We noticed that you're using an unsupported browser. The Tripadvisor website may not display properly.We support the following browsers:
Windows: Internet Explorer, Mozilla Firefox, Google Chrome. Mac: Safari.

Brattleboro Vacation Rentals

Revenue impacts this sort order. Learn more

Bedrooms

Bathrooms

Amenities

Suitability

Property type

Distinctive Features

40 rentals in Brattleboro.
Wonderful Private Home In West Brattleboro Off Of Route 9, vacation rental in Brattleboro
Wonderful Private Home In West Brattleboro Off Of Route 9, vacation rental in Brattleboro
Wonderful Private Home In West Brattleboro Off Of Route 9, vacation rental in Brattleboro

Wonderful Private Home In West Brattleboro Off Of Route 9

Rental Home
2 bedrooms
2 bathrooms
Sleeps 5
Match: Sleeps
More info
Check in
Check out
Vrbo.com logo

Artsy, Pet-Friendly Studio w/Fireplace --  **WINTER'S DAY END  SALE!**, vacation rental in Brattleboro
Artsy, Pet-Friendly Studio w/Fireplace --  **WINTER'S DAY END  SALE!**, vacation rental in Brattleboro
Artsy, Pet-Friendly Studio w/Fireplace --  **WINTER'S DAY END  SALE!**, vacation rental in Brattleboro

Artsy, Pet-Friendly Studio w/Fireplace -- **WINTER'S DAY END SALE!**

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 3
Match: Sleeps
More info
Check in
Check out
Vrbo.com logo

Cozy, pet-friendly one-bedroom apartment in Brattleboro, Vermont, vacation rental in Brattleboro
Cozy, pet-friendly one-bedroom apartment in Brattleboro, Vermont, vacation rental in Brattleboro
Cozy, pet-friendly one-bedroom apartment in Brattleboro, Vermont, vacation rental in Brattleboro

Cozy, pet-friendly one-bedroom apartment in Brattleboro, Vermont

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
More info
Check in
Check out
Vrbo.com logo

Serenity Cottage in Southern Vermont…, vacation rental in Brattleboro
Serenity Cottage in Southern Vermont…, vacation rental in Brattleboro
Serenity Cottage in Southern Vermont…, vacation rental in Brattleboro

Serenity Cottage in Southern Vermont…

Rental Home
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
More info
Check in
Check out
Vrbo.com logo

Fully furnished/everything included/Pet Friendly!, vacation rental in Brattleboro
Fully furnished/everything included/Pet Friendly!, vacation rental in Brattleboro
Fully furnished/everything included/Pet Friendly!, vacation rental in Brattleboro

Fully furnished/everything included/Pet Friendly!

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
More info
Check in
Check out
Vrbo.com logo

Fully Furnished/Pet Friendly!, vacation rental in Brattleboro
Fully Furnished/Pet Friendly!, vacation rental in Brattleboro
Fully Furnished/Pet Friendly!, vacation rental in Brattleboro

Fully Furnished/Pet Friendly!

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 3
Match: Sleeps
More info
Check in
Check out
Vrbo.com logo

Garden View In-Town Retreat w/ Trail Access, vacation rental in Brattleboro
Garden View In-Town Retreat w/ Trail Access, vacation rental in Brattleboro
Garden View In-Town Retreat w/ Trail Access, vacation rental in Brattleboro

Garden View In-Town Retreat w/ Trail Access

Rental Home
1 bedroom
1 bathroom
Sleeps 3
Match: Sleeps
More info
Check in
Check out
Vrbo.com logo

Spacious Modern House, Beautiful Deck/Patio Overlooking Golf Course & Mountains, vacation rental in Brattleboro
Spacious Modern House, Beautiful Deck/Patio Overlooking Golf Course & Mountains, vacation rental in Brattleboro
Spacious Modern House, Beautiful Deck/Patio Overlooking Golf Course & Mountains, vacation rental in Brattleboro

Spacious Modern House, Beautiful Deck/Patio Overlooking Golf Course & Mountains

Rental Home
4 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps
More info
Check in
Check out
Vrbo.com logo

Large modern house with huge open great room and four large bedrooms with baths, vacation rental in Brattleboro
Large modern house with huge open great room and four large bedrooms with baths, vacation rental in Brattleboro
Large modern house with huge open great room and four large bedrooms with baths, vacation rental in Brattleboro

Large modern house with huge open great room and four large bedrooms with baths

Rental Home
4 bedrooms
4 bathrooms
Sleeps 12
Match: Sleeps
More info
Check in
Check out
Vrbo.com logo

Renovated Church Sanctuary: Ski and Swim, Relax, Cook, Gather., vacation rental in Brattleboro
Renovated Church Sanctuary: Ski and Swim, Relax, Cook, Gather., vacation rental in Brattleboro
Renovated Church Sanctuary: Ski and Swim, Relax, Cook, Gather., vacation rental in Brattleboro

Renovated Church Sanctuary: Ski and Swim, Relax, Cook, Gather.

