Title: Windsor Vacation Rentals from CA $422: Short-Term Rentals for 2026 | Expedia.ca

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## Check prices for these dates

In two weeks

[Feb 20 - Feb 22](https://www.expedia.ca/Hotel-Search?regionId=175568&startDate=2026-02-20&endDate=2026-02-22&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In two months

[Apr 3 - Apr 5](https://www.expedia.ca/Hotel-Search?regionId=175568&startDate=2026-04-03&endDate=2026-04-05&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In three months

[May 1 - May 3](https://www.expedia.ca/Hotel-Search?regionId=175568&startDate=2026-05-01&endDate=2026-05-03&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In four months

[May 29 - May 31](https://www.expedia.ca/Hotel-Search?regionId=175568&startDate=2026-05-29&endDate=2026-05-31&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

## Our top choices for Windsor vacation rentals

![TV](https://images.trvl-media.com/lodging/34000000/33960000/33954800/33954758/8e06d5f9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/34000000/33960000/33954800/33954758/7cac22ac.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior detail](https://images.trvl-media.com/lodging/34000000/33960000/33954800/33954758/54cc436c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/34000000/33960000/33954800/33954758/75c4bc4b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Two bedroom Mid Century Modern apartment in Downtown Hallowell

[](https://www.expedia.ca/Augusta-Hotels-Two-Bedroom-Mid-Century-Modern-Apartment-In-Downtown-Hallowell.h33954758.Hotel-Information)

Hallowell

10/10

Exceptional

(82 reviews)

"Great apartment, close to town, very clean, comfortable beds. Loved the little extras too.. coffee, creamer, etc! Will definitely stay again. "

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

Rebekah B.

CA $164

CA $316 total

includes taxes & fees

Feb 15 - Feb 16

[](https://www.expedia.ca/Augusta-Hotels-Two-Bedroom-Mid-Century-Modern-Apartment-In-Downtown-Hallowell.h33954758.Hotel-Information)

![Outdoor dining](https://images.trvl-media.com/lodging/64000000/63120000/63112800/63112739/0450d353.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/64000000/63120000/63112800/63112739/3ff0e36f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, books](https://images.trvl-media.com/lodging/64000000/63120000/63112800/63112739/2e3e136a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/64000000/63120000/63112800/63112739/d8ba6715.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Lighthouse Lane

[](https://www.expedia.ca/Augusta-Hotels-Cottage-On-Cobbosseecontelake.h63112739.Hotel-Information)

Manchester

10/10

Exceptional

(70 reviews)

"Very nice stay Beautiful lake views "

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

Karen G.

CA $308

CA $425 total

includes taxes & fees

Feb 11 - Feb 12

[](https://www.expedia.ca/Augusta-Hotels-Cottage-On-Cobbosseecontelake.h63112739.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/77000000/76970000/76965000/76964979/3d25364d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, books, offices](https://images.trvl-media.com/lodging/77000000/76970000/76965000/76964979/d71068b6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![3 bedrooms, desk, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/77000000/76970000/76965000/76964979/c6360210.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/77000000/76970000/76965000/76964979/71b4e138.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Ice Fishing, Dog Friendly, Lake Great Pond

[](https://www.expedia.ca/Belgrade-Hotels-NEW-Cozy-3-Bedroom-Cottage-On-Great-Pond-Dog-Friendly.h76964979.Hotel-Information)

Belgrade

10/10

Exceptional

(49 reviews)

"All was exactly as we hoped it would be, perfect for a family and added benefit of pet friendly."

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

Jonathan I.

