Title: Florida Vacation Rentals from CA $157: Short-Term Rentals for 2025 | Expedia.ca

 

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Photo by Chris Addams

# Florida Vacation Rentals

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## Check prices for these dates

Tonight

[Nov 10 - Nov 11](https://www.expedia.ca/Hotel-Search?regionId=553248634999031091&startDate=2025-11-10&endDate=2025-11-11&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Tomorrow

[Nov 11 - Nov 12](https://www.expedia.ca/Hotel-Search?regionId=553248634999031091&startDate=2025-11-11&endDate=2025-11-12&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

This weekend

[Nov 14 - Nov 16](https://www.expedia.ca/Hotel-Search?regionId=553248634999031091&startDate=2025-11-14&endDate=2025-11-16&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Next weekend

[Nov 21 - Nov 23](https://www.expedia.ca/Hotel-Search?regionId=553248634999031091&startDate=2025-11-21&endDate=2025-11-23&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

## Vacation Rentals in Florida

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/120000000/119140000/119137900/119137863/5858308d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/120000000/119140000/119137900/119137863/c910a979.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/120000000/119140000/119137900/119137863/f2b309c8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/120000000/119140000/119137900/119137863/6616eba1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Greylock Cabin

Florida

10/10

Exceptional

(4)

"We really enjoyed our stay at Greylock Cabin! It is clean, well maintained, and was very prepared for our arrival. Extra towels, bedding, and basic cookware were helpful for a comfortable getaway. It was easy to access the cabin and park. The host was very communicative and easy to reach throughout our stay. The outdoor space had a great view and was perfect to grill and unwind by the fire."

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

Robert G.

CA $332

CA $569 total

includes taxes & fees

Nov 11 - Nov 12

[](https://www.expedia.ca/North-Adams-Hotels-True-Cabin-In-The-Woods-New-Log-Cabin-With-View-Of-Mt-Greylock.h119137863.Hotel-Information)

![Lobby](https://images.trvl-media.com/lodging/2000000/1070000/1066500/1066423/012d1fc0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fireplace](https://images.trvl-media.com/lodging/2000000/1070000/1066500/1066423/64adfbe5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby sitting area](https://images.trvl-media.com/lodging/2000000/1070000/1066500/1066423/03675fdd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining room](https://images.trvl-media.com/lodging/2000000/1070000/1066500/1066423/16150550.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Village in the Berkshires

Williamstown

8.8/10

Excellent

(2129)

"We came here because it was off season, great price, and it had an indoor pool. "

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

Monica

CA $127

CA $157 total

includes taxes & fees

Nov 25 - Nov 26

[](https://www.expedia.ca/Williamstown-Hotels-Vacation-Village-In-The-Berkshires.h1066423.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/1000000/920000/911400/911313/cf8c8830.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/1000000/920000/911400/911313/a8f10f60.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/1000000/920000/911400/911313/662f1ebe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![3 Bedroom Condo 1/2 mile from base | In-room dining](https://images.trvl-media.com/lodging/1000000/920000/911400/911313/40940c35.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Jiminy Peak Mountain Resort

Hancock

8.2/10

Very good

(984)

"It was a fun place to stay. Rooms were clean and dishes well stocked in the kitchenette. "

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

Sandhya

CA $209

CA $234 total

includes taxes & fees

Nov 11 - Nov 12

[](https://www.expedia.ca/Hancock-Hotels-Jiminy-Peak-Mountain-Resort.h911313.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/114000000/113780000/113777300/113777287/cd7fa5fb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Family Bungalow | Living area](https://images.trvl-media.com/lodging/114000000/113780000/113777300/113777287/bc7f49dc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Family Bungalow](https://images.trvl-media.com/lodging/114000000/113780000/113777300/113777287/fd380371.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Family Bungalow](https://images.trvl-media.com/lodging/114000000/113780000/113777300/113777287/4ac9d6f4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Huttopia Berkshires

