Brattleboro Holiday Rentals from AU$325: Search Short-Term Rentals

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

The Jelly Mill-A Peaceful River Retreat : This highly rated holiday home rental in Brattleboro is located on a river, and has a patio, a garden and a BBQ to put you at ease in your new surroundings. It has 3 bedrooms, as well as a kitchen with a fridge, a stovetop and a microwave, so that you can cook with friends or family. Make the most of games in this rental home to help you unwind.

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Our top choices for Brattleboro holiday rentals

A compact kitchen with a red bench, a microwave, a sink, and a window with a view of a snowy landscape.

1. Cozy Vermont Tiny Home Get Away

Brattleboro

includes taxes & fees

4 Nov - 5 Nov

A modern interior with large windows, a wooden ceiling, and a cozy seating area.

2. Stunning Glass House nestled in the Vermont wilderness!

Guilford

Chris O.

includes taxes & fees

8 Nov - 9 Nov

A rustic wooden cabin with a thatched roof, a wooden deck, and two Adirondack chairs.

3. Vikings Villages Resort - Double Bed Room

Guilford

includes taxes & fees

22 Oct - 23 Oct

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

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

Brattleboro

James M.

includes taxes & fees

2 Nov - 3 Nov

A rustic cabin with a covered porch, a small shed, and outdoor seating.

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

Hinsdale

Adrienne

includes taxes & fees

25 Oct - 26 Oct

A modern, compact cabin with large windows, a wooden exterior, and a small porch with outdoor seating.

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

Newfane

Joseph P.

includes taxes & fees

3 Nov - 4 Nov

A cozy cabin with a stone fire pit, surrounded by lush greenery and tall trees.

7. Charming Wilmington Cabin, 8 Mi. to Mt Snow!

Wilmington

Mark

includes taxes & fees

11 Nov - 12 Nov

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

8. Family Friendly Hilltop House In Putney Vermont

Putney

Susan G.

includes taxes & fees

26 Oct - 27 Oct

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Top Brattleboro Hotel Reviews

Hotel Downstreet, an Ascend Collection Hotel

10/10 Excellent

"Hotel Downstream in North Adams was a great location for our overnight get-away to bike the Ashuwillticook Rail Trail. The hotel is right down-town, so we were able to walk to Public for dinner and to Bright Ideas Brewery afterwards, and to Dino's for breakfast in the morning. The room was very large and clean. We had a nice view of downtown and the mountains. Staff was very friendly -- we had a very quick check-in and check-out. Parking is right there and free. All very convenient. The hotel only serves continental breakfast, so we chose to go out, but it's nice that they provide water, coffee, tea and fruit all day long."

Grand Summit Resort, A Vail Resorts Property

10/10 Excellent

"The hotel was built in the 1990’s per the concierge, which surprised us, as it is so well maintained that it seems much newer! We booked a king bed room with (small) balcony. Our only complaint would be the bathroom toilet situation. Toilet is very small and way too close to the door…a very awkward setup, especially trying to get into the shower. The tub and shower however seemed completely new. Very nice! The room is quite large and the bed was very comfortable. I’m only 4’10” so it was a high hurdle for me, so I made up the couch bed and slept there. I usually bring a small folding stool but forgot it, so the couch bed was a nice option…it seems to be new and was comfortable. The first night we ate at the hotel restaurant and everything was very tasty, especially the Brussel sprouts and salmon. We were celebrating my husband’s birthday weekend, and brought wine but had to drink from coffee mugs as the hotel is “green” so no cups in the room. We snagged a couple cups from the restaurant for our second night. 😊 Also there’s no mini fridge. We had breakfast twice at 1MTN restaurant, which we highly recommend! Second night we had dinner at “Ten Tables”…their Berkshire Pork Chop was PHENOMENAL. 3rd night we drove down to Wilmington to “The Anchor”…every single thing was delicious! We had a superb weekend!"

Hideaway Inn Mt. Snow

8/10 Good

"It was a tablet check in which was fairly easy but sends the room number and access code to your e mail address . The rooms were clean and tidy. Free hot drinks in an area on a lower floor. Check out didn’t work on the tablet, so used the telephone. Nobody answered that call, but a member of staff appeared and said everything was fine and we could leave. Diving distance to local restaurants and there were numerous. The gondola was close by, although we didn’t go to the top because it was raining hard and didn’t think we would see much."

