Bennington County, VT Rentals

/51
$10,000 per month
- 4 Beds
- 3 Baths
- 5,624 Sq Ft
- House for Rent
37 Burnt Hill Rd, Winhall, VT 05340

MARCH 2026 ONLY. Location, privacy, shuttle, and so much space: Welcome to your mountain home! This luxurious Strattonwald home offers bedrooms for the whole crew, plus loads of living space, light, a well-equipped, gourmet kitchen for cooking and entertaining, and a secluded hot tub for après ski memories. It is well-built, lovingly cared-for, and a rare opportunity to rent for just one month of

Jamie Luke TPW Real Estate

37 Burnt Hill Rd, Winhall, VT 05340
/19
$4,000 per month
- 4 Beds
- 1.5 Baths
- 1,404 Sq Ft
- House for Rent
932 Vermont 30, Dorset, VT 05251

Welcome home! This beautiful and well maintained 4 bedroom, 1.5-bath home is in the charming town of Dorset. It offers over 1,404 sq feet of single-story living. This very well thought out and comfortable floor plan features a bright, large living and dining room and many windows throughout the entire house. A separate dining area perfect for gatherings. Enjoy the outdoors on the large back deck

Martina Dvorak-Grattan Wohler Realty Group

932 Vermont 30, Dorset, VT 05251
/17
$2,300 per month
- 1 Bed
- 1 Bath
- 800 Sq Ft
- Apartment for Rent
3789 Dorset West Rd, Dorset, VT 05251

YEAR ROUND Rental - Unfurnished One-Bedroom Super cool one-bedroom unfurnished renovated Carriage House perched high above the Dorset West Road. Just a short distance from the Dorset Inn, the Dorset Theatre, the Dorset Field Club, and the beloved Dorset Union Store. UTILITIES INCLUDED. Use of the 1-car GARAGE also included in the rent. The Landlord requires references, background, and

Kristin Comeau

TPW Real Estate

(802) 423-3173

3789 Dorset West Rd, Dorset, VT 05251
/10
$1,475 per month
- 3 Beds
- 1.5 Baths
- 980 Sq Ft
- House for Rent
35 Dudley Place, Bennington, VT 05201

Please do NOT click the "Request To Apply" button. This will cause a delay in our ability to respond to you. Read below for instructions on how to apply through our website.3br MANUFACTURED HOME for rent!Unit: D-035Apply To: Mountain View CommunityRent: $1475/moBeds/Baths: 3 beds 1.5 bathsSize: 980 square feetPets: Cat & Dog friendly, all animals must be

35 Dudley Place, Bennington, VT 05201
/25
$25,000 per month
- 4 Beds
- 4.5 Baths
- 2,754 Sq Ft
- House for Rent
695 Winter St, Manchester Center, VT 05255

JUST LISTED! Now Available for the Winter 25/26 Ski Season – Don’t Miss Out!Welcome to Winter Street House! Nestled on a beautiful, expansive 2.88-acre private lot, this conveniently located ski home is perfect for hosting family and friends. The open and inviting main living area features a Great Room, a wood-burning fireplace, and an updated, open cook’s kitchen. The sliding glass doors off

Kristin Comeau

TPW Real Estate

(802) 441-7151

695 Winter St, Manchester Center, VT 05255
/19
$35,000 per month
- 3 Beds
- 3 Baths
- 2,920 Sq Ft
- House for Rent
2 Aspen Ln, Winhall, VT 05340

Stratton views, sunlight, space, and location: this chalet-style log cabin has it all! The open floor plan of the main level brings everyone together around the spacious kitchen, dining area, and living room, under a vaulted cathedral ceiling and with a wall of windows overlooking the forest below and Stratton's peak ahead. Front deck offers dining area and a grill for the most outdoorsy of

Jamie Luke TPW Real Estate

2 Aspen Ln, Winhall, VT 05340
/44
$65,000 per month
- 5 Beds
- 3.5 Baths
- 4,017 Sq Ft
- House for Rent
11 Founders Hill Rd, Winhall, VT 05360

Stratton Mountain location for full time or vacation style living! Spacious home that you can walk to Village, gondola, golf and Sports center. Corner lotjust down the street from the Stratton Mountain Club and the Base Lodge. Home has five bedrooms with a chefs kitchen that has Viking Stove, ice-maker and three dishwashers for entertaining guests. Living room and dining room are graced with

Bob Maisey Berkshire Hathaway HomeServices Stratton Home

11 Founders Hill Rd, Winhall, VT 05360
/20
$1,300 per month
- 2 Beds
- 1 Bath
- 1,000 Sq Ft
- Condo for Rent
201 Division St Unit 201, Bennington, VT 05201

This freshly painted, recently renovated 2 bedroom unit is now available! 1300/month rent. Washer and Dryer hookups in the unit. Heat pump system with multiple heads handles the heat and cooling. Water/Sewer included in the rent. Owner willing to consider pets with a pet deposit and additional monthly fee. No smoking. First/last/security due at lease signing. Credit and background checks required.

