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House holiday rentals in Brattleboro

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Top-rated house rentals in Brattleboro

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Home in Putney

4.84 out of 5 average rating, 121 reviews

Spacious Loft with View

Located off a quiet dirt road, this rental features a great view of Putney Mountain, a private Hot Tub(exclusive to just the loft), miles of trails right from your doorstep, & a private rock quarry with swimming spot! Nestled amongst 100+ acres of conserved forest, with many VT destinations just minutes away, we are at the top of a hill overlooking the Putney Mountain ridge line.Just a 7 minute drive to downtown Putney and 20 minutes to Brattleboro.Landmark College (6min) & Putney School (12min)

18–25 Feb

£160 per night

Guest favourite

Home in Putney

4.94 out of 5 average rating, 338 reviews

Vermont Botanical Studio Apartment

This room is one half of a floor in our studio building (35 sq m). It is the only occupied space in the building, which is separated from the main house by a yard. There is a queen-sized bed, full bath (no-curb shower), and an outdoor shower (not available in the winter) Small kitchen with a sink, fridge, 2-burner induction hob, microwave/convection oven, toaster, coffee pot, and cookware. Arched ceiling, with ceiling fan, large windows, deck, and Maggie's botanical art lining the walls.

1–8 Jan

£105 per night

Guest favourite

Home in Wilmington

4.99 out of 5 average rating, 171 reviews

Vermont Sugar House Retreat

Stay at this unique rustic Vermont getaway. Nestled on a quiet hill in Wilmington, this private retreat will serve as the perfect home base for your Vermont adventures. You'll have the house to yourself without a neighbor in sight. While very private and surrounded by beautiful forest, this house is still only a short 5 minute drive from downtown Wilmington. The house is built around an enormous one-of-a-kind natural stone fireplace that was formed atop the old foundations of a sugar house.

9–16 Jul

£205 per night

Home in Brattleboro

4.91 out of 5 average rating, 170 reviews

Cozy Cabin Retreat on the River

Come stay in a recently renovated open and cozy home, walking distance to the heart of Brattleboro and right on a flowing river in an up and coming neighborhood! Everything has been updated and renovated. Gorgeous kitchen, high ceilings, memory foam beds and brand new appliances through out the house. We also have a private and peaceful fire pit with seating right on the river to relax and enjoy the beautiful outdoors. Note, there is no smoking on the property, so please respect our policy.

8–15 Sept

£262 per night

Guest favourite

Home in Williamsburg

4.99 out of 5 average rating, 157 reviews

Hilltown Studio

Stunning 2nd floor studio (limited kitchenette with easy to prepare Breakfast foods provided) close to Northampton, Smith and the Five Colleges, scenic drive to the Berkshires, one mile to the Snow Farm and just minutes to Valley View Farm. Lovely space & private deck overlooking perennial gardens & wildlife wandering by. Perfect stop when traveling through Western Mass, touring local colleges or a trip to enjoy the music, museums and restaurants in the Pioneer Valley and Berkshires.

10–17 Aug

£106 per night

Guest favourite

Home in West Brattleboro

4.86 out of 5 average rating, 125 reviews

Cozy Home for 2-5 People in Vermont

Comfortable house for 2 to 4 people (two queen-sized beds) and a pull-out couch for a 5th person and a self-inflatable bed. Located in a quiet neighborhood. There are two main bedrooms with queen beds in each. There is also a pull-out couch in the room with the fireplace though it is not as comfortable as the self-inflatable bed (and deflatable) in the house. Fast Wi-Fi from Xfinity. Easy to get into Brattleboro Center and an excellent location for exploring Southern Vermont.

25 Jan – 1 Feb

£170 per night

Guest favourite

Home in Newfane

4.97 out of 5 average rating, 114 reviews

Peaceful cabin close to skiing & Brattleboro

Our 4BR/2BA home allows you to enjoy the best of Southern VT. Skiing (20 min to Mt. Snow; 35 min to Stratton), river swimming holes, hiking, biking, art galleries and great restaurants nearby. Open concept space, cook's kitchen, jet bathtub, beautiful gardens, winter hot tub off deck, and large patio and fireplace give a homey feel. Secluded from neighbors but close to amenities, this home is a comfortable and peaceful retreat after a day exploring the best of Southern Vermont!

31 Jan – 7 Feb

£295 per night

Guest favourite

Home in Chesterfield

4.97 out of 5 average rating, 228 reviews

Charming Country Home

Charming one level ranch style home. Quiet country neighborhood 5 miles from Keene, NH, 10 miles from Brattleboro, VT. The home has a fully equipped kitchen, smart TVs, spacious rooms, two bedrooms, two full baths, laundry in basement, couple of steps to master bedroom. Great backyard. Spacious driveway with motion lights.

20–27 Nov

£166 per night

Guest favourite

Home in Dummerston

4.99 out of 5 average rating, 323 reviews

Pinecone Pond

Spring skiing still happening just a short ride away! As of March 23, fresh snow at Mt Snow and Stratton!Nestled in the heart of southern Vermont, Pinecone Pond is a truly special getaway that offers great views, large pond, babbling brook, privacy, and a short ride to Mt Snow, Stratton, Putney, or Brattleboro!