Williamstown

10/10

Exceptional

(7)

"Perfect place for a relaxing getaway! We loved everything! "

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

Cammie

[](https://www.expedia.ca/Williamstown-Hotels-Huttopia-Berkshires.h113777287.Hotel-Information)

![Property grounds](https://images.trvl-media.com/lodging/34000000/33580000/33575200/33575107/16695989.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/34000000/33580000/33575200/33575107/67aa7f1e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/34000000/33580000/33575200/33575107/e79714a9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, fireplace, DVD player, foosball](https://images.trvl-media.com/lodging/34000000/33580000/33575200/33575107/4f5ab41b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Beautiful Lodging at Mount Snow with Hot Tub on Deck

Wilmington

9.4/10

Exceptional

(42)

"This cabin is geared more for Winter and skiing since there is no air conditioning. Our family of 5 guys stayed here on 7/25/2025 because it was not that far from our rafting location, hiking and other attractions in southern VT. The cabin is very clean and the kitchen is stocked for all one's needs. We spent several nights after dinner around the firepit. We very much enjoyed staying here."

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

Richard D.

[](https://www.expedia.ca/Wilmington-Hotels-Beautiful-Lodging-At-Mount-Snow-With-Hot-Tub-On-Deck.h33575107.Hotel-Information)

![Fridge, microwave, stovetop, dishwasher](https://images.trvl-media.com/lodging/97000000/96030000/96021100/96021068/dfba5049.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Indoor pool](https://images.trvl-media.com/lodging/97000000/96030000/96021100/96021068/092a3630.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/97000000/96030000/96021100/96021068/e8e93ca2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/97000000/96030000/96021100/96021068/cb92a49d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Mt. Snow Condo with Pool-Mountain Views <1/2 mile to mtn

Dover

9.6/10

Exceptional

(5)

"Property was clean, well presented and very comfortable. We had a great time, checking out nearby waterfalls and history of such places as Bennington. We would stay again and recommend to friends and family.."

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

Stephen T.

CA $209

CA $588 total

includes taxes & fees

Nov 11 - Nov 12

[](https://www.expedia.ca/West-Dover-Hotels-Mt-Snow-Condo-With-Pool-Mountain-Views-12-Mile-To-Mtn.h96021068.Hotel-Information)

![1 bedroom, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/101000000/100580000/100576200/100576128/4d4f4b44.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, fireplace, books](https://images.trvl-media.com/lodging/101000000/100580000/100576200/100576128/ad30c009.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/101000000/100580000/100576200/100576128/8cad0426.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/101000000/100580000/100576200/100576128/f3385b4d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Classic Vermont cabin with forest views, woodstove, pools, hot tub & gym

Wilmington

7.0/10

Good

(7)

"Overall the stay was okay. I am generally not a complainer, and have stayed in many rental properties. I was initially upset about the condition of the place, but I got used to it. It seems like the place is old and not well kept up. The inside of the house has a bad odor, also the septic smelled bad, so we had to keep the slider to the deck closed. I had to wipe down the kitchen table and counter because they were dirty. Lots of cobwebs (I have them too, but I don't rent my house out.) The bed...

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

Mary A.

[](https://www.expedia.ca/Wilmington-Hotels-Classic-Vermont-Cabin-With-Forest-Views.h100576128.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/92000000/91630000/91621600/91621591/w1024h593x0y45-2966e99d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/92000000/91630000/91621600/91621591/4e9408e5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/92000000/91630000/91621600/91621591/730ec918.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/92000000/91630000/91621600/91621591/4fcb5611.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Bear Creek Cabin

Charlemont

10/10

Exceptional

(42)

"We enjoyed our stay!!"

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

Hillary S.

