Title: Winslow Vacation Home Rentals from CA $337: Search Top Private Vacation Homes for Rent | Expedia.ca

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## Check prices for these dates

In two weeks

[Jan 30 - Feb 1](https://www.expedia.ca/Hotel-Search?regionId=3000440415&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 two months

[Mar 13 - Mar 15](https://www.expedia.ca/Hotel-Search?regionId=3000440415&startDate=2026-03-13&endDate=2026-03-15&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In three months

[Apr 10 - Apr 12](https://www.expedia.ca/Hotel-Search?regionId=3000440415&startDate=2026-04-10&endDate=2026-04-12&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In four months

[May 8 - May 10](https://www.expedia.ca/Hotel-Search?regionId=3000440415&startDate=2026-05-08&endDate=2026-05-10&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

## Our top choices for Winslow vacation homes

![Terrace/patio](https://images.trvl-media.com/lodging/121000000/120700000/120691000/120690958/0abd7285.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/121000000/120700000/120691000/120690958/cb9a5d91.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV](https://images.trvl-media.com/lodging/121000000/120700000/120691000/120690958/2b3fa485.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Microwave, oven, stovetop, dishwasher](https://images.trvl-media.com/lodging/121000000/120700000/120691000/120690958/e4daea6d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Pittsfield

[](https://www.expedia.ca/Pittsfield-Hotels-Charming-In-Town-New-Build-Stylish.h120690958.Hotel-Information)

10/10

Exceptional

(1 review)

"Great host great stay"

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

thomas v.

CA $169

CA $337 total

includes taxes & fees

Jan 22 - Jan 23

[](https://www.expedia.ca/Pittsfield-Hotels-Charming-In-Town-New-Build-Stylish.h120690958.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/108000000/107420000/107414500/107414470/1d81fc0e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, books](https://images.trvl-media.com/lodging/108000000/107420000/107414500/107414470/2be335e8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/108000000/107420000/107414500/107414470/02a26a70_edited_16e3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/108000000/107420000/107414500/107414470/24687d8e_edited_120b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Oakland

[](https://www.expedia.ca/Oakland-Hotels-Oakland-Condo-Furnished-2-Bdrm-1-Bath-Newly-Built.h107414470.Hotel-Information)

10/10

Exceptional

(6 reviews)

"New, clean and had everything we needed. "

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

Lara B.

CA $124

CA $360 total

includes taxes & fees

Jan 21 - Jan 22

[](https://www.expedia.ca/Oakland-Hotels-Oakland-Condo-Furnished-2-Bdrm-1-Bath-Newly-Built.h107414470.Hotel-Information)

![Dining](https://images.trvl-media.com/lodging/83000000/82720000/82715500/82715456/0a815942.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/83000000/82720000/82715500/82715456/8f62b755.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/83000000/82720000/82715500/82715456/87c98e1d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![4 bedrooms, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/83000000/82720000/82715500/82715456/11cf3a4f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Sidney

[](https://www.expedia.ca/Sidney-Hotels-Full-Home.h82715456.Hotel-Information)

9.6/10

Exceptional

(39 reviews)

"Wonderful location and beautiful property, very peaceful and convenient "

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

Anne M.

CA $171

CA $486 total

includes taxes & fees

Feb 1 - Feb 2

[](https://www.expedia.ca/Sidney-Hotels-Full-Home.h82715456.Hotel-Information)

![Terrace/patio](https://images.trvl-media.com/lodging/106000000/105760000/105755000/105754901/815a3cf8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/106000000/105760000/105755000/105754901/w1188h800x0y0-be52bc8c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace, video games, offices](https://images.trvl-media.com/lodging/106000000/105760000/105755000/105754901/a13047f9.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/106000000/105760000/105755000/105754901/73ce4a3f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Belgrade

[](https://www.expedia.ca/Belgrade-Hotels-A-Familys-Paradise-Spacious-3BR2BA-W-Game-Room.h105754901.Hotel-Information)

9.8/10

Exceptional

(8 reviews)

"We enjoyed our stay."

