Cottages Old Orchard Beach

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458 cottages

Adirondack Star Ridge Cottage

Lake Placid cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

“great time,great hosts” We only stayed for 3 nights at this wonderful chalet for our ski trip with my 16 year old son and boyfriend. The cottage was in a great location,was very clean and cozy. We didn't see our hosts Mike and Mini,but through our conversations they were really very pleasant and helpful. We enjoyed the stay tremendously and will recommend to friends and hopefully will visit again in near future.

Match: Rental types Skiing – property near ski resort

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Price per night from

$338

15 Acre Catskills Sanctuary with Private Lake, Nature Lovers Retreat

Jewett cottage

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 10

Match: Rental types Skiing – property near ski resort

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Price per night from

$572

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Pet Friendly Cabin Doh-Ray Up At 1450ft

Woodstock house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

“Relaxing mountain retreat” We enjoyed a very pleasant Thanksgiving week getaway at the cabin, which looks just like the pictures -- nice combination of modern and rustic design. Also very comfortable, clean and well organized. Tv and sound system very high tech. Somehow we did something wrong with the remotes and lost the tv connection, but Raymond was extremely patient troubleshooting over the phone. Kitchen is nicely equipped. Bathrooms, full upstairs and half downstairs (not pictured), were standard but fine. The views of the woods from the many windows were really pretty, especially in the snow. It was a bit of an adventure driving up the somewhat steep mountain road. Definitely need 4wd in bad weather, so car rental was a little expensive. Overall, we had a lovely stay and hope to have a chance to come back in the summer.

1 of 2 match: Rental types, Skiing – property near ski resort

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Price per night from

$361

1 of 2 match: Rental types, Skiing – property near ski resort

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Price per night from

$1,374

Charming home with mountain views

Hunter house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

1 of 2 match: Rental types, Skiing – property near ski resort

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Price per night from

$687

OWL'S NEST LODGING

Conway apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

1 of 2 match: Rental types, Skiing – property near ski resort

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Price per night from

$196

Smugglers' Notch * 3 Bedroom, Sleeps 10

Jeffersonville condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 10

1 of 2 match: Rental types, Skiing – property near ski resort

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Price per night from

$753

four season vacation rental

Tannersville house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 8

1 of 2 match: Rental types, Skiing – property near ski resort

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Price per night from

$115

Killington Vermont - 4 Bedroom, 2 Bath. Right in the heart of ski country!

Killington house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

1 of 2 match: Rental types, Skiing – property near ski resort

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Price per night from

$859

Killington Vermont- 2 Bedroom/1Bath. Right in the heart of Ski country!

Killington house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 8

1 of 2 match: Rental types, Skiing – property near ski resort

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Price per night from

$544

Crafts Inn in Vermont 1br suite, Saturday check-in

Wilmington condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 of 2 match: Rental types, Skiing – property near ski resort

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Price per night from

$81

Contemporary Ski Chalet Minutes to Hiking Dining Parks

South Londonderry house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 10

1 of 2 match: Rental types, Skiing – property near ski resort

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Price per night from

$1,444

Red House w/ Access to Sebago Cove

Naples house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

1 of 2 match: Rental types, Skiing – property near ski resort

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Price per night from

$363

The Stephentown Hotel!

Stephentown b&b

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

1 of 2 match: Rental types, Skiing – property near ski resort

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Price per night from

$109

Unique Ski Lodge on 2000 acres

Wilmington lodge

  • 14 bedrooms
  • 16 bathrooms
  • sleeps 28

1 of 2 match: Rental types, Skiing – property near ski resort

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Price per night from

$1,712

The Happy Place on Hunter

Hunter house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

1 of 2 match: Rental types, Skiing – property near ski resort

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Price per night from

$572

Hunter Haven 2bdrm condo with Sauna

Hunter condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

1 of 2 match: Rental types, Skiing – property near ski resort

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Price per night from

$228

Okemo Mountain Lodge A-108 Ski In/Ski Out

Ludlow condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 of 2 match: Rental types, Skiing – property near ski resort