11–18 Jan

£364 per night

Guest favourite

Home in Newfane

4.95 out of 5 average rating, 170 reviews

Adorable home in Newfane

3 bedroom, 1 bath home. Fully equipped kitchen, cable and internet access. Pastoral meadow view. Quiet road. Private back yard with patio. Bordering on town forest. Close to popular swimming holes. 25 minutes to Mt. Snow, 15-18 to Brattleboro and Putney

11–18 Apr

£126 per night

Guest favourite

Home in Putney

4.95 out of 5 average rating, 307 reviews

Cozy Train Depot in Putney Vermont

Charming and cozy 1 bedroom house in Putney, Vermont. A former train depot, this home is just a few minutes walk to the Connecticut River with boat launch for enjoying fishing, swimming, canoeing and kayaking. Or curl up in the window seat and enjoy the fire!

20–27 Sept

£127 per night

Guest favourite

Home in S Londonderry

4.95 out of 5 average rating, 270 reviews

Cozy barn apartment in So. Vermont

Our comfortable 1860's renovated barn with gas fireplace looks out on the picturesque West River across the road. Attached to our home in the village of So. Londonderry, it is just a short drive to the ski areas of Stratton, Bromley and Magic Mt.

28 Jan – 4 Feb

£137 per night

Holiday rentals for every style

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Flats

Convenient locations with everyday essentials

Cabins

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Hotels

Stylish accommodation and amenities

Popular amenities for house rentals in Brattleboro

Free parking on premises

Air conditioning

House rentals with a pool

Guest favourite

Home in Keene

4.93 out of 5 average rating, 182 reviews

The Brick House on Washington Street

7–14 Apr

£283 per night

Guest favourite

Home in Wilmington

4.88 out of 5 average rating, 150 reviews

Adams Farm-"The Little Farmhouse"

14–21 Sept

£238 per night

Guest favourite

Home in Wilmington

4.9 out of 5 average rating, 130 reviews

4 bedroom Ski House 15 min to Mount Snow

10–17 Jan

£203 per night

Guest favourite

Home in Colrain

4.88 out of 5 average rating, 112 reviews

The 1770 House

6–13 Mar

£699 per night

Guest favourite

Home in Peru

4.92 out of 5 average rating, 139 reviews

Beautiful Bromley/Manchester VT Retreat w/hot tub

9–16 May

£332 per night

Guest favourite

Home in Wilmington

4.83 out of 5 average rating, 155 reviews

The Vermont Barn (Mount Snow)

26 Nov – 3 Dec

£315 per night

Home in Deerfield

4.82 out of 5 average rating, 186 reviews

Perfectly Polished Deerfield Home 5 min to I-91

15–22 Sept

£228 per night

Guest favourite

Home in Plainfield

4.89 out of 5 average rating, 117 reviews

Historic Home on 17 acres of land. Go escape!

13–20 Oct

£587 per night

Weekly house rentals

Guest favourite

Home in Winhall

4.98 out of 5 average rating, 135 reviews

Modern Cabin with Hot Tub & EV Charging Station

4–11 Aug

£381 per night

Guest favourite

Home in Shaftsbury

4.92 out of 5 average rating, 103 reviews

Cheerful 1 bedroom cottage

1–8 Sept

Guest favourite

Home in Townshend

4.94 out of 5 average rating, 193 reviews

Comfy and Cozy House on 67 acres

2–9 Feb

£205 per night

Guest favourite

Home in New Lebanon

4.99 out of 5 average rating, 348 reviews

The old sawmill from 1771

5–12 Dec

£125 per night

Home in Winchendon

4.8 out of 5 average rating, 144 reviews

Waterfront home 2 bedrooms withdeck beach and dock

19–26 Mar

£127 per night

Guest favourite

Home in Mont Vernon

4.96 out of 5 average rating, 135 reviews

Serenity on the Pond ~ Private Waterfront, Hot Tub

4–11 Aug

£725 per night

Home in Dalton

4.88 out of 5 average rating, 113 reviews

The Yellow House

15–22 Feb

Guest favourite

Home in Chester

4.96 out of 5 average rating, 311 reviews

Riverfront Getaway

6–13 Sept

£174 per night

Private house rentals

Guest favourite

Home in Canaan

5.0 out of 5 average rating, 134 reviews

Country Cottage

12–19 Mar

£125 per night

Guest favourite

Home in New London

4.97 out of 5 average rating, 153 reviews

Post and Beam Guest Studio on NH scenic byway

24 Jun – 1 Jul

Home in South Londonderry

4.86 out of 5 average rating, 99 reviews

Lovers Honey Pond Treehouse with hot tub & sauna

15–22 Mar

£378 per night

Home in Town of Rockingham

4.89 out of 5 average rating, 113 reviews

Beautiful Home in the Mountains - The Fox & Owl

15–22 Jun

£177 per night

Guest favourite

Home in Wilmington

4.94 out of 5 average rating, 241 reviews

Wilmington. Easy walk to center of town.

23–30 Jul

£234 per night

Guest favourite

Home in Jamaica

5.0 out of 5 average rating, 100 reviews

Stratton Spa House with Man Cave

17–24 Jun

£541 per night

Guest favourite

Home in Winhall

4.99 out of 5 average rating, 349 reviews

Stunning mid-century house on 2.5 private acres

5–12 Sept

£295 per night

Guest favourite

Home in Guilford

4.9 out of 5 average rating, 30 reviews

Woodland Retreat in Maple Sugarbush, EV

13–20 May

£132 per night

Quick stats about house rentals in Brattleboro

Total rentals
20 properties
Rentals with dedicated workspaces
10 properties have a dedicated workspace
Pet-friendly rentals
10 properties allow pets
Family-friendly rentals
10 properties are a good fit for families
Total number of reviews
1.6K reviews
Nightly prices starting at
£32 before taxes and fees

Destinations to explore