Squirrel Island vacation rentals
Book unique vacation rentals, houses, and more on Airbnb
Top-rated vacation rentals in Squirrel Island
Guests agree: these vacation rentals are highly rated for location, cleanliness, and more.
Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for Squirrel Island vacation rentals
Other great vacation rentals in Squirrel Island
Guesthouse in Orland
4.99 out of 5 average rating, 103 reviewsCozy cottage in Orland Village-Penobscot Bay area
Jan 17 – 24
Cabin in Boothbay
4.95 out of 5 average rating, 402 reviewsSimple Boothbay Log Cabin on Water
Sep 4 – 11
Guest suite in Round Pond
4.79 out of 5 average rating, 107 reviewsRound Pond Crows Nest Brand new and ready for you!
Mar 22 – 29
Cottage in Edgecomb
4.9 out of 5 average rating, 105 reviewsSpectacular Water View Cottage
May 6 – 13
Cottage in Topsham
4.95 out of 5 average rating, 212 reviewsCozy waterfront home on Merrymeeting Bay.
Nov 12 – 19
Apartment in Edgecomb
4.91 out of 5 average rating, 297 reviewsSunny Apt in Woods 10 Min to 3 Towns- Dog Friendly
Feb 5 – 12
Tiny home in Dresden
4.96 out of 5 average rating, 160 reviewsMaplenook Tiny Cabin - A Cozy Woodland Oasis
Dec 16 – 23
Guest suite in Woolwich
4.92 out of 5 average rating, 187 reviewsPrivate Guest Apartment with separate entrance.
Jul 8 – 15
Other great vacation rentals in Squirrel Island
Tiny home in Georgetown
5.0 out of 5 average rating, 58 reviewsStudio Cabin on Pond+Near Beach+Porch+AC+FirePit
Nov 22 – 29
Cottage in Southport
5.0 out of 5 average rating, 37 reviewsTHE COVE: New England Charm / Sprinkle of Nautical
Sep 1 – 8
Guesthouse in Brunswick
4.95 out of 5 average rating, 91 reviewsModern Brunswick Cottage near Bowdoin & Downtown
Dec 15 – 22
Tiny home in Bowdoinham
4.96 out of 5 average rating, 82 reviewsSweet Fern Cabin on Merrymeeting Bay
Dec 5 – 12
Apartment in Woolwich
5.0 out of 5 average rating, 26 reviewsCozy, MidCoast Apartment
Jan 20 – 27
Home in Georgetown
5.0 out of 5 average rating, 22 reviewsMoss House: Modern Waterfront Cabin in the Woods.
Sep 23 – 30
Home in Boothbay Harbor
5.0 out of 5 average rating, 68 reviewsPinkham Cove - Water Front Cottage
Jan 26 – Feb 2
Cottage in Georgetown
4.98 out of 5 average rating, 98 reviewsCottage on Todd Bay
Oct 21 – 28
Destinations to explore
- Portland Vacation rentals
- Bar Harbor Vacation rentals
- Old Orchard Beach Vacation rentals
- Lake Winnipesaukee Vacation rentals
- Ogunquit Vacation rentals
- Bangor Vacation rentals
- The Hamptons Vacation rentals
- Boston Vacation rentals
- Montreal Vacation rentals
- Québec City Vacation rentals
- Québec Vacation rentals
- Moncton Vacation rentals
- Yurt Rentals United States
- Yurt Rentals United Kingdom
- Castle Rentals United States
- Houseboats United States
- Holiday Caravans United Kingdom
- Private Island Rentals United States
- Farm Houses United States
- Farm Cottages United Kingdom
- Cabin Rentals Australia
- Luxury Cabins United Kingdom
- Luxury Cabins United States
- Holiday Chalets United Kingdom
- Cottage Rentals United States
- Holiday Cottages United Kingdom
- Mansion Rentals United States
- Villa Rentals United Kingdom
- Holiday Bungalows United Kingdom
- Bungalow Rentals United States
- Condo Rentals United States
- Holiday Apartments Australia
- Holiday Houses United States
- Holiday Houses United Kingdom
- Private Holiday Rentals United Kingdom
- Big House Rentals United States
- Big Cottages Australia
- Large Villas United Kingdom
- House Rentals with a Pool United States
- Cabin Rentals with a Pool United States
- Villas with a Pool United Kingdom
- Apartments with a Hot Tub United States
- Holiday Cottages with a Hot Tub United Kingdom
- Beach Cabins United States
- Beach Condos United States
- Beachfront Rentals United States
- Beach Houses United Kingdom
- Beach Villas United Kingdom
- Coastal Cottages United Kingdom
- Pet-Friendly Vacation Rentals United States
- Pet-Friendly Beach Rentals United States
- Pet-Friendly Cabin Rentals United States
- Dog-Friendly Cottages United Kingdom
- Luxury Dog-Friendly Cottages United Kingdom