Title: Windsor Vacation Rentals from $215: Search Short-Term Rentals | Expedia.com

[Hotels in Windsor](https://expedia.com/Windsor-Hotels.d175568.Travel-Guide-Hotels)[Flights to Windsor](https://expedia.com/Cheap-Flights-To-Windsor.d175568.Travel-Guide-Flights)[Car Rentals in Windsor](https://expedia.com/Car-Rentals-In-Windsor.d175568.Car-Rental-Guide)[Windsor Vacation Packages](https://expedia.com/Windsor.d175568.Destination-Travel-Guides)

![Default HTG hotel image](https://a.travel-assets.com/travel-assets-manager/32a5a1b7-682e-4c22-a8ab-4b736795e0ea/expedia_fallback.webp?impolicy=fcrop&w=1200&h=500&q=medium)

![](https://a.travel-assets.com/travel-assets-manager/32a5a1b7-682e-4c22-a8ab-4b736795e0ea/expedia_fallback.webp?impolicy=fcrop&w=1200&h=500&q=medium)

- ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light_bundle_and_save.svg)  
###  
Bundle & Save  
Get more, spend less whenever you see Bundle & Save deals
- ![](https://a.travel-assets.com/travel-assets-manager/pictograms-expedia/light__onekey.svg)  
###  
OneKeyCash  
Earn OneKeyCash on all your eligible bookings
- ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light_ftc.svg)  
###  
Upfront pricing  
We are not like the others - we include taxes and fees

## Check prices for these dates

In two weeks

[Mar 27 - Mar 29](https://www.expedia.com/Hotel-Search?regionId=175568&startDate=2026-03-27&endDate=2026-03-29&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In two months

[May 8 - May 10](https://www.expedia.com/Hotel-Search?regionId=175568&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)

In three months

[Jun 5 - Jun 7](https://www.expedia.com/Hotel-Search?regionId=175568&startDate=2026-06-05&endDate=2026-06-07&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In four months

[Jul 3 - Jul 5](https://www.expedia.com/Hotel-Search?regionId=175568&startDate=2026-07-03&endDate=2026-07-05&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

![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)

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

![Outdoor dining](https://images.trvl-media.com/lodging/103000000/102400000/102392200/102392135/dd2bd6e8.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)

### Cottage in West Gardiner

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

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.

$333 nightly

$363 total

Mar 11 - Mar 12

Total with taxes and fees

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

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/64000000/63120000/63112800/63112739/9ec387ec.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)

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

### Cottage in Manchester

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

10/10

Exceptional

(72 reviews)

"Very nice stay Beautiful lake views "

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

Karen G.

$286 nightly

$312 total

Mar 11 - Mar 12

Total with taxes and fees

[](https://www.expedia.com/Augusta-Hotels-Cottage-On-Cobbosseecontelake.h63112739.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/106000000/105760000/105755000/105754901/8aa43b7f.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)

### Vacation Home in Belgrade

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

9.8/10

Exceptional

(9 reviews)

"We enjoyed our stay."

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

Tyson W.

$747 nightly

$814 total

Mar 11 - Mar 12

Total with taxes and fees

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

![Property grounds](https://images.trvl-media.com/lodging/114000000/113530000/113522100/113522019/17a87d2f.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)

![Outdoor pool](https://images.trvl-media.com/lodging/114000000/113530000/113522100/113522019/2431f770.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Oakland

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

10/10

Exceptional

(10 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.

$358 nightly

$381 total

Mar 15 - Mar 16

Total with taxes and fees

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

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

![Property grounds](https://images.trvl-media.com/lodging/34000000/33960000/33954800/33954758/77cd3017.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/34000000/33960000/33954800/33954758/7cac22ac.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Apartment in Hallowell

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

10/10

Exceptional

(83 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.

$219 nightly

$239 total

Mar 15 - Mar 16

Total with taxes and fees

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

![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)

![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.com/Oakland-Hotels-Oakland-Condo-Furnished-2-Bdrm-1-Bath-Newly-Built.h107414470.Hotel-Information)

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.

$238 nightly

$260 total

Mar 15 - Mar 16

Total with taxes and fees

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

![Property grounds](https://images.trvl-media.com/lodging/119000000/118940000/118939100/118939094/58ab669e.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)

### Vacation Home in Sidney

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

8.4/10

Very Good

(5 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.

$390 nightly

$425 total

Mar 27 - Mar 28

Total with taxes and fees

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

![Exterior](https://images.trvl-media.com/lodging/104000000/103440000/103430400/103430319/b19c689c.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)

### Vacation Home in Litchfield

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

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.

