Bennington County, VT Rentals

/56
$5,000 per month
- 3 Beds
- 2 Baths
- 1,932 Sq Ft
- House for Rent
397 Powderhorn Rd, Manchester Center, VT 05255

Charming newly renovated ranch with 3 bedrooms, 2 baths is the perfect summer rental, offering a cozy and inviting atmosphere! Conveniently located close to town for easy access to shops and dining. Enjoy a fenced-in backyard with a deck, perfect for grilling and outdoor relaxation. The kitchen and living room are located on the first floor, along with the spacious primary bedroom featuring an en

Laura Beckwith

Josiah Allen Real Estate, Inc.

(802) 729-7527

397 Powderhorn Rd, Manchester Center, VT 05255
/31
$6,500 per month
- 4 Beds
- 3.5 Baths
- 2,340 Sq Ft
- House for Rent
294 Green Peak Orchard S, Dorset, VT 05253

Escape to a stunning summer/winter retreat in Southern Vermont, featuring 4 spacious bedrooms and 3.5 baths. Nestled in the heart of nature, this property offers breathtaking mountain views, perfect for relaxation and outdoor adventures. Open-concept living/kitchen area with plenty of seating, a wood burning fireplace, and panoramic mountain views. Kitchen is fully equipped with modern

Laura Beckwith

Josiah Allen Real Estate, Inc.

(802) 644-7034

294 Green Peak Orchard S, Dorset, VT 05253
/18
$4,500 per month
- 4 Beds
- 3 Baths
- 2,500 Sq Ft
- House for Rent
191 Forest Mountain Rd, Peru, VT 05152

WELCOME TO PERU MOUNTAIN LODGE... Now Available For Your Vermont Summer '25 Vacation! Don't Let This One Get away... Cozy open living area with four Bedrooms. Two bedrooms on the main level, the Main Suite in the loft above, and a fourth bedroom in the finished walk-out basement. This home boasts a cathedral ceiling, an updated cooks kitchen, and a striking stone fireplace with two

Kristin Comeau

TPW Real Estate

(802) 889-8948

191 Forest Mountain Rd, Peru, VT 05152
/37
$9,000 per month
- 3 Beds
- 3 Baths
- 1,980 Sq Ft
- House for Rent
3093 Route 30, Dorset, VT 05251

Wonderful Dorset Village Historic Colonial, private and completely protected by the established vintage tree line that buffers the neighbors and Route 30. Walk to Village location, this property has been fully renovated with updated kitchen and baths. The house is warm and welcoming with front and side covered porch entrance while the rear screened porch creates an expansive summer room to the

Laura Beckwith

Josiah Allen Real Estate, Inc.

(802) 520-2909

3093 Route 30, Dorset, VT 05251
/40
$3,250 per month
- 2 Beds
- 2 Baths
- 1,360 Sq Ft
- Condo for Rent
20 Murray Hill Heights Rd Unit 20, Manchester Center, VT 05255

Available Now For Winter '25/'26Welcome to 20 Murray Hill Heights! This tastefully decorated home has undergone a lovely renovation and is available for Winter '25/'26. Enjoy Winter Season in this cozy, well-furnished, air-conditioned two-bedroom plus bonus loft Townhouse. Enjoy all that Manchester, Vermont, has to offer. It is conveniently located in Manchester, VT, close to Bromley and

Kristin Comeau

TPW Real Estate

(802) 328-9795

20 Murray Hill Heights Rd Unit 20, Manchester Center, VT 05255
/40
$11,300 per month
- 5 Beds
- 3 Baths
- 4,432 Sq Ft
- House for Rent
303 W View Estates, Manchester, VT 05255

Gorgeous 4,432 Square Foot - 5 bedroom, 3 bath Log Home in the Heart of Manchester and the Green Mountains! You won't find a better equipped, more spacious and luxury home, located in one of the best Winter and Summer vacation spots in Vermont. 1st Floor boasts a beautiful great room with cathedral ceiling, stone fireplace seamlessly flows into an open-concept kitchen/dining area. Great for

Laura Beckwith

Josiah Allen Real Estate, Inc.

