Chebeague Island vacation rentals
Book unique vacation rentals, houses, and more on Airbnb
Top-rated vacation rentals in Chebeague 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 Chebeague Island vacation rentals
Stay near Chebeague Island's top sights
Other great vacation rentals in Chebeague Island
Cottage in Portland
4.9 out of 5 average rating, 488 reviewsCozy & Quiet Modern Cottage
Jul 27 – Aug 3
Cottage in Pownal
4.99 out of 5 average rating, 322 reviewsUpscale Timber-Frame Cottage, Shop/Dine/Hike/Bike
Mar 3 – 10
Cottage in Scarborough
4.97 out of 5 average rating, 161 reviewsBright, clean, private cottage near Higgins Beach!
Jan 17 – 24
Cottage in Bath
4.88 out of 5 average rating, 497 reviewsDoubling Point Cottage
May 5 – 12
Cottage in Topsham
4.95 out of 5 average rating, 212 reviewsCozy waterfront home on Merrymeeting Bay.
Nov 12 – 19
Cottage in Harpswell
4.9 out of 5 average rating, 124 reviewsClassic Maine Cottage - dock, sauna & kayaks
Oct 3 – 10
Cottage in Boothbay Harbor
4.98 out of 5 average rating, 326 reviewsThe Cottage at the McCobb House
Feb 4 – 11
Cottage in Edgecomb
4.9 out of 5 average rating, 105 reviewsSpectacular Water View Cottage
May 6 – 13
Other great vacation rentals in Chebeague Island
Guest suite in Portland
4.91 out of 5 average rating, 196 reviewsGorgeous Studio 2 Blocks from Eastern Prom!
Nov 3 – 10
Apartment in Portland
4.96 out of 5 average rating, 151 reviewsCompact & Complete in residential neighborhood
Oct 23 – 30
Apartment in Boothbay
4.96 out of 5 average rating, 259 reviewsSunnymeade
Oct 17 – 24
Cabin in Freeport
4.98 out of 5 average rating, 469 reviewsCozy Cottage-Near Harbor & Park
Sep 25 – Oct 2
Bus in Durham
4.93 out of 5 average rating, 115 reviewsCelebration Bus: Tree Farm & Wellness Center
Jun 17 – 24
Cabin in Lovell
4.98 out of 5 average rating, 253 reviewsSecluded, cozy cabin nestled in the Maine woods
Jul 20 – 27
Home in Yarmouth
4.92 out of 5 average rating, 484 reviewsBeautiful Coastal Maine Getaway
Nov 15 – 22
Farm stay in North Yarmouth
4.96 out of 5 average rating, 111 reviewsHobby Farm Guesthouse-17 acre trails-1 good dog OK
Dec 17 – 24
Destinations to explore
- Portland Vacation rentals
- Salem Vacation rentals
- Chebacco Lake Vacation rentals
- Old Orchard Beach Vacation rentals
- Lake Winnipesaukee Vacation rentals
- New York Vacation rentals
- Jersey City Vacation rentals
- The Hamptons Vacation rentals
- Boston Vacation rentals
- Montreal Vacation rentals
- Québec City Vacation rentals
- Québec 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