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Brattleboro Holiday Apartments

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50 rentals in Brattleboro.
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Serenity Cottage in Southern Vermont…, holiday rental in Brattleboro

Serenity Cottage in Southern Vermont…

2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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Adorable Studio apartment in Brattleboro, holiday rental in Brattleboro

Adorable Studio apartment in Brattleboro

0 bedrooms
1 bathroom
Sleeps 2
Match: Sleeps
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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

4 bedrooms
4 bathrooms
Sleeps 12
Match: Sleeps
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Ski Mt. Snow! 25 Private Acres - Almost Heaven in Rustic Vermont!  Come Explore!, holiday rental in Brattleboro

Ski Mt. Snow! 25 Private Acres - Almost Heaven in Rustic Vermont! Come Explore!

3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Vacation Log Home In Southern Vermont, holiday rental in Brattleboro

Vacation Log Home In Southern Vermont

3 bedrooms
2 bathrooms
Sleeps 9
Match: Sleeps
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Spectacular 4 Season Home On Spruce Lake Near Mt. Snow, holiday rental in Brattleboro

Spectacular 4 Season Home On Spruce Lake Near Mt. Snow

5 bedrooms
5 bathrooms
Sleeps 14
Match: Sleeps
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Stay at a Craft Brewery in Winchester NH Close to mountains, hiking, & breweries, holiday rental in Brattleboro

Stay at a Craft Brewery in Winchester NH Close to mountains, hiking, & breweries

1 bedroom
1 bathroom
Sleeps 3
Match: Sleeps
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Camp Peace & Plenty North - a contemporary cabin in the woods w/ majestic views!, holiday rental in Brattleboro

Camp Peace & Plenty North - a contemporary cabin in the woods w/ majestic views!

3 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
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Magical Lakefront Home on Forest Lake, holiday rental in Brattleboro

Magical Lakefront Home on Forest Lake

2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Beautiful House overlooking Spofford Lake, holiday rental in Brattleboro

Beautiful House overlooking Spofford Lake

4 bedrooms
2 bathrooms
Sleeps 10
Match: Sleeps
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Waterfront Lake Raponda Vacation Paradise, holiday rental in Brattleboro

Waterfront Lake Raponda Vacation Paradise

3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Pet And Family Friendly Hilltop House In Putney Vermont, holiday rental in Brattleboro

Pet And Family Friendly Hilltop House In Putney Vermont

0 bedrooms
1 bathroom
Sleeps 8
Match: Sleeps
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Quiet Vermont Home Close To Everything, holiday rental in Brattleboro

Quiet Vermont Home Close To Everything

2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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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

4 bedrooms
1 bathroom
Sleeps 12
Match: Sleeps
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Vermont Log Cabin available for weekend and weekly, holiday rental in Brattleboro

Vermont Log Cabin available for weekend and weekly

2 bedrooms
1 bathroom
Sleeps 5
Match: Sleeps
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Lake Raponda Lakefront - 4 Seasons of fun, holiday rental in Brattleboro

Lake Raponda Lakefront - 4 Seasons of fun

3 bedrooms
2 bathrooms
Sleeps 10
Match: Sleeps
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Mountain View Retreat - Close to all year round activities, holiday rental in Brattleboro

Mountain View Retreat - Close to all year round activities

4 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Mt. Snow/Lake Raponda, holiday rental in Brattleboro

Mt. Snow/Lake Raponda

3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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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

3 bedrooms
2 bathrooms
Sleeps 7
Match: Sleeps
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Beautiful Lake Side Getaway, Quiet, and Peaceful, holiday rental in Brattleboro

Beautiful Lake Side Getaway, Quiet, and Peaceful

2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Affordable Spacious Vacation Home on Lake Spofford, holiday rental in Brattleboro

Affordable Spacious Vacation Home on Lake Spofford

3 bedrooms
3 bathrooms
Sleeps 7
Match: Sleeps
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Vermont Log Cabin w/ Amazing Views, Close to Mount Snow, holiday rental in Brattleboro

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

2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Secluded dog-friendly home w/ wood burning fireplace, Internet, & forest views!, holiday rental in Brattleboro

Secluded dog-friendly home w/ wood burning fireplace, Internet, & forest views!

4 bedrooms
4 bathrooms
Sleeps 10
Match: Sleeps
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Bright three-level home w/water views, jetted tub, firepit, and more!, holiday rental in Brattleboro

Bright three-level home w/water views, jetted tub, firepit, and more!

