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 Holiday Apartments

List your property
Owner log in
Where to?
Check-in
— / — / —
Check-out
— / — / —
Guests
0 rooms, 2+ guests

Bedrooms

Bathrooms

Amenities

Suitability

Property type

Distinctive Features

Distance from

1 km
50 rentals in Brattleboro.
Sort by:
Tripadvisor Sort
Revenue impacts this sort order. Learn more.
Serenity Cottage in Southern Vermont…, holiday rental in Brattleboro
Serenity Cottage in Southern Vermont…, holiday rental in Brattleboro
Serenity Cottage in Southern Vermont…, holiday rental in Brattleboro

Serenity Cottage in Southern Vermont…

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
More info
Stayz.com.au logo
Check-in
Check-out

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

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

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

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

Fully Furnished/Pet Friendly!

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

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

Garden View In-Town Retreat w/ Trail Access

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 3
Match: Sleeps
More info
Stayz.com.au logo
Check-in
Check-out

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

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

Holiday Rental House
4 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps
More info
Stayz.com.au logo
Check-in
Check-out

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

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

Holiday Rental House
4 bedrooms
4 bathrooms
Sleeps 12
Match: Sleeps
More info
Stayz.com.au logo
Check-in
Check-out

Peaceful, Beautiful, Comfortable Modern Cape With Mountain Views, holiday rental in Brattleboro
Peaceful, Beautiful, Comfortable Modern Cape With Mountain Views, holiday rental in Brattleboro
Peaceful, Beautiful, Comfortable Modern Cape With Mountain Views, holiday rental in Brattleboro

Peaceful, Beautiful, Comfortable Modern Cape With Mountain Views

Holiday Rental House
4 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
Stayz.com.au logo
Check-in
Check-out

Beautiful Vacation Cottage with a View in Newfane, Vermont, near Mt. Snow, holiday rental in Brattleboro
Beautiful Vacation Cottage with a View in Newfane, Vermont, near Mt. Snow, holiday rental in Brattleboro
Beautiful Vacation Cottage with a View in Newfane, Vermont, near Mt. Snow, holiday rental in Brattleboro

Beautiful Vacation Cottage with a View in Newfane, Vermont, near Mt. Snow

Holiday Rental House
1 bedroom
2 bathrooms
Sleeps 6
Match: Sleeps
More info
Stayz.com.au logo
Check-in
Check-out

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

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

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
More info
Stayz.com.au logo
Check-in
Check-out

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

Family Friendly Hilltop House In Putney Vermont

Holiday Rental House
0 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
More info
Stayz.com.au logo
Check-in
Check-out

Save time - get the best Brattleboro rentals sent straight to your email!
Magical Lakefront Home on Forest Lake, holiday rental in Brattleboro
Magical Lakefront Home on Forest Lake, holiday rental in Brattleboro
Magical Lakefront Home on Forest Lake, holiday rental in Brattleboro

Magical Lakefront Home on Forest Lake

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 5
Match: Sleeps
More info
Stayz.com.au logo
Check-in
Check-out

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

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

Holiday Rental House
4 bedrooms
1 bathroom
Sleeps 12
Match: Sleeps
More info
Stayz.com.au logo
Check-in
Check-out

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

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

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
More info
Stayz.com.au logo
Check-in
Check-out

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

Quiet Vermont Home Close To Everything

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
Stayz.com.au logo
Check-in
Check-out

Vermont Log Cabin available for weekend and weekly, holiday rental in Brattleboro
Vermont Log Cabin available for weekend and weekly, holiday rental in Brattleboro
Vermont Log Cabin available for weekend and weekly, holiday rental in Brattleboro

Vermont Log Cabin available for weekend and weekly

Cabin Holiday Rental
2 bedrooms
1 bathroom
Sleeps 5
Match: Sleeps
More info
Check-in
Check-out
Payment Protection

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

Escape to peaceful Putney Vermont

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
More info
Stayz.com.au logo
Check-in
Check-out

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

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

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 9
Match: Sleeps
More info
Stayz.com.au logo
Check-in
Check-out

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

Hilltop Home with Great Views

Holiday Rental House
2 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
More info
Stayz.com.au logo
Check-in
Check-out

Beautiful Lake Side Getaway, Quiet, and Peaceful, holiday rental in Brattleboro
Beautiful Lake Side Getaway, Quiet, and Peaceful, holiday rental in Brattleboro
Beautiful Lake Side Getaway, Quiet, and Peaceful, holiday rental in Brattleboro

Beautiful Lake Side Getaway, Quiet, and Peaceful

Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
More info
Check-in
Check-out
Payment Protection

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

Penthouse - Steps to the Sandy Beach & clear water

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
Stayz.com.au logo
Check-in
Check-out

Welcoming, warm, cozy but expansive 1800s Farmhouse with 21st century amenities!, holiday rental in Brattleboro
Welcoming, warm, cozy but expansive 1800s Farmhouse with 21st century amenities!, holiday rental in Brattleboro
Welcoming, warm, cozy but expansive 1800s Farmhouse with 21st century amenities!, holiday rental in Brattleboro

Welcoming, warm, cozy but expansive 1800s Farmhouse with 21st century amenities!