CA $169

CA $422 total

includes taxes & fees

Feb 11 - Feb 12

[](https://www.expedia.ca/Belgrade-Hotels-NEW-Cozy-3-Bedroom-Cottage-On-Great-Pond-Dog-Friendly.h76964979.Hotel-Information)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/103000000/102400000/102392200/102392135/8e44fdce.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, DVD player, books](https://images.trvl-media.com/lodging/103000000/102400000/102392200/102392135/c757e939.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/103000000/102400000/102392200/102392135/641fc24a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/103000000/102400000/102392200/102392135/ce3f77b9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Waterfront 2br/2ba cottage 

[](https://www.expedia.ca/Gardiner-Hotels-Waterfront-2br2ba-Cottage.h102392135.Hotel-Information)

West Gardiner

9.8/10

Exceptional

(16 reviews)

"Very nice and clean place. We used this rental as a hub to go around and see lots that Maine had to offer. Hosts were very nice and kept a very clean place."

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

Bruce J.

CA $234

CA $493 total

includes taxes & fees

Feb 9 - Feb 10

[](https://www.expedia.ca/Gardiner-Hotels-Waterfront-2br2ba-Cottage.h102392135.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/114000000/113950000/113946100/113946059/a00de8ac.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, free WiFi, bed sheets](https://images.trvl-media.com/lodging/114000000/113950000/113946100/113946059/c86c7808.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, foosball, books](https://images.trvl-media.com/lodging/114000000/113950000/113946100/113946059/b1aad0c8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, oven, stovetop, coffee/tea maker](https://images.trvl-media.com/lodging/114000000/113950000/113946100/113946059/2d52a61e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Sister A-Frame in Woods B

[](https://www.expedia.ca/Oakland-Hotels-Sister-A-Frame-In-Woods-B.h113946059.Hotel-Information)

Oakland

10/10

Exceptional

(9 reviews)

"Great stay. Would stay here again if in the area."

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

Amanda M.

CA $183

CA $335 total

includes taxes & fees

Mar 4 - Mar 5

[](https://www.expedia.ca/Oakland-Hotels-Sister-A-Frame-In-Woods-B.h113946059.Hotel-Information)

![Smart TV](https://images.trvl-media.com/lodging/108000000/107720000/107715600/107715523/515b6a61.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/108000000/107720000/107715600/107715523/76608187.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/108000000/107720000/107715600/107715523/effc1142.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, WiFi, bed sheets](https://images.trvl-media.com/lodging/108000000/107720000/107715600/107715523/2088d126.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Charming cabin in the birches right on the atv trail!

[](https://www.expedia.ca/Fairfield-Hotels-Charming-Cabin-In-The-Birches-Right-On-The-Atv-Trail.h107715523.Hotel-Information)

Fairfield

9.0/10

Wonderful

(6 reviews)

"Very neat cabin. Spacious all utilities and a fire pit"

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

Lisa O.

CA $185

CA $270 total

includes taxes & fees

Feb 15 - Feb 16

[](https://www.expedia.ca/Fairfield-Hotels-Charming-Cabin-In-The-Birches-Right-On-The-Atv-Trail.h107715523.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)

![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)

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

### Cozy getaway: farmhouse with wood stove & jacuzzi tub

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

Oakland

10/10

Exceptional

(9 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 $254

CA $485 total

includes taxes & fees

Feb 8 - Feb 9

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

![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)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/108000000/107420000/107414500/107414470/3d43d563.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)

### Discover Oakland charm near Colby College 10 min

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

Oakland

10/10

Exceptional

(6 reviews)

"Very clean and comfy. A pleasure to stay there. "

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

Vicki W.

CA $122

CA $355 total

includes taxes & fees

Feb 15 - Feb 16

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

![Property grounds](https://images.trvl-media.com/lodging/72000000/71940000/71931500/71931488/w750h562x0y386-23d53191.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/72000000/71940000/71931500/71931488/ea58fe6a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/72000000/71940000/71931500/71931488/de4736c1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/72000000/71940000/71931500/71931488/86a16091.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Central Maine Apartment offering 4 Seasons of Fun.

[](https://www.expedia.ca/Oakland-Hotels-Central-Maine-Apartment-Offering-4-Seasons-Of-Fun.h71931488.Hotel-Information)

Oakland

10/10

Exceptional

(43 reviews)

"Great hiking - nice views."

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

Norbert A.

