Chebeague Island Holiday Rentals
Destination
Revenue impacts this sort order. Learn more
Bedrooms
Bathrooms
Amenities
Suitability
Property type
Distinctive Features
Distance from
5 mi
48 rentals in Chebeague Island.
Island cottage getaway
More info
Check-in
Check-out
As seen on
3 bedroom home right of way to private beach, with deck and enclosed porch
More info
Check-in
Check-out
As seen on
Classic Summer Cottage With Full Amenities For Your Maine Island Vacation!
More info
Check-in
Check-out
As seen on
Cozy Cottage, Chebeague Island Maine
More info
Check-in
Check-out
As seen on
Walk the Beautiful Beaches of Chebeague Island
More info
Check-in
Check-out
As seen on
Chebeague Island, ME Waterfront Home. Enjoy Island Living and Stunning Views!
More info
Check-in
Check-out
As seen on
Sunset House on Chebeague Island Maine
More info
Check-in
Check-out
As seen on
Once in a lifetime opportunity to rent the Chebeague Island Inn
Holiday Rental House
21 bedrooms
16 bathrooms
Sleeps 42
Match: Sleeps
More info
Check-in
Check-out
As seen on
Bates Island: Casco Bay Glamping Experience
Holiday Rental House
3 bedrooms
1 bathroom
Sleeps 10
Match: Sleeps
More info
Check-in
Check-out
As seen on
The following properties within 20 miles of Chebeague Island match all your filters:
Oceanside Cottage On A Beautiful Private Beach - Enjoy Your Maine Vacation!
More info
Check-in
Check-out
As seen on
Quaint cottage intimately set on the rocky coast overlooking Casco Bay
More info
Check-in
Check-out
As seen on
Brand new year-round oceanfront home with beach.
More info
Check-in
Check-out
As seen on
Beautiful Oceanfront Apartment, scenic views and water access
More info
Check-in
Check-out
As seen on
On the Rocks - One-of-a-kind setting on the Reversing Falls of Basin Point!
More info
Check-in
Check-out
As seen on
Charming cottage on Basin Cove just a short drive to the Dolphin Marina
More info
Check-in
Check-out
As seen on
Falmouth Waterfront Carriage House Apt
More info
Check-in
Check-out
As seen on
Howard Family Cottage with Casco Bay Sunset Views!
More info
Check-in
Check-out
As seen on
Eagles Nest Preserve Cottage
More info
Check-in
Check-out
As seen on
8 acres overlooking casco bay
More info
Check-in
Check-out
As seen on
Sunny Seaside Cottage with Beautiful Sunset Views
More info
Check-in
Check-out
As seen on
A charming, seaside cottage ~ Falmouth Foreside
More info
Check-in
Check-out
As seen on
Heartrock on Long Island
More info
Check-in
Check-out
As seen on
Waterfront Family Bungalow on Beautiful Potts Harbor
More info
Check-in
Check-out
As seen on
Ocean View Cottage Falmouth Foreside
More info
Check-in
Check-out
As seen on
Updated Long Island Maine Cottage
More info
Check-in
Check-out
As seen on
Charming Maine Seaside Cottage near private beach
More info
Check-in
Check-out
As seen on
Waterfront home in Tide Mill Cove
More info
Check-in
Check-out
As seen on
HARPSWELL MAINE - The Cottage * AshPoint
More info
Check-in
Check-out
As seen on
Seaside 3 bedroom Maine cottage with stunning ocean views!
Holiday Rental House
4 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
More info
Check-in
Check-out
As seen on
Moorings - Enjoy sweeping sunrises from this waterfront home on Basin Point.
More info
Check-in
Check-out
As seen on
Sunset Landing 286 Oceanfront
Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 5
Match: Sleeps
More info
Check-in
Check-out
As seen on
Unique Waterfront Experience
More info
Check-in
Check-out
As seen on
A Waterfront Retreat with Private Deep Water Dock. Dogs allowed upon request
More info
Check-in
Check-out
As seen on
Seaside 4 bedroom, 1 bath Cottage!
More info
Check-in
Check-out
As seen on
Waterfront Main House & Guest Cottage- Casco Bay, So. Harpswell.
More info
Check-in
Check-out
As seen on
Ash Cove Oceanfront Cottage with Spectacular Views
More info
Check-in
Check-out
As seen on
Private Oceanfront Island Estate
More info
Check-in
Check-out
As seen on
Island Escape - Spacious 4 BR House with Car included!
More info
Check-in
Check-out
As seen on
Estate Setting With Private Beaches, Bold Oceanfront, Deep Water Dock, and More
Holiday Rental House
5 bedrooms
5 bathrooms
Sleeps 9
Match: Sleeps
More info
Check-in
Check-out
As seen on
Oceanview Oasis: Modern Luxury Meets Seaside Serenity at This Exclusive Coastal
Holiday Rental House
6 bedrooms
4 bathrooms
Sleeps 9
Match: Sleeps
More info
Check-in
Check-out
As seen on
Classic Maine Beach Cottage **** Fabulous location!
More info
Check-in
Check-out
As seen on
Contemporary Family Friendly Home Near Beach Meets Every Need
More info
Check-in
Check-out
As seen on
The Harpswell House-Waterfront, SunRise, Big Yards, Classic & Luxury
Holiday Rental House
5 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
More info
Check-in
Check-out
As seen on
New! 2 BR/1 BA Beachside bungalow feet from the Maine shore.
Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
More info
Check-in
Check-out
As seen on
Maine Coastal Cottage
Holiday Rental House
5 bedrooms
4 bathrooms
Sleeps 12
Match: Sleeps
More info
Check-in
Check-out
As seen on
Spacious & Luxurious, Ocean Access & Heated Pool, 15 Mins To Portland, Fire
More info
Check-in
Check-out
As seen on
Experienced 5 Star Host! 8 bed/6 bath, Incredible porches, a short walk to
More info
Check-in
Check-out
As seen on
Falmouth Foreside, Maine-Walk to ocean beach, market and restaurant.
Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
More info
Check-in
Check-out
As seen on
Showing results 1-48 of 48
Frequently Asked Questions about Chebeague Island
- Yes, here are some popular holiday rentals in Chebeague Island that have a pool:
- Island cottage getaway
- 3 bedroom home right of way to private beach, with deck and enclosed porch
- Classic Summer Cottage With Full Amenities For Your Maine Island Vacation!
- Yes, here are some popular holiday rentals in Chebeague Island that have internet access:
- Island cottage getaway
- 3 bedroom home right of way to private beach, with deck and enclosed porch
- Classic Summer Cottage With Full Amenities For Your Maine Island Vacation!
- Some of the most popular kid friendly rentals in Chebeague Island are:
- Island cottage getaway
- 3 bedroom home right of way to private beach, with deck and enclosed porch
- Classic Summer Cottage With Full Amenities For Your Maine Island Vacation!
Chebeague Island TourismChebeague Island HotelsBed and Breakfast Chebeague IslandChebeague Island Holiday RentalsFlights to Chebeague IslandChebeague Island RestaurantsChebeague Island AttractionsChebeague Island Travel ForumChebeague Island PhotosChebeague Island MapChebeague Island Guide
All Chebeague Island HotelsChebeague Island Hotel Deals
Things to DoRestaurantsFlightsTravel StoriesCruisesCar Hire