Title: Chebeague Island Vacation Home Rentals from CA $222: Search Top Private Vacation Homes for Rent | 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) ![Default HTG hotel image](https://a.travel-assets.com/travel-assets-manager/fallback-images-brand/bex_lodging_v2.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Chebeague Island Vacation Rentals - ![](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 prices for these dates 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&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [Jan 2 - Jan 4](https://www.expedia.ca/Hotel-Search?regionId=6046986&startDate=2026-01-02&endDate=2026-01-04&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In three months [Jan 30 - Feb 1](https://www.expedia.ca/Hotel-Search?regionId=6046986&startDate=2026-01-30&endDate=2026-02-01&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In four months [Feb 27 - Mar 1](https://www.expedia.ca/Hotel-Search?regionId=6046986&startDate=2026-02-27&endDate=2026-03-01&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Browse Select Chebeague Island Vacation Homes ![Dining](https://images.trvl-media.com/lodging/103000000/102830000/102829300/102829282/1a461c7f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Living area](https://images.trvl-media.com/lodging/103000000/102830000/102829300/102829282/8527321d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Living area](https://images.trvl-media.com/lodging/103000000/102830000/102829300/102829282/8b898836.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/103000000/102830000/102829300/102829282/9f336acb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Escape to Positive Outlook West Point 10/10 Exceptional (2) "Place was clean, beautiful and the photos do not do it justice. The perfect get away vacation from the rat race." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Gregory M. CA $147 CA $304 total includes taxes & fees Dec 1 - Dec 2 [](https://www.expedia.ca/Phippsburg-Hotels-Escape-To-Positive-Outlook.h102829282.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/104000000/103530000/103524100/103524009/7326674f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/104000000/103530000/103524100/103524009/9bbc7cbd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Desk, iron/ironing board, travel crib, WiFi](https://images.trvl-media.com/lodging/104000000/103530000/103524100/103524009/60cd2cd6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/104000000/103530000/103524100/103524009/d99fbb6b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Mere Point Sunrise Views at Eastern Shore! Brunswick 9.8/10 Exceptional (7) "Such a beautiful home and peaceful location. We loved our stay and the host was responsive and helpful with any questions we had!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Diana H. CA $184 CA $530 total includes taxes & fees Nov 12 - Nov 13 [](https://www.expedia.ca/Brunswick-Hotels-Mere-Point-Sunrise-Views-At-Eastern-Shore.h103524009.Hotel-Information) ![Fridge, microwave, stovetop, coffee/tea maker](https://images.trvl-media.com/lodging/97000000/96970000/96969800/96969745/aa9e7818.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/97000000/96970000/96969800/96969745/f62077ee.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, desk, iron/ironing board, WiFi](https://images.trvl-media.com/lodging/97000000/96970000/96969800/96969745/f970dc71.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/97000000/96970000/96969800/96969745/6d3244ee.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Outlet Studio, Rustic Comfort w Fireplace Freeport 10/10 Exceptional (11) "Very comfortable and homey Great location to the outlets. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Patricia C. CA $120 CA $230 total includes taxes & fees Nov 10 - Nov 11 [](https://www.expedia.ca/Freeport-Hotels-The-Outlet-Studio.h96969745.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/95000000/94690000/94688200/94688132/b407620d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/95000000/94690000/94688200/94688132/830732f8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/95000000/94690000/94688200/94688132/bd29cafb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/95000000/94690000/94688200/94688132/12f70247.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Captain's Guest Room w/private bath. Walk to everything. Bath 8.2/10 Very good (21) "Clean, well maintained, slighly funky in an historical way . Very convenient to great breakfast spots and downtown Bath. Would stay there again." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Benjamin E. CA $78 CA $223 total includes taxes & fees Nov 10 - Nov 11 [](https://www.expedia.ca/Bath-Hotels-Captains-House-Guest-Room-Suite.h94688132.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/72000000/71020000/71016400/71016384/5542541c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/72000000/71020000/71016400/71016384/77c8ebbc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/72000000/71020000/71016400/71016384/f0d45383.