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

Tyson W.

CA $303

CA $1,181 total

includes taxes & fees

Jan 20 - Jan 21

[](https://www.expedia.ca/Belgrade-Hotels-A-Familys-Paradise-Spacious-3BR2BA-W-Game-Room.h105754901.Hotel-Information)

![On the beach](https://images.trvl-media.com/lodging/79000000/78500000/78497800/78497731/cde4979d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/79000000/78500000/78497800/78497731/4470ba7e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/79000000/78500000/78497800/78497731/7a0496bd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/79000000/78500000/78497800/78497731/ae168f40.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Burnham

[](https://www.expedia.ca/Burnham-Hotels-The-Maine-Lake-House-With-An-Amazing-Sand-Beach.h78497731.Hotel-Information)

8.8/10

Excellent

(6 reviews)

"Great stay, property was a great fit for a few day stay to visit family."

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

Amy M.

CA $276

CA $714 total

includes taxes & fees

Jan 18 - Jan 19

[](https://www.expedia.ca/Burnham-Hotels-The-Maine-Lake-House-With-An-Amazing-Sand-Beach.h78497731.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/114000000/113530000/113522100/113522019/4b703bf0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/114000000/113530000/113522100/113522019/e447dc65.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/114000000/113530000/113522100/113522019/17a87d2f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/114000000/113530000/113522100/113522019/b51d7b49.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Oakland

[](https://www.expedia.ca/Oakland-Hotels-Cozy-Farm-Stay-Pet-Friendly-Peaceful.h113522019.Hotel-Information)

10/10

Exceptional

(8 reviews)

"It was that was said to be The host was very nice and helpful . I enjoyed my stay "

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

Andrea C.

CA $271

CA $508 total

includes taxes & fees

Jan 19 - Jan 20

[](https://www.expedia.ca/Oakland-Hotels-Cozy-Farm-Stay-Pet-Friendly-Peaceful.h113522019.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/36000000/35270000/35267300/35267232/b869a94d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/36000000/35270000/35267300/35267232/4d1cf8c0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/36000000/35270000/35267300/35267232/1d546501.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/36000000/35270000/35267300/35267232/509d0b07.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in New Sharon

[](https://www.expedia.ca/New-Sharon-Hotels-A-Soul-Soothing-Escape-Artistically-Built-And-Lovingly-Maintained.h35267232.Hotel-Information)

10/10

Exceptional

(30 reviews)

"This is the nicest place we have ever stayed in as a couple. "

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

Orran K.

CA $331

CA $558 total

includes taxes & fees

Jan 19 - Jan 20

[](https://www.expedia.ca/New-Sharon-Hotels-A-Soul-Soothing-Escape-Artistically-Built-And-Lovingly-Maintained.h35267232.Hotel-Information)

![Exterior detail](https://images.trvl-media.com/lodging/119000000/118940000/118939100/118939094/7723a7eb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/119000000/118940000/118939100/118939094/ffa68160.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/119000000/118940000/118939100/118939094/479ba3a9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/119000000/118940000/118939100/118939094/9926172c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Sidney

[](https://www.expedia.ca/Augusta-Hotels-The-Maine-Experience-Where-Expansive-Nature-Meets-Modern-Comfort.h118939094.Hotel-Information)

8.0/10

Very good

(3 reviews)

"A great spot for all 7 of us. Nice house with zones for everyone. Lovely backyard. Big kitchen and dining table"

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

Pat D.