(802) 300-4671

303 W View Estates, Manchester, VT 05255
/25
$3,200 per month
- 4 Beds
- 2 Baths
- 1,950 Sq Ft
- House for Rent
78 Franklin Rd, Manchester, VT 05255

AVAILABLE NOW! WINTER RENTAL: '25/'26 As the seasons change, this charming older home in the heart of Manchester Village is ready to welcome you. With its unique traditional elements, this fully furnished home is a perfect retreat for the Winter Season.Bon appetit! Located just a couple of blocks from Manchester's Restaurant Row...Available November 15th '25, through

Kristin Comeau

TPW Real Estate

(802) 300-3752

78 Franklin Rd, Manchester, VT 05255
/16
$5,500 per month
- 4 Beds
- 3 Baths
- 2,400 Sq Ft
- Townhouse for Rent
556 Equinox On the Battenkill Unit J-11, Manchester, VT 05254

SUMMER RENTAL 2026 - EQUINOX ON THE BATTENKILL There is so much to offer! This sought-after four-bedroom EOB townhome is now available for a summer seasonal rental. EOB amenities include tennis, pickleball, pool, and clubhouse privileges. Enjoy all that Manchester and the Mountains have to offer. We have the Manchester Music Festival, The Vermont Summer Festival, the Dorset Theatre, the

Kristin Comeau

TPW Real Estate

(802) 348-2094

556 Equinox On the Battenkill Unit J-11, Manchester, VT 05254
/38
$3,250 per month
- 2 Beds
- 2.5 Baths
- 1,875 Sq Ft
- House for Rent
5451 River Rd, Arlington, VT 05250

LUXURY HOUSE RENTAL ABOVE THE BATTENKILL!Experience the timeless beauty of Southern Vermont in this exceptional rental perched above the scenic Battenkill. Just six miles west of Arlington village along Route 313, the peaceful Battenkill Valley unfolds a rare, unspoiled gem that captures the essence of the Vermont lifestyle.Tucked just across a quiet bridge, this custom-built

Kristin Comeau

TPW Real Estate

(802) 689-8318

5451 River Rd, Arlington, VT 05250
/14
$2,275 per month
- 2 Baths
- 1,120 Sq Ft
- Property for Rent
343 Dewey St, Bennington, VT 05201

Well-maintained provider office space available for lease, offering approx. 1,120 sq ft. Layout includes a waiting room with half bath, reception area, 2 operatories (or rooms), private office, and an additional half bath. Shared kitchen with the adjacent unit. Staff enjoy a separate entrance and designated parking, distinct from the public entry and lot. Rent includes electric, heat/AC,

Peter West

BISHOP WEST REAL ESTATE

(802) 347-1295

343 Dewey St, Bennington, VT 05201
/40
$13,000 per month
- 5 Beds
- 4.5 Baths
- 5,080 Sq Ft
- House for Rent
21 Valley View Rd, Winhall, VT 05255

Spectacular 5 bedroom, 5 bathroom house with panoramic mountain views!!! Entry level offers a 2 car garage, laundry room, powder room and large eat in kitchen. Beautiful views out the back sun room! Kitchen opens up to cathedral ceilings in the great room with center stone fireplace, formal dining room, foyer and den. Expansive primary suite on the first floor over looking the back deck with hot

Laura Beckwith

Josiah Allen Real Estate, Inc.

(802) 328-9426

21 Valley View Rd, Winhall, VT 05255
/35
$3,500 per month
- 3 Beds
- 3 Baths
- 2,052 Sq Ft
- House for Rent
3 Bromley Forest Rd, Winhall, VT 05340

Adorable 3 bed, 3 bath ranch located on desirable Bromley Forest Road in Winhall, just over the border from Manchester. This fully furnished home offers a perfect blend of comfort and convenience in a peaceful, wooded setting. The main level features an open and inviting layout, including a spacious living room, a fully equipped kitchen, and a cozy dining area. The 1st floor primary bedroom

Laura Beckwith

Josiah Allen Real Estate, Inc.

