Compare Brattleboro Cottage Rentals

Earn Orbucks instantly: $1 Orbuck = $1 USD, good toward hotels

Save 10% or more on select hotels with Insider Prices

Book on the app to instantly earn 5% on 350,000+ hotels

Featured Cottages in Brattleboro

Brookside cottage near the mountains and outdoor recreation

Brookside cottage near the mountains and outdoor recreation

Readsboro VT
At this cottage, guests have access to barbecue grills.
Kitchen
Pet friendly
The Cairn, 1840s Cozy Stone Cottage, Pet Friendly

The Cairn, 1840s Cozy Stone Cottage, Pet Friendly

Chester VT
Guests staying at this cottage have access to laundry facilities, barbecue grills, and a garden.
Kitchen
Washer
West Dover Home - 3 Miles to Mount Snow Resort!

West Dover Home - 3 Miles to Mount Snow Resort!

3 out of 5
West Dover VT
This cottage features free WiFi in public areas and barbecue grills. Free parking is included with your stay.
Kitchen
Washer
Cavalier Cottage B&B

Cavalier Cottage B&B

3 out of 5
236 East Oxbow Road Shelburne Falls MA
This cottage features free WiFi in public areas, a terrace, and laundry facilities. If you drive, put free parking to good use. Additional amenities include a garden and a picnic area.
Breakfast included
Kitchen
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

Wilmington VT
Guests staying at this cottage have access to a garden and barbecue grills.
Kitchen
Washer
Lake life at Woodford Cottage

Lake life at Woodford Cottage

Bennington VT
Guests of this cottage enjoy access to ski-in/ski-out access, laundry facilities, and a garden. This ski cottage also has barbecue grills.
Kitchen
Dryer
Perfect for a peaceful get away in clean fresh Vermont air!

Perfect for a peaceful get away in clean fresh Vermont air!

Woodford VT
$364 nightly
The price is $408 total per night
$408 total
Aug 31 - Sep 1
Total with taxes and fees
At this cottage, guests have access to an arcade/game room, laundry facilities, and barbecue grills. This smoke-free cottage also has a garden.
Kitchen
Dryer
Charming 3-bedroom Lakefront cottage in Woodford VT with WiFi access

Charming 3-bedroom Lakefront cottage in Woodford VT with WiFi access

Woodford VT
At this cottage, guests have access to barbecue grills.
Parking available
Barbecue grill
Rare new Home on Lake Whitingham. Semi-priv beach

Rare new Home on Lake Whitingham. Semi-priv beach

Wilmington VT
Guests staying at this cottage have access to laundry facilities, barbecue grills, and a garden.
Kitchen
Washer
Don't see what you're looking for?
See all available properties in Brattleboro
View all properties
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.

Hotel Options in Brattleboro

    Latchis Hotel

    Latchis Hotel

    50 Main Street Brattleboro VT
    $133 nightly
    The price is $146 total per night from Aug 23 to Aug 24
    $146 total
    Aug 23 - Aug 24
    Total with taxes and fees
    Hampton Inn Brattleboro

    Hampton Inn Brattleboro

    1378 Putney Road Brattleboro VT
    $122 nightly
    The price is $134 total per night from Aug 16 to Aug 17
    $134 total
    Aug 16 - Aug 17
    Total with taxes and fees
    8.2/10 Very Good! (1,001 reviews)
    Colonial Motel

    Colonial Motel

    889 Putney Rd Brattleboro VT
    $77 nightly
    The price is $84 total per night from Aug 9 to Aug 10
    $84 total
    Aug 9 - Aug 10
    Total with taxes and fees

Cottages

Book a cottage in Brattleboro
Spend your next getaway treating yourself to a quieter, simpler way of life in a private cottage in Brattleboro. Cozy and charming, cottage rentals are the ideal spot when you want the comforts of home paired with a one-of-a-kind experience. They’re perfect for a single traveler looking for peace and quiet, or small groups who want to get to know Brattleboro better.

Cottage apartments in Brattleboro range from rustic to luxurious, with just about everything in between. Orbitz gives you the best deals on all of them.

Find the best cottages in Brattleboro
City cottages are great if you want a cozy, comfy place to stay without being far from the all the cool spots you want to check out. A cottage makes a great home base for a day filled with adventure in Brattleboro and the surrounding area. Not willing to give up all the comforts of a fine hotel? A luxury cottage turns up the charm while offering perks like room service, cable television, sunken spa tubs and housekeeping.

Stay in a Brattleboro cottage and swap busy days for peaceful evenings. Use the kitchenette or full kitchen to come up with a meal or reheat leftovers from your afternoon in Brattleboro. You may even be able to use a pool and laundry facilities. Whether you’re in the mood for quiet relaxation or a night on the town, a cottage puts you right where you want to be.

Brattleboro Cottages essential information

Accommodation
135 Cottages
Lowest Price
$84
Highest Price
$408
Popular accommodation
Brookside cottage near the mountains and outdoor recreation, The Cairn, 1840s Cozy Stone Cottage, Pet Friendly, West Dover Home - 3 Miles to Mount Snow Resort!, Cavalier Cottage B&B, Cottage in the woods with a firepit, grill, washer/dryer, & AC - dog-friendly, Lake life at Woodford Cottage, Perfect for a peaceful get away in clean fresh Vermont air!, Charming 3-bedroom Lakefront cottage in Woodford VT with WiFi access, Rare new Home on Lake Whitingham. Semi-priv beach

More to Explore