CA $386

CA $565 total

includes taxes & fees

Jan 18 - Jan 19

[](https://www.expedia.ca/Augusta-Hotels-The-Maine-Experience-Where-Expansive-Nature-Meets-Modern-Comfort.h118939094.Hotel-Information)

![TV](https://images.trvl-media.com/lodging/126000000/125050000/125044600/125044566/819eda8f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/126000000/125050000/125044600/125044566/6d9eff61.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![4 bedrooms, desk, WiFi, bed sheets](https://images.trvl-media.com/lodging/126000000/125050000/125044600/125044566/51453ecd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Towels](https://images.trvl-media.com/lodging/126000000/125050000/125044600/125044566/cfbde78e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Sidney

[](https://www.expedia.ca/Augusta-Hotels-Clean-Renovated-4BR-Home-For-Work-Stays-Central-Maine.h125044566.Hotel-Information)

CA $375

CA $463 total

includes taxes & fees

Jan 18 - Jan 19

[](https://www.expedia.ca/Augusta-Hotels-Clean-Renovated-4BR-Home-For-Work-Stays-Central-Maine.h125044566.Hotel-Information)

![TV](https://images.trvl-media.com/lodging/126000000/125050000/125044800/125044763/6ef74290.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/126000000/125050000/125044800/125044763/9dd6b946.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![5 bedrooms, desk, WiFi, bed sheets](https://images.trvl-media.com/lodging/126000000/125050000/125044800/125044763/0ad1c992.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/126000000/125050000/125044800/125044763/7d545afe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Sidney

[](https://www.expedia.ca/Augusta-Hotels-Clean-Renovated-5BR-Home-Ideal-For-Work-Crews.h125044763.Hotel-Information)

CA $450

CA $556 total

includes taxes & fees

Jan 18 - Jan 19

[](https://www.expedia.ca/Augusta-Hotels-Clean-Renovated-5BR-Home-Ideal-For-Work-Crews.h125044763.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=2026-01-31&endDate=2026-02-01&regionId=3000440415&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true)

## Find vacation rentals that suit your style

Cabins

[](https://www.expedia.ca/Hotel-Search?destination=Winslow%2C+Maine%2C+United+States+of+America&regionId=3000440415&latLong=44.546822%2C-69.622368&adults=2&startDate=2026-04-17&d1=2026-04-17&endDate=2026-04-20&d2=2026-04-20&lodging=CABIN)

Cottages

[](https://www.expedia.ca/Hotel-Search?destination=Winslow%2C+Maine%2C+United+States+of+America&regionId=3000440415&latLong=44.546822%2C-69.622368&adults=2&startDate=2026-04-17&d1=2026-04-17&endDate=2026-04-20&d2=2026-04-20&lodging=COTTAGE)

Private vacation homes

[](https://www.expedia.ca/Hotel-Search?destination=Winslow%2C+Maine%2C+United+States+of+America&regionId=3000440415&latLong=44.546822%2C-69.622368&adults=2&startDate=2026-04-17&d1=2026-04-17&endDate=2026-04-20&d2=2026-04-20&lodging=VACATION_HOME)

Apartments

[](https://www.expedia.ca/Hotel-Search?destination=Winslow%2C+Maine%2C+United+States+of+America&regionId=3000440415&latLong=44.546822%2C-69.622368&adults=2&startDate=2026-04-17&d1=2026-04-17&endDate=2026-04-20&d2=2026-04-20&lodging=APARTMENT)

Condos

[](https://www.expedia.ca/Hotel-Search?destination=Winslow%2C+Maine%2C+United+States+of+America&regionId=3000440415&latLong=44.546822%2C-69.622368&adults=2&startDate=2026-04-17&d1=2026-04-17&endDate=2026-04-20&d2=2026-04-20&lodging=CONDO)

Chalets

[](https://www.expedia.ca/Hotel-Search?destination=Winslow%2C+Maine%2C+United+States+of+America&regionId=3000440415&latLong=44.546822%2C-69.622368&adults=2&startDate=2026-04-17&d1=2026-04-17&endDate=2026-04-20&d2=2026-04-20&lodging=CHALET)

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## Top Winslow Hotel Reviews

![Fireside Inn & Suites Waterville](https://images.trvl-media.com/lodging/1000000/20000/19700/19607/0fbc096a_y.jpg)

### Fireside Inn & Suites Waterville

10/10 Excellent

"Nice hotel "

[](https://expedia.ca/Augusta-Hotels-Fireside-Inn-Suites-Waterville.h19607.Hotel-Information)