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/72000000/71020000/71016400/71016384/b949ecd0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Captain's Quarters 1BR Guest Suite. Quiet. Walk to everything. Bath 7.6/10 Good (12) "Very nice cozy place to make home base for a week. Had everything I needed and owner was very responsive with all of my questions. Primary destination was Bath and very convenient to everything I needed. Thank you!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Carol N. CA $63 CA $222 total includes taxes & fees Nov 10 - Nov 11 [](https://www.expedia.ca/Bath-Hotels-One-Bedroom-Guest-Suite-In-The-Middle-Of-Bath-Walk-To-Everything.h71016384.Hotel-Information) ![3 bedrooms, WiFi](https://images.trvl-media.com/lodging/103000000/102830000/102829300/102829284/ac74d9c2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Living area](https://images.trvl-media.com/lodging/103000000/102830000/102829300/102829284/08f71e1d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/103000000/102830000/102829300/102829284/0b84a256.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/103000000/102830000/102829300/102829284/1b5771e8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Fantastic Waterfront Views West Point 9.8/10 Exceptional (12) "The place is amazing with lots of room for a family, and great views of the water from almost everywhere. The neighborhood is quiet and the people were very friendly. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Joseph V. CA $177 CA $378 total includes taxes & fees Nov 30 - Dec 1 [](https://www.expedia.ca/Phippsburg-Hotels-Fantastic-Waterfront-Views.h102829284.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/90000000/89870000/89862700/89862612/4fba6c5b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/90000000/89870000/89862700/89862612/c33307fc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/90000000/89870000/89862700/89862612/41602c47.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/90000000/89870000/89862700/89862612/3de90b30.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Serenity between the lakes and seashore Westbrook 9.8/10 Exceptional (23) "Good location near lots of hiking and not far from Portland " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Laura P. CA $167 CA $478 total includes taxes & fees Nov 29 - Nov 30 [](https://www.expedia.ca/Westbrook-Hotels-Serenity-Between-The-Lakes-And-Seashore.h89862612.Hotel-Information) ![Beach nearby, sun loungers, beach towels](https://images.trvl-media.com/lodging/79000000/78510000/78507100/78507021/39e6bac2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, books](https://images.trvl-media.com/lodging/79000000/78510000/78507100/78507021/6d6fd9cb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/79000000/78510000/78507100/78507021/b70e45a8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/79000000/78510000/78507100/78507021/ece8a703.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Beach House ∆ Prime Location ∆ Steps to the Ocean Old Orchard Beach 10/10 Exceptional (55) "We had a wonderful stay the weekend after Christmas. The home had absolutely everything we needed and was both comfortable and beautiful! Everything was clearly labeled and so easy settle in. Very close to the beach which was awesome to visit even in the winter!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Elizabeth M. CA $199 CA $685 total includes taxes & fees Nov 13 - Nov 14 [](https://www.expedia.ca/Old-Orchard-Beach-Hotels-Beach-House-Prime-Location-Steps-To-The-Ocean.h78507021.Hotel-Information) ![TV](https://images.trvl-media.com/lodging/115000000/114900000/114893100/114893070/594f2bad.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/115000000/114900000/114893100/114893070/d279a41e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/115000000/114900000/114893100/114893070/054130f7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/115000000/114900000/114893100/114893070/a6c3dc1d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Mid Coast Getaway w/ water views West Point 9.0/10 Wonderful (4) "Seeing the water from the living room and porch was spectacular -- we watched the fishing boats come and go and a pair of bald eagles fishing. Loved all the natural light! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Wendy L. CA $118 CA $265 total includes taxes & fees Nov 10 - Nov 11 [](https://www.expedia.ca/Phippsburg-Hotels-Mid-Coast-Getaway-W-Water-Views.h114893070.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/100000000/99800000/99792400/99792343/11cfaa95.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/100000000/99800000/99792400/99792343/57702dc4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bedrooms, desk, iron/ironing board, travel crib](https://images.trvl-media.com/lodging/100000000/99800000/99792400/99792343/7732a752.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Hair dryer, towels, soap, shampoo](https://images.trvl-media.com/lodging/100000000/99800000/99792400/99792343/20aecc81.