPLEX). ALSO ACCOMMODATES 4, and 172 college place accommodates 5
Michael Menillo Collage Realty
$65,000 total monthly price
40 Salmon Kill Rd, Lakeville, CT 06039
Salisbury Getaway: Experience the ultimate summer retreat in this stunning seasonal rental, located on one of Salisbury's most coveted streets in the heart of town. This elegant home offers a perfect escape for enjoying the beauty and adventure of summer in Salisbury. This property features four spacious bedrooms and three beautifully appointed bathrooms, providing ample space and comfort for
KATHLEEN DEVANEY Elyse Harney Real Estate
$60,000 total monthly price
23 Sterling Dr, Westport, CT 06880
SUMMER RENTAL Overlooking Compo Cove beach. Water views from all rooms. Available for 2 periods: June 25th to July 25th and July 25th to August 23rd (there is some schedule flexibility). This recently built 5-bedroom home has a light-filled gourmet kitchen with 2 sinks, 2 dishwashers, and Sub-Zero/Wolf appliances. The Living area and kitchen open to the pool, fenced in yard (perfect for young
Derek Greene Derek Greene
$50,000 total monthly price
17 Stonybrook Rd, Westport, CT 06880
This modern farmhouse was recently completed 2019 with highest level of craftsmanship, stunning interior and exceptional modern design. Covered front porch with seating area welcomes you and leads to grand front door entry with two-story foyer. Sun-filled open floor concept 9ft+ ceilings, white oak flooring and contemporary vibe. Fully furnished with essentials and many extras(bikes, scooters,
Inna Agujen Coldwell Banker Realty
$50,000 total monthly price
118 Middle Beach Rd, Madison, CT 06443
Does this winter weather have you daydreaming about waking up to the sounds of waves and walking to your very own private beach? Make your dreams come true at 118 Middle Beach Road! With 7 bedrooms, 5 full baths, and 2 half baths, this iconic property comfortably accommodates up to 14 guests. The main level is an entertainer's paradise featuring an oversized kitchen, formal dining area, living
Melanie Abbott William Pitt Sotheby's Int'l
$50,000 total monthly price
50 Compo Mill Cove, Westport, CT 06880
Fully Furnished, WATERFRONT PARADISE! Tranquil location offers unrivaled access to Panoramic Ocean views of Long Island Sound. A short walk across the Wooden Footbridge w/ Sherwood Mill Pond on your left and LI Sound on your right leads to the gated private Island of Compo Mill Cove & a handful of unique waterfront homes. The property itself has been customized from top to bottom w/ exceptional
Robert Perriello Century 21 AllPoints Realty
$49,000 total monthly price
14 Cockenoe Dr, Westport, CT 06880
Rare opportunity to live directly on a private beach in Westport this summer. This new home on Saugatuck Island is offered for the first time as a rental. Three plus floors, high ceilings, luxurious 4-bedroom 3700sqft home on the beach offers the unique sensation of floating on Long Island Sound through floor-to-ceiling windows that bring the views and lapping sounds of the tides inside. A large,
Amy Swanson William Raveis Real Estate
$45,000 total monthly price
5 Mayflower Pkwy, Westport, CT 06880
Walk-to-Compo Beach/Longshore Club Park/Metro North/Saugatuck Center recently-updated 5+BR Nantucket stone & shingle home with gorgeous, fenced Gunite pool, situated in fabulous beach neighborhood (but not in flood zone) just a stones-throw from the finest area amenities -- swimming, golf, sailing, pickleball, camp programs, tennis, paddle & more. This 6000 square foot home on two levels features
Joni Usdan Coldwell Banker Realty
$40,000 total monthly price
198 Hemlock Hill Rd, New Canaan, CT 06840