CA $562

CA $841 total

includes taxes & fees

Nov 11 - Nov 12

[](https://www.expedia.ca/Charlemont-Hotels-Bear-Creek-Cabin.h91621591.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/90000000/89810000/89806300/89806253/5d0aa061.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/90000000/89810000/89806300/89806253/c8837e7e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/90000000/89810000/89806300/89806253/c189cee9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/90000000/89810000/89806300/89806253/ed3ffaa4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Hancock Village Inn Near Jiminy Peak

Hancock

10/10

Exceptional

(15)

"Kids will love the fun bunk room setup, millennials will appreciate the big screen TV's and broadband Internet access, while parentals and grandparents enjoy the fully equipped kitchen and space to enjoy dinner together around a table for 12. Hot tub right outside the kitchen door, close proximity to Jiminy Peak makes it a breeze to shuttle the family back and forth . Extremely clean property.. Rent the extra suite if you have difficulty with stairs, and enjoy having the entire inn to...

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

Jim O.

CA $841

CA $1,560 total

includes taxes & fees

Nov 18 - Nov 19

[](https://www.expedia.ca/Pittsfield-Hotels-Hancock-Village-Inn-At-Jiminy-Peak.h89806253.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/32000000/31970000/31967500/31967482/f381a7e2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/32000000/31970000/31967500/31967482/e17d2d15.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/32000000/31970000/31967500/31967482/1b9f75ec.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/32000000/31970000/31967500/31967482/a21405c8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Amazing lake views & access,HotTub & sauna, quality game Rm. 190-5 star Reviews

Wilmington

10/10

Exceptional

(226)

"Great house, fantastically well equipped (kayaks, bikes etc). Excellent, very responsive host. View out over the lake is amazing. Really enjoyed our stay. "

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

Lucian L.

[](https://www.expedia.ca/Wilmington-Hotels-Amazing-Views.h31967482.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/111000000/110380000/110370800/110370777/5229c502.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/111000000/110380000/110370800/110370777/37624570.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Microwave, oven, stovetop](https://images.trvl-media.com/lodging/111000000/110380000/110370800/110370777/274492ad.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/111000000/110380000/110370800/110370777/a198297a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Charming 3-bedroom Lakefront cottage in Woodford VT with WiFi access

Woodford

8.8/10

Excellent

(3)

"Perfect cottage on the water!! Enjoyed kayaking and pedal boat with family. Beautiful greenery! Very quick respond."

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

Elzbieta M.

[](https://www.expedia.ca/Bennington-Hotels-Charming-3-Bedroom-Lakefront-Cottage-In-Woodford-VT-With-WiFi-Access.h110370777.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/111000000/110900000/110896100/110896001/w1114h746x0y9-9e33c846.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/111000000/110900000/110896100/110896001/w1179h807x0y0-78265303.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/111000000/110900000/110896100/110896001/4520780f_edited_2e72.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace](https://images.trvl-media.com/lodging/111000000/110900000/110896100/110896001/f164c130.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Brand new listing! True Ski In & Ski Out with Private Hot Tub & Fire Pit.

Dover

10/10

Exceptional

(9)

"This place is somehow better than it looks online. It is truly spectacular. And incredibly easy ski in ski out. Ski in is right to the door and ski out is about 10 foot walk to the magic carpet in the backyard. Tina of room. First class appliances. Tons of parking. We had a big group. Also two great places to hang out upstairs in the great room then the kids needed up hanging out a lot on the main floor. Checking in was a piece of cake and Todd was very responsive if we needed anything. Can’t...

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

Marc G.

