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Guilford Holiday Rentals

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50 rentals in Guilford.
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Vermont Log Cabin available for weekend and weekly, holiday rental in Guilford

Vermont Log Cabin available for weekend and weekly

2 bedrooms
1 bathroom
Sleeps 5
Match: Sleeps
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Jabulani Luxury Rural Stay, holiday rental in Guilford

Jabulani Luxury Rural Stay

3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Large modern house with huge open great room and four large bedrooms with baths, holiday rental in Guilford

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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Serenity Cottage in Southern Vermont…, holiday rental in Guilford

Serenity Cottage in Southern Vermont…

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

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 Guilford

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 Guilford

Spectacular 4 Season Home On Spruce Lake Near Mt. Snow

5 bedrooms
5 bathrooms
Sleeps 14
Match: Sleeps
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Mount Snow opening November 25! Reserve your stay now!, holiday rental in Guilford

Mount Snow opening November 25! Reserve your stay now!

6 bedrooms
4 bathrooms
Sleeps 12
Match: Sleeps
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Stay at a Craft Brewery in Winchester NH Close to mountains, hiking, & breweries, holiday rental in Guilford

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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Sweet Spot in a Region that Shines in Every Season, holiday rental in Guilford

Sweet Spot in a Region that Shines in Every Season

3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Camp Peace & Plenty North - a contemporary cabin in the woods w/ majestic views!, holiday rental in Guilford

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 Guilford

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 Guilford

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 Guilford

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 Guilford

Pet And Family Friendly Hilltop House In Putney Vermont

0 bedrooms
1 bathroom
Sleeps 8
Match: Sleeps
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Tyler House - 4 Bedrooms, 2 Bathrooms, House to steps to Lake Spofford, holiday rental in Guilford

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

4 bedrooms
1 bathroom
Sleeps 12
Match: Sleeps
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Quiet Vermont Home Close To Everything, holiday rental in Guilford

Quiet Vermont Home Close To Everything

2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Spring Escape, Get away in the falls❤️, holiday rental in Guilford

Spring Escape, Get away in the falls❤️

5 bedrooms
2 bathrooms
Sleeps 10
Match: Sleeps
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Lake Raponda Lakefront - 4 Seasons of fun, holiday rental in Guilford

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 Guilford

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 Guilford

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 Guilford

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 Guilford

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 Guilford

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 Guilford

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 Guilford

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 Guilford

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 Guilford

Lake house getaway on pristine Spofford Lake, New Hampshire

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

Hilltop Home with Great Views

2 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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Stay at a Craft Brewery, holiday rental in Guilford

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 Guilford

Penthouse - Steps to the Sandy Beach & clear water

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 Guilford

A Healing Forest Space in the Heart of New England

0 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Charming, rural house w/shared tennis, private Ping-Pong table, Foosball, & more, holiday rental in Guilford

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 Guilford

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 Guilford

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 Guilford

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 Guilford

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 Guilford

Charming Wilmington Cabin, 8 Mi. to Mt Snow!

3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Marlboro, Vermont Ski House - discount offered, holiday rental in Guilford

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 Guilford

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 Guilford

Church sanctuary

3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Casual lux near Hermitage Club & Four Columns Inn, holiday rental in Guilford

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 Guilford

Historical Farm House

1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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'John's Farmhouse in Mount Snow' on 120 Acres!, holiday rental in Guilford

'John's Farmhouse in Mount Snow' on 120 Acres!

5 bedrooms
2 bathrooms
Sleeps 10
Match: Sleeps
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Mountain Side, holiday rental in Guilford

Mountain Side

3 bedrooms
2 bathrooms
Sleeps 12
Match: Sleeps
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Vermont Getaway w/ Deck - 6 Miles to Mt Snow!, holiday rental in Guilford

Vermont Getaway w/ Deck - 6 Miles to Mt Snow!

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

Jacksonville Cabin w/ Wraparound Deck & Views

3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Tentrr Signature Site - Hillside Camp, holiday rental in Guilford

Tentrr Signature Site - Hillside Camp

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

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 Guilford

NEW! Woodsy Wilmington Condo 7 Mi to Mount Snow!

3 bedrooms
2 bathrooms
Sleeps 7
Match: Sleeps
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