198 Hemlock Hill Road, New Canaan, CT. Perfectly blending classic charm with high-end amenities, this home offers a private summer escape, just moments from the heart of town on desirable Hemlock Hill. Enjoy 2.5 acres of sweeping lawns and secluded pool. This special property offers many lovely outdoor spaces to enjoy, the inviting covered porch, complete with Adirondack chairs and dining,
Anne Krieger William Pitt Sotheby's Int'l
$40,000 total monthly price
10 Morgan Point, Groton, CT 06340
This gorgeous 4 bedroom 3 bath home sits on the CT water front with a beautifully landscaped park like property and two white sandy private beaches. A modern interior and large wrap around deck provide for the perfect retreat. Panoramic views of Fisher’s Island Sound and the mouth of the Mystic River are perfect for enjoying any season, ideal for summer outdoor relaxation, swimming and
Heather Sawyer William Pitt Sotheby's Int'l
$39,000 total monthly price
4900 Congress St, Fairfield, CT 06824
Surrounded by stone walls, this one-of-a-kind, spectacular and private 36-acre Greenfield Hill country compound has had a stunning top-level transformation, creating a breathtaking Fairfield County estate like no other. The storied former home of Richard Rodgers, composer of The Sound of Music, the mid-century main residence was restored and expanded to incorporate 7 bedrooms and 7 full baths,
Leslie Razook William Pitt Sotheby's Int'l
$37,500 total monthly price
33 Arrow Point Rd, Warren, CT 06777
Spend the summer in this recently constructed home steps away from your own private sandy beach and dock. Designed to take full advantage of the lake views. Terrific open floor plan. Great kitchen open to dining area. Large living room that opens to a fabulous screened porch on the lake side. Three bedrooms with en-suite baths and an office on the second floor. Additional bedroom with an en-suite
Peter Klemm Klemm Real Estate Inc
$37,000 total monthly price
345 Governors Ln, Fairfield, CT 06824
Available August 1- September 5: Fully Furnished. You'll never want to leave 'Splendido Manor', an iconic estate perfect for the sophisticated and active lifestyle. This sprawling 4-acre compound nestled in the heart of Greenfield Hill has all of the amenities of an idyllic retreat. With 5 bedrooms, a separate one-bedroom guest cottage, a lighted Sport/Tennis Court, a 1900 SF Indoor/Outdoor Pool
Laura Kottler Compass Connecticut, LLC
$36,000 total monthly price
12 Murvon Ct, Westport, CT 06880
A Compo Beach Summer rental GEM! This stunningly decorated four bedroom, three bath home is the perfect place to spend your Summer. A two minute walk to Compo Beach and Longshore Club Park. Large yard with patio, outdoor seating, grill and lots of space to relax or play. Additional room out back with sofa, table and TV perfect for extra get away space or office space.
Jenny Bentley The Riverside Realty Group
$35,000 total monthly price
4 Spriteview Ave, Westport, CT 06880
Saugatuck Island in Westport, Connecticut, is a unique and desirable waterfront community that offers residents a serene and picturesque living experience. This private island, accessible by a bridge, is nestled at the mouth of the Saugatuck River and Long Island Sound, providing a tranquil retreat with stunning water views and a sense of seclusion while still being close to the amenities of
Lisa Hartmann William Pitt Sotheby's Int'l
$35,000 total monthly price
20 W Brother Dr, Greenwich, CT 06830
Fully Furnished Millbrook Lakefront Rental!!! 4 month minimum Term. Privacy abounds as you enter over the bridge to your in-town private peninsula. This Gorgeous lakefront setting is truly a rare with oversized 1.11 acres in the R-20 Zone. The 5 bed 5 bath Manor Styled home has been recently renovated to include New appliances, new hardwood flooring, landscaping, paint and more.