$254 nightly

$277 total

Mar 11 - Mar 12

Total with taxes and fees

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

![Interior](https://images.trvl-media.com/lodging/77000000/76970000/76965000/76964979/71b4e138.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)

![Smart TV, books, offices](https://images.trvl-media.com/lodging/77000000/76970000/76965000/76964979/c8b14c6a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cottage in Belgrade

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

10/10

Exceptional

(51 reviews)

"Great location!"

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

Gail D.

$300 nightly

$327 total

Mar 16 - Mar 17

Total with taxes and fees

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

![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)

![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)

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

### Cabin in Fairfield

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

9.2/10

Wonderful

(7 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.

$117 nightly

$128 total

Mar 11 - Mar 12

Total with taxes and fees

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

![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)

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

### Apartment in Newcastle

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

8.0/10

Very Good

(3 reviews)

"Location was perfect and Lynn was so helpful. We’d definitely stay here again!"

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

Caycee A.

$166 nightly

$181 total

Mar 16 - Mar 17

Total with taxes and fees

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

![Interior](https://images.trvl-media.com/lodging/112000000/111470000/111460400/111460393/d36fba6f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/112000000/111470000/111460400/111460393/w1280h1720x0y0-3a32b416.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/112000000/111470000/111460400/111460393/5524d9f6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Microwave, oven, stovetop, dishwasher](https://images.trvl-media.com/lodging/112000000/111470000/111460400/111460393/8302d3ed.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Mobile Home in Union

[](https://www.expedia.com/Union-Hotels-Come-Spring-Farm-Airstream.h111460393.Hotel-Information)

10/10

Exceptional

(1 review)

"Pet Friendly, Great surroundings, close to popular tourist towns in Maine"

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

Thomas W.

$275 nightly

$300 total

Apr 1 - Apr 2

Total with taxes and fees

[](https://www.expedia.com/Union-Hotels-Come-Spring-Farm-Airstream.h111460393.Hotel-Information)

![WiFi](https://images.trvl-media.com/lodging/112000000/111470000/111460400/111460391/75245080.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fitness facility](https://images.trvl-media.com/lodging/112000000/111470000/111460400/111460391/b7e0cc96.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Living area](https://images.trvl-media.com/lodging/112000000/111470000/111460400/111460391/3650931e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/112000000/111470000/111460400/111460391/w1348h893x0y4-38fd997a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Union

[](https://www.expedia.com/Union-Hotels-Dome-3-At-Come-Spring-Farm-Glamping-Alpaca-Farm.h111460391.Hotel-Information)

9.0/10

Wonderful

(8 reviews)

"Beautiful location and a unique stay."

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

Sabrina D.

$263 nightly

$284 total

Apr 1 - Apr 2

Total with taxes and fees

[](https://www.expedia.com/Union-Hotels-Dome-3-At-Come-Spring-Farm-Glamping-Alpaca-Farm.h111460391.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)

![Interior](https://images.trvl-media.com/lodging/58000000/57700000/57698800/57698782/db1800b3.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)

![Interior](https://images.trvl-media.com/lodging/58000000/57700000/57698800/57698782/5be70f30.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Manchester

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

8.6/10

Excellent

(20 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.

$309 nightly

$337 total

Mar 11 - Mar 12

Total with taxes and fees

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

![1 bedroom, free WiFi, bed sheets](https://images.trvl-media.com/lodging/104000000/103900000/103899900/103899892/62f061f5.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)

### Apartment in Whitefield

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

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.

$254 nightly

$277 total

Mar 11 - Mar 12

Total with taxes and fees

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

![Microwave, oven, stovetop, dishwasher](https://images.trvl-media.com/lodging/122000000/121340000/121339000/121338950/6dfa93b5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/122000000/121340000/121339000/121338950/5192acd4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/122000000/121340000/121339000/121338950/b2cb7bb1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Microwave, oven, stovetop, dishwasher](https://images.trvl-media.com/lodging/122000000/121340000/121339000/121338950/1fe32168.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Belgrade

[](https://www.expedia.com/Belgrade-Hotels-Spacious-4-Bedroom-House-With-Chefs-Kitchen-Historic-Belgrade-Village.h121338950.Hotel-Information)

10/10

Exceptional

(1 review)

"Really enjoyed everything about this home. Would recommend to anyone looking to visit the Belgrade Lakes area."

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

Ken S.