[](https://www.expedia.ca/West-Dover-Hotels-Brand-New-Listing-True-Ski-In-Ski-Out-With-Private-Hot-Tub-Fire-Pit.h110896001.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/37000000/36780000/36778100/36778065/ed219351.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, free WiFi, bed sheets](https://images.trvl-media.com/lodging/37000000/36780000/36778100/36778065/a8d66378.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace, Netflix, streaming services](https://images.trvl-media.com/lodging/37000000/36780000/36778100/36778065/64548e51.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/37000000/36780000/36778100/36778065/5200a28c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### 2BR 2BA - MT SNOW, SKI BACK TRAIL, FREE SHUTTLE, POOL, BBQ - Green Mountain Den

Dover

9.4/10

Exceptional

(16)

"Extremely clean and lovely place to stay. The area is great, there is a ton to do and see. We went for a hiking trip and enjoyed the places to eat. The one caveat is that it isn't clear in the listing that it's a shared community pool, about a 5 minute walk from the property. It was nicely maintained and really lovely. Biggest downside to our stay was that we were woken up every morning by the children upstairs. "

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

Rita S.

CA $55

CA $358 total

includes taxes & fees

Dec 8 - Dec 9

[](https://www.expedia.ca/West-Dover-Hotels-MT-SNOW-SKI-BACK-TRAIL-FREE-SHUTTLE-Green-Mountain-Den.h36778065.Hotel-Information)

![A heated pool](https://images.trvl-media.com/lodging/110000000/109440000/109435000/109434975/18066543.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![4 bedrooms, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/110000000/109440000/109435000/109434975/6658a41d_edited_267e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/110000000/109440000/109435000/109434975/f076ba69_edited_5004.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/110000000/109440000/109435000/109434975/dcf5df54_edited_d00b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Comfortable Berkshires retreat on mtn resort, SISO

Hancock

9.0/10

Wonderful

(7)

"Family ski trip was made extremely enjoyable by staying at this property. Everything worked out as advertised"

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

Henry C.

CA $226

CA $759 total

includes taxes & fees

Nov 11 - Nov 12

[](https://www.expedia.ca/Hancock-Hotels-Comfortable-Berkshires-Retreat-On-Mtn-Resort.h109434975.Hotel-Information)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/103000000/102380000/102376700/102376668/w1179h785x0y1-23221d69.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor spa tub](https://images.trvl-media.com/lodging/103000000/102380000/102376700/102376668/7ae24bbd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace](https://images.trvl-media.com/lodging/103000000/102380000/102376700/102376668/550afcf6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/103000000/102380000/102376700/102376668/79fe342e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Brand New Listing! Amazing 4 Bedroom Townhome with your own private Hot Tub!!!

Dover

10/10

Exceptional

(7)

"Our family had such a great time. We absolutely loved the space. So much bigger than what we expected. Our kids loved the bunkbed room. Plenty of room for our friends. Love the hot tub on the back deck. The kids really enjoyed the pool at the amenity center. Todd was extremely responsive and we really had a great trip. Look forward to coming back next season."

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

Michelle V.

CA $626

CA $1,201 total

includes taxes & fees

Nov 11 - Nov 12

[](https://www.expedia.ca/West-Dover-Hotels-Amazing-4-Bedroom-Location-In-Mt-Snow-Village-With-Your-Own-Private-Hot-Tub.h102376668.Hotel-Information)

![Property grounds](https://images.trvl-media.com/lodging/97000000/96240000/96232500/96232485/2573bb0e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, desk, WiFi, bed sheets](https://images.trvl-media.com/lodging/97000000/96240000/96232500/96232485/b765881e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/97000000/96240000/96232500/96232485/65fc5d93.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/97000000/96240000/96232500/96232485/039badcd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Berkshire Ashmere Lake lodging. Quiet room, Fantastic sunsets.

Hinsdale

9.8/10

Exceptional

(19)

"Rich was an amazing host. Beautiful lake and sunsets. I would love to stay there again"

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

maria f.