CA $138

CA $332 total

includes taxes & fees

Feb 9 - Feb 10

[](https://www.expedia.ca/Oakland-Hotels-Central-Maine-Apartment-Offering-4-Seasons-Of-Fun.h71931488.Hotel-Information)

![2 bedrooms, WiFi, bed sheets](https://images.trvl-media.com/lodging/108000000/107170000/107166600/107166584/ea4831c0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Living area](https://images.trvl-media.com/lodging/108000000/107170000/107166600/107166584/445432e7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Living area](https://images.trvl-media.com/lodging/108000000/107170000/107166600/107166584/43a37948.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/108000000/107170000/107166600/107166584/682fc57d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The heart of the Belgrade Lakes 

[](https://www.expedia.ca/Oakland-Hotels-The-Heart-Of-The-Belgrade-Lakes.h107166584.Hotel-Information)

Oakland

9.0/10

Wonderful

(9 reviews)

"Host was very accommodating "

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

Maureen

CA $110

CA $263 total

includes taxes & fees

Feb 16 - Feb 17

[](https://www.expedia.ca/Oakland-Hotels-The-Heart-Of-The-Belgrade-Lakes.h107166584.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/104000000/103440000/103430400/103430319/7462c453.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/104000000/103440000/103430400/103430319/2f6732dc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/104000000/103440000/103430400/103430319/996a224b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, fireplace](https://images.trvl-media.com/lodging/104000000/103440000/103430400/103430319/c69a36f2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Camp Lintonia on Tacoma Lakes

[](https://www.expedia.ca/Litchfield-Hotels-COMING-SOONCamp-Lintonia.h103430319.Hotel-Information)

Litchfield

10/10

Exceptional

(12 reviews)

"Booked this property for a girls trip and this property was stunning! Wish we would’ve booked for more days! Ample space for everyone, views were amazing, and the house was gorgeous! Already considering booking again next year! "

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

Emma B.

CA $308

CA $382 total

includes taxes & fees

Feb 11 - Feb 12

[](https://www.expedia.ca/Litchfield-Hotels-COMING-SOONCamp-Lintonia.h103430319.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)

![Smart TV, fireplace, video games, offices](https://images.trvl-media.com/lodging/106000000/105760000/105755000/105754901/8aa43b7f.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)

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

### Family's Paradise: 3BR/2BA,Game Room & Lake Access

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

Belgrade

9.8/10

Exceptional

(9 reviews)

"We enjoyed our stay."

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

Tyson W.

CA $259

CA $1,116 total

includes taxes & fees

Feb 11 - Feb 12

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

![Outdoor dining](https://images.trvl-media.com/lodging/103000000/102640000/102639500/102639493/1cde160c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/103000000/102640000/102639500/102639493/da46180d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, books](https://images.trvl-media.com/lodging/103000000/102640000/102639500/102639493/f3992758.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/103000000/102640000/102639500/102639493/b6737602.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Minutes to Colby 

[](https://www.expedia.ca/Waterville-Hotels-Minutes-To-Colby.h102639493.Hotel-Information)

Waterville

8.8/10

Excellent

(22 reviews)

"Easy check in and spacious apartment. Excellent location- within minutes of Colby and downtown restaurants. Super comfy living room to relax in after a full day of Parents Weekend:"

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

Jodie M.

CA $217

CA $346 total

includes taxes & fees

Feb 18 - Feb 19

[](https://www.expedia.ca/Waterville-Hotels-Minutes-To-Colby.h102639493.Hotel-Information)

![Property grounds](https://images.trvl-media.com/lodging/97000000/96110000/96107000/96106993/ae0a6cfd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/97000000/96110000/96107000/96106993/af7f3a2e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, DVD player, books, music library](https://images.trvl-media.com/lodging/97000000/96110000/96107000/96106993/d18cb0df.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, DVD player, books, music library](https://images.trvl-media.com/lodging/97000000/96110000/96107000/96106993/9eb8a155.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### 7BR Hilltop Retreat · 2 Kitchens & Decks

[](https://www.expedia.ca/Waldoboro-Hotels-7BR-Hilltop-Retreat-2-Kitchens-Decks.h96106993.Hotel-Information)

Waldoboro

9.6/10

Exceptional

(5 reviews)

"The house and location was perfect, sitting around the fire pit to end the night was perfect "

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

william h.

