Title: Five Islands Vacation Home Rentals from CA $194: Search Top Private Vacation Homes for Rent | Expedia.ca [Hotels in Five Islands](https://expedia.ca/Five-Islands-Hotels.d553248635976385296.Travel-Guide-Hotels)[Vacation Rentals in Five Islands](https://expedia.ca/Five-Islands-Vacation-Rentals.d553248635976385296.Travel-Guide-VacationRentals)[Five Islands Car Rentals](https://expedia.ca/Car-Rentals-In-Five-Islands.d553248635976385296.Car-Rental-Guide)[Five Islands Vacation Packages](https://expedia.ca/Five-Islands.d553248635976385296.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) # Five Islands 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 Next weekend [Nov 14 - Nov 16](https://www.expedia.ca/Hotel-Search?regionId=553248635976385296&startDate=2025-11-14&endDate=2025-11-16&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Nov 21 - Nov 23](https://www.expedia.ca/Hotel-Search?regionId=553248635976385296&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 one month [Dec 5 - Dec 7](https://www.expedia.ca/Hotel-Search?regionId=553248635976385296&startDate=2025-12-05&endDate=2025-12-07&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=553248635976385296&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) ## Browse Select Five Islands Vacation Homes ![Property grounds](https://images.trvl-media.com/lodging/22000000/21700000/21693800/21693753/562f518e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/22000000/21700000/21693800/21693753/e1087390.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/22000000/21700000/21693800/21693753/4955ada6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/22000000/21700000/21693800/21693753/e664b42f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Geodesic Dome w/ Riverfront Deck, Lovely Views, & High-Speed WiFi - Dogs Welcome Boothbay 9.0/10 Wonderful (67) "The house was perfect for our little barkers because it was secluded and comfortable. The BRLT trails are great and so many within a 20 mi radius. Maine is already very dog friendly." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Eva J. CA $140 CA $415 total includes taxes & fees Nov 5 - Nov 6 [](https://www.expedia.ca/Boothbay-Hotels-Geodesic-Dome-W-Riverfront-Deck.h21693753.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) ![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) ![Interior](https://images.trvl-media.com/lodging/95000000/94690000/94688200/94688132/830732f8.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 (20) "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 $80 CA $194 total includes taxes & fees Nov 16 - Nov 17 [](https://www.expedia.ca/Bath-Hotels-Captains-House-Guest-Room-Suite.h94688132.Hotel-Information) ![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 $301 total includes taxes & fees Nov 5 - Nov 6 [](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) ![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) ![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) ### 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 $183 CA $529 total includes taxes & fees Nov 12 - Nov 13 [](https://www.expedia.ca/Brunswick-Hotels-Mere-Point-Sunrise-Views-At-Eastern-Shore.h103524009.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/91000000/90270000/90264700/90264685/069715ff.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/91000000/90270000/90264700/90264685/f3417789.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/91000000/90270000/90264700/90264685/81613c36.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/91000000/90270000/90264700/90264685/9126c1ea.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Laughton House @ Pemaquid Beach Pemaquid Beach 10/10 Exceptional (8) "Wonderful, spacious home that has been beautifully decorated and maintained. Francine and Greg were great hosts. Will definitely be back." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) John C. CA $416 CA $858 total includes taxes & fees Nov 5 - Nov 6 [](https://www.expedia.ca/New-Harbor-Hotels-Laughton-House-Pemaquid-Beach.h90264685.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) ![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) ![TV](https://images.trvl-media.com/lodging/115000000/114900000/114893100/114893070/054130f7.