Title: Hillside Vacation Home Rentals from CA $196: Search Top Private Vacation Homes for Rent | Expedia.ca [Hotels in Hillside](https://expedia.ca/Hillside-Hotels.d553248635975855399.Travel-Guide-Hotels)[Vacation Rentals in Hillside](https://expedia.ca/Hillside-Vacation-Rentals.d553248635975855399.Travel-Guide-VacationRentals)[Hillside Car Rentals](https://expedia.ca/Car-Rentals-In-Hillside.d553248635975855399.Car-Rental-Guide)[Hillside Vacation Packages](https://expedia.ca/Hillside.d553248635975855399.Destination-Travel-Guides) ![Default HTG hotel image](https://media.expedia.com/media/content/shared/images/travelguides/sem-hotels-tablet.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Hillside 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=553248635975855399&startDate=2025-11-14&endDate=2025-11-16&adults=2&lodging=VACATION_HOME&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Nov 21 - Nov 23](https://www.expedia.ca/Hotel-Search?regionId=553248635975855399&startDate=2025-11-21&endDate=2025-11-23&adults=2&lodging=VACATION_HOME&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In one month [Dec 5 - Dec 7](https://www.expedia.ca/Hotel-Search?regionId=553248635975855399&startDate=2025-12-05&endDate=2025-12-07&adults=2&lodging=VACATION_HOME&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [Jan 2 - Jan 4](https://www.expedia.ca/Hotel-Search?regionId=553248635975855399&startDate=2026-01-02&endDate=2026-01-04&adults=2&lodging=VACATION_HOME&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Browse Select Hillside Vacation Homes ![Property grounds](https://images.trvl-media.com/lodging/117000000/116680000/116676800/116676764/96774a68.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/117000000/116680000/116676800/116676764/w320h426x0y0-2daece10.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/117000000/116680000/116676800/116676764/a9369e21.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Miscellaneous](https://images.trvl-media.com/lodging/117000000/116680000/116676800/116676764/05479229.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Manor Suite,cozy newly renovated,downtown & beach Bridgton 10/10 Exceptional (1) "Property was very clean! it had everything you needed right there! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Lisa CA $89 CA $196 total includes taxes & fees Nov 4 - Nov 5 [](https://www.expedia.ca/Bridgton-Hotels-Manor-Suite.h116676764.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/92000000/91690000/91683400/91683343/2dbdf78c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/92000000/91690000/91683400/91683343/322eb57f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, books, music library, stereo](https://images.trvl-media.com/lodging/92000000/91690000/91683400/91683343/a33b1417.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/92000000/91690000/91683400/91683343/089d8a34.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Clean+Modern Cozy A-frame Fryeburg 10/10 Exceptional (11) "Cute property. Quiet neighborhood. Beautiful location." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Angel H. CA $216 CA $513 total includes taxes & fees Nov 5 - Nov 6 [](https://www.expedia.ca/Fryeburg-Hotels-Modern-Cozy-A-Frame.h91683343.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/69000000/68160000/68153800/68153736/b7b0942a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/69000000/68160000/68153800/68153736/aa933a25.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/69000000/68160000/68153800/68153736/e3ae9342.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/69000000/68160000/68153800/68153736/bf65d518.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Dream Lakefront Modern Cabin West Bridgton 10/10 Exceptional (11) "We had an excellent week, check in process was easy, had a couple issues and Peter was right there to answer. The family had a great time on the water and made friends with some ducklings. Would recommend this home.." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Tina S. CA $237 CA $617 total includes taxes & fees Nov 12 - Nov 13 [](https://www.expedia.ca/Bridgton-Hotels-Dream-Lakefront-Modern-Cabin.h68153736.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/97000000/96710000/96702600/96702570/bc8e49b0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/97000000/96710000/96702600/96702570/508add1b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![5 bedrooms, iron/ironing board, travel crib, WiFi](https://images.trvl-media.com/lodging/97000000/96710000/96702600/96702570/eed5ddea.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/97000000/96710000/96702600/96702570/621e80f0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 5 Bedroom Lake House + Guest House with Hot Tub & Sauna! Casco 10/10 Exceptional (14) "Great property, loved having 2 houses and extra fridge for Thanksgiving. Enough room for everyone to be together or find space. It was cold and snowed once, but we would love to try it in the summer." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Lori H. CA $315 CA $1,012 total includes taxes & fees Nov 4 - Nov 5 [](https://www.expedia.ca/Casco-Hotels-5-Bedroom-Lake-House-Guest-House-With-Hot-Tub-Sauna.h96702570.Hotel-Information) ![Sun loungers, beach towels](https://images.trvl-media.com/lodging/41000000/40160000/40154200/40154161/27946748.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/41000000/40160000/40154200/40154161/2aec11b1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bedrooms, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/41000000/40160000/40154200/40154161/d1c7c8f6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/41000000/40160000/40154200/40154161/594ff1da.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Lakefront haven near Pleasant Mt-central location-25 mi. to N.Conway Bridgton 10/10 Exceptional (56) "The property was even better than the pictures. Comfortable, reasonably spacious with excellent bedroom sizes and furnishings. Very nice lake view from the deck and a very short walk to the shore. We enjoyed swimming, kayaking and fishing during several amazingly nice days. Highly recommend as a great place for lakeside relaxing. Bridgton is small but has some nice restaurants." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Chris H. CA $192 CA $495 total includes taxes & fees Nov 18 - Nov 19 [](https://www.expedia.ca/Bridgton-Hotels-Lakefront-Haven-Near-Shawnee-Central-Location-25-Mi-To-NConway.h40154161.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/111000000/110810000/110807900/110807884/f60bb429.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/111000000/110810000/110807900/110807884/842e79c0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/111000000/110810000/110807900/110807884/1940ae91.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/111000000/110810000/110807900/110807884/w1401h897x0y0-25c247a1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Luxe Lodge in the Woods! With Sauna & Hot tub Conway 10/10 Exceptional (2) "Beautiful property with everything a family with young kids needs. Especially love the hottub and air hockey table!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Anonymous traveller CA $305 CA $774 total includes taxes & fees Nov 9 - Nov 10 [](https://www.expedia.ca/Center-Conway-Hotels-Luxe-Lodge-In-The-Woods-With-Sauna-Hot-Tub.h110807884.Hotel-Information) ![House, 5 Bedrooms | Living area](https://images.trvl-media.com/lodging/121000000/120240000/120238900/120238862/b9122216.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House, 5 Bedrooms](https://images.trvl-media.com/lodging/121000000/120240000/120238900/120238862/99ecb732.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House, 5 Bedrooms | Living area](https://images.trvl-media.com/lodging/121000000/120240000/120238900/120238862/0bacf700.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House, 5 Bedrooms | Interior](https://images.trvl-media.com/lodging/121000000/120240000/120238900/120238862/3b74a1d7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Gray Woodland Escape Golf, Pool & Cinema 5 Bedroom Home Gray CA $570 CA $1,102 total includes taxes & fees Nov 4 - Nov 5 [](https://www.expedia.ca/Gray-Hotels-Gray-Woodland-Escape-Golf.h120238862.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/113000000/112630000/112623000/112622947/5c855df7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/113000000/112630000/112623000/112622947/1da4ca5e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/113000000/112630000/112623000/112622947/27e0aeb4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Living area](https://images.trvl-media.com/lodging/113000000/112630000/112623000/112622947/acdd5ee0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Lakefront Retreat | Sleeps 10 | Private Beach Standish 9.4/10 Exceptional (3) "Great views and property with easy access to the water for swimming. Host was great with answering all my questions. There is a fire pit on the property. We had 3 children and 7 adults and never felt on top of each other. Would recommend for a family vacation. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Gary M. CA $416 CA $1,304 total includes taxes & fees Nov 4 - Nov 5 [](https://www.expedia.ca/Standish-Hotels-Lakefront-Retreat-Sleeps-10-Private-Beach.h112622947.Hotel-Information) ![Smart TV, fireplace](https://images.trvl-media.com/lodging/110000000/109010000/109005200/109005118/89a44a51.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/110000000/109010000/109005200/109005118/0e1613a1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/110000000/109010000/109005200/109005118/250c7e4e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/110000000/109010000/109005200/109005118/cd41b4d9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Perfect Maine Getaway - Waterfront w Sauna and Kayaks Waterford 9.6/10 Exceptional (5) "Amazing stay. Extremely flexible and great communication. Everything listed and more. Even in the cold, the stay was warm and cozy. Would recommend again and again. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Nicholle G. CA $131 CA $635 total includes taxes & fees Nov 4 - Nov 5 [](https://www.expedia.ca/Waterford-Hotels-Relaxing-Waterfront-Retreat-On-Bear-Pond-4-BD-2BA-Pet-Friendly.h109005118.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/107000000/106330000/106323500/106323452/8d5d7504.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/107000000/106330000/106323500/106323452/d383812a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![On the beach](https://images.trvl-media.com/lodging/107000000/106330000/106323500/106323452/w2047h1285x0y1-c0c62ea7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/107000000/106330000/106323500/106323452/8018c4a5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### WATERFRONT 5 BEDROOM 2 BATH WITH DOCK AND BEACH Raymond 8.0/10 Very good (1) "Check in was convenient. The location was great for renting a boat, getting gas, paddling and kayaking. Plenty of room inside, great size kitchen and appliances. Washer and dryer on same floor a bonus. sleeping accommodations primarily in basement except for master on third floor and 2 twins only on main floor, the rest in basement and one is shared with the water heater system and pump system lull you to sleep. Rugs in house very grungy except master bedroom. mouse poop and bugs in many... ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) julianne a. CA $955 CA $1,996 total includes taxes & fees Nov 5 - Nov 6 [](https://www.expedia.ca/Raymond-Hotels-WATERFRONT-5-BEDROOM-2-BATH-WITH-DOCK-AND-BEACH.h106323452.Hotel-Information) ![Outdoor spa tub](https://images.trvl-media.com/lodging/90000000/89360000/89356600/89356552/ff269d08.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/90000000/89360000/89356600/89356552/0e230660.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/90000000/89360000/89356600/89356552/12ed36d3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/90000000/89360000/89356600/89356552/dba8fc4b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Couples Villa Retreat w/85” Sony HD 8K TV Pool table New Jacuzzi Spa & Game room Conway 9.8/10 Exceptional (171) "We had an amazing stay at this beautiful house in North Conway! The home was spotless, cozy, and perfectly located—close to everything but still peaceful and private. Every detail was thoughtfully taken care of, making it feel like a true home away from home. Paul was a wonderful host—so kind, responsive, and genuinely welcoming. He went above and beyond to make sure our stay was perfect. You can really tell he takes pride in making guests feel comfortable. We can’t wait to come back. Highly... ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Justin CA $378 CA $730 total includes taxes & fees Nov 4 - Nov 5 [](https://www.expedia.ca/Center-Conway-Hotels-Couples-Villa-Retreat-W85-Sony-HD-8K-TV-Pool-Table-New-Jacuzzi-Spa-Game-Room.h89356552.Hotel-Information) ![Outdoor spa tub](https://images.trvl-media.com/lodging/114000000/113210000/113204000/113203932/b0ed9b10.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bedrooms, desk, iron/ironing board, WiFi](https://images.trvl-media.com/lodging/114000000/113210000/113204000/113203932/e7353f88.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, computer monitors](https://images.trvl-media.com/lodging/114000000/113210000/113204000/113203932/64c7c4f7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/114000000/113210000/113204000/113203932/247157ae.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Charming private 3-bedroom on 3 acres in Sebago, Pool, Hot Tub, Large Firepit Sebago 10/10 Exceptional (2) "Overall we had an amazing stay. The home was clean and welcoming. Whenever we had a question Mike and Holly were very quick to respond. The area around the home is beautiful and there is plenty of privacy. The first floor was a little warm during the day but cooled off very quickly once the sun went down. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Matt F. CA $391 CA $654 total includes taxes & fees Nov 4 - Nov 5 [](https://www.expedia.ca/Sebago-Hotels-Charming-Private-3-Bedroom-On-3-Acres-In-Sebago.h113203932.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/102000000/101330000/101323000/101322981/3f4d8e3a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, fireplace, stereo](https://images.trvl-media.com/lodging/102000000/101330000/101323000/101322981/8c20f2cc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Iron/ironing board, travel crib, WiFi, bed sheets](https://images.trvl-media.com/lodging/102000000/101330000/101323000/101322981/9694c3f4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/102000000/101330000/101323000/101322981/6ff762ff.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### River Access, hot tub, dogs! Conway 8.0/10 Very good (1) "Process was easy. Location was quiet. The “river access” was across the street and fine for launching a boat, but unsuitable for much else. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Daniel M. CA $235 CA $616 total includes taxes & fees Dec 2 - Dec 3 [](https://www.expedia.ca/Center-Conway-Hotels-River-Access.h101322981.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/118000000/117780000/117777000/117776962/ace9aafa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/118000000/117780000/117777000/117776962/302ba4bd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/118000000/117780000/117777000/117776962/24511dd4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor spa tub](https://images.trvl-media.com/lodging/118000000/117780000/117777000/117776962/215fb63c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Camp Conway | Hot Tub | A-Frame | Foliage Cabin Conway CA $289 CA $610 total includes taxes & fees Nov 6 - Nov 7 [](https://www.expedia.ca/Center-Conway-Hotels-Camp-Conway-Hot-Tub-AC-New-Kitchen-Deck.h117776962.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/103000000/102470000/102469400/102469391/w1023h664x0y10-8caeba04.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Sun loungers, beach towels](https://images.trvl-media.com/lodging/103000000/102470000/102469400/102469391/w1024h668x0y8-0dbeab11.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/103000000/102470000/102469400/102469391/w1024h654x0y15-90c127ff.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bedrooms, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/103000000/102470000/102469400/102469391/3889ea4c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### River’s Ranch Naples 9.4/10 Exceptional (3) "We had a family reunion at Sebago State Park and this house and location was perfect. It was very clean and updated. There was plenty of room- everyone had their own bed. We will certainly stay there again in the future. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Louise A. CA $441 CA $987 total includes taxes & fees Nov 4 - Nov 5 [](https://www.expedia.ca/Naples-Hotels-Rivers-Ranch.h102469391.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/121000000/120690000/120682200/120682183/296ab8b3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/121000000/120690000/120682200/120682183/385ec50d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/121000000/120690000/120682200/120682183/a170ec5f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/121000000/120690000/120682200/120682183/cf6f661f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### New Home: Enchanting 3-bedroom house in Sebago Sebago CA $376 CA $591 total includes taxes & fees Nov 10 - Nov 11 [](https://www.expedia.ca/Sebago-Hotels-New-Home-Enchanting-3-Bedroom-House-In-Sebago.h120682183.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/96000000/95950000/95948000/95947976/e0a227c1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, fireplace](https://images.trvl-media.com/lodging/96000000/95950000/95948000/95947976/7727789a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/96000000/95950000/95948000/95947976/dfd0be4c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/96000000/95950000/95948000/95947976/542f77af.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Family, friends, Gathering Standish 8.0/10 Very good (2) "Beautiful property, spacious, plenty of beds and super easy to get to the lake. Owner was very responsive throughout the process." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Logan R. CA $1,009 CA $2,303 total includes taxes & fees Nov 6 - Nov 7 [](https://www.expedia.ca/Standish-Hotels-Host-Weddingsmall-Groups.h95947976.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/118000000/117840000/117830700/117830635/a3316043.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/118000000/117840000/117830700/117830635/ff57549d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![6 bedrooms, WiFi, bed sheets, wheelchair access](https://images.trvl-media.com/lodging/118000000/117840000/117830700/117830635/b47da435.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/118000000/117840000/117830700/117830635/c3db4350.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Spacious 6-bedroom waterfront home with WiFi, in beautiful Gray. Gray CA $630 CA $1,048 total includes taxes & fees Nov 10 - Nov 11 [](https://www.expedia.ca/Gray-Hotels-Spacious-6-Bedroom-Waterfront-Home-With-WiFi.h117830635.Hotel-Information) ![1 bedroom, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/118000000/117630000/117626000/117625907/67735a97.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/118000000/117630000/117626000/117625907/a6e49de9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/118000000/117630000/117626000/117625907/326288b9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/118000000/117630000/117626000/117625907/063f34c7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Ell Suite walk to town beach Bridgton 10/10 Exceptional (1) "Great spot as advertised " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) mark l. CA $119 CA $229 total includes taxes & fees Nov 24 - Nov 25 [](https://www.expedia.ca/Bridgton-Hotels-Ell-Suite-Walk-To-Town-Beach.h117625907.Hotel-Information) ![Smart TV](https://images.trvl-media.com/lodging/121000000/120250000/120241700/120241612/880da048.