$548 nightly

$597 total

Mar 12 - Mar 13

Total with taxes and fees

[](https://www.expedia.com/Belgrade-Hotels-Spacious-4-Bedroom-House-With-Chefs-Kitchen-Historic-Belgrade-Village.h121338950.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)

![1 bedroom, desk, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/72000000/71940000/71931500/71931488/f8285adf.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)

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

### Apartment in Oakland

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

10/10

Exceptional

(43 reviews)

"Great hiking - nice views."

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

Norbert A.

$229 nightly

$250 total

Mar 11 - Mar 12

Total with taxes and fees

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

![Living area](https://images.trvl-media.com/lodging/127000000/126950000/126943000/126942915/fd2a464c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/127000000/126950000/126943000/126942915/3b202396.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/127000000/126950000/126943000/126942915/b1327771.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Private kitchen](https://images.trvl-media.com/lodging/127000000/126950000/126943000/126942915/cbb09ca8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Apartment in Smithfield

[](https://www.expedia.com/Smithfield-Hotels-1-Queen-Bed-Queen-Couch-Sleeps-4-Duplex-In-Smithfield-Stream-Beach-Area.h126942915.Hotel-Information)

$188 nightly

$205 total

Mar 11 - Mar 12

Total with taxes and fees

[](https://www.expedia.com/Smithfield-Hotels-1-Queen-Bed-Queen-Couch-Sleeps-4-Duplex-In-Smithfield-Stream-Beach-Area.h126942915.Hotel-Information)

![Private kitchen](https://images.trvl-media.com/lodging/126000000/125120000/125116200/125116176/372a267d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/126000000/125120000/125116200/125116176/aee2227e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/126000000/125120000/125116200/125116176/dd9a98b9.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/126000000/125120000/125116200/125116176/d84990c7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Apartment in Smithfield

[](https://www.expedia.com/Smithfield-Hotels-Cozy-New-1-Bedroom.h125116176.Hotel-Information)

$152 nightly

$166 total

Mar 11 - Mar 12

Total with taxes and fees

[](https://www.expedia.com/Smithfield-Hotels-Cozy-New-1-Bedroom.h125116176.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)

![Interior](https://images.trvl-media.com/lodging/108000000/107170000/107166600/107166584/682fc57d.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)

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

### Apartment in Oakland

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

9.0/10

Wonderful

(9 reviews)

"Host was very accommodating "

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

Maureen

$215 nightly

$234 total

Apr 1 - Apr 2

Total with taxes and fees

[](https://www.expedia.com/Oakland-Hotels-The-Heart-Of-The-Belgrade-Lakes.h107166584.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.com/Hotel-Search?startDate=2026-03-24&endDate=2026-03-25&regionId=175568&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true)

![](https://forever.travel-assets.com/flex/flexmanager/images/2026/02/06/expedia-sale-2026-desktop-us-ca.jpg?impolicy=fcrop&w=1400&h=600&q=mediumHigh)

## 

The Annual Vacation Sale

Members save up to 40% on hotels and homes. Plan this year’s big trip and save.

[Book now](https://expedia.com/deals?rfrr=VR_SPRING_PROMO_175568)

## Find vacation rentals that suit your style

Cabins

[](https://www.expedia.com/Hotel-Search?destination=Windsor%2C+Maine%2C+United+States+of+America&regionId=175568&latLong=44.310627%2C-69.580597&adults=2&startDate=2026-06-07&d1=2026-06-07&endDate=2026-06-10&d2=2026-06-10&lodging=CABIN)

Villas

[](https://www.expedia.com/Hotel-Search?destination=Windsor%2C+Maine%2C+United+States+of+America&regionId=175568&latLong=44.310627%2C-69.580597&adults=2&startDate=2026-06-07&d1=2026-06-07&endDate=2026-06-10&d2=2026-06-10&lodging=VILLA)

Private vacation homes

[](https://www.expedia.com/Hotel-Search?destination=Windsor%2C+Maine%2C+United+States+of+America&regionId=175568&latLong=44.310627%2C-69.580597&adults=2&startDate=2026-06-07&d1=2026-06-07&endDate=2026-06-10&d2=2026-06-10&lodging=VACATION_HOME)

Condos

[](https://www.expedia.com/Hotel-Search?destination=Windsor%2C+Maine%2C+United+States+of+America&regionId=175568&latLong=44.310627%2C-69.580597&adults=2&startDate=2026-06-07&d1=2026-06-07&endDate=2026-06-10&d2=2026-06-10&lodging=CONDO)

Apartments

[](https://www.expedia.com/Hotel-Search?destination=Windsor%2C+Maine%2C+United+States+of+America&regionId=175568&latLong=44.310627%2C-69.580597&adults=2&startDate=2026-06-07&d1=2026-06-07&endDate=2026-06-10&d2=2026-06-10&lodging=APARTMENT)