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
More info
Stayz.com.au logo
Check-in
Check-out

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

Lake house getaway on pristine Spofford Lake, New Hampshire

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
More info
Stayz.com.au logo
Check-in
Check-out

PARADISE on EARTH! - Historic 4BR Farmhouse, holiday rental in Brattleboro
PARADISE on EARTH! - Historic 4BR Farmhouse, holiday rental in Brattleboro
PARADISE on EARTH! - Historic 4BR Farmhouse, holiday rental in Brattleboro

PARADISE on EARTH! - Historic 4BR Farmhouse

Holiday Rental House
4 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
More info
Check-in
Check-out
Payment Protection

Stunning Forest Lake Home with Hot Tub open all Yr, holiday rental in Brattleboro
Stunning Forest Lake Home with Hot Tub open all Yr, holiday rental in Brattleboro
Stunning Forest Lake Home with Hot Tub open all Yr, holiday rental in Brattleboro

Stunning Forest Lake Home with Hot Tub open all Yr

Holiday Rental House
4 bedrooms
2 bathrooms
Sleeps 10
Match: Sleeps
More info
Check-in
Check-out
Payment Protection

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

Marlboro, Vermont Ski House - discount offered

Holiday Rental House
5 bedrooms
4 bathrooms
Sleeps 10
Match: Sleeps
More info
Stayz.com.au logo
Check-in
Check-out

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

Tentrr Signature Site - Hillside Camp

Holiday Rental House
0 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
More info
Stayz.com.au logo
Check-in
Check-out

Tranquility Log Cabin. Amazing views, direct ATV/Hiking Trails. Fenced yard., holiday rental in Brattleboro
Tranquility Log Cabin. Amazing views, direct ATV/Hiking Trails. Fenced yard., holiday rental in Brattleboro
Tranquility Log Cabin. Amazing views, direct ATV/Hiking Trails. Fenced yard., holiday rental in Brattleboro

Tranquility Log Cabin. Amazing views, direct ATV/Hiking Trails. Fenced yard.

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 7
Match: Sleeps
More info
Stayz.com.au logo
Check-in
Check-out

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

Victorian Lakefront Cottage With Spectacular Sunrise View Of Water

Holiday Rental House
4 bedrooms
1 bathroom
Sleeps 8
Match: Sleeps
More info
Stayz.com.au logo
Check-in
Check-out

A Healing Forest Space in the Heart of New England, holiday rental in Brattleboro
A Healing Forest Space in the Heart of New England, holiday rental in Brattleboro
A Healing Forest Space in the Heart of New England, holiday rental in Brattleboro

A Healing Forest Space in the Heart of New England

Condo/Apartment
0 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
More info
Check-in
Check-out
Payment Protection

Church sanctuary , holiday rental in Brattleboro
Church sanctuary , holiday rental in Brattleboro
Church sanctuary , holiday rental in Brattleboro

Church sanctuary

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
Check-in
Check-out
Payment Protection

Spacious, renovated historic home (new on market) - hot tub and more, holiday rental in Brattleboro
Spacious, renovated historic home (new on market) - hot tub and more, holiday rental in Brattleboro
Spacious, renovated historic home (new on market) - hot tub and more, holiday rental in Brattleboro

Spacious, renovated historic home (new on market) - hot tub and more

Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
More info
Stayz.com.au logo
Check-in
Check-out

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

Tentrr Signature Site - Hillside Camp

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
More info
Check-in
Check-out
Payment Protection

Studio - Cozy Studio for 2 or 4!, holiday rental in Brattleboro
Studio - Cozy Studio for 2 or 4!, holiday rental in Brattleboro
Studio - Cozy Studio for 2 or 4!, holiday rental in Brattleboro

Studio - Cozy Studio for 2 or 4!