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 $264 total includes taxes & fees Nov 5 - Nov 6 [](https://www.expedia.ca/Phippsburg-Hotels-Mid-Coast-Getaway-W-Water-Views.h114893070.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) ![Smart TV, books, offices, computer monitors](https://images.trvl-media.com/lodging/72000000/71020000/71016400/71016384/c25a6c85.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) ![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 $93 CA $194 total includes taxes & fees Nov 16 - Nov 17 [](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) ![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) ![Living area](https://images.trvl-media.com/lodging/103000000/102830000/102829300/102829284/08f71e1d.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 10/10 Exceptional (11) "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 $377 total includes taxes & fees Nov 30 - Dec 1 [](https://www.expedia.ca/Phippsburg-Hotels-Fantastic-Waterfront-Views.h102829284.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/28000000/27680000/27677600/27677531/6f4060b2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/28000000/27680000/27677600/27677531/611ae145.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/28000000/27680000/27677600/27677531/ca2aa417_edited_dfd7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bedrooms, desk, free WiFi, bed sheets](https://images.trvl-media.com/lodging/28000000/27680000/27677600/27677531/926d3bdc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Maine Coast House with Spectacular Ocean Views and Beach for Swimming South Bristol 9.4/10 Exceptional (27) "Perfect base for exploring the mid-coast region. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Rebecca M. CA $257 CA $662 total includes taxes & fees Nov 5 - Nov 6 [](https://www.expedia.ca/South-Bristol-Hotels-Maine-Coast-House-With-Spectacular-Ocean-Views-And-Beach-For-Swimming.h27677531.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) ![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) ![Smart TV, books](https://images.trvl-media.com/lodging/28000000/27480000/27476300/27476270/10493eba.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) ### 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 $297 CA $527 total includes taxes & fees Dec 2 - Dec 3 [](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) ![Smart TV](https://images.trvl-media.com/lodging/74000000/73570000/73561300/73561259/c3256891.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/74000000/73570000/73561300/73561259/1b42a016.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 $191 CA $536 total includes taxes & fees Nov 19 - Nov 20 [](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) ![TV](https://images.trvl-media.com/lodging/104000000/103530000/103524100/103524025/06eaf074.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) ### 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 $229 CA $581 total includes taxes & fees Nov 24 - Nov 25 [](https://www.expedia.ca/Bailey-Island-Hotels-Orchid-Harbor.h103524025.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) ![3 bedrooms, WiFi, bed sheets](https://images.trvl-media.com/lodging/120000000/119810000/119808900/119808810/fabd5df9.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) ![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) ### Kayaker's and Land Lubber’s Dream Delight Harpswell CA $157 CA $546 total includes taxes & fees Nov 5 - Nov 6 [](https://www.expedia.ca/Harpswell-Hotels-Kayakers-And-Land-Lubbers-Dream-Delight.h119808810.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) ![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) ![Smart TV](https://images.trvl-media.com/lodging/100000000/99800000/99792400/99792343/67dbc99a.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 $217 CA $525 total includes taxes & fees Nov 10 - Nov 11 [](https://www.expedia.ca/Brunswick-Hotels-Beautiful-3BR-Home-With-Office-In-Town-Of-Brunswick-With-King-Beds.h99792343.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) ![Property grounds](https://images.trvl-media.com/lodging/35000000/34150000/34141000/34140995/69ad9bd8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Iron/ironing board, travel crib, free WiFi, bed sheets](https://images.trvl-media.com/lodging/35000000/34150000/34141000/34140995/af25d9d4.