201 Division St Unit 201, Bennington, VT 05201
/21
$2,000 per month
- 2 Beds
- 1 Bath
- 912 Sq Ft
- House for Rent
124 Albe Dr, Bennington, VT 05201

Fantastic whole house rental available! This 2 bed, one bath house is a rare rental find. Starting outside it features a large back deck, and a 1 car garage. Moving inside it is all updated! stainless steel appliance, life-proof flooring throughout, ceiling fan in the primary bedroom, and even a finished basement for tons of extra space! There is even a security system if you choose to do a

124 Albe Dr, Bennington, VT 05201
/22
$2,250 per month
- 2 Beds
- 1.5 Baths
- 1,000 Sq Ft
- House for Rent
5408 Main St, Manchester, VT 05255

This property at 5408 Main St features 2 bedrooms and 1.5 bathrooms within a total of 1,000 square feet. The living room offers ample space for relaxation and includes cable readiness and high-speed internet access. The kitchen is equipped with necessary appliances, and the unit includes a washer and dryer for convenience. The full bathroom features a tub/shower combination, while the half bath

5408 Main St, Manchester, VT 05255
/22
$2,850 per month
- 1 Bed
- 1 Bath
- 1,100 Sq Ft
- House for Rent
51 Spruce St, Manchester Center, VT 05255

Enjoy this WINTER SEASONAL RENTAL in the heart of Manchester Center with this charming 1 bed, 1 bath apartment located on Spruce Street. Beautiful sun room, updated kitchen, living room, tv room and bedroom with bath, laundry on the ground level. This single level unit offers a cozy and convenient retreat just steps away from shops, restaurants, and all the amenities downtown Manchester has to

Laura Beckwith

Josiah Allen Real Estate, Inc.

(802) 565-5638

51 Spruce St, Manchester Center, VT 05255
/44
$1,350 per month
- 2 Beds
- 1 Bath
- 950 Sq Ft
- Condo for Rent
254 Union St Unit B, Bennington, VT 05201

Second Floor Renovated Two Bedroom Apartment- second floor 2 bedroom, each bedroom has a closet- renovated, new windows and entry door- washer/dryer hookups in kitchen- new stove, new fridge- egress windows and carbon monoxide detectors- includes heat, garbage, plowing and lawncare- tenant pays hot water (electric) and electric - all new!- walk to all amenities,

254 Union St Unit B, Bennington, VT 05201
/50
$1,700 per month
- 4 Beds
- 1.5 Baths
- 1,750 Sq Ft
- Condo for Rent
129 Grandview St Unit 129, Bennington, VT 05201

Very large 1,750 square foot apartment (don't hold me to that exact figure)* 9 foot ceilings on both first floor and second floor. Great space, charming* Has the old world feel to it. Building was erected in the late 1800s* It has a living room, dining room (with bay window) and home office on the first floor* It also has a decent sized kitchen on the first floor with fully

129 Grandview St Unit 129, Bennington, VT 05201
/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
/24
$1,250 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
/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
/38
$2,995 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!Winter Ski Season (starting 01/03/26) or 6 months, through 06/30/26 Experience the timeless beauty of Southern Vermont in this exceptional rental perched above the scenic Battenkill. Just six miles to Arlington village along Route 313, the peaceful Battenkill Valley unfolds a rare, unspoiled gem that captures the essence of the Vermont lifestyle.

Kristin Comeau

TPW Real Estate

(802) 689-8318

5451 River Rd, Arlington, VT 05250
/23
$28,000 per month
- 4 Beds
- 3 Baths
- 2,406 Sq Ft
- House for Rent
35 Strattonwald Rd, Winhall, VT 05340

$28,000 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
/20
$1,275 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
/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
/25
$1,850 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 and security due at lease signing. Sorry no smoking, and no pets.

9 Church St Unit 9 Church St, North Bennington, VT 05257
/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
/21
$3,750 per month
- 4 Beds
- 3 Baths
- 2,690 Sq Ft
- House for Rent
282 Highland Ave, Manchester Center, VT 05255

In town, four bedroom, three 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 and 2 bathrooms. New bathroom is en suite. Central air conditioning. Wood floors throughout. Unfinished clean basement. Wrap around covered porch. Level yard, paved driveway. Walk to town. One car detached garage.

Christiane Carroccio TPW Real Estate

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

SPRING/SUMMER RENTAL: 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

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
$8,000 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) 255-8729

3093 Route 30, Dorset, VT 05251
/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
/20
$1,275 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
/2
$950 per month
- 1 Bed
- 1 Bath
- 200 Sq Ft
- Condo for Rent
106 School St Unit 3, Bennington, VT 05201

$950/month. First floor one bedroom apartment. Non smoking unit. First/Last/Security required. Credit and background checks required. Sorry, no pets. Heat, hot water, garbage included in rent.

106 School St Unit 3, Bennington, VT 05201
/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
/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
/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
/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

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