Condo/Apartment
1 bedroom
2 bathrooms
Sleeps 2
Match: Sleeps
More info
Stayz.com.au logo
Check-in
Check-out

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

Jabulani Luxury Rural Stay

Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
More info
Check-in
Check-out
Payment Protection

Picturesque Lakefront Retreat at Spofford Lake, Sleeps 10, holiday rental in Brattleboro
Picturesque Lakefront Retreat at Spofford Lake, Sleeps 10, holiday rental in Brattleboro
Picturesque Lakefront Retreat at Spofford Lake, Sleeps 10, holiday rental in Brattleboro

Picturesque Lakefront Retreat at Spofford Lake, Sleeps 10

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
More info
Check-in
Check-out
Payment Protection

Picturesque Lakefront Retreat at Spofford Lake, Sleeps 10, holiday rental in Brattleboro
Picturesque Lakefront Retreat at Spofford Lake, Sleeps 10, holiday rental in Brattleboro
Picturesque Lakefront Retreat at Spofford Lake, Sleeps 10, holiday rental in Brattleboro

Picturesque Lakefront Retreat at Spofford Lake, Sleeps 10

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
More info
Stayz.com.au logo
Check-in
Check-out

NEW! 'Fiddler's Rest:' Farmhouse Cabin w/ Views!, holiday rental in Brattleboro
NEW! 'Fiddler's Rest:' Farmhouse Cabin w/ Views!, holiday rental in Brattleboro
NEW! 'Fiddler's Rest:' Farmhouse Cabin w/ Views!, holiday rental in Brattleboro

NEW! 'Fiddler's Rest:' Farmhouse Cabin w/ Views!

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
More info
Stayz.com.au logo
Check-in
Check-out

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

NEW! Tasteful Country Home on 5 Acres: Hike, Ski!

Holiday Rental House
3 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
More info
Stayz.com.au logo
Check-in
Check-out

Mountain Top Escape, holiday rental in Brattleboro
Mountain Top Escape, holiday rental in Brattleboro
Mountain Top Escape, holiday rental in Brattleboro

Mountain Top Escape

Holiday Rental House
4 bedrooms
2 bathrooms
Sleeps 7
Match: Sleeps
More info
Stayz.com.au logo
Check-in
Check-out

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

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

Holiday Rental House
6 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
More info
Stayz.com.au logo
Check-in
Check-out

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

Year Round Mountain Retreat

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
More info
Stayz.com.au logo
Check-in
Check-out

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

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

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
More info
Stayz.com.au logo
Check-in
Check-out

Downtown Loft above Winery and Distillery, holiday rental in Brattleboro
Downtown Loft above Winery and Distillery, holiday rental in Brattleboro
Downtown Loft above Winery and Distillery, holiday rental in Brattleboro

Downtown Loft above Winery and Distillery

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

Vermont Retreat Yurt, a four-season escape, holiday rental in Brattleboro
Vermont Retreat Yurt, a four-season escape, holiday rental in Brattleboro
Vermont Retreat Yurt, a four-season escape, holiday rental in Brattleboro

Vermont Retreat Yurt, a four-season escape

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 3
Match: Sleeps
More info
Stayz.com.au logo
Check-in
Check-out

Vermont Retreat Cottage, a restorative escape on a farm, holiday rental in Brattleboro
Vermont Retreat Cottage, a restorative escape on a farm, holiday rental in Brattleboro
Vermont Retreat Cottage, a restorative escape on a farm, holiday rental in Brattleboro

Vermont Retreat Cottage, a restorative escape on a farm

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 3
Match: Sleeps
More info
Stayz.com.au logo
Check-in
Check-out

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

Jabulani Luxury Rural Stay

Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 9
Match: Sleeps
More info
Stayz.com.au logo
Check-in
Check-out

Cozy Green River Country Cottage, holiday rental in Brattleboro
Cozy Green River Country Cottage, holiday rental in Brattleboro
Cozy Green River Country Cottage, holiday rental in Brattleboro

Cozy Green River Country Cottage

Holiday Rental House
3 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
More info
Stayz.com.au logo
Check-in
Check-out

Stunning Forest Lakefront Home - Hot Tub, Boats, Bikes, Skis, Fun!!

Holiday Rental House
4 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
More info
Stayz.com.au logo
Check-in
Check-out

The Cottage at Skycroft Farm offering 4 season respite and restoration, holiday rental in Brattleboro
The Cottage at Skycroft Farm offering 4 season respite and restoration, holiday rental in Brattleboro
The Cottage at Skycroft Farm offering 4 season respite and restoration, holiday rental in Brattleboro

The Cottage at Skycroft Farm offering 4 season respite and restoration

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
More info
Check-in
Check-out
Payment Protection

Cabin Retreat in Southern Vermont, holiday rental in Brattleboro
Cabin Retreat in Southern Vermont, holiday rental in Brattleboro
Cabin Retreat in Southern Vermont, holiday rental in Brattleboro

Cabin Retreat in Southern Vermont

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 3
Match: Sleeps
More info
Stayz.com.au logo
Check-in
Check-out

PreviousNext
1