West Brattleboro Holiday Rentals from NZ$407: Search Short-Term Rentals

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Our top choices for West Brattleboro holiday rentals

A compact kitchen with wooden cabinets, a built-in microwave, and a refrigerator.

1. Cozy Vermont Tiny Home Get Away

Brattleboro

Anthony L.

includes taxes & fees

30 Nov - 1 Dec

A wooden deck with a rustic outdoor seating area, including Adirondack chairs and a small table, surrounded by a forested area with a wooden structure in the background.

2. RESTful yurt in charming Hinsdale; pet-friendly with multiple hiking options

Hinsdale

Adrienne

includes taxes & fees

17 Nov - 18 Nov

A deck with a fire pit, chairs, and a table.

3. Chalet Mount Snow/Stratton Skiing/hiking

East Dover

Chelsea G.

includes taxes & fees

15 Nov - 16 Nov

A wooden staircase leading up to a wooden bridge in a forested area.

4. Wellness Getaway with a Personal Sauna, and Private River Beach!

Newfane

Joseph P.

includes taxes & fees

23 Nov - 24 Nov

A calm lake with a wooden boat on the shore.

5. Cozy 3 bedroom condo 2.5 miles to Mount Snow

West Dover

Scott S.

includes taxes & fees

2 Dec - 3 Dec

A garden with a wooden pergola, purple flowers, and a river view.

6. Family Friendly Hilltop House In Putney Vermont

Putney

Wendy B.

includes taxes & fees

17 Nov - 18 Nov

A wooden interior with a kitchen, bar area, and dining space.

7. The Studio with a View. Bring your dog, too!

Brattleboro

James M.

includes taxes & fees

18 Nov - 19 Nov

An aerial view of a house surrounded by a forest with autumn foliage.

8. Mt Snow Ski Escape • Fire Pit • Arcade • Sleeps 11

Whitingham

Jacqueline M.

includes taxes & fees

17 Nov - 18 Nov

A cozy living room with a fireplace, leather sofas, and a television mounted on the wall.

9. Stay in this historic Automotive-themed huge Apt. Located in charming Whitingham

Whitingham

Ben B.

includes taxes & fees

14 Nov - 15 Nov

A deck with two wicker chairs and a string of lights against a backdrop of trees and a sunset.

10. The Eagles Wing at The CHM - Private Apartment

Dover

Ava M.

includes taxes & fees

15 Nov - 16 Nov

A rectangular pool with a brick deck, surrounded by lounge chairs and umbrellas.

11. 2BR 1BA - MT SNOW, SKI BACK TRAIL, FREE SHUTTLE, POOL, BBQ - Green Mountain Den

Dover

Tania J.

includes taxes & fees

16 Nov - 17 Nov

A cozy living room with a brown leather sofa, a wooden coffee table with a vase of flowers, a hanging light fixture, and a large window with curtains.

12. Lovely 2nd Floor Apartment

Greenfield

heather

includes taxes & fees

17 Nov - 18 Nov

A rustic log cabin with a steeply pitched roof, a prominent door with a decorative cross, and a small porch with two Adirondack chairs.

13. Vikings Villages Resort - Double Bed Room

Guilford

includes taxes & fees

26 Nov - 27 Nov

A wooden barrel structure with a staircase and railing, surrounded by a forest.

14. 10 Mins to Mt Snow Golf Club-Game Room, Barrel Sauna, Hot Tub, Fire Pit, Dogs OK

Dover

Connor S.

includes taxes & fees

16 Nov - 17 Nov

A cozy interior with a wooden ceiling, a large window, and a table with chairs.

15. VT escape for all occasions w/ New Kitchen, Game Rooms, Media Lounge, Chimney Hill Clubhouse Access!

Wilmington

Natalie

includes taxes & fees

16 Nov - 17 Nov

A spacious living area with a high ceiling, wooden beams, a fireplace, and a large wooden coffee table.

16. Seasons ski-in/ski-out condo with balcony and wood-burning fireplace

Dover

Evan C.

includes taxes & fees

14 Nov - 15 Nov

A modern, multi-level cabin with large windows, a balcony, and a staircase.

17. Amazing 34 foot high shipping container home in Whitingham on Sadawga Lake

Whitingham

Nicole H.

includes taxes & fees

26 Nov - 27 Nov

A blue house with a porch, a wooden bench, and a door.

18. Charming Country-Chic 1BR in Greenfield – King Bed, Rain Shower, Near Berkshires

Greenfield

JAMES S.

includes taxes & fees

18 Nov - 19 Nov

A triangular wooden cabin with a balcony, surrounded by trees and a hot tub in the foreground.

19. A-Frame Cabin w/ Hot Tub Near Mt. Snow & VAST

West Dover

Dan G.

includes taxes & fees

15 Nov - 16 Nov

A house with a steeply pitched roof, surrounded by a forest with autumn foliage.

20. Chalet 1mi to Mount Snow with cinema and hot tub

Dover

Liz E.

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Top West Brattleboro Hotel Reviews

Comfort Inn & Suites Brattleboro I-91

8/10 Good

"Hotel is clean, quiet, breakfast very limited options and front desk unattended for long periods of time. It has a bar restaurant at walking distance and that is a plus."