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, dishwasher](https://images.trvl-media.com/lodging/121000000/120250000/120241700/120241612/a4117721.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/121000000/120250000/120241700/120241612/90b6f46a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![5 bedrooms, WiFi, bed sheets](https://images.trvl-media.com/lodging/121000000/120250000/120241700/120241612/9fb25b7f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### NEW! Gray Woodland Escape | Golf, Pool & Cinema Gray CA $582 CA $1,136 total includes taxes & fees Nov 4 - Nov 5 [](https://www.expedia.ca/Gray-Hotels-NEW-Gray-Woodland-Escape-Golf.h120241612.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=2025-11-17&endDate=2025-11-18®ionId=553248635975855399&adults=2&lodging=VACATION_HOME&sort=RECOMMENDED&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%2FHillside-Private-Vacation-Homes.d553248635975855399-aaPrivateVacationHomes.Travel-Guide-Accommodation)[Sign up, it's free](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FHillside-Private-Vacation-Homes.d553248635975855399-aaPrivateVacationHomes.Travel-Guide-Accommodation) ## Top Hillside Hotel Reviews ![Hampton Inn Oxford](//images.trvl-media.com/lodging/16000000/15840000/15835200/15835107/ac3c9d7b_y.jpg) ### Hampton Inn Oxford 10/10 Excellent "Good " [](https://expedia.ca/Bridgton-Hotels-Hampton-Inn-By-Hilton-Oxford.h15835107.Hotel-Information) ![Highland Lake Resort](//images.trvl-media.com/lodging/7000000/6640000/6634000/6633906/ef2eef30_y.jpg) ### Highland Lake Resort 10/10 Excellent "Very cozy place. " [](https://expedia.ca/Bridgton-Hotels-Highland-Lake-Resort.h6633906.Hotel-Information) ![The Poland Spring Resort](//images.trvl-media.com/lodging/16000000/15150000/15144000/15143940/a475403b_y.jpg) ### The Poland Spring Resort 10/10 Excellent "Very nice people " [](https://expedia.ca/Poland-Hotels-The-Poland-Spring-Resort.h15143940.Hotel-Information) ![Snowvillage Inn](//images.trvl-media.com/lodging/19000000/18680000/18678600/18678531/b5e8607d_y.jpg) ### Snowvillage Inn 10/10 Excellent "A very quiet and quaint inn. Absolutely beautiful setting " [](https://expedia.ca/Silver-Lake-Hotels-Snowvillage-Inn.h18678531.Hotel-Information) ![Dormir](//images.trvl-media.com/lodging/10000000/9320000/9312400/9312400/1c6ce74e_y.jpg) ### Dormir 10/10 Excellent "Everything about this place was great except the distance from Portland. Clean room, great breakfast, easy parking and friendly staff." [](https://expedia.ca/Windham-Hotels-Dormir.h9312400.Hotel-Information) ![Admiral Peary Inn](//images.trvl-media.com/lodging/104000000/103130000/103126600/103126582/1bedf2ee_y.jpg) ### Admiral Peary Inn 10/10 Excellent "Beautiful! Love the history of the place!" [](https://expedia.ca/Fryeburg-Hotels-Admiral-Peary-Inn-Bed-And-Breakfast.h103126582.Hotel-Information) ![Oxford Casino Hotel](//images.trvl-media.com/lodging/36000000/35190000/35183100/35183095/65811dd1_y.jpg) ### Oxford Casino Hotel 10/10 Excellent "Yes " [](https://expedia.ca/Bridgton-Hotels-Oxford-Casino-Hotel.h35183095.Hotel-Information) ![Romantic getaway for 2 PEAK fall foliage!!! ](//images.trvl-media.com/lodging/22000000/21970000/21968300/21968231/185552d1_y.jpg) ### Romantic getaway for 2 PEAK fall foliage!!! 10/10 Excellent "Very clean, host is easy to communicate with, beautiful views" [](https://expedia.ca/Naples-Hotels-Blueberry-Season-Book-It-NowEnjoy-Trickey-Pond.h21968231.Hotel-Information) ![Greenwood Manor Inn](//images.trvl-media.com/lodging/102000000/101880000/101876500/101876488/7ad9c58e_y.jpg) ### Greenwood Manor Inn 10/10 Excellent "Lovely stay. Beautiful property. Wonderful hosts! " [](https://expedia.ca/Harrison-Hotels-Greenwood-Manor-Inn.h101876488.Hotel-Information) ## Find out more about Hillside ## Hillside Vacation Homes information | Number of reviews | 272 | | --- | --- | | Accommodation | 417 Vacation Homes | | Lowest Price | CA $196 | | Highest Price | CA $2,303 | ## Explore a world of travel with Expedia - Lodging - Flights - Packages - More ways to book - [4 Star Hotels in Thompson's Point](https://www.expedia.ca/4Star-Thompsons-Point-Naples-Hotels.s40-n553248635976481495-0.Travel-Guide-Filter-Hotels) - [B&B in Baldwin](https://www.expedia.ca/Baldwin-Bed-And-Breakfast.d553248635975851850-aaBedAndBreakfast.Travel-Guide-Accommodation) - [Resorts in Baldwin](https://www.expedia.ca/Baldwin-Resort-Hotels.d553248635975851850-aaResortHotels.Travel-Guide-Accommodation) - [Farmstay in Biddeford Pool](https://www.expedia.ca/Biddeford-Pool-Agritourism.d553248635976396384-aaAgritourism.Travel-Guide-Accommodation) - [Aparthotels in Biddeford Pool](https://www.expedia.ca/Biddeford-Pool-Apart-Hotels.d553248635976396384-aaApartHotels.Travel-Guide-Accommodation) - 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