Brattleboro Holiday Rentals from AU$338: 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 wooden interior with a kitchen, bar area, and dining space.

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

Brattleboro

James M.

includes taxes & fees

13 Sept - 14 Sept

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

2. Vikings Villages Resort - Double Bed Room

Guilford

includes taxes & fees

9 Sept - 10 Sept

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

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

Hinsdale

Adrienne

includes taxes & fees

8 Sept - 9 Sept

A yurt with a deck, two Adirondack chairs, and a stone fire pit in a forest setting.

4. Yurt Oasis in the woods of Hinsdale, NH

Hinsdale

Allisha C.

includes taxes & fees

9 Sept - 10 Sept

A lakeside park with picnic tables and a concrete walkway.

5. 2 private mountain RV pads for rent. Full hook ups

Winchester

includes taxes & fees

6 Sept - 7 Sept

A round wooden table with a woven placemat, a wicker basket, and a small potted plant.

6. Lovely 2nd Floor Apartment

Greenfield

Christa B.

includes taxes & fees

9 Sept - 10 Sept

A garden with purple flowers and a river in the background.

7. Family Friendly Hilltop House In Putney Vermont

Putney

Susan G.

includes taxes & fees

8 Sept - 9 Sept

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

8. 2BR 1BA - MT SNOW, SKI BACK TRAIL, FREE SHUTTLE, POOL, BBQ - Green Mountain Den

Dover

Tania J.

includes taxes & fees

14 Sept - 15 Sept

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Top Brattleboro Hotel Reviews

Keene Elm City Hotel, an Ascend Collection Hotel

10/10 Excellent

"All around great stay. Thank you."

Travelodge by Wyndham Brattleboro VT

10/10 Excellent

"As a single tired woman traveling, I was a little leery of Brattleboro, the gent who checked me in was very pleasant, the room was fine for a one nighter! My only “bummer” was that the coffee wasn’t working. But there was enough food all around the area to accommodate that !"

Hideaway Inn Mt. Snow

10/10 Excellent

"We will definitely return to the Hideaway! We got a text before arrival with our room number and code which was very convenient. The hotel is warm and cozy and beautifully decorated. There is neat stuff to look at everywhere. The 3 floors of common spaces were really cool with a lot to offer, like a water bottle filler and coffee maker. It could use to be cleaned a little more often. When we arrived, the playroom had toys all over the floor and there were sticky drink marks on the bar and crumbs on the coffee table. Someone had crushed the chalk under the dart board and all but 1 of the darts was broken. Regardless, we had a blast playing classic Mario on the arcade game. The living room upstairs was gorgeous, next time we will be sure to use that to play games and maybe watch a movie. We didn’t use the pool because it looked green (we opted to go to the lake instead) but we did make a fire and made s’mores down at one of the fire pits on our second night which was so nice to have. The closet in the hallway to grab towels and such is super convenient and the manager was only a text away if you needed anything. Our room was beautiful and so big. We loved the balcony and the record player in the room was a cool touch my boys had fun listening to. This is a very quiet property with a lot to keep families occupied or just relax and enjoy nature. We had a wonderful stay and when we met the manager she was so sweet! We absolutely loved it and will return for future VT trips."

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$338 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 28 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 Brattleboro Museum & Art Center. 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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Our top choices for Brattleboro holiday rentals

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

2. Vikings Villages Resort - Double Bed Room

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

4. Yurt Oasis in the woods of Hinsdale, NH

5. 2 private mountain RV pads for rent. Full hook ups

6. Lovely 2nd Floor Apartment

7. Family Friendly Hilltop House In Putney Vermont

8. 2BR 1BA - MT SNOW, SKI BACK TRAIL, FREE SHUTTLE, POOL, BBQ - Green Mountain Den

9. Chalet Mount Snow/Stratton Skiing/hiking

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

11. Modern Downtown Escape HotTub Fire Pit Games 12ppl

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

13. Cozy 3 bedroom condo 2.5 miles to Mount Snow

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

15. Rose room Victorian home queen bed private bath

16. Charming Fully Renovated One-Room Schoolhouse on 22+ acres

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

18. Private bed with En-suite bathroom Marigold Room

19. Getaway Near Mass MoCA, Great Hiking, Scenic Views

20. The Mont Haus- WOOD FIRED SAUNA - Minutes to Mt. Snow and Stratton!

Find holiday rentals that suit your style

Top Brattleboro Hotel Reviews

Keene Elm City Hotel, an Ascend Collection Hotel

Comfort Inn & Suites Brattleboro I-91

Vikings Villages Resort

Black Mountain Inn

Travelodge by Wyndham Brattleboro VT

Econo Lodge Brattleboro South

Hideaway Inn Mt. Snow

The Jelly Mill-A Peaceful River Retreat

Find out more about Brattleboro

Frequently asked questions

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