Days Inn by Wyndham Keene NH

8/10 Good

"Room appeared recently updated. New carpet. Assigned the room I requested (with a fridge and microwave). Doesn't always happen. Indoor pool was not available for use. Main problem was noise. It's a 4 floor hotel. They put me on the 3rd floor. I was woken up every morning super early by inconsiderate, heavy footed, loud upstairs neighbors. So, be prepared to hear everything. Convenient location. Grocery and restaurant options close."

Riverside Hotel, an Ascend Collection Hotel

10/10 Excellent

"We loved the size of the room and bathroom. Well-maintained property, very friendly staff. They have an under-utilized dining room on the ground floor with nice views of the river but no offered breakfast, just coffee. Some type of offered breakfast would make this a five star review."

Grand Summit Resort, A Vail Resorts Property

8/10 Good

"The room and atmosphere of the hotel was amazing. But we came on the off season and a lot of things were closed. The restaurant and spa were closed but also a bunch of the restaurants in the area were closed on a Saturday night for dinner. But again this was an off season so I get it."

Find out more about West Brattleboro

You always said you would go on a dream holiday someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannonball into the deep end. Go ahead, unplug and unwind in style. When you book one of our West Brattleboro holiday rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your holiday just got upgraded.

As much as you love your vacation rental, it’s always good to get out and explore to soak up West Brattleboro. Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in West Brattleboro. Seeing all the best attractions is bound to make you fall in love with West Brattleboro. Who knows, you may even be tempted to extend your stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.

It’s your escape so why share it? You deserve your own slice of paradise. Booking your holiday rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in West Brattleboro short-term rentals, that won’t be hard to do.

Frequently asked questions

Can I find holiday rentals in West Brattleboro?

Yes, there are holiday rentals close to the most popular sights in West Brattleboro, or you can select a more secluded option if you're looking for a relaxing stay.

What are some of the best holiday rentals that West Brattleboro has to offer?

Amazing lake views & access,HotTub & sauna, quality game Rm. 230-10 star Reviews: This holiday home rental outside of West Brattleboro is located on a lake, and has a fireplace, a patio and a BBQ to put you at ease in your new surroundings. It has 4 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. It offers a garden, a selection of games and 1 hot tub so that you can immerse yourself in your holiday.

What’s there to see and do in West Brattleboro?

While exploring the area, visit family-friendly sights like Brattleboro Bowl, or get outside and enjoy nature at Brattleboro Common. Other places in town to visit include Brattleboro Farmers' Market and Creamery Covered Bridge.

What’s a holiday rental in West Brattleboro like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in West Brattleboro. Holiday rentals feature amenities such as WiFi and washers and dryers so you'll feel right at home. If you're concerned about a clean environment, holiday rentals can provide a sense of privacy away from public hotel lifts and bustling concierge desks while still allowing you a great travel experience. You'll also find more space in a holiday rental than in a traditional hotel, which is another reason why a holiday rental is an attractive option for family trips.

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Check prices for these dates

Our top choices for West Brattleboro holiday rentals

1. Cozy Vermont Tiny Home Get Away

2. RESTful yurt in charming Hinsdale; pet-friendly with multiple hiking options

3. Chalet Mount Snow/Stratton Skiing/hiking

4. Wellness Getaway with a Personal Sauna, and Private River Beach!

5. Cozy 3 bedroom condo 2.5 miles to Mount Snow

6. Family Friendly Hilltop House In Putney Vermont

7. The Studio with a View. Bring your dog, too!

8. Mt Snow Ski Escape • Fire Pit • Arcade • Sleeps 11

9. Stay in this historic Automotive-themed huge Apt. Located in charming Whitingham

10. The Eagles Wing at The CHM - Private Apartment

11. 2BR 1BA - MT SNOW, SKI BACK TRAIL, FREE SHUTTLE, POOL, BBQ - Green Mountain Den

12. Lovely 2nd Floor Apartment

13. Vikings Villages Resort - Double Bed Room

14. 10 Mins to Mt Snow Golf Club-Game Room, Barrel Sauna, Hot Tub, Fire Pit, Dogs OK

15. VT escape for all occasions w/ New Kitchen, Game Rooms, Media Lounge, Chimney Hill Clubhouse Access!

16. Seasons ski-in/ski-out condo with balcony and wood-burning fireplace

17. Amazing 34 foot high shipping container home in Whitingham on Sadawga Lake

18. Charming Country-Chic 1BR in Greenfield – King Bed, Rain Shower, Near Berkshires

19. A-Frame Cabin w/ Hot Tub Near Mt. Snow & VAST

20. Chalet 1mi to Mount Snow with cinema and hot tub

Find holiday rentals that suit your style

Top West Brattleboro Hotel Reviews

Comfort Inn & Suites Brattleboro I-91

Days Inn by Wyndham Keene NH

Holiday Inn Express Hotel & Suites Brattleboro by IHG

The Putney Inn

The Inn At Crumpin Fox

Hampton Inn & Suites Greenfield

Riverside Hotel, an Ascend Collection Hotel

Grand Summit Resort, A Vail Resorts Property

Find out more about West Brattleboro

Frequently asked questions

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