Stephen Archino Sotheby's International Realty
$35,000 total monthly price
200 Hillspoint Rd, Westport, CT 06880
Compo Beach, Westport | July 2026 Summer Rental Experience the magic of waterfront living at this 3BD | 2.2BA Compo Beach retreat-where sunrises and moonrises paint the sky from a stunning rooftop deck with wide, unobstructed views of the Sound. Designed for peace and comfort, this fully furnished home offers a zen-like atmosphere perfect for a cozy holiday stay or memorable Thanksgiving
Kim Harizman Compass Connecticut, LLC
$35,000 total monthly price
34 Old Roxbury Rd, Roxbury, CT 06783
Available @ $35K for August 6-Sept 7, 2026. Also avail $15,000/mo for school year 2026/2027. Gunite Heated Pool being installed in April 2026 and will be ready for August tenant. Enjoy Modern Luxury in Connecticut's Countryside. The meticulously renovated 4-bedroom residence seamlessly blends the original mid-century architecture with contemporary sophistication. Enter on the main level with 2
Stacey Matthews W. Raveis Lifestyles Realty
$35,000 total monthly price
34 Shorehaven Rd, Norwalk, CT 06855
34 Shorehaven Rd, Norwalk, CT 06855
$35,000 total monthly price
21 Echo Dr, New Milford, CT 06776
Fabulous summer rental on Candlewood Lake showcases a fully renovated property with high end appointments, 4 BR, 4.5 Baths, 2 Offices and more. An open Great Room features hardwood floors, wrap Ipe deck, full stone fireplace, vaulted ceiling, hardwood floors & beams. A spacious dining area lies open to a new Chef's kitchen with upscale appliances, quartz counters & more. An exceptional butler's
Barbara Sivba Coldwell Banker Realty
$33,000 total monthly price
47 Woodside Ave, Westport, CT 06880
Summer in Westport! Clean living at its best. A home prepared with non-chemical, organic products. The owners live here year round with ZERO FRAGRANCE. Owners are extremely sensitive to fragrance so only CLEAN LIVING TENANTS take interest. Organic, non fragrance, non chemical, hypo-allergenic product home. Products will remain in the home for summer tenant to utilize during their stay. This is
Elizabeth Altobelli William Raveis Real Estate
$32,500 total monthly price
231 Turtle Back Rd, New Canaan, CT 06840
Summer House with pool: Just one hour from NYC and two miles from the charming small town of New Canaan, buzzing with boutique shops and outdoor restaurants, this elegant, private family retreat sits on two quiet manicured acres. Perfect for relaxing poolside, swinging in a hammock, gathering by the firepit in Adirondack chairs or dining on a string-lit stone patio. The neighborhood is ideal for
Jane Forte Coldwell Banker Realty
$32,000 total monthly price
49 Circle Beach Rd, Madison, CT 06443
Panoramic vistas of Long Island Sound and the East River create a breathtaking backdrop for this sophisticated Madison waterfront retreat. Designed for elevated coastal living, the sun-drenched open floor plan flows effortlessly from the main living spaces to expansive water views beyond. Offering 3 bedrooms and 3 full baths, the home comfortably accommodates 8+ guests with thoughtful design and
Melanie Scull William Pitt Sotheby's Int'l
$31,500 total monthly price
849 Lake Ave, Greenwich, CT 06831
Step into luxury with this stunningly renovated, fully furnished 1930s colonial, featuring 5 spacious bedrooms and 4.2 stylish baths. Available for a 6 month minimum term, this beautifully furnished home blends classic charm with modern convenience, ensuring a move-in ready experience. Enjoy summer days on the newly refinished tennis/pickleball court, perfect for family fun and friendly matches.
Stephen Archino Sotheby's International Realty
$31,150 per month
Unlisted Address
June-Dec Only, $31,150. Newer Colonial Set at the End of a Lovely Quiet Rural Road. 4 Bedrooms, 3 Baths. Light & Bright. Large Eat-In Kitchen. Formal Dining Room. Large Stone Terrace Overlooks Sweeping Lawn. Central AC. Cozy Lower Level Retreat with Big TV. Very Near Village & Area Amenities; Town Tennis Courts; Lake with Beach; Summer Theater; Metro North Train; Restaurants; Shops & More.
Graham Klemm Klemm Real Estate Inc
$2,298 - $30,284 per month plus fees
City Crossing
Studio - 3 Beds
9 Tower Ln, New Haven, CT 06519
$30,000 total monthly price
123 Interlaken Rd, Lakeville, CT 06039
Available July & August 2026 - Enjoy summer living on Lake Wononscopomuc. This beautifully maintained 3-bedroom, 2-bath home is set on 2.9 lush acres with 150ft of private lake frontage. The main level features a cozy, well-appointed living room with an electric stove, a fully equipped kitchen with an eat-in island, and an adjoining dining room. A light-filled 3-season sunroom with a vaulted
