Squirrel Island vacation rentals
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Top-rated vacation rentals in Squirrel Island
Guests agree: these vacation rentals are highly rated for location, cleanliness, and more.
Guesthouse in South Bristol
4.98 out of 5 average rating, 342 reviewsWaterfront Guest House on the Maine Coast
Bright open four-season guest house with fantastic view of Jones Cove and the open ocean in beautiful South Bristol, Maine. The guest house offers privacy and independence. The top floor has an open space with kitchen, sleeping area with queen bed, bathroom. The ground floor has a desk, Smart TV, seating area and French doors that open onto a stone patio. Includes Kohler generator, fiber optic wifi, outdoor grill & fire pit. The water is tidal Owner lives on property (150 ft from guest house)
Jan 19 – 26
Apartment in Edgecomb
4.91 out of 5 average rating, 296 reviewsSunny Apt in Woods 10 Min to 3 Towns- Dog Friendly
Bright, cozy apartment, surrounded by deep woods, completely separate from our home, w/ its own entrance, yet we are available if you need us. Located between Boothbay, Damariscotta, & Wiscasset, 1 mile from Route 1 and 27, on 13 acres, abutting 100s of acres of preserve land - provides the best of both worlds - peaceful woods, but less than 15 minutes from restaurants, shops & activities, plus, dedicated WiFi /2 Smart TVs. While dogs are welcome we can’t host feline guests due to allergies.
Oct 21 – 28
Guesthouse in Harpswell
4.95 out of 5 average rating, 428 reviewsHarpswell Studio on Waterview Property! Lobster!
Attached Cottage Style Studio! Clean, comfy, spacious, colorful and bright! Easy access to Harpswell’s 216 miles of coastline via coastal trails, lovely side roads, small beaches and preserves. Too many trails to count in the surrounding area! Fresh lobster and seafood! Two spectacular state parks with expansive beaches within a scenic 35 minute drive! Just 45 minutes (33 miles) to Coastal Maine Botanical Gardens! Saturday check-in may be available before mid June. Please message us.
Nov 5 – 12
Vacation rentals for every style
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Popular amenities for Squirrel Island vacation rentals
Other great vacation rentals in Squirrel Island
Cabin in Freedom
4.9 out of 5 average rating, 288 reviewsCozy Lakefront Cabin in Freedom, ME
Dec 4 – 11
Tiny home in Dresden
4.96 out of 5 average rating, 160 reviewsMaplenook Tiny Cabin - A Cozy Woodland Oasis
Jul 15 – 22
Cottage in Topsham
4.95 out of 5 average rating, 212 reviewsCozy waterfront home on Merrymeeting Bay.
Oct 23 – 30
Guest suite in Georgetown
4.97 out of 5 average rating, 320 reviewsLuxury suite, fireplace, jacuzzi
Dec 29 – Jan 5
Home in Edgecomb
4.99 out of 5 average rating, 117 reviewsCozy Lodge Meets Mid Century Hideaway
Apr 22 – 29
Guest suite in Freeport
4.96 out of 5 average rating, 193 reviewsWeather's Edge, Freeport
May 30 – Jun 6
Yurt in Appleton
4.96 out of 5 average rating, 221 reviewsSUMMER ROSE a Yurt for ALL Seasons
Feb 17 – 24
Yurt in Chebeague Island
4.97 out of 5 average rating, 101 reviewsYurt on Chebeague Island
Nov 22 – 29
Apartment in Boothbay Harbor
4.79 out of 5 average rating, 134 reviewsBeautiful Studio in downtown Boothbay Harbor
Sep 22 – 29
Place to stay in Owls Head
4.97 out of 5 average rating, 157 reviewsA comforting sweet off grid cabin near the beach!
Nov 11 – 18
Apartment in Damariscotta
4.92 out of 5 average rating, 250 reviewsFernald's Backside
Dec 12 – 19
Cottage in Edgecomb
4.9 out of 5 average rating, 104 reviewsSpectacular Water View Cottage
Nov 7 – 14
Other great vacation rentals in Squirrel Island
Guest suite in Boothbay
4.95 out of 5 average rating, 86 reviewsLinekin Guest Suite
Apr 22 – 29
Apartment in Boothbay Harbor
5.0 out of 5 average rating, 60 reviewsHarbor for Two
Nov 10 – 17
Tiny home in Georgetown
5.0 out of 5 average rating, 54 reviewsStudio Cabin on Pond+Near Beach+Porch+AC+FirePit
Nov 7 – 14
Cottage in Boothbay
5.0 out of 5 average rating, 100 reviewsCottage in the woods on Ocean Point
May 6 – 13
Cottage in Southport
5.0 out of 5 average rating, 37 reviewsTHE COVE: New England Charm / Sprinkle of Nautical
Feb 24 – Mar 3
Apartment in Boothbay
5.0 out of 5 average rating, 25 reviewsThe Chickadee's Nest
Oct 23 – 30
Home in Boothbay Harbor
5.0 out of 5 average rating, 68 reviewsPinkham Cove - Water Front Cottage
Mar 6 – 13
Guesthouse in Brunswick
4.94 out of 5 average rating, 87 reviewsModern Brunswick Cottage near Bowdoin & Downtown
Dec 24 – 31
Cottage in Georgetown
4.98 out of 5 average rating, 98 reviewsCottage on Todd Bay
Oct 21 – 28
Home in Georgetown
5.0 out of 5 average rating, 21 reviewsMoss House: Cozy waterfront retreat w/ wood stove
Sep 11 – 18
Home in Boothbay
4.97 out of 5 average rating, 35 reviewsPostcard views, ocean front and idyllic cove
Mar 12 – 19
Apartment in Woolwich
5.0 out of 5 average rating, 25 reviewsCozy, MidCoast Apartment
Jun 1 – 8
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