2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Lake house getaway on pristine Spofford Lake, New Hampshire, holiday rental in Brattleboro

Lake house getaway on pristine Spofford Lake, New Hampshire

2 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Stay at a Craft Brewery, holiday rental in Brattleboro

Stay at a Craft Brewery

1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Penthouse - Steps to the Sandy Beach & clear water, holiday rental in Brattleboro

Penthouse - Steps to the Sandy Beach & clear water

3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Charming, rural house w/shared tennis, private Ping-Pong table, Foosball, & more, holiday rental in Brattleboro

Charming, rural house w/shared tennis, private Ping-Pong table, Foosball, & more

4 bedrooms
2 bathrooms
Sleeps 5
Match: Sleeps
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PARADISE on EARTH! - Historic 4BR Farmhouse, holiday rental in Brattleboro

PARADISE on EARTH! - Historic 4BR Farmhouse

4 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Stunning Forest Lake Home with Hot Tub open all Yr, holiday rental in Brattleboro

Stunning Forest Lake Home with Hot Tub open all Yr

4 bedrooms
2 bathrooms
Sleeps 10
Match: Sleeps
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Classic New England Farm House, holiday rental in Brattleboro

Classic New England Farm House

1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Steps to the sandy beach, holiday rental in Brattleboro

Steps to the sandy beach

3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Charming Wilmington Cabin, 8 Mi. to Mt Snow!, holiday rental in Brattleboro

Charming Wilmington Cabin, 8 Mi. to Mt Snow!

3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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A Healing Forest Space in the Heart of New England, holiday rental in Brattleboro

A Healing Forest Space in the Heart of New England

0 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Marlboro, Vermont Ski House - discount offered, holiday rental in Brattleboro

Marlboro, Vermont Ski House - discount offered

5 bedrooms
4 bathrooms
Sleeps 10
Match: Sleeps
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Victorian Lakefront Cottage With Spectacular Sunrise View Of Water, holiday rental in Brattleboro

Victorian Lakefront Cottage With Spectacular Sunrise View Of Water

4 bedrooms
1 bathroom
Sleeps 8
Match: Sleeps
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Church sanctuary, holiday rental in Brattleboro

Church sanctuary

3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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New Lakefront Cedar Log Home, holiday rental in Brattleboro

New Lakefront Cedar Log Home

3 bedrooms
3 bathrooms
Sleeps 12
Match: Sleeps
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Pet-Friendly Escape w/ Deck, 8 Miles to Mount Snow, holiday rental in Brattleboro

Pet-Friendly Escape w/ Deck, 8 Miles to Mount Snow

2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Casual lux near Hermitage Club & Four Columns Inn, holiday rental in Brattleboro

Casual lux near Hermitage Club & Four Columns Inn

4 bedrooms
6 bathrooms
Sleeps 8
Match: Sleeps
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Historical Farm House, holiday rental in Brattleboro

Historical Farm House

1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Mountain Side, holiday rental in Brattleboro

Mountain Side

3 bedrooms
2 bathrooms
Sleeps 12
Match: Sleeps
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Jacksonville Cabin w/ Wraparound Deck & Views, holiday rental in Brattleboro

Jacksonville Cabin w/ Wraparound Deck & Views

3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Hilltop Home with Great Views, holiday rental in Brattleboro

Hilltop Home with Great Views

2 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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Tentrr - Hillside Camp in Southern Vermont, holiday rental in Brattleboro

Tentrr - Hillside Camp in Southern Vermont

1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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NEW! Cozy Vermont Condo Near Slopes, Hikes & Bites, holiday rental in Brattleboro

NEW! Cozy Vermont Condo Near Slopes, Hikes & Bites

2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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NEW! Woodsy Wilmington Condo 7 Mi to Mount Snow!, holiday rental in Brattleboro

NEW! Woodsy Wilmington Condo 7 Mi to Mount Snow!

3 bedrooms
2 bathrooms
Sleeps 7
Match: Sleeps
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Timeless Red Sox Retreat w/ Scenic Mountain Views!, holiday rental in Brattleboro

Timeless Red Sox Retreat w/ Scenic Mountain Views!

4 bedrooms
4 bathrooms
Sleeps 10
Match: Sleeps
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'Red Sweetheart Barn Studio' w/ Mtn & River Views!, holiday rental in Brattleboro

'Red Sweetheart Barn Studio' w/ Mtn & River Views!

0 bedrooms
1 bathroom
Sleeps 2
Match: Sleeps
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Jabulani Luxury Rural Stay, holiday rental in Brattleboro

Jabulani Luxury Rural Stay

3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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