(802) 300-3940

3 Bromley Forest Rd, Winhall, VT 05340
/25
$2,100 per month
- 2 Beds
- 1 Bath
- 1,300 Sq Ft
- Condo for Rent
9 Church St Unit 9 Church St, North Bennington, VT 05257

Beautifully maintained 2 bedroom unit (half of a duplex) in desirable North Bennington. Heat included with rent.Credit and background checks required. First,last, security due at lease signing. Sorry no smoking, and no pets.

9 Church St Unit 9 Church St, North Bennington, VT 05257
/12
$4,600 per month
- 3 Beds
- 1.5 Baths
- 1,948 Sq Ft
- House for Rent
10 Rocky Rd, Winhall, VT 05340

Location, location location..... This three-bedroom gem is located in one of the most desirable areas in the tri-mountain area. Centrally located between Stratton and Manchester; you will find yourself less than a 15-minute drive to each. Bromley is around the corner. The perfect chalet to come home to after a fun day of skiing. Sit by the roaring fire with a cup of cocoa and

Peggy O'neill Cummings & Co

10 Rocky Rd, Winhall, VT 05340
/18
$1,500 per month
- 2 Beds
- 1.5 Baths
- 852 Sq Ft
- Condo for Rent
432 South St Unit B4, Bennington, VT 05201

Discover a delightful living experience at 432 South St. Unit B4, a welcoming 2-bedroom, 1.5-bathroom condo nestled in the highly sought-after Nathaniel Court neighborhood of Bennington, VT. Enjoy a range of amenities, including laundry hookups, a dedicated parking space, lawn care, plowing, and garbage taken care of by the association. Please note that pet will not be considered and smoking

432 South St Unit B4, Bennington, VT 05201
/20
$5,800 per month
- 3 Beds
- 2 Baths
- 2,348 Sq Ft
- House for Rent
8 Rocky Rd, Winhall, VT 05340

Located in one of the most sought-after spots in the area. This three-bedroom "mid-century vibed" beauty is just a 10-minute drive to the Stratton Access Road and a 12-minute drive to Manchester. Bromley is literally around the corner and Magic is a quick 15-minute drive.There is a beautiful stream in the backyard that adds additional "802" ambiance to the property. Truly a peaceful setting

Peggy O'neill Cummings & Co

8 Rocky Rd, Winhall, VT 05340
/15
$1,200 per month
- 1 Bed
- 1 Bath
- 800 Sq Ft
- Condo for Rent
210 Beech St Unit 2, Bennington, VT 05201

This 1 bedroom unit comes with a massive utility room for tons of extra storage space! The unit includes heat, water/sewer, and garbage in the rental price. Credit and background checks required. Sorry no pets Sorry no smoking. First/Last/Security due at lease signing.

210 Beech St Unit 2, Bennington, VT 05201
/14
$27,000 per month
- 3 Beds
- 2 Baths
- 2,486 Sq Ft
- House for Rent
36 Glendon Hills Rd, Bondville, VT 05340

Seasonal Rental Near Stratton Mountain – $27,000Enjoy the ultimate Vermont winter escape with this charming 3-bedroom, 2-bath seasonal rental located just minutes from Stratton Mountain Resort and only 15 minutes to Manchester. Whether you're a skier, snowboarder, or simply love cozy mountain living, this home checks all the boxes.

Christina Dryden Berkshire Hathaway HomeServices Stratton Home

36 Glendon Hills Rd, Bondville, VT 05340
/10
$1,100 per month
- 1 Bed
- 1 Bath
- 700 Sq Ft
- Condo for Rent
130 Union St Unit D, Bennington, VT 05201

This 1-bedroom, 1-bathroom apartment located within the downtown of Bennington offers 700 square feet of living space. The living room features ample natural light and connects directly to the kitchen, which includes essential appliances. The bedroom provides sufficient space for a queen-sized bed and includes plenty of closet space for storage. The bathroom is equipped with standard fixtures and

130 Union St Unit D, Bennington, VT 05201
/23
$42,000 per month
- 4 Beds
- 3 Baths
- 2,406 Sq Ft
- House for Rent
35 Strattonwald Rd, Winhall, VT 05340

$42,000 Winter Rental Rate | Spend the winter in Vermont at this inviting 4-bedroom, 3-bath Strattonwald chalet, available mid-November through mid-April. Nestled among the woods yet just minutes from Stratton Mountain, this home offers a welcoming retreat and the perfect base for the ski season. The main living area features soaring vaulted ceilings and a pellet stove, creating a bright and cozy

Cheyanne Pugliese

35 Strattonwald Rd, Winhall, VT 05340
/8
$2,800 per month
- 3 Beds
- 2 Baths
- 3,000 Sq Ft
- House for Rent
56 Elm St, Manchester Center, VT 05255

Lovely single family home in downtown Manchester. Walk to everything.