Condo/Apartment
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
Check in
Check out
Vrbo.com logo

Romantic Rock River Cottage with Hot Tub, Fireplace & Beach - Newfane VT, vacation rental in Brattleboro
Romantic Rock River Cottage with Hot Tub, Fireplace & Beach - Newfane VT, vacation rental in Brattleboro
Romantic Rock River Cottage with Hot Tub, Fireplace & Beach - Newfane VT, vacation rental in Brattleboro

Romantic Rock River Cottage with Hot Tub, Fireplace & Beach - Newfane VT

Rental Home
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
More info
Check in
Check out
Vrbo.com logo

Family Friendly Hilltop House In Putney Vermont, vacation rental in Brattleboro
Family Friendly Hilltop House In Putney Vermont, vacation rental in Brattleboro
Family Friendly Hilltop House In Putney Vermont, vacation rental in Brattleboro

Family Friendly Hilltop House In Putney Vermont

Rental Home
0 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
More info
Check in
Check out
Vrbo.com logo

Tyler House, 4 Bedrooms, 2 Bathrooms, House to steps to Lake Spofford, vacation rental in Brattleboro
Tyler House, 4 Bedrooms, 2 Bathrooms, House to steps to Lake Spofford, vacation rental in Brattleboro
Tyler House, 4 Bedrooms, 2 Bathrooms, House to steps to Lake Spofford, vacation rental in Brattleboro

Tyler House, 4 Bedrooms, 2 Bathrooms, House to steps to Lake Spofford

Rental Home
4 bedrooms
1 bathroom
Sleeps 12
Match: Sleeps
More info
Check in
Check out
Vrbo.com logo

Escape to peaceful Putney Vermont, vacation rental in Brattleboro
Escape to peaceful Putney Vermont, vacation rental in Brattleboro
Escape to peaceful Putney Vermont, vacation rental in Brattleboro

Escape to peaceful Putney Vermont

Rental Home
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
More info
Check in
Check out
Vrbo.com logo

Quiet Vermont Home Close To Everything, vacation rental in Brattleboro
Quiet Vermont Home Close To Everything, vacation rental in Brattleboro
Quiet Vermont Home Close To Everything, vacation rental in Brattleboro

Quiet Vermont Home Close To Everything

Rental Home
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
Check in
Check out
Vrbo.com logo

Main House, Relax and enjoy the scenery, go and swim, fish or start your boat, vacation rental in Brattleboro
Main House, Relax and enjoy the scenery, go and swim, fish or start your boat, vacation rental in Brattleboro
Main House, Relax and enjoy the scenery, go and swim, fish or start your boat, vacation rental in Brattleboro

Main House, Relax and enjoy the scenery, go and swim, fish or start your boat

Rental Home
3 bedrooms
2 bathrooms
Sleeps 9
Match: Sleeps
More info
Check in
Check out
Vrbo.com logo

Luxury Rural Stay Close to Town, vacation rental in Brattleboro
Luxury Rural Stay Close to Town, vacation rental in Brattleboro
Luxury Rural Stay Close to Town, vacation rental in Brattleboro

Luxury Rural Stay Close to Town

Rental Home
3 bedrooms
3 bathrooms
Sleeps 9
Match: Sleeps
More info
Check in
Check out
Vrbo.com logo

Hilltop Home with Great Views, vacation rental in Brattleboro
Hilltop Home with Great Views, vacation rental in Brattleboro
Hilltop Home with Great Views, vacation rental in Brattleboro

Hilltop Home with Great Views

Rental Home
2 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
More info
Check in
Check out
Vrbo.com logo

Penthouse, Steps to the Sandy Beach & clear water, vacation rental in Brattleboro
Penthouse, Steps to the Sandy Beach & clear water, vacation rental in Brattleboro
Penthouse, Steps to the Sandy Beach & clear water, vacation rental in Brattleboro

Penthouse, Steps to the Sandy Beach & clear water

Rental Home
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
Check in
Check out
Vrbo.com logo