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Beautiful 3BR Home with Office in Town of Brunswick with King beds Brunswick 9.2/10 Wonderful (5) "Great place for our family to stay while visiting the Maine coast." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Craig C. CA $190 CA $493 total includes taxes & fees Nov 12 - Nov 13 [](https://www.expedia.ca/Brunswick-Hotels-Beautiful-3BR-Home-With-Office-In-Town-Of-Brunswick-With-King-Beds.h99792343.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/28000000/27480000/27476300/27476270/80c2d1cd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, iron/ironing board, travel crib, free WiFi](https://images.trvl-media.com/lodging/28000000/27480000/27476300/27476270/259522a4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/28000000/27480000/27476300/27476270/d87ce049.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/28000000/27480000/27476300/27476270/18ba7a8f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Centerview cottage Harpswell 9.6/10 Exceptional (59) "Had a great stay at the Centerview cottage! Views were spectacular, saw lots of wildlife right from the deck. We enjoyed paddling around the area with the kayaks and jumping in for a quick dunk from the dock. Can’t wait to come back next summer." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jennifer O. CA $298 CA $528 total includes taxes & fees Dec 1 - Dec 2 [](https://www.expedia.ca/Harpswell-Hotels-Centerview-Cottage.h27476270.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/74000000/73570000/73561300/73561259/7cd3b1c9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bedrooms, desk, iron/ironing board, travel crib](https://images.trvl-media.com/lodging/74000000/73570000/73561300/73561259/30311abd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/74000000/73570000/73561300/73561259/c3256891.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/74000000/73570000/73561300/73561259/52bd6668.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Private Home w/ Office Year Round in town Brunswick next to Bowdoin Brunswick 8.8/10 Excellent (21) "Great location for baileys island and popham" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Anonymous traveller CA $211 CA $562 total includes taxes & fees Nov 16 - Nov 17 [](https://www.expedia.ca/Brunswick-Hotels-Private-Home-W-Office-Year-Round-In-Town-Brunswick-Next-To-Bowdoin.h73561259.Hotel-Information) ![Beach](https://images.trvl-media.com/lodging/104000000/103530000/103524100/103524025/f2588ea3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/104000000/103530000/103524100/103524025/2a968c81.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/104000000/103530000/103524100/103524025/25335da7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/104000000/103530000/103524100/103524025/06eaf074.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Orchid Harbor, Bailey Island 3BR Harpswell 9.8/10 Exceptional (7) "We enjoyed our weekend tremendously, especially being right on the beach, with miles of private access to the rocky shores to search for treasures and sea glass! Thank you so much!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jason M. CA $230 CA $582 total includes taxes & fees Nov 24 - Nov 25 [](https://www.expedia.ca/Bailey-Island-Hotels-Orchid-Harbor.h103524025.Hotel-Information) ![Private kitchen](https://images.trvl-media.com/lodging/115000000/114570000/114564100/114564037/w1968h1268x16y33-4957a8a9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/115000000/114570000/114564100/114564037/w1536h1022x0y2-99989d5a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Game room](https://images.trvl-media.com/lodging/115000000/114570000/114564100/114564037/d182d08b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Beach](https://images.trvl-media.com/lodging/115000000/114570000/114564100/114564037/26c3ae66.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Spacious 5BR Family Dream with Private Beach Access Old Orchard Beach 10/10 Exceptional (1) "Great property! Spacious and comfortable.Nice location." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) rebecca c. CA $245 CA $738 total includes taxes & fees Nov 12 - Nov 13 [](https://www.expedia.ca/Old-Orchard-Beach-Hotels-Spacious-5BR-Family-Dream-With-Private-Beach-Access.h114564037.Hotel-Information) ![Living area](https://images.trvl-media.com/lodging/102000000/101160000/101152500/101152432/7a301b22.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Private kitchen](https://images.trvl-media.com/lodging/102000000/101160000/101152500/101152432/8bfb001c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/102000000/101160000/101152500/101152432/0c23e2a3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![6 bedrooms, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/102000000/101160000/101152500/101152432/17929899.