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) ### Camp Forever cottage Harpswell 9.6/10 Exceptional (56) "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 $322 CA $542 total includes taxes & fees Nov 30 - Dec 1 [](https://www.expedia.ca/Harpswell-Hotels-Camp-Forever-Cottage.h34140995.Hotel-Information) ![Beach](https://images.trvl-media.com/lodging/114000000/113340000/113334300/113334254/cbf78ef5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/114000000/113340000/113334300/113334254/129d3081.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/114000000/113340000/113334300/113334254/3b357179.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor spa tub](https://images.trvl-media.com/lodging/114000000/113340000/113334300/113334254/2048d5c4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Pemaquid Escape | Curated Comfort + Hot Tub Walpole 10/10 Exceptional (2) "House was immaculate, roomy and up to date. Anything needed was supplied. Host could not have been more attentive and accommodating to our needs. All of our party were adults but had a great time with shuffleboard, board games, and hot tub. Perfect combination of adult and kid friendly home. Location was far enough away from town for privacy but close enough if needed anything or wanted to go out for dinner and drinks. Will definitely stay again when in the area." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) George B. CA $436 CA $979 total includes taxes & fees Nov 5 - Nov 6 [](https://www.expedia.ca/Walpole-Hotels-New-Listing-Coastal-Charm-Comfort-In-Pemaquid.h113334254.Hotel-Information) ![Private kitchen](https://images.trvl-media.com/lodging/119000000/118120000/118110500/118110436/63aadef0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/119000000/118120000/118110500/118110436/c4cd5f6b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Living area](https://images.trvl-media.com/lodging/119000000/118120000/118110500/118110436/ca203bb8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/119000000/118120000/118110500/118110436/5b713338.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Classic New England Waterfront Harpswell 10/10 Exceptional (2) "We had a wonderful stay! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Ashma B. CA $350 CA $994 total includes taxes & fees Dec 1 - Dec 2 [](https://www.expedia.ca/Harpswell-Hotels-Classic-New-England-Waterfront.h118110436.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/120000000/119810000/119808900/119808816/99ce01cd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/120000000/119810000/119808900/119808816/809b0d8f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![4 bedrooms, desk, iron/ironing board, WiFi](https://images.trvl-media.com/lodging/120000000/119810000/119808900/119808816/13bd8915.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/120000000/119810000/119808900/119808816/28dbba7b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Generous Living in a Warm, Welcoming Home Topsham CA $260 CA $752 total includes taxes & fees Nov 17 - Nov 18 [](https://www.expedia.ca/Topsham-Hotels-Large.h119808816.Hotel-Information) ![Smart TV, offices](https://images.trvl-media.com/lodging/115000000/114500000/114497300/114497288/30adfb52.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![5 bedrooms, desk, free WiFi, bed sheets](https://images.trvl-media.com/lodging/115000000/114500000/114497300/114497288/6018bbb2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/115000000/114500000/114497300/114497288/8f9b67f9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/115000000/114500000/114497300/114497288/a2073335.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Maine Luxury Home On the Sea Brunswick CA $435 CA $1,152 total includes taxes & fees Nov 11 - Nov 12 [](https://www.expedia.ca/Brunswick-Hotels-Maine-Luxury-Home-On-The-Sea.h114497288.Hotel-Information) ![Private kitchen](https://images.trvl-media.com/lodging/122000000/121250000/121240100/121240090/735c36a1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Private kitchen](https://images.trvl-media.com/lodging/122000000/121250000/121240100/121240090/d260ee3e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/122000000/121250000/121240100/121240090/db40a374.