Lake house getaway on pristine Spofford Lake, New Hampshire, vacation rental in Brattleboro
Lake house getaway on pristine Spofford Lake, New Hampshire, vacation rental in Brattleboro
Lake house getaway on pristine Spofford Lake, New Hampshire, vacation rental in Brattleboro

Lake house getaway on pristine Spofford Lake, New Hampshire

Rental Home
2 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
More info
Check in
Check out
Vrbo.com logo

Cozy 'Fiddler's Rest:' Cabin: 11 Miles to Skiing!, vacation rental in Brattleboro
Cozy 'Fiddler's Rest:' Cabin: 11 Miles to Skiing!, vacation rental in Brattleboro
Cozy 'Fiddler's Rest:' Cabin: 11 Miles to Skiing!, vacation rental in Brattleboro

Cozy 'Fiddler's Rest:' Cabin: 11 Miles to Skiing!

Rental Home
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
More info
Check in
Check out
Vrbo.com logo

Marlboro, Vermont Ski House - discount offered, vacation rental in Brattleboro
Marlboro, Vermont Ski House - discount offered, vacation rental in Brattleboro
Marlboro, Vermont Ski House - discount offered, vacation rental in Brattleboro

Marlboro, Vermont Ski House - discount offered

Rental Home
5 bedrooms
4 bathrooms
Sleeps 10
Match: Sleeps
More info
Check in
Check out
Vrbo.com logo

Tentrr Signature Site - Hillside Camp, vacation rental in Brattleboro
Tentrr Signature Site - Hillside Camp, vacation rental in Brattleboro
Tentrr Signature Site - Hillside Camp, vacation rental in Brattleboro

Tentrr Signature Site - Hillside Camp

Rental Home
0 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
More info
Check in
Check out
Vrbo.com logo

Victorian Lakefront Cottage With Spectacular Sunrise View Of Water, vacation rental in Brattleboro
Victorian Lakefront Cottage With Spectacular Sunrise View Of Water, vacation rental in Brattleboro
Victorian Lakefront Cottage With Spectacular Sunrise View Of Water, vacation rental in Brattleboro

Victorian Lakefront Cottage With Spectacular Sunrise View Of Water

Rental Home
4 bedrooms
1 bathroom
Sleeps 8
Match: Sleeps
More info
Check in
Check out
Vrbo.com logo

Church sanctuary , vacation rental in Brattleboro
Church sanctuary , vacation rental in Brattleboro
Church sanctuary , vacation rental in Brattleboro

Church sanctuary

Rental Home
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
Check in
Check out
HolidayLettings.com logo

Mt. Snow Area Private Estate on 100 acres w/ 10BRs—Total Seculsion and Privacy!, vacation rental in Brattleboro
Mt. Snow Area Private Estate on 100 acres w/ 10BRs—Total Seculsion and Privacy!, vacation rental in Brattleboro
Mt. Snow Area Private Estate on 100 acres w/ 10BRs—Total Seculsion and Privacy!, vacation rental in Brattleboro

Mt. Snow Area Private Estate on 100 acres w/ 10BRs—Total Seculsion and Privacy!

Rental Home
10 bedrooms
7 bathrooms
Sleeps 21
Match: Sleeps
More info
Check in
Check out
Vrbo.com logo

Vermont Log Cabin w/ Amazing Views, Close to Mount Snow, vacation rental in Brattleboro
Vermont Log Cabin w/ Amazing Views, Close to Mount Snow, vacation rental in Brattleboro
Vermont Log Cabin w/ Amazing Views, Close to Mount Snow, vacation rental in Brattleboro

Vermont Log Cabin w/ Amazing Views, Close to Mount Snow

Rental Home
2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
More info
Check in
Check out
Vrbo.com logo

Tentrr Signature Site - Hillside Camp, vacation rental in Brattleboro
Tentrr Signature Site - Hillside Camp, vacation rental in Brattleboro
Tentrr Signature Site - Hillside Camp, vacation rental in Brattleboro

Tentrr Signature Site - Hillside Camp

Rental Home
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
More info
Check in
Check out
HolidayLettings.com logo

Studio, Cozy Studio for 2 or 4!, vacation rental in Brattleboro
Studio, Cozy Studio for 2 or 4!, vacation rental in Brattleboro
Studio, Cozy Studio for 2 or 4!, vacation rental in Brattleboro

Studio, Cozy Studio for 2 or 4!