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Eagle's Nest ♦ Rooftop Deck ♦ Close to Beach Old Orchard Beach 9.4/10 Exceptional (14) "The property was in a good location from everything available in the beach area and the house had enough space to accommodate all 12 of us." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Wayne R. CA $208 CA $695 total includes taxes & fees Nov 16 - Nov 17 [](https://www.expedia.ca/Old-Orchard-Beach-Hotels-The-Eagles-Nest-Rooftop-Deck-Close-To-Beach.h101152432.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/35000000/34150000/34141000/34140995/0d4542ea.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/35000000/34150000/34141000/34140995/aa465d6c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/35000000/34150000/34141000/34140995/69ad9bd8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/35000000/34150000/34141000/34140995/861529a9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Camp Forever cottage Harpswell 9.6/10 Exceptional (57) "Nice, quiet location. Bed is super comfortable, and everything is neat and clean inside. We were a little confused which kayaks we could use and how to get them down to the water, and we were encouraged to use life vests, but there were none available (and we did not bring any with us). Otherwise, hosts were very responsive and we had a nice time." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Lisa K. CA $323 CA $543 total includes taxes & fees Nov 30 - Dec 1 [](https://www.expedia.ca/Harpswell-Hotels-Camp-Forever-Cottage.h34140995.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/112000000/111390000/111380200/111380170/d5d3640f_edited_218f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/112000000/111390000/111380200/111380170/5208b9e6_edited_6626.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/112000000/111390000/111380200/111380170/bb6195c0_edited_5a04.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/112000000/111390000/111380200/111380170/802597cc_edited_a3e5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Plush 5BR OOB Haven w/ Fire Pit Old Orchard Beach 10/10 Exceptional (2) "We stayed for 3 nights and I can honestly say it was the cleanest place I ever stayed in Old Orchard Beach. The neighborhood was really quiet, so it was awesome for our little ones to go to sleep early. They had everything you could ever need for a trip, and more. The only complaint we have is the sink nasal spraying everywhere, which seemed to only be a water pressure issue, so no big deal at all. The host was very communicative for our upcoming trip. All things considered, we definitely will... ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Alex B. CA $184 CA $623 total includes taxes & fees Nov 10 - Nov 11 [](https://www.expedia.ca/Old-Orchard-Beach-Hotels-Plush-5BR-OOB-Haven-W-Fire-Pit.h111380170.Hotel-Information) ![Private kitchen](https://images.trvl-media.com/lodging/119000000/118100000/118096100/118096009/82c58381.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Private kitchen](https://images.trvl-media.com/lodging/119000000/118100000/118096100/118096009/cb0f6beb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bedrooms, desk, WiFi](https://images.trvl-media.com/lodging/119000000/118100000/118096100/118096009/0e3d11aa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/119000000/118100000/118096100/118096009/5590459a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Spacious Portland Home + Parking Parkside 9.0/10 Wonderful (2) "we used the house has home base for several outings in Portland. Great location and easy parking." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Ellen M. CA $232 CA $814 total includes taxes & fees Nov 10 - Nov 11 [](https://www.expedia.ca/Portland-Hotels-Spacious-Portland-Home-Parking.h118096009.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/101000000/100140000/100134200/100134127/1106112a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, stereo](https://images.trvl-media.com/lodging/101000000/100140000/100134200/100134127/dd2a2930.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/101000000/100140000/100134200/100134127/fa8ad809.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, stereo](https://images.trvl-media.com/lodging/101000000/100140000/100134200/100134127/w1024h674x0y9-5146ddd7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Modern & Sunny House Steps from the Promenade. Private Parking! Munjoy Hill 10/10 Exceptional (34) "Adorable and pristine place, with many thoughtful amenities. Great location. Incredible host. Loved our stay." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Brant H. CA $223 CA $471 total includes taxes & fees Nov 10 - Nov 11 [](https://www.expedia.ca/Portland-Hotels-Modern.h100134127.Hotel-Information) ![Smart TV](https://images.trvl-media.com/lodging/120000000/119810000/119808900/119808810/33bd614a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/120000000/119810000/119808900/119808810/6969ba65.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/120000000/119810000/119808900/119808810/5eaa4979.