Vacation Rentals & Cabins in Winthrop

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137 Houses

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Franconia Notch New Hampshire Farmhouse

Franconia farmhouse

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 10

Match: Horse riding Skiing – property near ski resort

All filters match

Price per night from

$687

Year Round Family Vacation Getaway

Newry house

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 16

Match: Horse riding Skiing – property near ski resort

All filters match

Price per night from

$458

ON MOUNTAIN, SKI IN-SKI OUT Sleeps 14-16 HappyTrails

Newry house

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 16

Responds fast! avg. 1 hour 58 minutes

Match: Horse riding Skiing – property near ski resort

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Price per night from

$1,598

Match: Horse riding Skiing – property near ski resort

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Price per night from

$974

Burke Mountain Vermont Northeast Kingdom Trails

East Burke house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

Match: Horse riding Skiing – property near ski resort

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Price per night from

$328

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

Rangeley condo

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

Match: Horse riding Skiing – property near ski resort

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Price per night from

$401

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

Match: Horse riding Skiing – property near ski resort

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Price per night from

$367

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

Match: Horse riding Skiing – property near ski resort

All filters match

Price per night from

$458

Picture Perfect Home so close to Cannon Mountain_Franconia Notch!

Franconia house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

Match: Horse riding Skiing – property near ski resort

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Price per night from

$247

Match: Horse riding Skiing – property near ski resort

All filters match

Price per night from

$401

Match: Horse riding Skiing – property near ski resort

All filters match

Price per night from

$201

Shawnee Peak - Ski In & Out - 3 Bedroom

Bridgton ski chalet

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

Match: Horse riding Skiing – property near ski resort

All filters match

Price per night from

$916

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Red House w/ Access to Sebago Cove

Naples house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

1 of 2 match: Horse riding, Skiing – property near ski resort

1 of 2 filters match

Price per night from

$387

Executive modern oceanview hilltop home

Martha's Vineyard house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 9

1 of 2 match: Skiing – property near ski resort, Horse riding

1 of 2 filters match

Price per night from

$1,031

Chateau Beata

North Conway cottage

  • 3 bedrooms
  • 1 bathroom
  • sleeps 7

1 of 2 match: Skiing – property near ski resort, Horse riding

1 of 2 filters match

Price per night from

$229

Waterfront on the Cape Neddick Harbor

York Beach house

  • 6 bedrooms
  • 4 bathrooms
  • sleeps 14

1 of 2 match: Skiing – property near ski resort, Horse riding

1 of 2 filters match

Price per night from

$687

New England Charmer

Addison house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 of 2 match: Skiing – property near ski resort, Horse riding

1 of 2 filters match

Price per night from

$86

Deer Valley Retreat, Lovely Log Cabin

Bradford log cabin

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

1 of 2 match: Skiing – property near ski resort, Horse riding

1 of 2 filters match

Price per night from

$241

Spacious 1 bedroom condo near 5 major ski areas!

Glen condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 5

Responds fast! avg. 1 hour 47 minutes

1 of 2 match: Skiing – property near ski resort, Horse riding

1 of 2 filters match

Price per night from

$132

Top Floor Condo with Happy Vibes!

Hampton condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 of 2 match: Skiing – property near ski resort, Horse riding

1 of 2 filters match

Price per night from

$241

Responds fast! avg. 3 hours 47 minutes

1 of 2 match: Skiing – property near ski resort, Horse riding

1 of 2 filters match

Price per night from

$315

Spectacular White Mountain Home Getaway

North Conway house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 10

1 of 2 match: Skiing – property near ski resort, Horse riding

1 of 2 filters match

Price per night from

$458

1 of 2 match: Skiing – property near ski resort, Horse riding

1 of 2 filters match

Price per night from

$81

Slopeside condo with great view on Burke Mountain

East Burke condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

1 of 2 match: Horse riding, Skiing – property near ski resort

1 of 2 filters match

Price per night from

$401

Haiku House - your gateway to Acadia

Acadia National Park cottage

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 7

1 of 2 match: Skiing – property near ski resort, Horse riding

1 of 2 filters match

Price per night from

$544

Pinnacle View Cottage

Meredith cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 of 2 match: Skiing – property near ski resort, Horse riding

1 of 2 filters match

Price per night from

$229

Spacious Getaway near Dartmouth

Norwich house

  • 9 bedrooms
  • 3 bathrooms
  • sleeps 18

1 of 2 match: Skiing – property near ski resort, Horse riding

1 of 2 filters match

Price per night from

$685

CAMDEN / SPRUCE HEAD SHORE FRONT COTTAGE/HOUSE

Camden house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 3

1 of 2 match: Skiing – property near ski resort, Horse riding

1 of 2 filters match

Price per night from

$211

1 of 2 match: Skiing – property near ski resort, Horse riding

1 of 2 filters match

Price per night from

$195

1 of 2 match: Horse riding, Skiing – property near ski resort

1 of 2 filters match

Price per night from

$801

Forest Ridge townhouse, free shuttle to Loon

Lincoln townhouse

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 7

Responds fast! avg. 2 hours 24 minutes

1 of 2 match: Horse riding, Skiing – property near ski resort

1 of 2 filters match

Price per night from

$430

Sebago Lake Home with Mountain & Lake Views

Raymond house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

1 of 2 match: Horse riding, Skiing – property near ski resort

1 of 2 filters match

Price per night from

$81

Sebago Cape with Mountain Views and Lake Access

Raymond house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

1 of 2 match: Horse riding, Skiing – property near ski resort

1 of 2 filters match

Price per night from

$155

Cozy Loft - Mountain Views & Sebago Lake Access

Raymond studio

  • Studio
  • 1 bathroom
  • sleeps 3

1 of 2 match: Horse riding, Skiing – property near ski resort

1 of 2 filters match

Price per night from

$81

White Mountain Getaway

Lincoln house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Horse riding, Skiing – property near ski resort

1 of 2 filters match

Price per night from

$258

LOVER'S COVE AT THE SEAWARD WITH OCEAN VIEWS & SEASIDE PATH TO BEACH &TOWN

Rockport apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 of 2 match: Skiing – property near ski resort, Horse riding

1 of 2 filters match

Price per night from

$304

Private Home Near Beach, Restaurants & Attractions

Wells house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 12

1 of 2 match: Skiing – property near ski resort, Horse riding

1 of 2 filters match

Price per night from

$573

1 of 2 match: Skiing – property near ski resort, Horse riding

1 of 2 filters match

Price per night from

$687

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rentals in Winthrop

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