CA $903

CA $1,807 total

includes taxes & fees

Feb 17 - Feb 18

[](https://www.expedia.ca/Waldoboro-Hotels-7BR-Hilltop-Retreat-2-Kitchens-Decks.h96106993.Hotel-Information)

![Property grounds](https://images.trvl-media.com/lodging/58000000/57700000/57698800/57698782/129d87e2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/58000000/57700000/57698800/57698782/acce8344.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/58000000/57700000/57698800/57698782/f0524dcb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/58000000/57700000/57698800/57698782/db1800b3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cozy Cottage on water's edge of Lake Cobbosseecontee

[](https://www.expedia.ca/Manchester-Hotels-Cozy-Cottage-On-Waters-Edge-Of-Lake-Cobbosseecontee.h57698782.Hotel-Information)

Manchester

8.8/10

Excellent

(19 reviews)

"Very quiet spot right on the lake, relatively easy to get to, close to town. Cabin is small, which was perfect for the two of us. "

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

Stephanie P.

CA $198

CA $458 total

includes taxes & fees

Feb 11 - Feb 12

[](https://www.expedia.ca/Manchester-Hotels-Cozy-Cottage-On-Waters-Edge-Of-Lake-Cobbosseecontee.h57698782.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/119000000/118940000/118939100/118939094/479ba3a9.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)

![Property grounds](https://images.trvl-media.com/lodging/119000000/118940000/118939100/118939094/58ab669e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Peaceful Home in Central Maine

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

Sidney

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 $425

CA $616 total

includes taxes & fees

Feb 23 - Feb 24

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

![Outdoor spa tub](https://images.trvl-media.com/lodging/104000000/103900000/103899900/103899892/w3024h3351x0y0-28e12c91.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/104000000/103900000/103899900/103899892/aa47261d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, coffee/tea maker, toaster](https://images.trvl-media.com/lodging/104000000/103900000/103899900/103899892/3a4f8cb2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Aerial view](https://images.trvl-media.com/lodging/104000000/103900000/103899900/103899892/80750082.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cabin Style Studio Apt with Private Hot tub on 100 Acres Kayaks, Canoes & SUP

[](https://www.expedia.ca/Whitefield-Hotels-Studio-Apt-100-Acres-With-KayakCanoePaddleboards.h103899892.Hotel-Information)

Whitefield

10/10

Exceptional

(6 reviews)

"Great getaway! We loved all of the discoveries to be made both in the cabin and on the property. We stayed in Stella. It was adorable, functional, and very welcoming. We also enjoyed an outing to Kennebec Maine Cabin Masters only 20 min away! "

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

Sandra L.

CA $253

CA $391 total

includes taxes & fees

Feb 20 - Feb 21

[](https://www.expedia.ca/Whitefield-Hotels-Studio-Apt-100-Acres-With-KayakCanoePaddleboards.h103899892.Hotel-Information)

![TV](https://images.trvl-media.com/lodging/119000000/118490000/118481900/118481811/2106c4ff.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/119000000/118490000/118481900/118481811/e8e22159.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, bed sheets](https://images.trvl-media.com/lodging/119000000/118490000/118481900/118481811/f5af8f75.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, stovetop, coffee/tea maker](https://images.trvl-media.com/lodging/119000000/118490000/118481900/118481811/b382c1a1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### NEW Cozy Cabin located in Oakland tucked away in a peaceful wooded scene.