![Hampton Inn Waterville](https://images.trvl-media.com/lodging/1000000/730000/721100/721075/3c11b972_y.jpg)

### Hampton Inn Waterville

10/10 Excellent

"Clean room, friendly staff"

[](https://expedia.ca/Augusta-Hotels-Hampton-Inn-Waterville.h721075.Hotel-Information)

![Maine Evergreen Hotel, an Ascend Collection Hotel](https://images.trvl-media.com/lodging/1000000/790000/787600/787572/42d3f26f_y.jpg)

### Maine Evergreen Hotel, an Ascend Collection Hotel

10/10 Excellent

"polite staff, clean all around, love the art and such nice place"

[](https://expedia.ca/Augusta-Hotels-Quality-Inn-Suites-Evergreen-Hotel.h787572.Hotel-Information)

![The Skowhegan By Kasa](https://images.trvl-media.com/lodging/115000000/114720000/114717300/114717254/f4aad0c9_y.jpg)

### The Skowhegan By Kasa

10/10 Excellent

"."

[](https://expedia.ca/Skowhegan-Hotels-The-Skowhegan-By-Kasa.h114717254.Hotel-Information)

![Holiday Inn Express & Suites Waterville - North by IHG](https://images.trvl-media.com/lodging/1000000/810000/802200/802109/d5d283f3_y.jpg)

### Holiday Inn Express & Suites Waterville - North by IHG

10/10 Excellent

"The breakfast was wonderful it was hot, fresh and staff are very accommodating to anything we needed. I enjoyed my stay and look forward to future visits Thank you "

[](https://expedia.ca/Augusta-Hotels-Holiday-Inn-Express-Suites-Waterville-North.h802109.Hotel-Information)

![Hampton Inn Augusta](https://images.trvl-media.com/lodging/6000000/5190000/5185100/5185016/bf2caaca_y.jpg)

### Hampton Inn Augusta

10/10 Excellent

"Clean, comfortable, courteous staff, great breakfast. Our stay was great!"

[](https://expedia.ca/Augusta-Hotels-Hampton-Inn-Augusta.h5185016.Hotel-Information)

![Best Western Plus Waterville Grand Hotel](https://images.trvl-media.com/lodging/1000000/30000/22100/22003/c76e225a_y.jpg)

### Best Western Plus Waterville Grand Hotel

10/10 Excellent

"Front desk attendant was friendly. Our room was clean, comfy king size bed. Easy highway access, shopping and restaurants in the area"

[](https://expedia.ca/Augusta-Hotels-Best-Western-Plus-Waterville-Grand-Hotel.h22003.Hotel-Information)

![Best Western Plus Augusta Civic Center Inn](https://images.trvl-media.com/lodging/1000000/20000/12400/12303/ba6e7f89_y.jpg)

### Best Western Plus Augusta Civic Center Inn

10/10 Excellent

"Great place , Great Staff. Easy to get to the area attractions."

[](https://expedia.ca/Augusta-Hotels-Best-Western-Plus-Augusta-Civic-Center-Inn.h12303.Hotel-Information)

![The Towne Motel](https://images.trvl-media.com/lodging/6000000/5500000/5490200/5490125/82b2c35d_y.jpg)

### The Towne Motel

10/10 Excellent

"Everything about our stay was excellent! Room was clean. Beds were very comfortable and the blankets were warm and soft. Continental breakfast was great. It snowed a half a foot during our stay and the parking lot was clear in no time. The staff was extremely friendly and welcoming. Rates were very fair and affordable. This is by far the best place to stay in Skowhegan. Mark - McKinney, Texas"

[](https://expedia.ca/Skowhegan-Hotels-The-Towne-Motel.h5490125.Hotel-Information)

## Find out more about Winslow

## Winslow Vacation Homes information

| Number of reviews | 90                 |
| ----------------- | ------------------ |
| Accommodation     | 112 Vacation Homes |
| Lowest Price      | CA $337            |
| Highest Price     | CA $1,181          |

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