Compare Brattleboro Vacation Rentals

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Brattleboro Rentals

The Jelly Mill-A Peaceful River Retreat

The Jelly Mill-A Peaceful River Retreat

8.37 mi from city center
Guests staying at this vacation home have access to laundry facilities, barbecue grills, and a garden.
Kitchen
Washer
Cottage in the woods with a firepit, grill, washer/dryer, & AC - dog-friendly

Cottage in the woods with a firepit, grill, washer/dryer, & AC - dog-friendly

13.32 mi from city center
Guests staying at this cottage have access to laundry facilities, barbecue grills, and a garden.
Kitchen
Washer
Beautiful Lodging at Mount Snow with Hot Tub on Deck

Beautiful Lodging at Mount Snow with Hot Tub on Deck

17.4 mi from city center
Guests of this chalet enjoy ski-in/ski-out access, an indoor pool, and an outdoor pool. Other amenities at this ski chalet include a gym, a hot tub, and an arcade/game room.
Pool
Hot Tub
Seasons On Mount Snow - Ski-in/Ski-out

Seasons On Mount Snow - Ski-in/Ski-out

18.61 mi from city center
This condo features ski-in/ski-out access, an indoor pool, and a gym. Other amenities at this ski condo building include a sauna, a hot tub, and laundry facilities.
Pool
Hot Tub
Lovely 2nd Floor Apartment

Lovely 2nd Floor Apartment

17.36 mi from city center
$180 nightly
The price is $201 total per night
$201 total
Sep 29 - Sep 30
Total with taxes and fees
At this vacation home, guests have access to a garden.
Kitchen
Air conditioning
Bear Creek Cabin

Bear Creek Cabin

23.25 mi from city center
$525 nightly
The price is $586 total per night
$586 total
Oct 4 - Oct 5
Total with taxes and fees
At this cabin, guests have access to features like laundry facilities. This smoke-free cabin also has barbecue grills.
Kitchen
Washer
Spacious Riverfront Home 7 Minutes to Stratton!

Spacious Riverfront Home 7 Minutes to Stratton!

21.45 mi from city center
At this vacation home, guests have access to a hot tub, an arcade/game room, and laundry facilities. This family-friendly vacation home also has barbecue grills.
Hot Tub
Kitchen
Treetop townhouse with Hot Tub and plenty of space for the whole family!

Treetop townhouse with Hot Tub and plenty of space for the whole family!

24.61 mi from city center
Guests staying at this vacation home enjoy a hot tub, laundry facilities, and barbecue grills.
Hot Tub
Kitchen
Long Trail House at Stratton Mountain Resort

Long Trail House at Stratton Mountain Resort

3 out of 5
761 Stratton Access Rd, Stratton, VT
25.17 mi from city center
$380 nightly
The price is $429 total per night
$429 total
Oct 1 - Oct 2
Total with taxes and fees
Long Trail House at Stratton Mountain Resort features a golf course, an outdoor pool, and a gym. Free parking is included with your stay. Front-desk staff can answer questions 24/7, and assist with securing valuables, tours or tickets, and access to locker space. Other amenities at this ski aparthotel include a sauna, outdoor tennis courts, and indoor tennis courts.
Pool
Hot Tub
Escape in Rural Vermont! 2 Homes SaunaPool, Hot Tub, Game House Mountain Views.

Escape in Rural Vermont! 2 Homes SaunaPool, Hot Tub, Game House Mountain Views.

24.45 mi from city center
Guests staying at this vacation home enjoy access to ski-in/ski-out access, an outdoor pool, and a sauna. Staff members can help with accommodation requests, and provide concierge services. Other amenities at this ski vacation home include a hot tub, an arcade/game room, and laundry facilities.
Pool
Hot Tub
Owl's Nest Treehouse

Owl's Nest Treehouse

22.69 mi from city center
$309 nightly
The price is $335 total per night
$335 total
Sep 29 - Sep 30
Total with taxes and fees
Guests of this cabin have access to a hot tub.
Hot Tub
Kitchen
Treehouse lifted up over a stocked trout pond up in the beautiful birch trees!

Treehouse lifted up over a stocked trout pond up in the beautiful birch trees!

25.41 mi from city center
$498 nightly
The price is $562 total per night
$562 total
Sep 29 - Sep 30
Total with taxes and fees
A sauna and a hot tub are featured at this cabin.
Hot Tub
Kitchen
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Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Brattleboro Large Group Rentals

How to Book Vacation Rentals in Brattleboro



🏠 What is the best price for Brattleboro vacation rentals?

Brattleboro vacation rentals range in price, starting at $201 per night.


🏠 What types of vacation rentals in Brattleboro can I rent?

Orbitz offers a wide range of Brattleboro rentals so you can plan the perfect vacation. Whether you're on a budget or looking for luxury, our rentals include spots for families, couples, activities, leisure, summer, winter, and more. Explore unique property types available such as cabins, cottages, private vacation homes, and Brattleboro condo rentals.


🏠 Is it free to cancel my Brattleboro vacation rental with Orbitz?

Most vacation rentals are free to cancel when you do so before the cancellation deadline. However, cancellation policies vary by property. Non-refundable bookings will not receive a refund. We recommend booking with free cancellation in case your plans change.


🏠 How do I find the best deals to rent a Brattleboro vacation rental with Orbitz?

There are many different options for finding the best deal to suit your needs. Choose exclusive offers on rentals in various locations in Brattleboro. You can filter by price range, guest rating, property type, neighborhood, and more to customize your search and view the best deals for you.


🏠 How can I cancel my vacation rental booking through Orbitz?

Change of plans? We get it. You can cancel most vacation rentals bookings by getting in touch with the property manager. Sign in to your account and navigate to ‘My Trips’. Choose ‘Itinerary’ to view the property’s contact details. For questions and concerns, you can always visit our customer service portal.


🏠 What are the advantages of booking a vacation rental in Brattleboro?

Vacation rentals are your home away from home, offering a different kind of experience than traditional hotels. They’re often the best option if you're looking for more space, more privacy, and a place to make your own. Find homes for all kinds of stays with Orbitz. Plan group vacations with short-term rentals or choose from our Brattleboro apartments and enjoy an extended stay.


🏠 Why should I book my vacation rental with Orbitz in Brattleboro?

Orbitz offers incredible deals and offers on a large selection of vacation rentals as your one-stop-shop for travel. You’ll get rewards back with every booking, and when you book your stay along with a rental car, flight, or activity, our Brattleboro package deals will get you even more savings.

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