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Find holiday rentals that suit your style

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Check prices for these dates

Next weekend
20 Nov - 22 Nov
In two weeks
27 Nov - 29 Nov
In one month
11 Dec - 13 Dec
In two months
8 Jan - 10 Jan

Our top choices for Brattleboro cottages

A wooden deck with a table, benches, and outdoor furniture.

1. The Cottage on Mill Brook is walking distance to Berkshire East and the River.

The Cottage on Mill Brook is walking distance to Berkshire East and the River.
Charlemont
The Cottage on Mill Brook is walking distance to Berkshire East and the River.
Terrace/patio

2. Spectacular Cottage with Swimming Pool and Foosball in Stratton, Vermont

Spectacular Cottage with Swimming Pool and Foosball in Stratton, Vermont
Stratton
The price is NZ$1,313
includes taxes & fees
19 Nov - 20 Nov
Spectacular Cottage with Swimming Pool and Foosball in Stratton, Vermont
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.
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Learn more about Brattleboro

This artsy riverside town charms visitors with its vibrant city centre galleries and the famous Vermont Farmers Market. Hike the nearby trails for stunning Connecticut River views, then browse independent bookshops and catch live music at local venues.

See all hotels in Brattleboro
A river with a bridge, a town, and surrounding hills.

Top reviews in Brattleboro

A dock extending into a lake with a grassy area in the foreground and trees in the background.
Riverside Hotel, an Ascend Collection Hotel

Riverside Hotel, an Ascend Collection Hotel

Riverside Hotel, an Ascend Collection Hotel
West Chesterfield

8/10 Good

Pleasant stay hotel was empty when we arrived but filled up a bit by evening.
Australia
Jen123
Reviewed August 30, 2014
Riverside Hotel, an Ascend Collection Hotel

Frequently Asked Questions

What is there to do in Brattleboro near my cottage?

You'll find loads of fabulous things to fill your itinerary with in Brattleboro. Don't miss top attractions like Creamery Covered Bridge, Vermont Jazz Centre and Brattleboro Museum & Art Centre. Brattleboro Common, Estey Organ Museum and Tasha Tudor Museum are other must-do's.