[](https://www.expedia.ca/Hinsdale-Hotels-Berkshire-Ashmere-Lake-Lodging-Quiet-Room.h96232485.Hotel-Information)

![Smart TV, fireplace, video games, DVD player](https://images.trvl-media.com/lodging/34000000/33500000/33492300/33492239/e957afd8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/34000000/33500000/33492300/33492239/bcd93f1a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/34000000/33500000/33492300/33492239/85b23873.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![8 bedrooms, desk, iron/ironing board, travel crib](https://images.trvl-media.com/lodging/34000000/33500000/33492300/33492239/8809d327.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Beautiful 8 Bedroom, Walk to Lake, Jetted Hot Tub, Fireplace, & Pool Table

Pittsfield

9.8/10

Exceptional

(149)

"You'll do some walking and stair climbing but otherwise was just what we needed and wanted! Owner was very accommodating when we had to bring the grandpup unexpectedly. Definitely recommend staying here."

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

Wendy Cameron L.

[](https://www.expedia.ca/Pittsfield-Hotels-Beautiful-8-Bedroom.h33492239.Hotel-Information)

![Smart TV, fireplace, DVD player, music library](https://images.trvl-media.com/lodging/34000000/34000000/33998700/33998602/56a127e4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/34000000/34000000/33998700/33998602/5c2b19ad.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor pool](https://images.trvl-media.com/lodging/34000000/34000000/33998700/33998602/7acd1fd2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/34000000/34000000/33998700/33998602/6bd00909.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### FARM-TO-TABLE eating, good hot tub soak, S'mores around fire pit, seasonal POOL!

Pownal

9.4/10

Exceptional

(84)

"Great communication from the hosts and convenient to Williamstown, Bennington and all things VT. Clean and comfortable. Look forward to coming back!"

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

Emily N.

[](https://www.expedia.ca/Pownal-Hotels-FARM-TO-TABLE-Eating.h33998602.Hotel-Information)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/108000000/107910000/107901400/107901330/de12cb70.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/108000000/107910000/107901400/107901330/4be6bdff.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/108000000/107910000/107901400/107901330/9b9c05f1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, WiFi, bed sheets](https://images.trvl-media.com/lodging/108000000/107910000/107901400/107901330/ec549fc6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cozy 2-bedroom cabin near Mount Snow 3 min drive

Dover

9.6/10

Exceptional

(9)

"Great cabin! Perfect for our family of 4 and our dog! Very close to mount snow and walking distance to great restaurants! "

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

Lisa R.

[](https://www.expedia.ca/West-Dover-Hotels-Dream-Wood-Log-Cabin-With-A-Fire-Place-15-Miles-From-The-Chairlifts.h107901330.Hotel-Information)

![Terrace/patio](https://images.trvl-media.com/lodging/64000000/63080000/63074800/63074743/9e0f1071.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/64000000/63080000/63074800/63074743/ba2452ad.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![View from property](https://images.trvl-media.com/lodging/64000000/63080000/63074800/63074743/d4bc91a6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/64000000/63080000/63074800/63074743/7340cf06.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Lakeside Victorian Mansion w/Hot Tub, Near Skiing, Snowmobile Trails, Boating

Whitingham

9.8/10

Exceptional

(46)

"Host very responsive and accommodating. The front porch was a great gathering place as the weather was warm. The antiques in the house are amazing! Already talking of going back again next fall!"

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

Lisa W.

[](https://www.expedia.ca/Whitingham-Hotels-Lakeside-Victorian-Mansion-WHot-Tub.h63074743.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.

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## Top Florida Hotel Reviews

![The Williams Inn](//images.trvl-media.com/lodging/36000000/35660000/35658800/35658765/e381d7f2_y.jpg)

### The Williams Inn

10/10 Excellent

"This is the quintessential new england inn. Comfortable, well appointed, clean, and inviting. The proximity to Williams could not be better. We will stay here the next time we are at MassMOCA for an event. The restaurant serves excellent food and has the equivalent friendly service."