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bedrooms, WiFi, bed sheets](https://images.trvl-media.com/lodging/120000000/119810000/119808900/119808810/e279f36d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Kayaker's and Land Lubber’s Dream Delight Harpswell [](https://www.expedia.ca/Harpswell-Hotels-Kayakers-And-Land-Lubbers-Dream-Delight.h119808810.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=2025-11-23&endDate=2025-11-24®ionId=6046986&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true) ![](https://a.travel-assets.com/pricing-claim/sparkle_dark.svg) Save an average of 15% on thousands of hotels when you're signed in [Sign in](https://expedia.ca/user/signin?ckoflag=0&uurl=e3id%3Dredr%26rurl%3D%2FChebeague-Island-Private-Vacation-Homes.d6046986-aaPrivateVacationHomes.Travel-Guide-Accommodation)[Sign up, it's free](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FChebeague-Island-Private-Vacation-Homes.d6046986-aaPrivateVacationHomes.Travel-Guide-Accommodation) ## Top Chebeague Island Hotel Reviews ![Tru by Hilton Portland Airport Area](//images.trvl-media.com/lodging/19000000/18960000/18952900/18952854/c3cda57d_y.jpg) ### Tru by Hilton Portland Airport Area 10/10 Excellent "Clean, modern, simple, friendly" [](https://expedia.ca/Portland-Hotels-Tru-By-Hilton-Portland-Airport-Area.h18952854.Hotel-Information) ![Comfort Inn & Suites Scarborough - Portland](//images.trvl-media.com/lodging/3000000/2220000/2213300/2213298/408a3e09_y.jpg) ### Comfort Inn & Suites Scarborough - Portland 10/10 Excellent "Nice room on the first floor heated pool good customer service very helpful and a great hot breakfast buffet included with stay .great experience" [](https://expedia.ca/Portland-Hotels-Comfort-Inn-Suites-Scarborough-Portland.h2213298.Hotel-Information) ![Portland Harbor Hotel](//images.trvl-media.com/lodging/1000000/900000/898700/898621/83fe4590_y.jpg) ### Portland Harbor Hotel 10/10 Excellent "Great service " [](https://expedia.ca/Portland-Hotels-Portland-Harbor-Hotel.h898621.Hotel-Information) ![Clarion Hotel Portland](//images.trvl-media.com/lodging/1000000/10000/7200/7171/b163ad24_y.jpg) ### Clarion Hotel Portland 10/10 Excellent "Great" [](https://expedia.ca/Portland-Hotels-Clarion-Hotel-Portland.h7171.Hotel-Information) ![Casco Bay Hotel Portland Airport - Maine Mall, an Ascend Collection Hotel](//images.trvl-media.com/lodging/2000000/1090000/1085000/1084959/18487d8b_y.jpg) ### Casco Bay Hotel Portland Airport - Maine Mall, an Ascend Collection Hotel 10/10 Excellent "Rooms were clean and beds were comfy. This place has gotten a lot better since I stayed here years ago." [](https://expedia.ca/South-Portland-Hotels-Casco-Bay-Hotel.h1084959.Hotel-Information) ![Canopy by Hilton Portland Waterfront](//images.trvl-media.com/lodging/65000000/64480000/64474900/64474828/419cdab1_y.jpg) ### Canopy by Hilton Portland Waterfront 10/10 Excellent "Yes great stay great staff" [](https://expedia.ca/Portland-Hotels-Canopy-By-Hilton-Portland-Waterfront.h64474828.Hotel-Information) ![Hampton Inn Portland Downtown - Waterfront](//images.trvl-media.com/lodging/5000000/4490000/4480300/4480291/1dc67cbc_y.jpg) ### Hampton Inn Portland Downtown - Waterfront 10/10 Excellent "Room was clean and staff was friendly. " [](https://expedia.ca/Portland-Hotels-Hampton-Inn-Portland-Downtown-Waterfront.h4480291.Hotel-Information) ![Hyatt Place Portland Downtown - Old Port Square](//images.trvl-media.com/lodging/8000000/7490000/7488200/7488159/b4e33349_y.jpg) ### Hyatt Place Portland Downtown - Old Port Square 10/10 Excellent "Great location! " [](https://expedia.ca/Portland-Hotels-Hyatt-Place-Portland-Old-Port.h7488159.Hotel-Information) ![Embassy Suites by Hilton Portland Maine](//images.trvl-media.com/lodging/1000000/20000/14800/14751/cbc24127_y.jpg) ### Embassy Suites by Hilton Portland Maine 10/10 Excellent "We had a problem with Expedia reservations, but the staff went above and beyond at this location to get us check in and get things taken care of for us. Highly appreciate their help." [](https://expedia.ca/Portland-Hotels-Embassy-Suites-By-Hilton-Portland-Maine.h14751.Hotel-Information) ## Find out more about Chebeague Island ## Chebeague Island Vacation Homes information | Number of reviews | 335 | | --- | --- | | Accommodation | 623 Vacation Homes | | Lowest Price | CA $222 | | Highest Price | CA $814 | ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - More ways to book - [B&B in Bailey Island](https://www.expedia.ca/Bailey-Island-Bed-And-Breakfast.d6046825-aaBedAndBreakfast.Travel-Guide-Accommodation) - [Castles in Bailey Island](https://www.expedia.ca/Bailey-Island-Castles.d6046825-aaCastles.Travel-Guide-Accommodation) - [Guest Houses in Bailey Island](https://www.expedia.ca/Bailey-Island-Guest-Houses.d6046825-aaGuestHouses.Travel-Guide-Accommodation) - [Inns in Bailey Island](https://www.expedia.ca/Bailey-Island-Inns.d6046825-aaInns.Travel-Guide-Accommodation) - [Motels in Bailey Island](https://www.expedia.ca/Bailey-Island-Motels.d6046825-aaMotels.Travel-Guide-Accommodation) - 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