Vacation Rentals & Homes in Gilford

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Smugglers' Notch * 3 Bedroom, Sleeps 10

Jeffersonville condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 10

Match: Fireplace Stereo system Internet access Staffed property Skiing – property near ski resort

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Price per night from

$753

Smugglers' Notch * 2 Bedroom, Sleeps 8

Cambridge condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

Match: Fireplace Stereo system Internet access Staffed property Skiing – property near ski resort

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Price per night from

$452

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Casual lux near Hermitage Club & Four Columns Inn

South Newfane villa

  • 4 bedrooms
  • 6 bathrooms
  • sleeps 8

4 of 5 match: Internet access, Skiing – property near ski resort, Fireplace, Stereo system, Staffed property

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Price per night from

$1,718

Breakaway House - Unit A & B

Killington house

  • 6 bedrooms
  • 4 bathrooms
  • sleeps 16

4 of 5 match: Staffed property, Skiing – property near ski resort, Fireplace, Stereo system, Internet access

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Price per night from

$667

4 of 5 match: Staffed property, Skiing – property near ski resort, Fireplace, Stereo system, Internet access

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Price per night from

$1,374

Unique A-Frame Farmhouse on Working Farm in Maine

Rumford farmhouse

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

4 of 5 match: Skiing – property near ski resort, Fireplace, Stereo system, Internet access, Staffed property

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Price per night from

$229

Historic Bed & Breakfast in Coastal Seaport

Fairhaven b&b

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 8

4 of 5 match: Skiing – property near ski resort, Fireplace, Stereo system, Internet access, Staffed property

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Price per night from

$229

Unique A-Frame Working Farmhouse in Maine

Rumford b&b

  • 3 bedrooms
  • 1 bathroom
  • sleeps 10

4 of 5 match: Skiing – property near ski resort, Fireplace, Stereo system, Internet access, Staffed property

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Price per night from

$144

Escape to Paradise: Steps to Beach & Spacious Deck

Baiting Hollow house

  • 3 bedrooms
  • 1 bathroom
  • sleeps 6

Responds fast! avg. 2 hours 17 minutes

4 of 5 match: Skiing – property near ski resort, Fireplace, Stereo system, Internet access, Staffed property

4 of 5 filters match

Price per night from

$287

4 of 5 match: Stereo system, Skiing – property near ski resort, Fireplace, Internet access, Staffed property

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Price per night from

$401

3 of 5 match: Skiing – property near ski resort, Internet access, Fireplace, Stereo system, Staffed property

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Price per night from

$196

3 of 5 match: Skiing – property near ski resort, Internet access, Fireplace, Stereo system, Staffed property

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Price per night from

$205

A VERMONT COUNTRY INN - FOLIAGE ROOM

Fairfax b&b

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

Responds fast! avg. 2 hours 22 minutes

3 of 5 match: Skiing – property near ski resort, Internet access, Fireplace, Stereo system, Staffed property

3 of 5 filters match

Price per night from

$138

Modern Ski In / Ski Out 4BR / 3BA Smart Home w/ shared pool and hot tub

Bondville condo

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 15

4 of 5 match: Staffed property, Skiing – property near ski resort, Fireplace, Stereo system, Internet access

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Price per night from

$171

Killington - FALL IN THE MOUNTAINS...YOU CAN'T BEAT THE VIEWS!

Killington condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

4 of 5 match: Stereo system, Skiing – property near ski resort, Fireplace, Internet access, Staffed property

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Price per night from

$258

Quarantine you and your loved ones in a safe waterfront log home.

Bridgton log cabin

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

4 of 5 match: Staffed property, Skiing – property near ski resort, Fireplace, Stereo system, Internet access

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Price per night from

$572

Stowe Area #1 Luxury Inn - Private Rental

Stowe house

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 8

4 of 5 match: Staffed property, Skiing – property near ski resort, Fireplace, Stereo system, Internet access

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Price per night from

$1,719

4 of 5 match: Staffed property, Skiing – property near ski resort, Fireplace, Stereo system, Internet access

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Price per night from

$401

Oma"s Kottage

Ludlow house

  • 6 bedrooms
  • 2 bathrooms
  • sleeps 11

4 of 5 match: Staffed property, Skiing – property near ski resort, Fireplace, Stereo system, Internet access

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Price per night from

$344

4 of 5 match: Staffed property, Skiing – property near ski resort, Fireplace, Stereo system, Internet access

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Price per night from

$189

Saddleback Mountain On Slopes 3-4BR Ski-in/out Condo Near Rangeley

Rangeley condo

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

4 of 5 match: Staffed property, Skiing – property near ski resort, Fireplace, Stereo system, Internet access