Cottages

[](https://www.expedia.com/Hotel-Search?destination=Windsor%2C+Maine%2C+United+States+of+America&regionId=175568&latLong=44.310627%2C-69.580597&adults=2&startDate=2026-06-07&d1=2026-06-07&endDate=2026-06-10&d2=2026-06-10&lodging=COTTAGE)

Houseboats

[](https://www.expedia.com/Hotel-Search?destination=Windsor%2C+Maine%2C+United+States+of+America&regionId=175568&latLong=44.310627%2C-69.580597&adults=2&startDate=2026-06-07&d1=2026-06-07&endDate=2026-06-10&d2=2026-06-10&lodging=HOUSE_BOAT)

Chalets

[](https://www.expedia.com/Hotel-Search?destination=Windsor%2C+Maine%2C+United+States+of+America&regionId=175568&latLong=44.310627%2C-69.580597&adults=2&startDate=2026-06-07&d1=2026-06-07&endDate=2026-06-10&d2=2026-06-10&lodging=CHALET)

![](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.com/user/signin?ckoflag=0&uurl=e3id%3Dredr%26rurl%3D%2FWindsor-Vacation-Rentals.d175568.Travel-Guide-VacationRentals)[

Sign up, it's free

](https://expedia.com/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FWindsor-Vacation-Rentals.d175568.Travel-Guide-VacationRentals)

## Top Windsor Hotel Reviews

![Holiday Inn Express & Suites Waterville - North by IHG](https://images.trvl-media.com/lodging/1000000/810000/802200/802109/0b519be7_y.jpg)

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

8/10 Good

"Good for area, no issues at any point."

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

![The Elmwood](https://images.trvl-media.com/lodging/72000000/71560000/71556000/71555928/5778ded9_y.jpg)

### The Elmwood

4/10 Poor

"I would not stay there again. Sort or mostly remodeled but not complete or at least some things done properly . Reminded me of roadside dive ok for one single night and definitely not worth the money I paid. Definitely not one place you forget the world around you. Not well lit at night . Next to highway. Not exactly exuding safe feeling."

[](https://expedia.com/Waterville-Hotels-The-Elmwood.h71555928.Hotel-Information)

![Maine Evergreen Hotel, an Ascend Collection Hotel](https://images.trvl-media.com/lodging/1000000/790000/787600/787572/2b5fab10_y.jpg)

### Maine Evergreen Hotel, an Ascend Collection Hotel

10/10 Excellent

"Clean room and friendly staff"

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

![Hampton Inn Augusta](https://images.trvl-media.com/lodging/6000000/5190000/5185100/5185016/6fd3155a_y.jpg)

### Hampton Inn Augusta

6/10 Okay

"Overall hotel was clean and staff were friendly and accommodating. The beds however were very uncomfortable, too firm and pillows did not provide any neck support. Would stay there again with different beds! "

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

![Senator Inn & Spa](https://images.trvl-media.com/lodging/1000000/10000/9900/9853/c9f754bc_y.jpg)

### Senator Inn & Spa

4/10 Poor

"Nothing was good..No hot tub..or steam room,the pool was not warm at all..The room was freezing as well.. I didnt enjoy it at all..really bummed about it"

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

![Lockwood Hotel](https://images.trvl-media.com/lodging/79000000/78100000/78095000/78094968/d4c480e1_y.jpg)

### Lockwood Hotel

10/10 Excellent

"There aren’t many good hotel in the area. This is best option for business travel."

[](https://expedia.com/Waterville-Hotels-Lockwood-Hotel.h78094968.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

"Very clean, comfortable, good breakfast despite main items running out early. Staff was friendly and efficient. Wonderful location"

[](https://expedia.com/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/w4224h2819x5y5-25572f1f_y.jpg)

### Fireside Inn & Suites Waterville

10/10 Excellent

"The was very clean and spacious. Hotel is very convenient to interstate 95."

[](https://expedia.com/Augusta-Hotels-Fireside-Inn-Suites-Waterville.h19607.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

6/10 Okay

"Bathtub was not clean - Bed seemed to be old and very uncomfortable with dips in it. The woman doing check in was not a very pleasant person didn't even make eye contact or ask about stay. I am happy we only were staying 1 night."

