Vacation Rentals & Cottages in Southwest Harbor

/ Home
/ Vacation Rentals
/ United States
/ Maine
/ DownEast and Acadia Maine
/ Mount Desert Island
Book with confidence.

Updating...

age 0-16
537 Results

Relevance

Price: low to high

Price: high to low

Reviews

Why am I receiving these results?

537 cottages

Why am I receiving these results?

Master Suite at Finch Guest House near Saratoga

Broadalbin b&b

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

Responds fast! avg. 40 minutes

Match: Private outdoor pool (heated) Horse riding

All filters match

Price per night from

$126

BEAUTIFUL AND PEACEFUL RESORT-LIKE SPLIT LEVEL HOUSE FOR NON-SMOKERS ONLY

Worcester house

  • 3 bedrooms
  • 1 bathroom
  • sleeps 5

Match: Private outdoor pool (heated) Horse riding

All filters match

Price per night from

$172

Woodstock Mediterranean Retreat

Woodstock house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 11

Match: Private outdoor pool (heated) Horse riding

All filters match

Price per night from

$859

Elegant Meadowbrook Estate for Family Gatherings, Retreats and Special Events

Marlborough manor house

  • 9 bedrooms
  • 12 bathrooms
  • sleeps 22

Match: Private outdoor pool (heated) Horse riding

All filters match

Price per night from

$4,122

Heated Pool, AC, WiFi, Sleeps 18, 2 mi to beach!

Oak Bluffs house

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 19

Match: Private outdoor pool (heated) Horse riding

All filters match

Price per night from

$6,870

Match: Private outdoor pool (heated) Horse riding

All filters match

Price per night from

$1,718

9 Bedroom Saratoga Home, Heated Pool/HotTub By Track-Lake-Town-Golf

Saratoga Springs house

  • 9 bedrooms
  • 6 bathrooms
  • sleeps 22

Match: Private outdoor pool (heated) Horse riding

All filters match

Price per night from

$1,661

These homes match some but not all of your filters. Clear all filters

Luxury Waterfront Home With Heated Pool

Orleans house

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 10

1 of 2 match: Horse riding, Private outdoor pool (heated)

1 of 2 filters match

Price per night from

$1,309

Fabolous with Pool and Walk to Town

Nantucket house

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 10

1 of 2 match: Horse riding, Private outdoor pool (heated)

1 of 2 filters match

Price per night from

$3,435

On to of Wigwam

Nantucket house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 10

1 of 2 match: Horse riding, Private outdoor pool (heated)

1 of 2 filters match

Price per night from

$3,550

Heated Pool and Hot Tub 5 Minutes to Nauset Beach

Orleans house

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 12

Responds fast! avg. 2 hours 39 minutes

1 of 2 match: Horse riding, Private outdoor pool (heated)

1 of 2 filters match

Price per night from

$1,220

Tranquil Villa

Monroe apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 5

1 of 2 match: Horse riding, Private outdoor pool (heated)

1 of 2 filters match

Price per night from

$401

Newly Built Private Home & Pool In Accord, NY

Accord house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

1 of 2 match: Horse riding, Private outdoor pool (heated)

1 of 2 filters match

Price per night from

$916

Huge Renovated Home with Heated Pool and Jacuzzi

Queensbury house

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 13

1 of 2 match: Horse riding, Private outdoor pool (heated)

1 of 2 filters match

Price per night from

$859

The FarmHouse

Millerton house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

1 of 2 match: Private outdoor pool (heated), Horse riding

1 of 2 filters match

Price per night from

$287

Another Slice of Paradise at Hampton Beach

Hampton condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 of 2 match: Horse riding, Private outdoor pool (heated)

1 of 2 filters match

Price per night from

$269

Luxury home on Lake Champlain, with pool, hot tub, mooring, kayaks, and more

Charlotte house

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 12

1 of 2 match: Horse riding, Private outdoor pool (heated)

1 of 2 filters match

Price per night from

$1,718

1 of 2 match: Horse riding, Private outdoor pool (heated)

1 of 2 filters match

Price per night from

$406

1 of 2 match: Horse riding, Private outdoor pool (heated)

1 of 2 filters match

Price per night from

$284

Lighthouse - Q991

Ogunquit log cabin

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

1 of 2 match: Horse riding, Private outdoor pool (heated)

1 of 2 filters match

Price per night from

$255

Crew's Quarters at Captain Alexander’s

West Harwich house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Horse riding, Private outdoor pool (heated)

1 of 2 filters match

Price per night from

$164

Hannah's House - in Bar Harbor, close to Acadia NP, & POOL!

Bar Harbor house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

1 of 2 match: Horse riding, Private outdoor pool (heated)

1 of 2 filters match

Price per night from

$826

78 Main Street 152267

Falmouth house

  • 9 bedrooms
  • 8 bathrooms
  • sleeps 18

1 of 2 match: Horse riding, Private outdoor pool (heated)

1 of 2 filters match

Price per night from

$2,143

7 bedroom home sleeping 14! Located on the Bayside with private pool!

Dennis house

  • 7 bedrooms
  • 6 bathrooms
  • sleeps 14

1 of 2 match: Horse riding, Private outdoor pool (heated)

1 of 2 filters match

Price per night from

$1,000

Summer vacation paradise, with private heated pool, sleeping 8

West Dennis house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

1 of 2 match: Horse riding, Private outdoor pool (heated)

1 of 2 filters match

Price per night from

$500

Responds fast! avg. 1 hour 4 minutes

1 of 2 match: Horse riding, Private outdoor pool (heated)

1 of 2 filters match

Price per night from

$149

1 of 2 match: Horse riding, Private outdoor pool (heated)

1 of 2 filters match

Price per night from

$284

1 of 2 match: Horse riding, Private outdoor pool (heated)

1 of 2 filters match

Price per night from

$284

1 of 2 match: Horse riding, Private outdoor pool (heated)

1 of 2 filters match

Price per night from

$299

1 of 2 match: Horse riding, Private outdoor pool (heated)

1 of 2 filters match

Price per night from

$284

G301A - Managed by Loon Reservation Service - NH Meals & Rooms Lic# 056365

Lincoln hotel apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 of 2 match: Horse riding, Private outdoor pool (heated)

1 of 2 filters match

Price per night from

$284

1 of 2 match: Horse riding, Private outdoor pool (heated)

1 of 2 filters match

Price per night from

$284

1 of 2 match: Horse riding, Private outdoor pool (heated)

1 of 2 filters match

Price per night from

$284

1 of 2 match: Horse riding, Private outdoor pool (heated)

1 of 2 filters match

Price per night from

$284

1 of 2 match: Horse riding, Private outdoor pool (heated)

1 of 2 filters match

Price per night from

$284

1 of 2 match: Horse riding, Private outdoor pool (heated)

1 of 2 filters match

Price per night from

$299

Mt Green 2-D01

Killington house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Horse riding, Private outdoor pool (heated)

1 of 2 filters match

Price per night from

$232

Quiet Corner Getaway

Scotland house

  • 3 bedrooms
  • 1 bathroom
  • sleeps 5

1 of 2 match: Private outdoor pool (heated), Horse riding

1 of 2 filters match

Price per night from

$201

Viewing 38 of 537
rentals in Southwest Harbor

×

Also consider