Vacation Rentals & Homes in Gilford

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Smugglers' Notch * 3 Bedroom, Sleeps 10

Jeffersonville condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 10

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

All filters match

Price per night from

$754

Smugglers' Notch * 2 Bedroom, Sleeps 8

Cambridge condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

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

All filters match

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

5 of 6 match: Internet access, Skiing – property near ski resort, Central heating, Fireplace, Stereo system, Staffed property

5 of 6 filters match

Price per night from

$1,721

Breakaway House - Unit A & B

Killington house

  • 6 bedrooms
  • 4 bathrooms
  • sleeps 16

5 of 6 match: Staffed property, Skiing – property near ski resort, Central heating, Fireplace, Stereo system, Internet access

5 of 6 filters match

Price per night from

$668

4 of 6 match: Skiing – property near ski resort, Internet access, Central heating, Fireplace, Stereo system, Staffed property

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Price per night from

$197

4 of 6 match: Skiing – property near ski resort, Internet access, Central heating, Fireplace, Stereo system, Staffed property

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Price per night from

$206

A VERMONT COUNTRY INN - FOLIAGE ROOM

Fairfax b&b

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

Responds fast! avg. 2 hours 22 minutes

4 of 6 match: Skiing – property near ski resort, Internet access, Central heating, Fireplace, Stereo system, Staffed property

4 of 6 filters match

Price per night from

$138

5 of 6 match: Staffed property, Skiing – property near ski resort, Central heating, Fireplace, Stereo system, Internet access

5 of 6 filters match

Price per night from

$1,377

Historic Bed & Breakfast in Coastal Seaport

Fairhaven b&b

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 8

5 of 6 match: Skiing – property near ski resort, Central heating, Fireplace, Stereo system, Internet access, Staffed property

5 of 6 filters match

Price per night from

$230

Unique A-Frame Working Farmhouse in Maine

Rumford b&b

  • 3 bedrooms
  • 1 bathroom
  • sleeps 10

5 of 6 match: Skiing – property near ski resort, Central heating, Fireplace, Stereo system, Internet access, Staffed property

5 of 6 filters match

Price per night from

$144

Stowe Area #1 Luxury Inn - Private Rental

Stowe house

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 8

5 of 6 match: Staffed property, Skiing – property near ski resort, Central heating, Fireplace, Stereo system, Internet access

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Price per night from

$1,723

5 of 6 match: Staffed property, Skiing – property near ski resort, Central heating, Fireplace, Stereo system, Internet access

5 of 6 filters match

Price per night from

$402

Oma"s Kottage

Ludlow house

  • 6 bedrooms
  • 2 bathrooms
  • sleeps 11

5 of 6 match: Staffed property, Skiing – property near ski resort, Central heating, Fireplace, Stereo system, Internet access

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Price per night from

$345

5 of 6 match: Staffed property, Skiing – property near ski resort, Central heating, Fireplace, Stereo system, Internet access

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Price per night from

$190

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

Rangeley condo

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

5 of 6 match: Staffed property, Skiing – property near ski resort, Central heating, Fireplace, Stereo system, Internet access

5 of 6 filters match

Price per night from

$402

“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!

5 of 6 match: Staffed property, Skiing – property near ski resort, Central heating, Fireplace, Stereo system, Internet access

5 of 6 filters match

Price per night from

$1,836

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

Killington condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

5 of 6 match: Stereo system, Skiing – property near ski resort, Central heating, Fireplace, Internet access, Staffed property

5 of 6 filters match

Price per night from

$259

Reading Farms Estate/ Vermont Luxury Rental

Reading villa

  • 15 bedrooms
  • 12 bathrooms
  • sleeps 46

5 of 6 match: Skiing – property near ski resort, Central heating, Fireplace, Stereo system, Internet access, Staffed property

5 of 6 filters match

Price per night from

$5,106

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

5 of 6 match: Skiing – property near ski resort, Central heating, Fireplace, Stereo system, Internet access, Staffed property

5 of 6 filters match

Price per night from

$459

5 of 6 match: Skiing – property near ski resort, Central heating, Fireplace, Stereo system, Internet access, Staffed property

5 of 6 filters match

Price per night from

$1,148

5 of 6 match: Skiing – property near ski resort, Central heating, Fireplace, Stereo system, Internet access, Staffed property

5 of 6 filters match

Price per night from

$459

Elegant Meadowbrook Estate for Family Gatherings, Retreats and Special Events

Marlborough manor house

  • 9 bedrooms
  • 12 bathrooms
  • sleeps 22

5 of 6 match: Skiing – property near ski resort, Central heating, Fireplace, Stereo system, Internet access, Staffed property

5 of 6 filters match

Price per night from

$4,131

Luxury resort suite in downtown Newport at Wyndham Long Wharf

Newport hotel apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

5 of 6 match: Skiing – property near ski resort, Central heating, Fireplace, Stereo system, Internet access, Staffed property

5 of 6 filters match

Price per night from

$689

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!