56 Elm St, Manchester Center, VT 05255
/16
$7,000 per month
- 4 Beds
- 2.5 Baths
- 1,800 Sq Ft
- House for Rent
Lot 2 89 Jaquith Rd, Landgrove, VT 05148

This one-of-a-kind experience on a gentleman's farm in one of the beautiful locations of Southern Vermont could be yours for this upcoming ski season. Centrally located to Stratton, Okemo, Magic and Bromley.With four large bedrooms, there is room for 12 people. There are two full baths leaving no room for time constraints when everyone is trying to get out the door to hit the slopes. A

Peggy O'neill Cummings & Co

Lot 2 89 Jaquith Rd, Landgrove, VT 05148
/20
$1,200 per month
- 2 Beds
- 1 Bath
- 600 Sq Ft
- Condo for Rent
18 Main St Unit C, North Bennington, VT 05257

Centrally located 3 family house with awesome tenants and awesome neigbors.

18 Main St Unit C, North Bennington, VT 05257
/39
$13,000 per month
- 7 Beds
- 7 Baths
- 6,600 Sq Ft
- House for Rent
89 Jaquith Rd, Londonderry, VT 05148

It's time to start planning a Vermont winter retreat like no other. This stunning, architect designed property is located centrally to Okemo, Stratton, Bromley and Magic Mountains. The property is perfect for snowshoeing, cross country skiing ice skating and apres ski warming around the rustic fire pit area. Inside, you will have breathtaking views, top of the line amenities and features abound.

Peggy O'neill Cummings & Co

89 Jaquith Rd, Londonderry, VT 05148
/24
$1,100 per month
- 2 Beds
- 1 Bath
- 750 Sq Ft
- Condo for Rent
174 S Branch St Unit 174, Bennington, VT 05201

Second floor two bedroom in quiet neighborhood.- two good sized bedrooms, each with closet- living room- eat in kitchen with new floor- bathroom with shower stall- new windows- newer carpet / newly painted- great quiet neighborhood but still close to downtown- propane heat (tenant pays)- off peak electric hot water (tenant pays)- property owner pays for

174 S Branch St Unit 174, Bennington, VT 05201
/19
$3,750 per month
- 4 Beds
- 2 Baths
- 2,690 Sq Ft
- House for Rent
282 Highland Ave, Manchester Center, VT 05255

In town, four bedroom, two bathroom house for rent. Main floor is a large mudroom and laundry room, kitchen, dining, office, living room, and full bathroom. Upstairs is 4 bedrooms, full bathroom, storage room. Central air conditioning. Wood floors throughout. Unfinished clean basement. Wrap around covered porch. Level yard, paved driveway. Walk to town. One car detached garage. Stand by backup

Christiane Carroccio TPW Real Estate

282 Highland Ave, Manchester Center, VT 05255
/27
$1,001 per month
- 1 - 3 Beds
- 1 Bath
- 600 Sq Ft
- Condo for Rent
9 Browning Place Unit B, Bennington, VT 05201

PLEASE READ THIS AD CAREULLY.Second floor one bedroom - New kitchen (cabinets, countertops, appliances - fridge, electric stove and over the range microwave) - New bathroom, with washer dryer hookups in the bathroom (the washer and dryer are NOT included) - New recessed lighting - All the windows are new wood insulated windows. - The apartment includes heat, but not electric or hot water.

