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Vacation Homes in Florida

Our top choices for Florida vacation homes

Berkshire Village Carriage House - Super Private!!
Fridge, microwave, oven, stovetop

Berkshire Village Carriage House - Super Private!!

9.8 out of 10, Exceptional, (257)
"Host was very friendly and helpful. House was absolutely adorable and decorated well. Plenty of parking. Beautiful, well-maintained property. Great for hikes. Lovely fire pit area and lots of wood. Very convenient location to recreation in The Berkshires. I would stay here again. "
$204 nightly
The price is $228
Sep 16 - Sep 17
Total with taxes and fees
Berkshire Village Carriage House - Super Private!!
Cozy 3br condo @West Dover Vt. Heated pool, tennis, pickleball and pool table.
Smart TV, fireplace, table tennis

Cozy 3br condo @West Dover Vt. Heated pool, tennis, pickleball and pool table.

10.0 out of 10, Exceptional, (4)
"Great location to Mt Snow and its surroundings. Easy, pleasant and accommodating communications with the host. Comfortable accommodations. "
$385 nightly
The price is $435
Sep 2 - Sep 3
Total with taxes and fees
Cozy 3br condo @West Dover Vt. Heated pool, tennis, pickleball and pool table.
The White Birch near Mount Snow
Smart TV, fireplace

The White Birch near Mount Snow

$420 nightly
The price is $474
Sep 2 - Sep 3
Total with taxes and fees
The White Birch near Mount Snow
Lovely 2nd Floor Apartment
Interior

Lovely 2nd Floor Apartment

10.0 out of 10, Exceptional, (36)
"Quiet location and comfortable stay. The space was clean and perfect for a quick overnight. Owner was on site and very responsive. "
$181 nightly
The price is $202
Sep 7 - Sep 8
Total with taxes and fees
Lovely 2nd Floor Apartment
Farm Stay in Jasper MO
Interior

Farm Stay in Jasper MO

$321 nightly
The price is $362
Sep 2 - Sep 3
Total with taxes and fees
Farm Stay in Jasper MO
Peaceful Stay at Birds of a Feather Farm & Spa
Interior

Peaceful Stay at Birds of a Feather Farm & Spa

9.8 out of 10, Exceptional, (22)
"Great little quiet and peaceful spot that was still very close to Bennington and Manchester.Neighborhood was good for walks or gravel rides."
$239 nightly
The price is $268
Sep 8 - Sep 9
Total with taxes and fees
Peaceful Stay at Birds of a Feather Farm & Spa
Cozy Vermont Lodge |Hot Tub||Stream | Private | Wifi | SatTV, Beautiful Waterfront Vermont Retreat
Fridge, microwave, oven, stovetop

Cozy Vermont Lodge |Hot Tub||Stream | Private | Wifi | SatTV, Beautiful Waterfront Vermont Retreat

8.6 out of 10, Excellent, (32)
"Rustic but not too rustic, great location, excellent hot tub, plenty of blankets, well-appointed kitchen. Would definitely stay again. "
$285 nightly
The price is $304
Sep 22 - Sep 23
Total with taxes and fees
Cozy Vermont Lodge |Hot Tub||Stream | Private | Wifi | SatTV, Beautiful Waterfront Vermont Retreat
Amazing 34 foot high shipping container home in Whitingham on Sadawga Lake
3 bedrooms, iron/ironing board, WiFi, bed sheets

Amazing 34 foot high shipping container home in Whitingham on Sadawga Lake

10.0 out of 10, Exceptional, (2)
"as advertised."
$561 nightly
The price is $628
Sep 10 - Sep 11
Total with taxes and fees
Amazing 34 foot high shipping container home in Whitingham on Sadawga Lake
3 Bedroom home w/ lake and mountain views near skiing, and cultural attractions!
Fridge, microwave, oven, stovetop

3 Bedroom home w/ lake and mountain views near skiing, and cultural attractions!

2.0 star property
9.0 out of 10, Wonderful, (4)
"Very clean and spacious! We enjoyed our stay with our small pup!"
$444 nightly
The price is $496
Sep 11 - Sep 12
Total with taxes and fees
3 Bedroom home w/ lake and mountain views near skiing, and cultural attractions!
Foliage Galore! 14mi to Mt. Snow, Arcade, King Bed
Fridge, microwave, oven, stovetop