[](https://www.expedia.ca/Oakland-Hotels-NEW-Cozy-Cabin-Located-In-Oakland-Tucked-Away-In-A-Peaceful-Wooded-Scene.h118481811.Hotel-Information)

Oakland

CA $197

CA $405 total

includes taxes & fees

Feb 15 - Feb 16

[](https://www.expedia.ca/Oakland-Hotels-NEW-Cozy-Cabin-Located-In-Oakland-Tucked-Away-In-A-Peaceful-Wooded-Scene.h118481811.Hotel-Information)

![Living area](https://images.trvl-media.com/lodging/126000000/125260000/125253800/125253746/618417fc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/126000000/125260000/125253800/125253746/3845b726.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/126000000/125260000/125253800/125253746/acdac02d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Private kitchen](https://images.trvl-media.com/lodging/126000000/125260000/125253800/125253746/8936c08f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cozy newly built 1-bedroom apartment in charming Smithfield

[](https://www.expedia.ca/Smithfield-Hotels-Cozy-Newly-Built-1-Bedroom-Apartment-In-Charming-Smithfield.h125253746.Hotel-Information)

Smithfield

CA $253

CA $382 total

includes taxes & fees

Feb 8 - Feb 9

[](https://www.expedia.ca/Smithfield-Hotels-Cozy-Newly-Built-1-Bedroom-Apartment-In-Charming-Smithfield.h125253746.Hotel-Information)

![Dining](https://images.trvl-media.com/lodging/122000000/121860000/121853200/121853117/6d9c5823.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/122000000/121860000/121853200/121853117/9ab13d04.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/122000000/121860000/121853200/121853117/61a45d93.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/122000000/121860000/121853200/121853117/f49a31d8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Peaceful Intown Studio \~ Walk to Shops & Dining

[](https://www.expedia.ca/Newcastle-Hotels-Peaceful-Intown-Studio-Walk-To-Shops-Dining.h121853117.Hotel-Information)

Newcastle

6.0/10

(1 review)

CA $198

CA $246 total

includes taxes & fees

Feb 9 - Feb 10

[](https://www.expedia.ca/Newcastle-Hotels-Peaceful-Intown-Studio-Walk-To-Shops-Dining.h121853117.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=2026-02-21&endDate=2026-02-22&regionId=175568&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true)

## Find vacation rentals that suit your style

Apartments

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Cabins

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Villas

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Cottages

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Condos

[](https://www.expedia.ca/Hotel-Search?destination=Windsor%2C+Maine%2C+United+States+of+America&regionId=175568&latLong=44.310627%2C-69.580597&adults=2&startDate=2026-05-08&d1=2026-05-08&endDate=2026-05-11&d2=2026-05-11&lodging=CONDO)

Private vacation homes

[](https://www.expedia.ca/Hotel-Search?destination=Windsor%2C+Maine%2C+United+States+of+America&regionId=175568&latLong=44.310627%2C-69.580597&adults=2&startDate=2026-05-08&d1=2026-05-08&endDate=2026-05-11&d2=2026-05-11&lodging=VACATION_HOME)

Chalets

[](https://www.expedia.ca/Hotel-Search?destination=Windsor%2C+Maine%2C+United+States+of+America&regionId=175568&latLong=44.310627%2C-69.580597&adults=2&startDate=2026-05-08&d1=2026-05-08&endDate=2026-05-11&d2=2026-05-11&lodging=CHALET)

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## Top Windsor Hotel Reviews

![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 rokm was great and very clean. The staff was awesome. "

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

![Days Inn by Wyndham Augusta](https://images.trvl-media.com/lodging/1000000/60000/50600/50552/6adf084b_y.jpg)

### Days Inn by Wyndham Augusta

10/10 Excellent

"The room was clean and staff accommodating. When we had to leave immediately due to the storm overtaking the area, they cancelled the remainder of our reservation without a fuss."

[](https://expedia.ca/Augusta-Hotels-Days-Inn-By-Wyndham-Augusta.h50552.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

"Breakfast was excellent. All staff were nice, acknowledged your presence, were very accommodating. Was very thankful. Sone if tge reviews online discouraged me. Was thankful the room I had was clean, staff was great!"