[](https://expedia.ca/Williamstown-Hotels-The-Williams-Inn.h35658765.Hotel-Information)

![Knotty Pine](//images.trvl-media.com/lodging/120000000/119110000/119106200/119106200/439bea3f_y.jpg)

### Knotty Pine

10/10 Excellent

"Only stayed here for about 12 hrs. Very pleasant professional front desk. Clean room. "

[](https://expedia.ca/Bennington-Hotels-Knotty-Pine.h119106200.Hotel-Information)

![Vacation Village in the Berkshires](//images.trvl-media.com/lodging/2000000/1070000/1066500/1066423/012d1fc0_y.jpg)

### Vacation Village in the Berkshires

10/10 Excellent

"Yes, spotless room, courteous staff"

[](https://expedia.ca/Williamstown-Hotels-Vacation-Village-In-The-Berkshires.h1066423.Hotel-Information)

![Hotel On North](//images.trvl-media.com/lodging/11000000/10250000/10246200/10246103/bb876934_y.jpg)

### Hotel On North

10/10 Excellent

"Perfect Stay in the Berkshire This hotel was spacious, clean, and had everything needed for a comfortable stay. The room was well-maintained, and the location was ideal—close to local attractions and easy to get around. Smooth check-in process and great access throughout. Highly recommend! "

[](https://expedia.ca/Pittsfield-Hotels-Hotel-On-North.h10246103.Hotel-Information)

![The White House Inn](//images.trvl-media.com/lodging/3000000/2940000/2937400/2937372/fe9c2db1_y.jpg)

### The White House Inn

10/10 Excellent

"The property is beautiful. The room was clean and comfortable. "

[](https://expedia.ca/Wilmington-Hotels-White-House-Inn.h2937372.Hotel-Information)

![Holiday Inn & Suites Pittsfield-Berkshires by IHG](//images.trvl-media.com/lodging/1000000/10000/2100/2067/a50a3d54_y.jpg)

### Holiday Inn & Suites Pittsfield-Berkshires by IHG

10/10 Excellent

"Spotless and friendly staff"

[](https://expedia.ca/Pittsfield-Hotels-Holiday-Inn-Suites-Pittsfield-Berkshires.h2067.Hotel-Information)

![Hotel Vervana, Trademark Collection by Wyndham](//images.trvl-media.com/lodging/3000000/2580000/2577700/2577695/b33626c2_y.jpg)

### Hotel Vervana, Trademark Collection by Wyndham

10/10 Excellent

"Everything was beautiful. Room was clean. Very spacious. Comfortable. Staff was kind. Location. Location. Location. Will recommend. And be back again. Thank you."

[](https://expedia.ca/Bennington-Hotels-Paradise-Inn.h2577695.Hotel-Information)

![Hampton Inn Bennington](//images.trvl-media.com/lodging/2000000/1200000/1192000/1191981/aadd5504_y.jpg)

### Hampton Inn Bennington

10/10 Excellent

"The breakfast was exceptional there was a lot of options to choose from the rooms are very clean we enjoyed our stay"

[](https://expedia.ca/Bennington-Hotels-Hampton-Inn-Bennington.h1191981.Hotel-Information)

![The Porches Inn at Mass MoCA](//images.trvl-media.com/lodging/8000000/7670000/7662400/7662392/dcf42e0d_y.jpg)

### The Porches Inn at Mass MoCA

10/10 Excellent

"peaceful"

[](https://expedia.ca/North-Adams-Hotels-The-Porches-Inn.h7662392.Hotel-Information)

## Find out more about Florida

**Everything you need to know about** **Florida** **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 Florida vacation rental for you. At Expedia, you can take your pick from [private vacation homes](https://www.expedia.ca/aa/PrivateVacationHomes), [apartments](https://www.expedia.ca/aa/Apartments), cottages, [cabins](https://www.expedia.ca/aa/Cabins), villas... 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 Florida vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

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

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

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Florida vacation rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a vacation rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Florida vacation rentals we have selected for you start as low as CA $157 per night. Entering your travel dates in the search wizard you might find even better deals!