9 Browning Place Unit B, Bennington, VT 05201
/19
$3,000 per month
- 2 Beds
- 1 Bath
- 3,800 Sq Ft
- Apartment for Rent
5138 Main St, Manchester, VT 05255

Discover comfort and convenience in this fully renovated 2-bedroom, 1-bathroom apartment, ideally located in the vibrant community of Manchester Center, VT. Just steps away from local shops, restaurants, and the beauty of Manchester Center. This apartment offers the perfect blend of small-town charm and modern living. This convenient apartment features ample closet space, bright and airy

Loana Sargent Wohler Realty Group

5138 Main St, Manchester, VT 05255
/26
$1,750 per month
- 3 Beds
- 1 Bath
- 1,500 Sq Ft
- Condo for Rent
9 Mechanic St Unit B, North Bennington, VT 05257

9 Mechanic St Unit B, North Bennington, VT 05257
/48
$6,750 per month
- 5 Beds
- 3.5 Baths
- 3,858 Sq Ft
- House for Rent
20 Jamie Ln, Winhall, VT 05340

Escape to the tranquility of Vermont with this stunning long-term rental at "Valley View." Nestled in a desirable neighborhood of Winhall, this spacious contemporary home offers unparalleled panoramic views of the surrounding mountains. Imagine waking up to the beauty of the Green Mountains every day in this expansive retreat!This meticulously maintained 5-bedroom, 3.5 bathroom home

David Powers 42 North LP

20 Jamie Ln, Winhall, VT 05340
/18
$2,300 per month
- 2 Beds
- 1 Bath
- 1,200 Sq Ft
- Condo for Rent
499 Depot St Unit Walker Apt, Manchester Center, VT 05255

Large 2 bedroom, living room, library, kitchen with granite countertops and custom cabinets, wood floors throughout, washer/dryer, air conditioned, shower and soaking tub.

499 Depot St Unit Walker Apt, Manchester Center, VT 05255
/17
$27,500 per month
- 3 Beds
- 2 Baths
- 1,570 Sq Ft
- Condo for Rent
5 Byington Ln, Winhall, VT 05340

A classic Austrian chalet, this outdoors enthusiasts' home is structured for year-round fun! The living and entertaining space encompasses the main floor: The functional open kitchen/dining room is perfect for the gang before and after weekend adventures, with a spacious great room and stone fireplace. A cozy, irresistible loft awaits upstairs for moments curled up with a book, coffee and a thick

Jamie Luke TPW Real Estate

5 Byington Ln, Winhall, VT 05340
/47
$2,900 per month
- 4 Beds
- 2 Baths
- House for Rent
938 Hapgood Pond Rd, Peru, VT 05152

Property Id: 1458793Bright, 4 BR 2/1/2 ba Spacious House minutes from Bromley Mountain in Peru and Hapgood Pond Recreation Area: Perfect for hiking, with Sandy beach in the State Forest. Close to Manchester, VT Orvis fly-fishing school, shops and restaurants. Vaulted Post and Beam ceilings, open floor plan, mahogany wood floors on private wooded lot along a babbling brook. Main living

938 Hapgood Pond Rd, Peru, VT 05152
/29
$30,000 per month
- 3 Beds
- 3 Baths
- 1,650 Sq Ft
- Townhouse for Rent
90 Turkey Run Rd, Winhall, VT 05340

Intervale Rental. Available for the winter 25-26 winter season. Also available for summer or fall monthly rental. Entry mud room for boot storage. Main floor has wood burning fire place, and the deck off the living room is a overlooks the pond. Main floor has primary suite. Two bedrooms plus a sleeping loft on the upper floor. One bedroom has an en suite bathroom, and a hallway full bathroom

Christiane Carroccio TPW Real Estate

90 Turkey Run Rd, Winhall, VT 05340
/2
$1,100 per month
- 1 Bed
- 1 Bath
- House for Rent
165 Benmont Ave, Bennington, VT 05201

Property Id: 1488761I bed 1 bath small house.The tenants pay their own utilities:heat electric etc…

165 Benmont Ave, Bennington, VT 05201
/35
$6,750 per month
- 4 Beds
- 3 Baths
- 2,002 Sq Ft
- House for Rent
45 Benson Fuller Dr, Bondville, VT 05340

David Powers 42 North LP

45 Benson Fuller Dr, Bondville, VT 05340

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