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

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

### Hampton Inn Augusta

10/10 Excellent

"Friendly staff very clean room cozy beds and breakfast in morning was an added bonus. "

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

"Room clean, comfortable, and had a great reading chair!"

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

"Quiet and clean room. Very Good Breakfast."

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

![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 clean room, cozy, friendly staff, fair price, convenient location. "

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

![Homewood Suites by Hilton Augusta](https://images.trvl-media.com/lodging/16000000/15600000/15591900/15591820/5709c140_y.jpg)

### Homewood Suites by Hilton Augusta

10/10 Excellent

"Highly recommend "

[](https://expedia.ca/Augusta-Hotels-Homewood-Suites-By-Hilton-Augusta.h15591820.Hotel-Information)

![Senator Inn & Spa](https://images.trvl-media.com/lodging/1000000/10000/9900/9853/19df0ad9_y.jpg)

### Senator Inn & Spa

10/10 Excellent

"Clean room, great spa tub in room. Only down fall is the beds. Not very comfortable. Nice staff. The pool was down for maintenance but hot tub was wonderful."

[](https://expedia.ca/Augusta-Hotels-Senator-Inn-Spa.h9853.Hotel-Information)

## Find out more about Windsor

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.  
  
As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with Windsor. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.   
  
It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.   

## Explore a world of travel with Expedia

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- [Prince Edward Island Vacation Rentals ](https://www.expedia.ca/Destinations-In-Prince-Edward-Island.d6058122.Vacation-Rental-Destinations)
- [Québec Vacation Rentals ](https://www.expedia.ca/Quebec-Vacation-Rentals.d180017.Travel-Guide-VacationRentals)

- [Vacation Homes in Windsor ](https://expedia.ca/Windsor-Private-Vacation-Homes.d175568-aaPrivateVacationHomes.Travel-Guide-Accommodation)
- [Cottages in Windsor ](https://expedia.ca/Windsor-Cottages.d175568-aaCottages.Travel-Guide-Accommodation)
- [Cabin Rentals in Windsor ](https://expedia.ca/Windsor-Cabins.d175568-aaCabins.Travel-Guide-Accommodation)
- [Apartments in Windsor ](https://expedia.ca/Windsor-Apartments.d175568-aaApartments.Travel-Guide-Accommodation)
- [Farmstay in Windsor ](https://expedia.ca/Windsor-Agritourism.d175568-aaAgritourism.Travel-Guide-Accommodation)
- [B&B in Windsor ](https://expedia.ca/Windsor-Bed-And-Breakfast.d175568-aaBedAndBreakfast.Travel-Guide-Accommodation)
- [Houseboats in Windsor ](https://expedia.ca/Windsor-Houseboats.d175568-aaHouseboats.Travel-Guide-Accommodation)
- [Motels in Windsor ](https://expedia.ca/Windsor-Motels.d175568-aaMotels.Travel-Guide-Accommodation)
- [RV Parks in Windsor ](https://expedia.ca/Windsor-RV-Parks.d175568-aaRVParks.Travel-Guide-Accommodation)
- [Chalets in Windsor ](https://expedia.ca/Windsor-Chalets.d175568-aaChalets.Travel-Guide-Accommodation)
- [Resorts in Windsor ](https://expedia.ca/Windsor-Resort-Hotels.d175568-aaResortHotels.Travel-Guide-Accommodation)
- [Guest Houses in Windsor ](https://expedia.ca/Windsor-Guest-Houses.d175568-aaGuestHouses.Travel-Guide-Accommodation)
- [Villas in Windsor ](https://expedia.ca/Windsor-Villas.d175568-aaVillas.Travel-Guide-Accommodation)
- [Lodges in Windsor ](https://expedia.ca/Windsor-Lodges.d175568-aaLodges.Travel-Guide-Accommodation)

## Frequently asked questions

### Are there vacation rentals in Windsor?

### What are some of the best vacation home rentals in Windsor?

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### What are vacation rentals like in Windsor?

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