A forested area with a waterfall cascading over rocks.

Florida Vacation Rentals

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Check prices for these dates

In two weeks
27 Nov - 29 Nov
In two months
8 Jan - 10 Jan
In three months
5 Feb - 7 Feb
In four months
5 Mar - 7 Mar

Our top choices for Florida vacation rentals

A log cabin with a balcony, surrounded by snow-covered trees and a wind turbine in the background.

1. Greylock Cabin

Greylock Cabin
Florida
10.0 out of 10, Exceptional, (7 reviews)
"This is a beautiful cabin on an amazing property with a great view of Mt Greylock! Clean, comfortable, great location, communication with the owner was outstanding and questions were answered quickly. It all went smoothly and we highly recommend this property!"
United States
Margaret M.
The price is AED 1,056
AED 1,654 total
includes taxes & fees
16 Nov - 17 Nov
Greylock Cabin
Indoor pool

2. Vacation Village in the Berkshires

Vacation Village in the Berkshires
3.0 star property
Williamstown
8.8 out of 10, Excellent, (2,855 reviews)
"Gorgeous setting, comfortable beds and luxurious accommodations."
United States
Carol
The price is AED 295
AED 370 total
includes taxes & fees
16 Nov - 17 Nov
Vacation Village in the Berkshires
A log cabin with a balcony, surrounded by trees.

3. Bear Creek Cabin

Bear Creek Cabin
Charlemont
9.8 out of 10, Exceptional, (55 reviews)
"We enjoyed our stay!!"
United States
Hillary S.
The price is AED 1,561
AED 2,228 total
includes taxes & fees
19 Nov - 20 Nov
Bear Creek Cabin
A spacious living area with a stone fireplace, wooden flooring, and a cozy seating area.

4. Joia Verde: Mtn Chalet -120 Acres -Adventure Ski Hike MTB Rafting

Joia Verde: Mtn Chalet -120 Acres -Adventure Ski Hike MTB Rafting
Charlemont
10.0 out of 10, Exceptional, (2 reviews)
"Our stay at the chalet was exactly what we hoped it would be! The space is in a beautiful location that is perfect for dogs. The host was very helpful and responsive and check in was a breeze. We'll be back for sure!"
United States
Georgia P.
The price is AED 1,238
AED 4,406 total
includes taxes & fees
16 Nov - 17 Nov
Joia Verde: Mtn Chalet -120 Acres -Adventure Ski Hike MTB Rafting
A kitchen with white cabinets, a wooden dining table, and pendant lights.

5. A roomy remodeled retreat close to MassMoCA

A roomy remodeled retreat close to MassMoCA
North Adams
10.0 out of 10, Exceptional, (61 reviews)
"Cute and comfy home. We enjoyed the unique decor and lack of TVs everywhere. It was a great break from all the crazy. Lots of conversation and togetherness."
United States
Diane
A roomy remodeled retreat close to MassMoCA
A wicker sofa with a floral cushion, a wicker table with magazines, and a standing fan in a room with large windows and wooden floors.

6. Cozy 2-bedroom Apartment within Walking Distance to Mass MoCA and Downtown

Cozy 2-bedroom Apartment within Walking Distance to Mass MoCA and Downtown
North Adams
8.0 out of 10, Very good, (2 reviews)
"Excellent accommodations. Outside patio with grill was very nice. Private parking is a plus. Would definitely rent this apartment again."
United States
Ruthie K.
The price is AED 312
AED 710 total
includes taxes & fees
16 Nov - 17 Nov
Cozy 2-bedroom Apartment within Walking Distance to Mass MoCA and Downtown
A spacious living room with a wooden floor, a sofa, a coffee table, and a lamp. There is a dining area in the background with a table and chairs.

7. Penthouse Apartment on Park Street

Penthouse Apartment on Park Street
Adams
9.6 out of 10, Exceptional, (19 reviews)
"Great penthouse apartment with interesting artwork throughout. Location convenient to local attractions; a five minutes easy drive to Mass MOCA. The apartment was impeccably clean and the host was very responsive to questions we had during our stay. Would love to stay again."
United States
Lisa M.
The price is AED 533
AED 976 total
includes taxes & fees
16 Nov - 17 Nov
Penthouse Apartment on Park Street
A wooden deck with Adirondack chairs, a fire pit, and a view of a forested area with a stream.