Brierley Hannan William Pitt Sotheby's Int'l
$30,000 total monthly price
75 Lake Lillinonah Rd N, Bridgewater, CT 06752
Charming waterfront cottage, situated on Lake Lillinonah in beautiful Litchfield County in quintessential Bridgewater CT, Completely renovated with country kitchen, inviting living room, sun filled dining area and newly added full bath. Upper level offers 2 bedrooms, sitting area with pull out sofa for extra sleeping options and newly renovated bath The front porch, wonderful for outdoor
Maureen Burmann William Raveis Real Estate
$30,000 total monthly price
28 Leavenworth Rd, Woodbury, CT 06798
STUNNING MEMORIAL DAY - LABOR DAY RENTAL with POOL and TENNIS COURT (with lights). Enjoy a month or all summer at this resort-style escape with newly renovated interior and incredible entertaining space indoors and out. Extraordinary cook's kitchen with breakfast nook opens into an expansive sun-filled room overlooking lawns, tennis court and pool. Updated bedrooms and bathrooms provide a
Diana Bisselle William Pitt Sotheby's Int'l
$30,000 total monthly price
261 Taconic Rd, Salisbury, CT 06068
***Available 5/23/26 through 9/8/26, summer full term*** Taconic Waterfront Carriage House. Step through the Living Room French doors to the terrace and gardens overlooking the Channel from Twin Lakes, or enjoy serene, landscaped rock vistas from any room in this turn-of-the-century Carriage House. Master Bedroom suite, plus two Bedrooms with Bath on the first floor; fourth Bedroom and Bath on
Colleen Vigeant Elyse Harney Real Estate
$30,000 total monthly price
21 Hycliff Rd, Greenwich, CT 06831
Amazing summer rental with pool! Serenity awaits you on coveted back-country cul-de-sac in this private, park-like setting rich with mature plantings and natural beauty. A unique, idyllic entrance leads you to the peaceful banks of the Byram River. This architecturally significant home features a dramatic expansion by mid-century modern architect Paul Rudolph. The open layout offers a stunning
Julie Church Houlihan Lawrence
$30,000 total monthly price
91 Lake Dr N, New Fairfield, CT 06812
Available August for $30K. Inquire for additional availability and pricing. Enjoy your time at one of Candlewood's most luxurious waterfront homes. Located at the end of a cul-de-sac in a gated community, this Candlewood Isle home is something out of a fairy tale. Constructed with logs imported from France, numbered and reassembled on the perfect lot, where the home boasts commanding views across
Kevin Donovan Compass Connecticut, LLC
$30,000 total monthly price
141 Geer Mountain Rd, South Kent, CT 06785
TIME TO PLAN YOUR SUMMER VACATION! Enjoy country living in this stunning location with spectacular views and total privacy. Only 90 minutes from NYC. Swim in the heated gunfire pool. Explore the homes 142 acres. Plenty of room for family and friends who want to experience the beauty of Litchfield County. There is a 6 Bedroom main house with a 2 bedroom plus loft guest house. Total 8 Bedrooms and
Sharon McGuire William Pitt Sotheby's Int'l
$29,500 total monthly price
126 River Rd, Washington Depot, CT 06794
126 River Rd, Washington Depot, CT 06794
$28,500 total monthly price
26 Pequot Ln, New Canaan, CT 06840
THIS MAGNIFICENT ESTATE HAS BEEN FEATURED IN THE N.Y. TIMES MAGAZINE FOR ITS EXTRAORDINARY ENTRY AND CONSTRUCTION. BE IT THE OVERSIZED POOL, ELEVATOR ON ALL 3 FLOORS, SPORTS & TENNIS COURT, MEDIA ROOM, HIS & HER BATHS WITH SEVERAL ADDITIONAL PRACTICAL AND FUN AMENITIES LIKE A CUSTOM BUILT BAR, TWO STEAM SHOWERS, UPSTAIRS AND DOWNSTAIRS LAUNDRY ROOMS, AN EXERCISE ROOM WITH EQUIPMENT, POOL TABLE,
Susan Morelli Coldwell Banker Realty
$28,000 total monthly price
367 Riversville Rd, Greenwich, CT 06831
Furnished rental with a pool and tennis court. Live the ''French Countryside'' lifestyle right here in Greenwich, CT. This 7,860sf Chateau has 6 bedrooms, 4.1 baths, formal and informal entertaining spaces, a playroom/media room, as well as a home gym. The backyard is the perfect playground, complete with a large terrace overlooking the heated pool, the sloping lawn and a tennis court with a
Beau Chmiel Sotheby's International Realty
$26,500 total monthly price
153 4th Ave, Milford, CT 06460
SUMMER RENTAL 2026 -Immaculate Clean beach house that has everything you want within coveted laurel beach community. House has water views and is about 50 feet from the beach (third house in). Wonderful beach home that is light bright and airy and beachy. Sits on a large lot that has one side fenced in enough room to play ball and not on top of neighbors. 4 bedrooms sleeps 8 ( 2 king beds, 2 twin
Rebecca Ellsley Higgins Group Bedford Square
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