Vacation rentals in Brattleboro

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Top-rated holiday rentals in Brattleboro

Guests agree: these stays are highly rated for location, cleanliness, and more.

Guest favourite
Bungalow in Brattleboro
Healix Luxury Getaway
This charming turn of the century cottage has been mindfully renovated with radiant floor heat and indirect lighting. The space includes vaulted ceilings, large skylight, abundant oxygen providing greenery, and high end bathroom appointments. Previously a yoga studio, it is solely an airbnb now. It's conveniently located off exit 1 on I-91, within walking distance of quaint downtown Brattleboro, with safe and free off-street parking. An entry ramp provides ease of accessibility for all.
12 – 19 Apr
4.93 out of 5 average rating, 228 reviews
Guest favourite
Guesthouse in Brattleboro
Light Filled Loft in the Vermont Countryside
Our spacious, tranquil, light-filled Barn Loft is thoughtfully and creatively designed. Complete with a living area, sleeping alcove, flat-screen TV, full kitchen, dining area, and large bathroom with a deluxe shower. A private deck with seating that looks out into our lovely Vermont woods and verdant gardens is attached to the loft. Stay a night or a week, there is plenty to do in every season. We are a friendly, welcoming, worldly, family. We look forward to hosting you at our country home.
25 Mar – 1 Apr
4.99 out of 5 average rating, 197 reviews
Superhost
Home in Brattleboro
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.
18 – 25 Dec
4.91 out of 5 average rating, 166 reviews

Popular amenities for Brattleboro holiday rentals

Stay near Brattleboro's top sights

The Marina59 locals recommend
Brattleboro Food Co-Op102 locals recommend
Whetstone Station Restaurant and Brewery116 locals recommend
The Vermont Country Deli29 locals recommend
99 Restaurants7 locals recommend
Price Chopper11 locals recommend

Other great holiday rentals in Brattleboro

Guest favourite
Home in Putney
Vermont Botanical Studio Apartment
9 – 16 Feb
4.94 out of 5 average rating, 330 reviews
Guest favourite
Apartment in Brattleboro
Modern apartment in the heart of town!
14 – 21 June
4.91 out of 5 average rating, 119 reviews
Guest favourite
Tiny home in Wilmington
Beautiful Timber Frame Retreat
21 – 28 July
4.98 out of 5 average rating, 126 reviews
Guest favourite
Apartment in Marlboro
Southern Vermont Sweet Spot
14 – 21 Aug
4.95 out of 5 average rating, 112 reviews
Guest favourite
Cabin in Putney
Vermont Retreat Cottage| Cozy & Romantic Escape
11 – 18 Aug
4.99 out of 5 average rating, 345 reviews
Guest favourite
Apartment in Winchester
Downtown Loft above Winery and Distillery
31 Jan – 7 Feb
4.93 out of 5 average rating, 159 reviews
Guest favourite
Cabin in Brattleboro
Cottage
30 Apr – 7 May
4.89 out of 5 average rating, 441 reviews
Guest favourite
Farm stay in West Brattleboro
Lilac Ridge Farm House
20 – 27 May
4.94 out of 5 average rating, 122 reviews
Superhost
Cabin in Brattleboro
Solar Cabin Farmstay
28 Apr – 5 May
4.93 out of 5 average rating, 46 reviews
Guest favourite
Apartment in Brattleboro
River View apartment 30 minutes to Mt Snow.
18 – 25 Dec
4.99 out of 5 average rating, 69 reviews
Guest favourite
Home in West Brattleboro
Modern Spacious Home with Mountain Views
1 – 8 Jan
4.92 out of 5 average rating, 91 reviews
Guest favourite
Home in Brattleboro
Frosted Willows
21 – 28 Dec
4.95 out of 5 average rating, 91 reviews

Quick stats about holiday rentals in Brattleboro

Total rentals

80 properties

Rentals with dedicated workspaces

40 properties have a dedicated workspace

Pet-friendly rentals

20 properties allow pets

Family-friendly rentals

30 properties are a good fit for families

Total number of reviews

6.1K reviews

Nightly prices starting at

$46 AUD before taxes and fees

Destinations to explore

  1. Airbnb
  2. United States
  3. Vermont
  4. Windham County
  5. Brattleboro