Vacation Rentals & House Rentals in Martha's Vineyard

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

Killington condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Match: Shared outdoor pool (heated) Safe Staffed property Skiing – property near ski resort

All filters match

Price per night from

$258

Smugglers' Notch * 3 Bedroom, Sleeps 10

Jeffersonville condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 10

Match: Shared outdoor pool (heated) Safe Staffed property Skiing – property near ski resort

All filters match

Price per night from

$753

Smugglers' Notch * 2 Bedroom, Sleeps 8

Cambridge condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

Match: Shared outdoor pool (heated) Safe Staffed property Skiing – property near ski resort

All filters match

Price per night from

$452

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Mariner Motor Lodge

West Yarmouth hotel apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Responds fast! avg. 3 hours 51 minutes

3 of 4 match: Skiing – property near ski resort, Shared outdoor pool (heated), Safe, Staffed property

3 of 4 filters match

Price per night from

$137

Mountainside Getaway @ Jiminy Peak In the Berkshires

Hancock house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

3 of 4 match: Staffed property, Skiing – property near ski resort, Shared outdoor pool (heated), Safe

3 of 4 filters match

Price per night from

$567

UMIQUE Country Condo, 1BR 1 BA - NEW

Hancock condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 6

3 of 4 match: Staffed property, Skiing – property near ski resort, Shared outdoor pool (heated), Safe

3 of 4 filters match

Price per night from

$260

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

3 of 4 match: Skiing – property near ski resort, Shared outdoor pool (heated), Safe, Staffed property

3 of 4 filters match

Price per night from

$458

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

3 of 4 match: Staffed property, Skiing – property near ski resort, Shared outdoor pool (heated), Safe

3 of 4 filters match

Price per night from

$338

Charming Newport, RI - Summer Playground and Sailing Haven

Newport condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

2 of 4 match: Skiing – property near ski resort, Staffed property, Shared outdoor pool (heated), Safe

2 of 4 filters match

Price per night from

$401

Captain's Quarters - charming oceanfront resort with swimming pool

Falmouth hotel apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

2 of 4 match: Skiing – property near ski resort, Safe, Shared outdoor pool (heated), Staffed property

2 of 4 filters match

Price per night from

$458

Captain's Quarters charming oceanfront resort with swimming pool

Falmouth hotel apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

2 of 4 match: Skiing – property near ski resort, Safe, Shared outdoor pool (heated), Staffed property

2 of 4 filters match

Price per night from

$458

Cove at Yarmouth

West Yarmouth hotel apartment

  • 1 bedroom
  • 2 bathrooms
  • sleeps 4

2 of 4 match: Skiing – property near ski resort, Safe, Shared outdoor pool (heated), Staffed property

2 of 4 filters match

Price per night from

$256

Skip to beach! Condo across from beach!

Dennis Port condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Responds fast! avg. 1 hour 26 minutes

2 of 4 match: Skiing – property near ski resort, Safe, Shared outdoor pool (heated), Staffed property

2 of 4 filters match

Price per night from

$172

OWL'S NEST LODGING

Conway apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

2 of 4 match: Shared outdoor pool (heated), Staffed property, Skiing – property near ski resort, Safe

2 of 4 filters match

Price per night from

$196

Suites at Killington: Luxury 2 BR Resort Ski Condo

Killington condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

2 of 4 match: Safe, Staffed property, Skiing – property near ski resort, Shared outdoor pool (heated)

2 of 4 filters match

Price per night from

$166

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

Bondville condo

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 15

2 of 4 match: Safe, Staffed property, Skiing – property near ski resort, Shared outdoor pool (heated)

2 of 4 filters match

Price per night from

$171

Bentley/Wyndham Hancock Mass at Jiminy Peak

Hancock condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

2 of 4 match: Skiing – property near ski resort, Staffed property, Shared outdoor pool (heated), Safe

2 of 4 filters match

Price per night from

$430

Sag Harbor Village Fringe, Great Location

Sag Harbor house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

2 of 4 match: Skiing – property near ski resort, Staffed property, Shared outdoor pool (heated), Safe

2 of 4 filters match

Price per night from

$2,290

East Hampton/Sag Harbor Village Fringe

Sag Harbor house

  • 6 bedrooms
  • 7 bathrooms
  • sleeps 12

2 of 4 match: Skiing – property near ski resort, Staffed property, Shared outdoor pool (heated), Safe

2 of 4 filters match

Price per night from

$3,435

The Pagodas -Unit 7 - Studio Steps from Bay Beach!

