Title: Hillside Vacation Home Rentals from CA $195: Search Top Private Vacation Homes for Rent | Expedia.ca

  

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# Hillside Vacation Rentals

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## Check prices for these dates

Next weekend

[Nov 7 - Nov 9](https://www.expedia.ca/Hotel-Search?regionId=553248635975855399&startDate=2025-11-07&endDate=2025-11-09&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In two weeks

[Nov 14 - Nov 16](https://www.expedia.ca/Hotel-Search?regionId=553248635975855399&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 one month

[Nov 28 - Nov 30](https://www.expedia.ca/Hotel-Search?regionId=553248635975855399&startDate=2025-11-28&endDate=2025-11-30&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In two months

[Dec 26 - Dec 28](https://www.expedia.ca/Hotel-Search?regionId=553248635975855399&startDate=2025-12-26&endDate=2025-12-28&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&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)

![Dining](https://images.trvl-media.com/lodging/117000000/116680000/116676800/116676764/a9369e21.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)

![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 $96

CA $204 total

includes taxes & fees

Oct 29 - Oct 30

[](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)

![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)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/92000000/91690000/91683400/91683343/3f464a0f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Clean+Modern Cozy A-frame

Fryeburg

10/10

Exceptional

(10)

"Easy check in, great hosts. Highly recommend!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Thomas S.

CA $215

CA $511 total

includes taxes & fees

Oct 30 - Oct 31

[](https://www.expedia.ca/Fryeburg-Hotels-Modern-Cozy-A-Frame.h91683343.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)

![Outdoor dining](https://images.trvl-media.com/lodging/41000000/40160000/40154200/40154161/843032a0.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)

![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)

### Lakefront haven near Pleasant Mt-central location-25 mi. to N.Conway

Bridgton

10/10

Exceptional

(56)

"It was a quick weekend trip, but the house was very comfortable and close to the town of Bridgton. Check in/out was extremely easy and communication with the host was seamless. The house isn't right on the water, but there are still nice lake-views and a short walk down to the shared beach access."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Eileen D.

CA $187

CA $489 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)

![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)

![Interior](https://images.trvl-media.com/lodging/69000000/68160000/68153800/68153736/a1904b6b.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)

"This was a beautiful property! Very clean and relaxing! "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Mary G.

CA $237

CA $616 total

includes taxes & fees

Oct 29 - Oct 30

[](https://www.expedia.ca/Bridgton-Hotels-Dream-Lakefront-Modern-Cabin.h68153736.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)

![Game room](https://images.trvl-media.com/lodging/111000000/110810000/110807900/110807884/706c4259.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)

![Dining](https://images.trvl-media.com/lodging/111000000/110810000/110807900/110807884/842e79c0.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 $296

CA $766 total

includes taxes & fees

Nov 3 - Nov 4

[](https://www.expedia.ca/Center-Conway-Hotels-Luxe-Lodge-In-The-Woods-With-Sauna-Hot-Tub.h110807884.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 family and friends ice fishing getaway. Will definitely try and get there again for an ice fishing or summer vacation. Perfect size house and the hot tub a bonus. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Brian B.

CA $350

CA $1,051 total

includes taxes & fees

Oct 29 - Oct 30

[](https://www.expedia.ca/Casco-Hotels-5-Bedroom-Lake-House-Guest-House-With-Hot-Tub-Sauna.h96702570.Hotel-Information)

![House, 5 Bedrooms | Outdoor dining](https://images.trvl-media.com/lodging/121000000/120240000/120238900/120238862/fcf99f65.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![House, 5 Bedrooms | Interior](https://images.trvl-media.com/lodging/121000000/120240000/120238900/120238862/2e655d66.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 | Living area](https://images.trvl-media.com/lodging/121000000/120240000/120238900/120238862/73e13c28.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Gray Woodland Escape Golf, Pool & Cinema 5 Bedroom Home

Gray

CA $575

CA $1,108 total

includes taxes & fees

Nov 2 - Nov 3

[](https://www.expedia.ca/Gray-Hotels-Gray-Woodland-Escape-Golf.h120238862.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)

![Dining](https://images.trvl-media.com/lodging/102000000/101330000/101323000/101322981/be3ea916.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)

![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)

### 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 $234

CA $614 total

includes taxes & fees

Nov 5 - Nov 6

[](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)

![Exterior](https://images.trvl-media.com/lodging/118000000/117780000/117777000/117776962/24511dd4.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)

![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 $281

CA $599 total

includes taxes & fees

Oct 29 - Oct 30

[](https://www.expedia.ca/Center-Conway-Hotels-Camp-Conway-Hot-Tub-AC-New-Kitchen-Deck.h117776962.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)

![Interior](https://images.trvl-media.com/lodging/113000000/112630000/112623000/112622947/88328524.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Living area](https://images.trvl-media.com/lodging/113000000/112630000/112623000/112622947/f0cf9d73.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![3 bedrooms, WiFi, bed sheets](https://images.trvl-media.com/lodging/113000000/112630000/112623000/112622947/797f89c3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Lakefront Retreat | Sleeps 10 | Private Beach

Standish

9.4/10

Exceptional

(3)

"We had a lovely time and enjoyed the privacy of this cabin’s location. I can tell the owners are putting some love into the property. It truly has potential. If you want a legitimate lake feel annd enjoy the fire pit and true essence of Maine and the outdoors, it’s wonderful. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Katie M.