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Price per night from

$229

1 of 2 match: Rental types, Skiing – property near ski resort

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Price per night from

$286

Smuggler's Notch Resort in Vermont 1br suite, Sunday check-in

Jeffersonville condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 5

1 of 2 match: Rental types, Skiing – property near ski resort

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Price per night from

$81

Smuggler's Notch Resort in Vermont studio suite, Sunday check-in

Jeffersonville condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 of 2 match: Rental types, Skiing – property near ski resort

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Price per night from

$75

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

1 of 2 match: Rental types, Skiing – property near ski resort

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Price per night from

$1,598

Suites at Killington: Luxury 2 BR Resort Ski Condo

Killington condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Rental types, Skiing – property near ski resort

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Price per night from

$166

Slopeside condo with great view on Burke Mountain

East Burke condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

1 of 2 match: Rental types, Skiing – property near ski resort

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Price per night from

$401

Smugglers' Notch * 2 Bedroom, Sleeps 8

Cambridge condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

1 of 2 match: Rental types, Skiing – property near ski resort

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Price per night from

$452

1 of 2 match: Rental types, Skiing – property near ski resort

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Price per night from

$401

Breakaway House - Unit A & B

Killington house

  • 6 bedrooms
  • 4 bathrooms
  • sleeps 16

1 of 2 match: Rental types, Skiing – property near ski resort

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Price per night from

$667

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

Bondville condo

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 15

1 of 2 match: Rental types, Skiing – property near ski resort

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Price per night from

$171

Great Sacandaga Lake House Rental

Northville house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Rental types, Skiing – property near ski resort

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Price per night from

$172

Camp Little Pine

Lake Placid house

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 12

“Incredible Adirondack Camp experience” Camp Little Pine was a wonderful experience. We regularly visit Lake Placid during each season and was extremely pleased with this house. Incredibly well located, close to groceries, wine store and little restaurants. It's right next to Lake Placid Lodge, the Relais Chateaus hotel, which is perfect for fine dining or casual drinks at the pub. We were a group of 8 and the house was spacious and fitted us all. Michael & his wife have decorated this house beautifully in Adirondack style, making it a wonderful "Great Camp" experience. The amenities were all modern and functioning, the kitchen is wonderful and stocked with tons of condiments making it very easy cook. I highly recommend this beautiful house for a group and would stay there any other time.

1 of 2 match: Rental types, Skiing – property near ski resort

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Price per night from

$859

Village Suites at Fleischmanns - Suite 2

Fleischmanns hotel apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 5

1 of 2 match: Rental types, Skiing – property near ski resort

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Price per night from

$189

Walk to Hunter Mountain

Hunter house

  • 3 bedrooms
  • 1 bathroom
  • sleeps 6

1 of 2 match: Rental types, Skiing – property near ski resort

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Price per night from

$172

Poirier's Paradise

Olmstedville log cabin

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 10

1 of 2 match: Rental types, Skiing – property near ski resort

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Price per night from

$544

Killington- 6 Bedroom, 3 Bath. Right in the heart of Ski country!

Killington house

  • 6 bedrooms
  • 3 bathrooms
  • sleeps 10

1 of 2 match: Rental types, Skiing – property near ski resort

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Price per night from

$1,088

1 of 2 match: Rental types, Skiing – property near ski resort

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Price per night from

$974

1 of 2 match: Rental types, Skiing – property near ski resort

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Price per night from

$801

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

1 of 2 match: Rental types, Skiing – property near ski resort

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Price per night from

$338

5 mins to Mt Snow Free Shuttle Ski Home

Dover townhouse

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

1 of 2 match: Rental types, Skiing – property near ski resort

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Price per night from

$229

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rentals in Old Orchard Beach

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