Title: Book the Best Hotels with TENNIS COURTS in Chebeague Island in 2025 | Expedia.ca [Hotels in Chebeague Island](https://expedia.ca/Chebeague-Island-Hotels.d6046986.Travel-Guide-Hotels)[Vacation Rentals in Chebeague Island](https://expedia.ca/Chebeague-Island-Vacation-Rentals.d6046986.Travel-Guide-VacationRentals)[Flights to Chebeague Island](https://expedia.ca/Cheap-Flights-To-Chebeague-Island.d6046986.Travel-Guide-Flights)[Chebeague Island Car Rentals](https://expedia.ca/Car-Rentals-In-Chebeague-Island.d6046986.Car-Rental-Guide)[Chebeague Island Vacation Packages](https://expedia.ca/Chebeague-Island.d6046986.Destination-Travel-Guides) ![Early morning harbor in Maine](https://images.trvl-media.com/place/6046986/604cb5bf-7712-4458-a47f-8eb23a1c2b92.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Find Hotels with Tennis Courts in Chebeague Island, ME from CA $241 - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__calendar_shield.svg) ### Change your mind Book hotels with free cancellation - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__deals.svg) ### Treat yourself Sign in to save 10% or more on thousands of hotels [Sign in](https://www.expedia.ca/login) - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__bed.svg) ### Be picky Search almost a million properties worldwide ## Check availability on Chebeague Island Hotels with Tennis Courts Tonight [Nov 8 - Nov 9](https://www.expedia.ca/Hotel-Search?regionId=6046986&startDate=2025-11-08&endDate=2025-11-09&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Nov 9 - Nov 10](https://www.expedia.ca/Hotel-Search?regionId=6046986&startDate=2025-11-09&endDate=2025-11-10&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Nov 14 - Nov 16](https://www.expedia.ca/Hotel-Search?regionId=6046986&startDate=2025-11-14&endDate=2025-11-16&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Nov 21 - Nov 23](https://www.expedia.ca/Hotel-Search?regionId=6046986&startDate=2025-11-21&endDate=2025-11-23&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Chebeague Island Hotels with Tennis Courts ![Interior](https://images.trvl-media.com/lodging/33000000/32440000/32432100/32432059/91a3f768.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, books](https://images.trvl-media.com/lodging/33000000/32440000/32432100/32432059/4fe2dda9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/33000000/32440000/32432100/32432059/w1917h1645x3y0-1a82cf6e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/33000000/32440000/32432100/32432059/310f34f2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Adorable Portland getaway on the Eastern Promenade Munjoy Hill 9.6/10 Exceptional (125) "Welcoming small apartment in a beautiful Portland neighborhood. Clean and stocked with everything we needed. Very helpful hosts. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Annalise M. CA $116 CA $241 total includes taxes & fees Nov 9 - Nov 10 [](https://www.expedia.ca/Portland-Hotels-Adorable-Portland-Getaway-On-The-Eastern-Promenade.h32432059.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/2000000/1490000/1489300/1489274/5d783f80.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Room, 1 Queen Bed, Jetted Tub](https://images.trvl-media.com/lodging/2000000/1490000/1489300/1489274/4a1ea5b7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Traditional Room, 1 Bedroom, Bathtub](https://images.trvl-media.com/lodging/2000000/1490000/1489300/1489274/20306c1b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/2000000/1490000/1489300/1489274/e5c17fb8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The James Place Inn B&B Freeport 10/10 Exceptional (182) "Wish we could have stayed longer. It has the ambiance of an older inn but the rooms are very clean and well maintained. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Melissa CA $308 CA $336 total includes taxes & fees Dec 1 - Dec 2 [](https://www.expedia.ca/Portland-Hotels-The-James-Place-Inn-Bed-And-Breakfast.h1489274.Hotel-Information) ![Beach nearby](https://images.trvl-media.com/lodging/114000000/113650000/113644300/113644256/e6c249cd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Children's area](https://images.trvl-media.com/lodging/114000000/113650000/113644300/113644256/af37d73f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/114000000/113650000/113644300/113644256/e1e3e343.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/114000000/113650000/113644300/113644256/9fad253a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Adorable, two-bedroom, one-bathroom condo, two short blocks from the beach! Old Orchard Beach 10/10 Exceptional (1) "The stay was wonderful - tiny snafu getting in; listed was b when we were supposed to be getting into a" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Alana J. CA $218 CA $444 total includes taxes & fees Nov 17 - Nov 18 [](https://www.expedia.ca/Old-Orchard-Beach-Hotels-Adorable.h113644256.Hotel-Information) ![Beach nearby](https://images.trvl-media.com/lodging/113000000/112910000/112904800/112904768/f8371e98.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/113000000/112910000/112904800/112904768/7a5b297b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/113000000/112910000/112904800/112904768/88f4eea7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/113000000/112910000/112904800/112904768/8b5c4810.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Quaint 2-bedroom, 1-bathroom condo, two short blocks from the beach! Old Orchard Beach 8.0/10 Very good (2) "We had an overall very pleasant experience at this property. The inside is newly updated and clean. The kitchen was well stocked, although could have used a can/bottle owner and cork screw.The beach access was very close by and an easy walk.The only slight drawback was that the ac unit was not able to really cool down the one bedroom back by the kitchen, due to the floorplan/layout of the walls. However, there were some nice tower fans provided that we were able to use to direct airflow back... ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Tom A. CA $218 CA $447 total includes taxes & fees Nov 16 - Nov 17 [](https://www.expedia.ca/Old-Orchard-Beach-Hotels-Quaint-2-Bedroom.h112904768.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/107000000/106060000/106051700/106051622/c53b4c5b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, in-room safe, desk, iron/ironing board](https://images.trvl-media.com/lodging/107000000/106060000/106051700/106051622/065af192.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/107000000/106060000/106051700/106051622/d68442a6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/107000000/106060000/106051700/106051622/387504ac.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Award Winning Luxury Carriage House a short stroll from town! Bath 10/10 Exceptional (9) "We loved our short stay at the carriage house. It’s beautifully renovated and high quality everything. Perfect for two people. Easily 4 if you don’t mind sharing space a bit. We would have loved to Spend more time but we were in and out a lot. Not far from downtown waterfront. Lots of nice restaurants and pubs. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Laura F. CA $597 CA $909 total includes taxes & fees Nov 10 - Nov 11 [](https://www.expedia.ca/Luxury-Carriage-House-A-Short-Stroll-From-Town.h106051622.Hotel-Information) Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply. [View all properties](https://expedia.ca/Hotel-Search?startDate=2025-11-22&endDate=2025-11-23®ionId=6046986&adults=2&property_amenities_group_explore=tennis_on_site&sort=RECOMMENDED&openPlayBack=true) ## Top Chebeague Island Hotel Reviews ## Frequently asked questions ### How can I find cheap hotels with tennis courts in Chebeague Island? > Book your Chebeague Island hotel with a tennis court on Expedia to score incredible deals. Use our filter tools to tailor your search results by star rating, property type and budget — lower-rated stays are typically more affordable. 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