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

At Expedia, we put the best Florida 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 Florida 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 Florida 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 Florida. 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.ca
-   All accommodation types in Florida

### Trending destinations on Expedia.ca

-   [Canmore Vacation Rentals](https://www.expedia.ca/Canmore-Vacation-Rentals.d10131.Travel-Guide-VacationRentals)
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-   [Kelowna Vacation Rentals](https://www.expedia.ca/Kelowna-Vacation-Rentals.d3997.Travel-Guide-VacationRentals)
-   [Whistler Vacation Rentals](https://www.expedia.ca/Whistler-Vacation-Rentals.d4115.Travel-Guide-VacationRentals)
-   [Florida Vacation Rentals](https://www.expedia.ca/Destinations-In-Florida.d211.Vacation-Rental-Destinations)
-   [Victoria Vacation Rentals](https://www.expedia.ca/Victoria-Vacation-Rentals.d4138.Travel-Guide-VacationRentals)
-   [Vancouver Vacation Rentals](https://www.expedia.ca/Vancouver-Vacation-Rentals.d178315.Travel-Guide-VacationRentals)
-   [Palm Springs Vacation Rentals](https://www.expedia.ca/Palm-Springs-Vacation-Rentals.d180676.Travel-Guide-VacationRentals)
-   [Tofino Vacation Rentals](https://www.expedia.ca/Tofino-Vacation-Rentals.d6094955.Travel-Guide-VacationRentals)
-   [Calgary Vacation Rentals](https://www.expedia.ca/Calgary-Vacation-Rentals.d178245.Travel-Guide-VacationRentals)
-   [Costa Rica Vacation Rentals](https://www.expedia.ca/Destinations-In-Costa-Rica.d42.Vacation-Rental-Destinations)
-   [Vancouver Island Vacation Rentals](https://www.expedia.ca/Vancouver-Island-Vacation-Rentals.d6058387.Travel-Guide-VacationRentals)
-   [Puerto Vallarta Vacation Rentals](https://www.expedia.ca/Puerto-Vallarta-Vacation-Rentals.d180016.Travel-Guide-VacationRentals)
-   [Hawaii Vacation Rentals](https://www.expedia.ca/Destinations-In-Hawaii.d213.Vacation-Rental-Destinations)
-   [Toronto Vacation Rentals](https://www.expedia.ca/Toronto-Vacation-Rentals.d178314.Travel-Guide-VacationRentals)
-   [Banff Vacation Rentals](https://www.expedia.ca/Banff-Vacation-Rentals.d10550.Travel-Guide-VacationRentals)
-   [Penticton Vacation Rentals](https://www.expedia.ca/Penticton-Vacation-Rentals.d4135.Travel-Guide-VacationRentals)
-   [Osoyoos Vacation Rentals](https://www.expedia.ca/Osoyoos-Vacation-Rentals.d181782.Travel-Guide-VacationRentals)
-   [Mont Tremblant Vacation Rentals](https://www.expedia.ca/Mont-Tremblant-Vacation-Rentals.d55374.Travel-Guide-VacationRentals)
-   [Big White Ski Resort Vacation Rentals](https://www.expedia.ca/Big-White-Ski-Resort-Vacation-Rentals.d6058319.Travel-Guide-VacationRentals)
-   [Ontario Vacation Rentals](https://www.expedia.ca/Destinations-In-Ontario.d11178.Vacation-Rental-Destinations)
-   [British Columbia Vacation Rentals](https://www.expedia.ca/Destinations-In-British-Columbia.d11117.Vacation-Rental-Destinations)
-   [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 Florida](https://expedia.ca/Florida-Private-Vacation-Homes.d553248634999031091-aaPrivateVacationHomes.Travel-Guide-Accommodation)
-   [Condo Rentals in Florida](https://expedia.ca/Florida-Condos.d553248634999031091-aaCondos.Travel-Guide-Accommodation)
-   [Apartments in Florida](https://expedia.ca/Florida-Apartments.d553248634999031091-aaApartments.Travel-Guide-Accommodation)
-   [Cottages in Florida](https://expedia.ca/Florida-Cottages.d553248634999031091-aaCottages.Travel-Guide-Accommodation)
-   [Resorts in Florida](https://expedia.ca/Florida-Resort-Hotels.d553248634999031091-aaResortHotels.Travel-Guide-Accommodation)
-   [Chalets in Florida](https://expedia.ca/Florida-Chalets.d553248634999031091-aaChalets.Travel-Guide-Accommodation)
-   [Cabin Rentals in Florida](https://expedia.ca/Florida-Cabins.d553248634999031091-aaCabins.Travel-Guide-Accommodation)
-   [B&B in Florida](https://expedia.ca/Florida-Bed-And-Breakfast.d553248634999031091-aaBedAndBreakfast.Travel-Guide-Accommodation)
-   [Motels in Florida](https://expedia.ca/Florida-Motels.d553248634999031091-aaMotels.Travel-Guide-Accommodation)
-   [Farmstay in Florida](https://expedia.ca/Florida-Agritourism.d553248634999031091-aaAgritourism.Travel-Guide-Accommodation)
-   [Aparthotels in Florida](https://expedia.ca/Florida-Apart-Hotels.d553248634999031091-aaApartHotels.Travel-Guide-Accommodation)
-   [Guest Houses in Florida](https://expedia.ca/Florida-Guest-Houses.d553248634999031091-aaGuestHouses.Travel-Guide-Accommodation)
-   [Inns in Florida](https://expedia.ca/Florida-Inns.d553248634999031091-aaInns.Travel-Guide-Accommodation)
-   [Villas in Florida](https://expedia.ca/Florida-Villas.d553248634999031091-aaVillas.Travel-Guide-Accommodation)
-   [Lodges in Florida](https://expedia.ca/Florida-Lodges.d553248634999031091-aaLodges.Travel-Guide-Accommodation)
-   [RV Parks in Florida](https://expedia.ca/Florida-RV-Parks.d553248634999031091-aaRVParks.Travel-Guide-Accommodation)
-   [Castles in Florida](https://expedia.ca/Florida-Castles.d553248634999031091-aaCastles.Travel-Guide-Accommodation)
-   [Condo Resorts in Florida](https://expedia.ca/Florida-Condominium-Resort.d553248634999031091-aaCondominiumResort.Travel-Guide-Accommodation)