8. New Studio In Town, By the Water

New Studio In Town, By the Water
Williamstown
10.0 out of 10, Exceptional, (21 reviews)
"Great location, we really enjoyed our stay! "
United States
Lydia J.
New Studio In Town, By the Water
A wooden deck with Adirondack chairs, a fire pit, and a view of a forested area with a stream.

9. Downtown | Waterfront | Walk to Shops

Downtown | Waterfront | Walk to Shops
Williamstown
9.8 out of 10, Exceptional, (13 reviews)
"Great location, very clean, included washer dryer, picnic area by river, large parking space."
United States
Douglas
The price is AED 520
AED 1,060 total
includes taxes & fees
16 Nov - 17 Nov
Downtown | Waterfront | Walk to Shops
A wicker basket with a plant on a table, a green bottle, and a cushion on a chair.

10. Walk to Williams * Steam Sauna * Ritz-Carlton Bed

Walk to Williams * Steam Sauna * Ritz-Carlton Bed
Williamstown
10.0 out of 10, Exceptional, (2 reviews)
"Easy breezy, short walk to walk into town/Williams Campus. Down to Earth, yet sophisticated vibe, great art scene. "
United States
Michelle B.
Walk to Williams * Steam Sauna * Ritz-Carlton Bed
A small dining area with a square table, two grey upholstered chairs, and a white mug.

11. Relaxing 1-bedroom apartment in North Adams

Relaxing 1-bedroom apartment in North Adams
North Adams
The price is AED 463
AED 566 total
includes taxes & fees
16 Nov - 17 Nov
Relaxing 1-bedroom apartment in North Adams
A wooden deck with Adirondack chairs, a fire pit, and a view of a forested area with a stream.

12. 2-Bdr Apt In Town, By the Water

2-Bdr Apt In Town, By the Water
Williamstown
9.2 out of 10, Wonderful, (23 reviews)
"Perfect check in process, spotlessly clean, gorgeous property, and I wish I had had enough time to relax by the water. Best experience I've had, and I will definitely stay there again."
United States
Andrea
The price is AED 507
AED 1,067 total
includes taxes & fees
22 Nov - 23 Nov
2-Bdr Apt In Town, By the Water
A lakeside picnic area with a bench and umbrella, surrounded by autumn-colored trees.

13. Beautiful 2-Bedroom + Loft with Hot Tub at Lake Ashmere

Beautiful 2-Bedroom + Loft with Hot Tub at Lake Ashmere
Hinsdale
9.8 out of 10, Exceptional, (41 reviews)
"The house was very clean! The hot tub was great! From checking in and checking out the host made everything so easy. We will definitely stay again!"
United States
Kyle R.
The price is AED 747
AED 1,659 total
includes taxes & fees
16 Nov - 17 Nov
Beautiful 2-Bedroom + Loft with Hot Tub at Lake Ashmere
A snow-covered landscape with a cabin surrounded by trees.

14. Bright Modern Secluded Vermont Home: Fish Pond + Trails, 5 Mins to Williamstown

Bright Modern Secluded Vermont Home: Fish Pond + Trails, 5 Mins to Williamstown
Pownal
10.0 out of 10, Exceptional, (41 reviews)
"We enjoyed our stay! The home was clean, well-stocked, and very comfortable. I loved the serenity of the location. We took walks on trails through the forest and enjoyed the peace and quiet."
United States
Claudette R.
The price is AED 1,304
AED 2,374 total
includes taxes & fees
16 Dec - 17 Dec
Bright Modern Secluded Vermont Home: Fish Pond + Trails, 5 Mins to Williamstown
A cozy living room with a large window, wooden walls, and a television.