CA $415

CA $1,302 total

includes taxes & fees

Oct 29 - Oct 30

[](https://www.expedia.ca/Standish-Hotels-Lakefront-Retreat-Sleeps-10-Private-Beach.h112622947.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/90000000/89360000/89356600/89356552/12ed36d3.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)

![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)

"Great place, location."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Jonathan N.

CA $378

CA $728 total

includes taxes & fees

Oct 29 - Oct 30

[](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)

![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)

![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)

![Property grounds](https://images.trvl-media.com/lodging/110000000/109010000/109005200/109005118/0e1613a1.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)

"The fishing was fantastic. The house is cozy and inviting. The property owners were very nice and made sure our stay was pleasant. Loved the lake!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Laurie B.

CA $409

CA $979 total

includes taxes & fees

Oct 29 - Oct 30

[](https://www.expedia.ca/Waterford-Hotels-Relaxing-Waterfront-Retreat-On-Bear-Pond-4-BD-2BA-Pet-Friendly.h109005118.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)

![Pool](https://images.trvl-media.com/lodging/114000000/113210000/113204000/113203932/19fcd359.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)

![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)

"The whole stay was perfect from checking in to departure. The pool was great and my 2 granddaughters enjoyed it. The house was very clean and everything stalked fully. Definitely would stay here again."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Michele B.

CA $390

CA $626 total

includes taxes & fees

Oct 29 - Oct 30

[](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/121000000/120690000/120682200/120682183/296ab8b3.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)

![Iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/121000000/120690000/120682200/120682183/35ce6823.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)

### New Home: Enchanting 3-bedroom house in Sebago

Sebago

CA $375

CA $590 total

includes taxes & fees

Nov 11 - Nov 12

[](https://www.expedia.ca/Sebago-Hotels-New-Home-Enchanting-3-Bedroom-House-In-Sebago.h120682183.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)

![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)

![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)

### 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 $88

CA $195 total

includes taxes & fees

Oct 29 - Oct 30

[](https://www.expedia.ca/Bridgton-Hotels-Ell-Suite-Walk-To-Town-Beach.h117625907.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)

![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)

![TV](https://images.trvl-media.com/lodging/107000000/106330000/106323500/106323452/d383812a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/107000000/106330000/106323500/106323452/cd6c2b31.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 $954

CA $1,997 total

includes taxes & fees

Oct 31 - Nov 1

[](https://www.expedia.ca/Raymond-Hotels-WATERFRONT-5-BEDROOM-2-BATH-WITH-DOCK-AND-BEACH.h106323452.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)

![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)

![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)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/103000000/102470000/102469400/102469391/w1024h660x0y11-f3beb1b0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### River’s Ranch

Naples

9.4/10

Exceptional

(3)

"Beautiful house. Would highly recommend. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Michael R.

CA $441

CA $977 total

includes taxes & fees

Oct 29 - Oct 30

[](https://www.expedia.ca/Naples-Hotels-Rivers-Ranch.h102469391.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 $1,007

CA $2,299 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/c3db4350.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/ff57549d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Spacious 6-bedroom waterfront home with WiFi, in beautiful Gray.

Gray

CA $629

CA $1,036 total

includes taxes & fees

Nov 4 - Nov 5

[](https://www.expedia.ca/Gray-Hotels-Spacious-6-Bedroom-Waterfront-Home-With-WiFi.h117830635.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)

![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)

![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)

### NEW! Gray Woodland Escape | Golf, Pool & Cinema

Gray

CA $581

CA $1,146 total

includes taxes & fees

Nov 2 - Nov 3

[](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=2025-11-11&endDate=2025-11-12&regionId=553248635975855399&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%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

"Was very nice visit for our anniversary "

[](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 | 271 |
| --- | --- |
| Accommodation | 417 Vacation Homes |
| Lowest Price | CA $195 |
| Highest Price | CA $2,299 |

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-   [Hotels near Sebago Lake State Park](https://www.expedia.ca/Sebago-Lake-State-Park-Hotels.0-l6174213-0.Travel-Guide-Filter-Hotels)
-   [Lodges in Sebago](https://www.expedia.ca/Sebago-Lodges.d6327259-aaLodges.Travel-Guide-Accommodation)
-   [Resorts in Sebago](https://www.expedia.ca/Sebago-Resort-Hotels.d6327259-aaResortHotels.Travel-Guide-Accommodation)

-   [Flights to Naples](https://www.expedia.ca/Cheap-Flights-To-Naples.d183286.Travel-Guide-Flights)
-   [Flights to Sebago](https://www.expedia.ca/Cheap-Flights-To-Sebago.d6327259.Travel-Guide-Flights)
-   [Flights from Sebago](https://www.expedia.ca/lp/flights/6327259/flights-from-sebago)
-   [Flights from Denmark](https://www.expedia.ca/lp/flights/6341349/flights-from-denmark)

-   [Sebago Lake State Park](https://www.expedia.ca/Sebago-Lake-State-Park-Maine.d6174213.Vacation-Attraction)
-   [Visit Sebago](https://www.expedia.ca/Sebago.dx6327259)

-   [Book Vacation Homes in Hillside on Expedia.com](https://www.expedia.com/Hillside-Private-Vacation-Homes.d553248635975855399-aaPrivateVacationHomes.Travel-Guide-Accommodation)