## Frequently asked questions

### Can I find vacation rentals in Florida?

> Yes, we give you a choice of vacation rentals close to popular local attractions in Florida, or you can select a secluded option if you're looking for relaxation. Florida is known for its forests.

### What are some of the best vacation rentals in Florida?

> [Amazing lake views & access,HotTub & sauna, quality game Rm. 190-5 star Reviews](https://www.expedia.ca/Wilmington-Hotels-Amazing-Views.h31967482.Hotel-Information): Visitors like this Florida vacation home rental. It is located on a lake and has a fireplace, a patio, and a barbecue grill to put you at ease in your new surroundings. It has 4 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. It offers a garden, a selection of games, and a hot tub so you can immerse yourself in your vacation.

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

> Deerfield River and Green Mountain National Forest are a couple of lovely local spots to get outside and enjoy nature. While here, Florida Town Hall and Reed Brook Preserve are other places worth a visit.

### What are vacation rentals like in Florida?

> Vacation rentals are privately owned properties you can book for a short or long stay in Florida. Vacation rentals provide amenities like kitchens and laundry facilities so you'll have all the conveniences of home. If you're concerned about a sanitized environment, a vacation rental can offer a sense of seclusion away from shared hotel elevators and busy front desks while still allowing you the enjoyment of travel. You'll also find more space in a vacation rental than in a traditional hotel, which makes a vacation rental a popular choice for family trips.

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Save on select hotels and earn double points 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

![QR code to download the app](data:image/png;base64,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)