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

## Find out more about Windsor

**Everything you need to know about Windsor vacation rentals**

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Windsor vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Windsor vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

**Windsor vacation rentals: An excellent choice for every season**

Whenever you want to travel, a warm welcome awaits you in Windsor. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Windsor in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $215 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

**How to find incredible deals on Windsor rentals**

At Expedia, we put the best Windsor vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Windsor rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Windsor vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Windsor. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

## Explore a world of travel with Expedia

- Trending destinations on Expedia.com
- All accommodation types in Windsor

### Trending destinations on Expedia.com

- [Destin Vacation Rentals ](https://www.expedia.com/Destin-Vacation-Rentals.d6906.Travel-Guide-VacationRentals)
- [Panama City Vacation Rentals ](https://www.expedia.com/Panama-City-Beach-Vacation-Rentals.d8021.Travel-Guide-VacationRentals)
- [Hilton Head Vacation Rentals ](https://www.expedia.com/Hilton-Head-Island-Vacation-Rentals.d601684.Travel-Guide-VacationRentals)
- [Gulf Shores Vacation Rentals ](https://www.expedia.com/Gulf-Shores-Vacation-Rentals.d603078.Travel-Guide-VacationRentals)
- [Key West Vacation Rentals ](https://www.expedia.com/Key-West-Vacation-Rentals.d1187.Travel-Guide-VacationRentals)
- [Gatlinburg Vacation Rentals ](https://www.expedia.com/Gatlinburg-Vacation-Rentals.d7474.Travel-Guide-VacationRentals)
- [Maui Vacation Rentals ](https://www.expedia.com/Maui-Vacation-Rentals.d180073.Travel-Guide-VacationRentals)
- [Orlando Vacation Rentals ](https://www.expedia.com/Orlando-Vacation-Rentals.d178294.Travel-Guide-VacationRentals)
- [Myrtle Beach Vacation Rentals ](https://www.expedia.com/Myrtle-Beach-Vacation-Rentals.d601685.Travel-Guide-VacationRentals)
- [Orange Beach Vacation Rentals ](https://www.expedia.com/Orange-Beach-Vacation-Rentals.d9136.Travel-Guide-VacationRentals)
- [Pigeon Forge Vacation Rentals ](https://www.expedia.com/Pigeon-Forge-Vacation-Rentals.d8264.Travel-Guide-VacationRentals)
- [Ocean City Vacation Rentals ](https://www.expedia.com/Ocean-City-Vacation-Rentals.d9151.Travel-Guide-VacationRentals)
- [Outer Banks Vacation Rentals ](https://www.expedia.com/Outer-Banks-Vacation-Rentals.d602135.Travel-Guide-VacationRentals)
- [San Diego Vacation Rentals ](https://www.expedia.com/San-Diego-Vacation-Rentals.d3073.Travel-Guide-VacationRentals)
- [Siesta Key Vacation Rentals ](https://www.expedia.com/Siesta-Key-Vacation-Rentals.d6881.Travel-Guide-VacationRentals)
- [Galveston Vacation Rentals ](https://www.expedia.com/Galveston-Vacation-Rentals.d1341.Travel-Guide-VacationRentals)
- [Clearwater Beach Vacation Rentals ](https://www.expedia.com/Clearwater-Beach-Vacation-Rentals.d10759.Travel-Guide-VacationRentals)
- [Palm Springs Vacation Rentals ](https://www.expedia.com/Palm-Springs-Vacation-Rentals.d180676.Travel-Guide-VacationRentals)
- [Florida Keys Vacation Rentals ](https://www.expedia.com/Florida-Keys-Vacation-Rentals.d6023765.Travel-Guide-VacationRentals)
- [Lake Tahoe Vacation Rentals ](https://www.expedia.com/South-Lake-Tahoe-Vacation-Rentals.d10150.Travel-Guide-VacationRentals)
- [Lake of the Ozarks Vacation Rentals ](https://www.expedia.com/Lake-Ozark-Vacation-Rentals.d177772.Travel-Guide-VacationRentals)
- [Florida Vacation Rentals ](https://www.expedia.com/Destinations-In-Florida.d211.Vacation-Rental-Destinations)
- [Hawaii Vacation Rentals ](https://www.expedia.com/Destinations-In-Hawaii.d213.Vacation-Rental-Destinations)
- [Michigan Vacation Rentals ](https://www.expedia.com/Destinations-In-Michigan.d224.Vacation-Rental-Destinations)

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

## Frequently asked questions

### Are there vacation rentals in Windsor?

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

### What can I see and do in Windsor?

### What are vacation rentals like in Windsor?

![](https://a.travel-assets.com/mad-service/footer/bnaBanners/BEX_Footer.jpg)

## Go further with the Expedia app

Save even more - get up to 20% on select hotels when you book on the app. Our app deals help you to save on trips so you can travel more and manage it all on the go.

Scan the QR code with your device camera and download our app