Rental Home
1 bedroom
2 bathrooms
Sleeps 2
Match: Sleeps
More info
Check in
Check out
Vrbo.com logo

Jabulani Luxury Rural Stay, vacation rental in Brattleboro
Jabulani Luxury Rural Stay, vacation rental in Brattleboro
Jabulani Luxury Rural Stay, vacation rental in Brattleboro

Jabulani Luxury Rural Stay

Rental Home
3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
More info
Check in
Check out
HolidayLettings.com logo

Picturesque Lakefront Retreat at Spofford Lake, vacation rental in Brattleboro
Picturesque Lakefront Retreat at Spofford Lake, vacation rental in Brattleboro
Picturesque Lakefront Retreat at Spofford Lake, vacation rental in Brattleboro

Picturesque Lakefront Retreat at Spofford Lake

Rental Home
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
More info
Check in
Check out
HolidayLettings.com logo

Picturesque Lakefront Retreat at Spofford Lake, vacation rental in Brattleboro
Picturesque Lakefront Retreat at Spofford Lake, vacation rental in Brattleboro
Picturesque Lakefront Retreat at Spofford Lake, vacation rental in Brattleboro

Picturesque Lakefront Retreat at Spofford Lake

Rental Home
2 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
More info
Check in
Check out
Vrbo.com logo

Tasteful Country Home on 5 Acres: Hike, Ski!, vacation rental in Brattleboro
Tasteful Country Home on 5 Acres: Hike, Ski!, vacation rental in Brattleboro
Tasteful Country Home on 5 Acres: Hike, Ski!, vacation rental in Brattleboro

Tasteful Country Home on 5 Acres: Hike, Ski!

Rental Home
3 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
More info
Check in
Check out
Vrbo.com logo

Mountain Top Escape, vacation rental in Brattleboro
Mountain Top Escape, vacation rental in Brattleboro
Mountain Top Escape, vacation rental in Brattleboro

Mountain Top Escape

Rental Home
3 bedrooms
2 bathrooms
Sleeps 7
Match: Sleeps
More info
Check in
Check out
Vrbo.com logo

200 y.o. Farmhouse secluded in its own valley with 2 ponds, vacation rental in Brattleboro
200 y.o. Farmhouse secluded in its own valley with 2 ponds, vacation rental in Brattleboro
200 y.o. Farmhouse secluded in its own valley with 2 ponds, vacation rental in Brattleboro

200 y.o. Farmhouse secluded in its own valley with 2 ponds

Rental Home
6 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
More info
Check in
Check out
Vrbo.com logo

Year Round Mountain Retreat, vacation rental in Brattleboro
Year Round Mountain Retreat, vacation rental in Brattleboro
Year Round Mountain Retreat, vacation rental in Brattleboro

Year Round Mountain Retreat

Rental Home
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
More info
Check in
Check out
Vrbo.com logo

You have found a clean and bright home on the water., vacation rental in Brattleboro
You have found a clean and bright home on the water., vacation rental in Brattleboro
You have found a clean and bright home on the water., vacation rental in Brattleboro

You have found a clean and bright home on the water.

Rental Home
2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
More info
Check in
Check out
Vrbo.com logo

Cozy Cottage Along Idyllic Green River, vacation rental in Brattleboro
Cozy Cottage Along Idyllic Green River, vacation rental in Brattleboro
Cozy Cottage Along Idyllic Green River, vacation rental in Brattleboro

Cozy Cottage Along Idyllic Green River

Rental Home
3 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
More info
Check in
Check out
Vrbo.com logo

The Cottage at Skycroft Farm  - 4 season respite and restoration, vacation rental in Brattleboro
The Cottage at Skycroft Farm  - 4 season respite and restoration, vacation rental in Brattleboro
The Cottage at Skycroft Farm  - 4 season respite and restoration, vacation rental in Brattleboro

The Cottage at Skycroft Farm - 4 season respite and restoration

Rental Home
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
More info
Check in
Check out
HolidayLettings.com logo

Sunny dog-friendly cabin with firepit, skiing, hiking & fast WiFi, vacation rental in Brattleboro
Sunny dog-friendly cabin with firepit, skiing, hiking & fast WiFi, vacation rental in Brattleboro
Sunny dog-friendly cabin with firepit, skiing, hiking & fast WiFi, vacation rental in Brattleboro

Sunny dog-friendly cabin with firepit, skiing, hiking & fast WiFi

Rental Home
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
More info
Check in
Check out
Vrbo.com logo

Showing results 1-40 of 40
Frequently Asked Questions about Brattleboro