Hampton Inn Brattleboro

10/10 Excellent

"Excellent place to stay, clean seems new, has small pool and water bath (kind of like jacuzzi) clean room, staff is nice and friendly. Includes breakfast and all day coffee or hot water to make teas (that is a must for me) as I need to make me teas few times a day. Would recommend for sure. If it was cheaper than it would really be off the charts but I will not include that into the review."

Find out more about Brattleboro

Everything you need to know about Brattleboro holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Brattleboro holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Brattleboro holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search.

Brattleboro holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Brattleboro. If you’re looking for a little peace, consider booking during the quieter months, such as . For more hustle and bustle, you may prefer to visit in .

Prices vary throughout the year and depend on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Brattleboro holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Brattleboro holiday rentals we have selected for you start as low as AU$325 per night. Entering your travel dates in the search wizard might find you even better deals!

How to find incredible deals on Brattleboro rentals

At Expedia, we put the best Brattleboro holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Brattleboro rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Brattleboro holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Brattleboro. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Frequently asked questions

Are there holiday rentals in Brattleboro?

Yes, there are holiday rentals in Brattleboro close to New England Center for Circus Arts, or you can select a more secluded option if you're looking for a relaxing stay. Visitors like the top-notch restaurants and ski slopes in Brattleboro. Leave some time to check out the shops and entertainment venues during your trip.

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

The Jelly Mill-A Peaceful River Retreat: This highly rated holiday home rental in Brattleboro is located on a river, and has a patio, a garden and a BBQ to put you at ease in your new surroundings. It has 3 bedrooms, as well as a kitchen with a fridge, a stovetop and a microwave, so that you can cook with friends or family. Make the most of games in this rental home to help you unwind.

How many holiday rentals are there in Brattleboro?

Expedia has 30 holiday rentals for your stay in Brattleboro.

What can I see and do in Brattleboro?

Enjoy the outdoors at Brattleboro Common and Hogback Mountain Conservation Area, or simply take in cultural attractions like The Stone Church and Hooker-Dunham Theater & Gallery. Other places in town to visit include Latchis Theatre and Vermont Marketplace.

What’s a holiday rental in Brattleboro like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Brattleboro. Holiday rentals feature extras like laundry facilities and kitchens so you'll feel right at home. If you're concerned about a sanitised environment, holiday rentals can provide a sense of seclusion away from shared hotel lifts and lobbies packed with people while still allowing you the enjoyment of travel. You'll also have more space in a holiday rental than in a traditional hotel, which makes a holiday rental an attractive choice for family trips.

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Check prices for these dates

Our top choices for Brattleboro holiday rentals

1. Cozy Vermont Tiny Home Get Away

2. Stunning Glass House nestled in the Vermont wilderness!

3. Vikings Villages Resort - Double Bed Room

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

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

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

7. Charming Wilmington Cabin, 8 Mi. to Mt Snow!

8. Family Friendly Hilltop House In Putney Vermont

9. 3-bedroom cabin in tranquil Halifax with cozy charm, direct VAST access, trails

10. Lovely 2nd Floor Apartment

11. Charming Wilmington Cabin, 8 Mi. to Mt Snow!

12. Long Trail House at Stratton Mountain Resort

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

14. Chalet Mount Snow/Stratton Skiing/hiking

15. Cozy 3 bedroom condo 2.5 miles to Mount Snow

16. Family-Friendly 3BR Historic Home – Walk to Keene Central Square & Trails!

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

18. Central Large 2-bedrooms with office in Keene

19. Light-filled treetop apartment close to downtown Greenfield and Highland Park

20. Modern Downtown Escape HotTub Fire Pit Games 12ppl

Find holiday rentals that suit your style

Top Brattleboro Hotel Reviews

Hotel Downstreet, an Ascend Collection Hotel

Grand Summit Resort, A Vail Resorts Property

Colonial Motel

Best Western Plus Keene Hotel

Hideaway Inn Mt. Snow

The White House Inn

Red Roof Inn PLUS+ South Deerfield – Amherst

Hampton Inn Brattleboro

Comfort Inn & Suites Brattleboro I-91

Find out more about Brattleboro

Frequently asked questions

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