5 of 6 match: Skiing – property near ski resort, Central heating, Fireplace, Stereo system, Internet access, Staffed property

5 of 6 filters match

Price per night from

$904

5 of 6 match: Staffed property, Skiing – property near ski resort, Central heating, Fireplace, Stereo system, Internet access

5 of 6 filters match

Price per night from

$976

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

5 of 6 match: Staffed property, Skiing – property near ski resort, Central heating, Fireplace, Stereo system, Internet access

5 of 6 filters match

Price per night from

$1,004

5 of 6 match: Staffed property, Skiing – property near ski resort, Central heating, Fireplace, Stereo system, Internet access

5 of 6 filters match

Price per night from

$603

5 of 6 match: Staffed property, Skiing – property near ski resort, Central heating, Fireplace, Stereo system, Internet access

5 of 6 filters match

Price per night from

$1,125

Maple View House: fireplaces, sauna, jettub, 4 TVs, deck, firepit, game room, AC

North Conway house

  • 9 bedrooms
  • 6 bathrooms
  • sleeps 19

Responds fast! avg. 12 minutes

5 of 6 match: Staffed property, Skiing – property near ski resort, Central heating, Fireplace, Stereo system, Internet access

5 of 6 filters match

Price per night from

$459

Studio on Star Ridge

Au Sable Forks house

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

4 of 6 match: Skiing – property near ski resort, Stereo system, Central heating, Fireplace, Internet access, Staffed property

4 of 6 filters match

Price per night from

$224

Killington/Rutlan 2 Bedroom w/NO Hidden Fees

Mendon house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

4 of 6 match: Skiing – property near ski resort, Stereo system, Central heating, Fireplace, Internet access, Staffed property

4 of 6 filters match

Price per night from

$217

* One house to dunes * Nantasket BEACH * June 16-23 pre-season SALE

Hull house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

4 of 6 match: Skiing – property near ski resort, Fireplace, Central heating, Stereo system, Internet access, Staffed property

4 of 6 filters match

Price per night from

$230

Private sandy beach - Ocean view 4 BR house

Sandwich house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

Responds fast! avg. 2 hours 44 minutes

4 of 6 match: Skiing – property near ski resort, Fireplace, Central heating, Stereo system, Internet access, Staffed property

4 of 6 filters match

Price per night from

$390

6 BR Ski Chalet with Boats in VT Green Mountains

Ludlow chalet

  • 6 bedrooms
  • 2 bathrooms
  • sleeps 12

5 of 6 match: Staffed property, Skiing – property near ski resort, Central heating, Fireplace, Stereo system, Internet access

5 of 6 filters match

Price per night from

$374

Berkshire house w/ fireplace, A/C, WiFi & laundry

Plainfield house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 10

“Peaceful country home” Beautiful, welcoming home in a perfect location. Warm and inviting living room; bright, airy bedrooms.

5 of 6 match: Staffed property, Skiing – property near ski resort, Central heating, Fireplace, Stereo system, Internet access

5 of 6 filters match

Price per night from

$234

Pine Brook Lodge: 3 fireplaces, sauna, game room, bar, 4 TVs, AC, deck, grill

North Conway house

  • 9 bedrooms
  • 5 bathrooms
  • sleeps 18

Responds fast! avg. 12 minutes

5 of 6 match: Staffed property, Skiing – property near ski resort, Central heating, Fireplace, Stereo system, Internet access

5 of 6 filters match

Price per night from

$367

Suites at Killington: Luxury 2 BR Resort Ski Condo

Killington condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

4 of 6 match: Fireplace, Staffed property, Skiing – property near ski resort, Central heating, Stereo system, Internet access

4 of 6 filters match

Price per night from

$167

Greenport NY Chic Designer Beach House, steps to water, vineyard views

Greenport house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 7

3 of 6 match: Skiing – property near ski resort, Internet access, Staffed property, Central heating, Fireplace, Stereo system

3 of 6 filters match

Price per night from

$683

Viewing 38 of 3,464
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