North Truro apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

“Cozy bayside retreat” We enjoyed our stay in #7 Pagodas. We appreciated how responsive the owner and the manager of the property were. The location was perfect and we loved every day of exploring the upper cape and national Province lands. My only suggestion would be to have a document inside the room with descriptions of how to use the cook top, and other info about the area.

Responds fast! avg. 2 hours 23 minutes

2 of 4 match: Skiing – property near ski resort, Shared outdoor pool (heated), Safe, Staffed property

2 of 4 filters match

Price per night from

$178

Ultimate Vacation Home

South Yarmouth hotel apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 5

Responds fast! avg. 3 hours 19 minutes

2 of 4 match: Skiing – property near ski resort, Shared outdoor pool (heated), Safe, Staffed property

2 of 4 filters match

Price per night from

$114

2 of 4 match: Skiing – property near ski resort, Shared outdoor pool (heated), Safe, Staffed property

2 of 4 filters match

Price per night from

$205

Single Suite - Non Smoking Nashoba Valley Inn & Suites

Ayer hotel apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

2 of 4 match: Skiing – property near ski resort, Shared outdoor pool (heated), Safe, Staffed property

2 of 4 filters match

Price per night from

$137

Double Queen - Non Smoking Nashoba Valley Inn & Suites

Ayer hotel apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

2 of 4 match: Skiing – property near ski resort, Shared outdoor pool (heated), Safe, Staffed property

2 of 4 filters match

Price per night from

$91

5 mins to Mt Snow Free Shuttle Ski Home

Dover townhouse

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

2 of 4 match: Safe, Staffed property, Skiing – property near ski resort, Shared outdoor pool (heated)

2 of 4 filters match

Price per night from

$229

☆ SKI ON & OFF! ☆ Luxury Trailside Townhome! NEW Steam Shower, Hot Tub, Pool

Killington townhouse

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 9 minutes

2 of 4 match: Safe, Staffed property, Skiing – property near ski resort, Shared outdoor pool (heated)

2 of 4 filters match

Price per night from

$126

Responds fast! avg. 9 minutes

2 of 4 match: Safe, Staffed property, Skiing – property near ski resort, Shared outdoor pool (heated)

2 of 4 filters match

Price per night from

$132

2 of 4 match: Safe, Staffed property, Skiing – property near ski resort, Shared outdoor pool (heated)

2 of 4 filters match

Price per night from

$189

Luxury resort suite in downtown Newport at Wyndham Long Wharf

Newport hotel apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

2 of 4 match: Skiing – property near ski resort, Safe, Shared outdoor pool (heated), Staffed property

2 of 4 filters match

Price per night from

$687

The Point, Where the Land Meets the Sea

Harpswell house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 10

2 of 4 match: Skiing – property near ski resort, Safe, Shared outdoor pool (heated), Staffed property

2 of 4 filters match

Price per night from

$916

Slopeside Attitash near StoryLand, White Mountains

Glen condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 10

2 of 4 match: Skiing – property near ski resort, Safe, Shared outdoor pool (heated), Staffed property

2 of 4 filters match

Price per night from

$229

Spectacular Waterfront Townhome - Oyster Pond #25

Chatham house

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 10

2 of 4 match: Skiing – property near ski resort, Staffed property, Shared outdoor pool (heated), Safe

2 of 4 filters match

Price per night from

$871

70 Locust Lane

North Conway house

  • 6 bedrooms
  • 4 bathrooms
  • sleeps 16

2 of 4 match: Skiing – property near ski resort, Staffed property, Shared outdoor pool (heated), Safe

2 of 4 filters match

Price per night from

$1,054

10 Locust Lane

North Conway house

  • 15 bedrooms
  • 9 bathrooms
  • sleeps 32

2 of 4 match: Skiing – property near ski resort, Staffed property, Shared outdoor pool (heated), Safe

2 of 4 filters match

Price per night from

$2,748

2 of 4 match: Skiing – property near ski resort, Staffed property, Shared outdoor pool (heated), Safe

2 of 4 filters match

Price per night from

$681

Village of Winnipesaukee 2br suite, Sunday check-in

Weirs Beach condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

2 of 4 match: Skiing – property near ski resort, Staffed property, Shared outdoor pool (heated), Safe

2 of 4 filters match

Price per night from

$86

2 of 4 match: Safe, Staffed property, Skiing – property near ski resort, Shared outdoor pool (heated)

2 of 4 filters match

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

2 of 4 match: Safe, Staffed property, Skiing – property near ski resort, Shared outdoor pool (heated)

2 of 4 filters match

Price per night from

$430

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