15. Deluxe Mountain View Nautical Suite Jiminy Ski On/Off- Fully Redone Decor

Deluxe Mountain View Nautical Suite Jiminy Ski On/Off- Fully Redone Decor
Hancock
10.0 out of 10, Exceptional, (6 reviews)
"Loved this spot. Beautiful view of the mountain. Beyond easy checkin and check out process. Everything you need is on the mountain - we didnt have to leave all weekend. Highly recommend! "
United States
Maura D.
The price is AED 354
AED 781 total
includes taxes & fees
16 Nov - 17 Nov
Deluxe Mountain View Nautical Suite Jiminy Ski On/Off- Fully Redone Decor
A house with a garage, surrounded by snow-covered trees and a mountain in the background.

16. Mt Snow Ski Escape • Fire Pit • Arcade • Sleeps 11

Mt Snow Ski Escape • Fire Pit • Arcade • Sleeps 11
Whitingham
10.0 out of 10, Exceptional, (16 reviews)
"Very peaceful backyard!! Great back deck!!"
United States
Jacqueline M.
The price is AED 874
AED 1,954 total
includes taxes & fees
1 Dec - 2 Dec
Mt Snow Ski Escape • Fire Pit • Arcade • Sleeps 11
A modern kitchen with white cabinetry, a stainless steel dishwasher, and a window with a view.

17. Bright, relaxing 2-story built in 1843, with WiFi & smart TVs in charming Dalton

Bright, relaxing 2-story built in 1843, with WiFi & smart TVs in charming Dalton
Dalton
9.8 out of 10, Exceptional, (35 reviews)
"Very smooth process for check in and directions. Well provisioned, super clean rooms. Really enjoyed learning about Dalton. And so many sights nearby we love!"
United States
Marcia O.
The price is AED 413
AED 1,097 total
includes taxes & fees
17 Nov - 18 Nov
Bright, relaxing 2-story built in 1843, with WiFi & smart TVs in charming Dalton
A kitchen with dark cabinets, a stainless steel stove, a microwave, and a coffee maker.

18. Cozy Summer retreat with great Pet 🦮 Yard and upgrades! Close to hiking areas!

Cozy Summer retreat with great Pet 🦮 Yard and upgrades! Close to hiking areas!
Hoosick Falls
9.8 out of 10, Exceptional, (120 reviews)
"enjoyed our week at this property"
United States
cory p.
The price is AED 768
AED 1,439 total
includes taxes & fees
16 Dec - 17 Dec
Cozy Summer retreat with great Pet 🦮 Yard and upgrades! Close to hiking areas!
A wooden kitchen with a central island, bar stools, and a dining table with chairs.

19. Cozy Home in Pownal VT

Cozy Home in Pownal VT
Pownal
10.0 out of 10, Exceptional, (15 reviews)
"Absolutely wonderful place to stay. Quiet, clean, comfortable and close to a lot of things while feeling secluded. Owner communicated quickly and entry was easy. Loved every minute of our stay."
United States
Jeri R.
The price is AED 544
AED 860 total
includes taxes & fees
16 Dec - 17 Dec
Cozy Home in Pownal VT
A living room with a beige sofa, a patterned rug, and a wooden floor.

20. Spacious & Cozy Ground Floor 2/3 Bed private suite

Spacious & Cozy Ground Floor 2/3 Bed private suite
Shelburne Falls
9.6 out of 10, Exceptional, (5 reviews)
"Wonderful property with an exceptional host!"
United States
Russ D.
The price is AED 591
AED 1,276 total
includes taxes & fees
29 Nov - 30 Nov
Spacious & Cozy Ground Floor 2/3 Bed private suite
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

Willows Motel Williamstown

Willows Motel Williamstown

8/10 Good
"Staff was very friendly. The room was clean and well maintained. Great location for being close to Williams College."
James 2-night trip
Posted 3 hours ago
Willows Motel Williamstown

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?

Experience Three Sisters Sanctuary in Goshen, MA: Visitors like this Florida vacation home rental. It is equipped with a garden, air-conditioning, and a Smart TV to help you feel comfortable during your stay.

How many vacation rentals are there in Florida?

Expedia has 3 vacation rentals for your stay in Florida.

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, Hoosac Range and Florida Town Hall 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.