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/122000000/121250000/121240100/121240090/w1924h1198x0y0-ca2e44a9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Brunswick 3BR Bungalow By Bowdoin With Fenced-In Backyard Brunswick CA $259 CA $670 total includes taxes & fees Dec 1 - Dec 2 [](https://www.expedia.ca/Brunswick-Hotels-Brunswick-Bungalow-By-Bowdoin-With-Fenced-In-Backyard.h121240090.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=2025-11-18&endDate=2025-11-19®ionId=553248635976385296&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%2FFive-Islands-Private-Vacation-Homes.d553248635976385296-aaPrivateVacationHomes.Travel-Guide-Accommodation)[Sign up, it's free](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FFive-Islands-Private-Vacation-Homes.d553248635976385296-aaPrivateVacationHomes.Travel-Guide-Accommodation) ## Top Five Islands Hotel Reviews ![Rodeway Inn & Suites Brunswick near Hwy 1](//images.trvl-media.com/lodging/2000000/1550000/1543900/1543825/e06c2eaa_y.jpg) ### Rodeway Inn & Suites Brunswick near Hwy 1 10/10 Excellent "I love this place. Treat you like family. Amazing place. " [](https://expedia.ca/Boothbay-Harbor-Hotels-Rodeway-Inn-Suites-Brunswick-Near-Hwy-1.h1543825.Hotel-Information) ![Cod Cove Inn, BW Signature Collection](//images.trvl-media.com/lodging/35000000/34930000/34925200/34925132/d325545c_y.jpg) ### Cod Cove Inn, BW Signature Collection 10/10 Excellent "Easy check in. Great rooms. Great view of wiscasset. " [](https://expedia.ca/Boothbay-Harbor-Hotels-Cod-Cove-Inn.h34925132.Hotel-Information) ![Tugboat Inn](//images.trvl-media.com/lodging/12000000/11900000/11898600/11898505/7562e385_y.jpg) ### Tugboat Inn 10/10 Excellent "Staff was great, room was clean. We ate at the restaurant and had a great meal! Only thing is next time we will book a second floor room as we had stompers over us." [](https://expedia.ca/Boothbay-Harbor-Hotels-Tugboat-Inn.h11898505.Hotel-Information) ![The Federal](//images.trvl-media.com/lodging/76000000/75640000/75630200/75630171/282b074c_y.jpg) ### The Federal 10/10 Excellent "Beautiful property with gorgeous rooms! " [](https://expedia.ca/Brunswick-Hotels-The-Federal.h75630171.Hotel-Information) ![The Brunswick Hotel](//images.trvl-media.com/lodging/5000000/4450000/4449200/4449120/3ba35403_y.jpg) ### The Brunswick Hotel 10/10 Excellent "Wonderful stay;)" [](https://expedia.ca/Boothbay-Harbor-Hotels-The-Brunswick-Hotel.h4449120.Hotel-Information) ![Ocean Gate Resort](//images.trvl-media.com/lodging/1000000/900000/893200/893144/b444fb5c_y.jpg) ### Ocean Gate Resort 10/10 Excellent "I loved it! It was a quick day trip, but we definitely will be back!!! " [](https://expedia.ca/Boothbay-Harbor-Hotels-Ocean-Gate-Resort.h893144.Hotel-Information) ![Travelers Inn](//images.trvl-media.com/lodging/9000000/8210000/8209000/8208979/5b504f16_y.jpg) ### Travelers Inn 10/10 Excellent "Everything was very clean, neat, and well-kept.The bed and pillows were comfortable, the bathroom was well-stocked, and the shower had good pressure. Signing in and out was an efficient, corteous process, as well. Lastly and thankfully, it is a "no pets" establishment which is a blessing for those with severe pet allergies. Overall, we had a quiet, relaxing, and comfortable stay!" [](https://expedia.ca/Boothbay-Harbor-Hotels-Travelers-Inn.h8208979.Hotel-Information) ![Moonlight Inn](//images.trvl-media.com/lodging/1000000/10000/7300/7287/ff13265a_y.jpg) ### Moonlight Inn 10/10 Excellent "Worth the price, large clean rooms, easy check in " [](https://expedia.ca/Boothbay-Harbor-Hotels-Moonlight-Inn.h7287.Hotel-Information) ![Hampton Inn Bath (Brunswick Area)](//images.trvl-media.com/lodging/4000000/3740000/3739000/3738921/92216100_y.jpg) ### Hampton Inn Bath (Brunswick Area) 10/10 Excellent "Very good " [](https://expedia.ca/Boothbay-Harbor-Hotels-Hampton-Inn-Bath.h3738921.Hotel-Information) ## Find out more about Five Islands ## Five Islands Vacation Homes information | Number of reviews | 259 | | --- | --- | | Accommodation | 496 Vacation Homes | | Lowest Price | CA $194 | | Highest Price | CA $1,152 | ## Explore a world of travel with Expedia - Lodging - Flights - Packages - More ways to book - [5 Star Hotels in Boothbay Harbor](https://www.expedia.ca/5Star-Boothbay-Harbor-Hotels.s50-0-d6057298.Travel-Guide-Filter-Hotels) - 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