4 of 5 filters match

Price per night from

$401

“The Perfect Vermont Getaway” When I visit Vermont in winter, I tend to go with a mixed crowd. Part of our group are avid skiers/snowboarders, the other part (well, me) are not. This house allows you to experience the best of both worlds, with something for everyone. Situated on top of the mountain (within walking distance to the lodge and with a shuttle that can pick you up right outside the front door), it's in the absolute perfect location for those who like to lace up their boots and hit the slopes. For anyone not playing snow bunny for the day, you are smack dab in the middle of Okemo with plenty of cafes, shopping, and scenic walks just down the hillside (or a very short drive away if you wish to explore). The house itself is also a fantastic, light, open space that is comfortable no matter which straw you draw for beds (we got the twins in the upstairs loft and had one of the soundest sleeps I'd had all winter). Plus, who doesn't love a hot tub. You never feel cramped even with a full house. The living room is an amazing space to just sip coffee and read your book in the morning sunshine or in front of the fire. The owners are extremely knowledgeable, responsive, and helpful, and made sure our stay was top-notch. They have everything outlined for you in a book when you arrive and are there for you should you have any questions. I can't wait to go back next winter!

4 of 5 match: Staffed property, Skiing – property near ski resort, Fireplace, Stereo system, Internet access

4 of 5 filters match

Price per night from

$1,832

Reading Farms Estate/ Vermont Luxury Rental

Reading villa

  • 15 bedrooms
  • 12 bathrooms
  • sleeps 46

4 of 5 match: Skiing – property near ski resort, Fireplace, Stereo system, Internet access, Staffed property

4 of 5 filters match

Price per night from

$5,096

5/24-31, 2024 at Long Wharf Resort, Newport, RI

Newport hotel apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 2 hours 7 minutes

4 of 5 match: Skiing – property near ski resort, Fireplace, Stereo system, Internet access, Staffed property

4 of 5 filters match

Price per night from

$458

4 of 5 match: Skiing – property near ski resort, Fireplace, Stereo system, Internet access, Staffed property

4 of 5 filters match

Price per night from

$1,145

4 of 5 match: Skiing – property near ski resort, Fireplace, Stereo system, Internet access, Staffed property

4 of 5 filters match

Price per night from

$458

Elegant Meadowbrook Estate for Family Gatherings, Retreats and Special Events

Marlborough manor house

  • 9 bedrooms
  • 12 bathrooms
  • sleeps 22

4 of 5 match: Skiing – property near ski resort, Fireplace, Stereo system, Internet access, Staffed property

4 of 5 filters match

Price per night from

$4,122

Luxury resort suite in downtown Newport at Wyndham Long Wharf

Newport hotel apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

4 of 5 match: Skiing – property near ski resort, Fireplace, Stereo system, Internet access, Staffed property

4 of 5 filters match

Price per night from

$687

Luxurious Captains Mansion - Waterfront, Town, & Beaches - 5 stars

Edgartown house

  • 12 bedrooms
  • 7 bathrooms
  • sleeps 26

“great trip!” Definately would do it again! Loved the house and the area. Marthas Vineyard is a very special place!

4 of 5 match: Skiing – property near ski resort, Fireplace, Stereo system, Internet access, Staffed property

4 of 5 filters match

Price per night from

$903

4 of 5 match: Staffed property, Skiing – property near ski resort, Fireplace, Stereo system, Internet access

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Price per night from

$974

Forest Ridge townhouse, free shuttle to Loon

Lincoln townhouse

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 7

Responds fast! avg. 2 hours 24 minutes

4 of 5 match: Staffed property, Skiing – property near ski resort, Fireplace, Stereo system, Internet access

4 of 5 filters match

Price per night from

$430

Spectacular 50 miles Year Round Mountain View - 3+ BR Townhouse

Peru townhouse

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

Responds fast! avg. 2 hours 2 minutes

4 of 5 match: Staffed property, Skiing – property near ski resort, Fireplace, Stereo system, Internet access

4 of 5 filters match

Price per night from

$338

The White Lion Manor~Luxury mansion, elegant, secluded. 10 min from Wesleyan

Middletown manor house

  • 9 bedrooms
  • 10 bathrooms
  • sleeps 12

Responds fast! avg. 16 minutes

4 of 5 match: Staffed property, Skiing – property near ski resort, Fireplace, Stereo system, Internet access

4 of 5 filters match

Price per night from

$1,002

Le' Chateau Douillett (Doo-yett)

Springfield house

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

3 of 5 match: Skiing – property near ski resort, Stereo system, Fireplace, Internet access, Staffed property

3 of 5 filters match

Price per night from

$147

Franconia Notch New Hampshire Farmhouse

Franconia farmhouse

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 10

4 of 5 match: Staffed property, Skiing – property near ski resort, Fireplace, Stereo system, Internet access

4 of 5 filters match

Price per night from

$687

Oceanfront 1-bedroom at Westhampton Beach

Westhampton Beach apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 5

3 of 5 match: Skiing – property near ski resort, Fireplace, Stereo system, Internet access, Staffed property

3 of 5 filters match

Price per night from

$481

4 of 5 match: Staffed property, Skiing – property near ski resort, Fireplace, Stereo system, Internet access

4 of 5 filters match

Price per night from

$602

4 of 5 match: Staffed property, Skiing – property near ski resort, Fireplace, Stereo system, Internet access

4 of 5 filters match

Price per night from

$1,122

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