Vacation Rentals & Cottages in Southwest Harbor

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235 cottages

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Newport resort week with secret garden days and opening of boat show!

Newport apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Match: Shared outdoor pool (heated) Car not required

All filters match

Price per night from

$402

Killington Mountain Slopeside Home

Killington house

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 12

“Ski home at Killington” We've been here for 10 days in late January. Wonderful place. Excellent home. We were two families with 4 aDT, CHD 4 with 6.9, 11 and 14 years. We left and came back home from skiing. We used the heated pool at the sport center. the hot tub ... We skate on the frozen pond. Although we are not accustomed to the cold (-13 F/ -25 C) for being Brazilians, we enjoyed a lot. Thank you!

Match: Shared outdoor pool (heated) Car not required

All filters match

Price per night from

$976

Ski Killington Vermont

Killington apartment

  • 1 bedroom
  • 2 bathrooms
  • sleeps 6

Match: Shared outdoor pool (heated) Car not required

All filters match

Price per night from

$218

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

Match: Shared outdoor pool (heated) Car not required

All filters match

Price per night from

$459

Saratoga Racetrack Special

Wilton house

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 12

Match: Shared outdoor pool (heated) Car not required

All filters match

Price per night from

$1,148

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Comfortable & well-appointed On the Line Mas & RI (1st floor)

Pawtucket apartment

  • 3 bedrooms
  • 1 bathroom
  • sleeps 4

Responds fast! avg. 2 hours 28 minutes

1 of 2 match: Shared outdoor pool (heated), Car not required

1 of 2 filters match

Price per night from

$150

Penthouse - 1 king BR - steps to Back Bay Station!

Boston condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

1 of 2 match: Shared outdoor pool (heated), Car not required

1 of 2 filters match

Price per night from

$517

Private room in house. Albany Medical/colleges and Downtown Albany.

Albany house

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 of 2 match: Shared outdoor pool (heated), Car not required

1 of 2 filters match

Price per night from

$63

Private room in house. Albany Medical/colleges and Downtown Albany.

Albany house

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 of 2 match: Shared outdoor pool (heated), Car not required

1 of 2 filters match

Price per night from

$63

Private room in house. Albany Medical/colleges and Downtown Albany.

Albany house

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 of 2 match: Shared outdoor pool (heated), Car not required

1 of 2 filters match

Price per night from

$63

Newport Adorable Apt. Historic Hill 1 Bdrm

Newport apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 of 2 match: Shared outdoor pool (heated), Car not required

1 of 2 filters match

Price per night from

$164

Angels Landing waterfront property in center of town, Unit #18

Provincetown studio

  • Studio
  • 1 bathroom
  • sleeps 2

1 of 2 match: Shared outdoor pool (heated), Car not required

1 of 2 filters match

Price per night from

$189

4 bedroom Victorian Condo

Boston condo

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

1 of 2 match: Shared outdoor pool (heated), Car not required

1 of 2 filters match

Price per night from

$572

Wyndham Long Wharf

Newport condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 2

1 of 2 match: Car not required, Shared outdoor pool (heated)

1 of 2 filters match

Price per night from

$426

Sunny 3 Bedroom, Slope-side with views.

Stowe condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 7

1 of 2 match: Car not required, Shared outdoor pool (heated)

1 of 2 filters match

Price per night from

$517

Studio King Condo w/pool

Hampton condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 of 2 match: Car not required, Shared outdoor pool (heated)

1 of 2 filters match

Price per night from

$345

Seabreeze 3

Old Orchard Beach apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

1 of 2 match: Car not required, Shared outdoor pool (heated)

1 of 2 filters match

Price per night from

$311

Seabreaze

Old Orchard Beach apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

1 of 2 match: Car not required, Shared outdoor pool (heated)

1 of 2 filters match

Price per night from

$310

Seabreeze 2

Old Orchard Beach apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

1 of 2 match: Car not required, Shared outdoor pool (heated)

1 of 2 filters match

Price per night from

$311

Sandy Shores 3

Old Orchard Beach apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 10

1 of 2 match: Car not required, Shared outdoor pool (heated)

1 of 2 filters match

Price per night from

$297

Spacious Antique Farm House

Madison house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 7

1 of 2 match: Car not required, Shared outdoor pool (heated)

1 of 2 filters match

Price per night from

$458

Modern, Luxury Vintage CAMPER with Swimming Pool in the Hudson Valley

Port Ewen camper van

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 of 2 match: Car not required, Shared outdoor pool (heated)

1 of 2 filters match

Price per night from

$373

Wyndham Longwharf Newport Rhode Island 2 Bed Condo

Newport condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Car not required, Shared outdoor pool (heated)

1 of 2 filters match

Price per night from

$488

1 bed room condo ! Enjoy your stay at mountain creek

Vernon apartment

  • 1 bedroom
  • 2 bathrooms
  • sleeps 4

1 of 2 match: Car not required, Shared outdoor pool (heated)

1 of 2 filters match

Price per night from

$287

The Country Place Resort Home of Zoom Flume Water park

East Durham hotel apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 of 2 match: Car not required, Shared outdoor pool (heated)

1 of 2 filters match

Price per night from

$171

Beach Getaway

Moody cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

1 of 2 match: Car not required, Shared outdoor pool (heated)

1 of 2 filters match

Price per night from

$287

Club Wyndham Long Wharf

Newport hotel apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Car not required, Shared outdoor pool (heated)

1 of 2 filters match

Price per night from

$826

TheGoshenGetawaysHeatedPoolHotTubPetFriendly

Goshen house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

1 of 2 match: Car not required, Shared outdoor pool (heated)

1 of 2 filters match

Price per night from

$687

Mountain Retreat - Chimney Hill - 7 Miles to Mount Snow - direct VAST access

Wilmington house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Car not required, Shared outdoor pool (heated)

1 of 2 filters match

Price per night from

$224

Nantucket Sound Waterview

West Harwich condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 2 hours 39 minutes

1 of 2 match: Car not required, Shared outdoor pool (heated)

1 of 2 filters match

Price per night from

$527

Ogunquit Condo - 5 Minute Walk to Footbridge Beach!

Ogunquit condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 of 2 match: Shared outdoor pool (heated), Car not required

1 of 2 filters match

Price per night from

$201

Awesome Water View Penthouse

Provincetown penthouse

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 of 2 match: Shared outdoor pool (heated), Car not required

1 of 2 filters match

Price per night from

$746

1 of 2 match: Shared outdoor pool (heated), Car not required

1 of 2 filters match

Price per night from

$885

Exciting, spacious, vacation condo

Provincetown condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

“Great location” I love this condo, the location is fantastic and it comes with all the comforts of home. This was my second year and I plan on booking next summer.

1 of 2 match: Shared outdoor pool (heated), Car not required

1 of 2 filters match

Price per night from

$164

Responds fast! avg. 53 minutes

1 of 2 match: Shared outdoor pool (heated), Car not required

1 of 2 filters match

Price per night from

$107

1 minute walk to subway, 10 minutes to airport

Revere b&b

  • 4 bedrooms
  • 1 bathroom
  • sleeps 6

Responds fast! avg. 1 hour 49 minutes

1 of 2 match: Shared outdoor pool (heated), Car not required

1 of 2 filters match

Price per night from

$339

GREAT VACATION HOUSE-GREAT LOCATION TO SOUTH BEACH

Edgartown house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

1 of 2 match: Shared outdoor pool (heated), Car not required

1 of 2 filters match

Price per night from

$345

Provincetown MA. 2 Bedroom Condo with 2 parking sp

Provincetown apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

1 of 2 match: Shared outdoor pool (heated), Car not required

1 of 2 filters match

Price per night from

$361

Viewing 38 of 235
rentals in Southwest Harbor

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