Foliage Galore! 14mi to Mt. Snow, Arcade, King Bed

10.0 out of 10, Exceptional, (12)
"Great property, plenty of space and room for all. Location is ideal"
$451 nightly
The price is $505
Sep 11 - Sep 12
Total with taxes and fees
Foliage Galore! 14mi to Mt. Snow, Arcade, King Bed
North Getaway Cottage
Exterior

North Getaway Cottage

9.6 out of 10, Exceptional, (21)
"Claudia is such a considerate and thoughtful host! We felt so welcome and at ease."
$394 nightly
The price is $440
Sep 4 - Sep 5
Total with taxes and fees
North Getaway Cottage
Couples 2 Bedroom Retreat - Hot Tub- Air Hockey -Close to ShelburneFalls
Dining

Couples 2 Bedroom Retreat - Hot Tub- Air Hockey -Close to ShelburneFalls

10.0 out of 10, Exceptional, (3)
"Friends and I were in the area for a concert at Tree House Brewing. This house wasn’t far and it is a gorgeous home. Super clean and had all amenities. Would stay here again!"
$310 nightly
The price is $346
Sep 2 - Sep 3
Total with taxes and fees
Couples 2 Bedroom Retreat - Hot Tub- Air Hockey -Close to ShelburneFalls
VT escape for all occasions w/ New Kitchen, Game Rooms, Media Lounge, Chimney Hill Clubhouse Access!
Smart TV, fireplace, video games, offices

VT escape for all occasions w/ New Kitchen, Game Rooms, Media Lounge, Chimney Hill Clubhouse Access!

10.0 out of 10, Exceptional, (15)
"We loved the house, the deck and the property amenities."
$531 nightly
The price is $564
Sep 8 - Sep 9
Total with taxes and fees
VT escape for all occasions w/ New Kitchen, Game Rooms, Media Lounge, Chimney Hill Clubhouse Access!
Cozy Summer retreat with great Pet 🦮 Yard and upgrades! Close to hiking areas!
Exterior detail

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

9.8 out of 10, Exceptional, (94)
"We had another wonderful stay despite the weather, thank you for letting us enjoy your beautiful home"
$359 nightly
The price is $399
Sep 4 - Sep 5
Total with taxes and fees
Cozy Summer retreat with great Pet 🦮 Yard and upgrades! Close to hiking areas!
Hancock Village Inn at Jiminy Peak
Exterior

Hancock Village Inn at Jiminy Peak

10.0 out of 10, Exceptional, (13)
"Very kinda hosts, and wonderful house."
$969 nightly
The price is $1,047
Sep 2 - Sep 3
Total with taxes and fees
Hancock Village Inn at Jiminy Peak
Two Brooks Lodge
Panoramic House | Private kitchen

Two Brooks Lodge

3.0 star property
4.8 out of 10, (3)
"Strong dog smell, dirty shabby condition of interior surfaces. Obvious makeshift repairs, spongy floors, torn, flaking couch. Kitchen counter had multiple burn marks and some sticky substance, corner held down with duct tape. Screen door off tracks, laying against wall. Wife was stung by insect in the unit, had to go to hospital. We moved out after only 3 hours, and literally slept in the car rather than go back. Owner uncaring, rude and greedy. Slow to return security deposit. I've...
$251 nightly
The price is $262
Sep 22 - Sep 23
Total with taxes and fees
Two Brooks Lodge
Modern Mount Snow Gnarvana - Balcony, Loft, Pet-Friendly, Walk to Hiking
Interior

Modern Mount Snow Gnarvana - Balcony, Loft, Pet-Friendly, Walk to Hiking

10.0 out of 10, Exceptional, (20)
"Super nice place (very clean and modern) in a quiet area."
$358 nightly
The price is $405
Sep 2 - Sep 3
Total with taxes and fees
Modern Mount Snow Gnarvana - Balcony, Loft, Pet-Friendly, Walk to Hiking
MtSnow* HotTub* Pool * AirHockey*PingPong * Darts
Interior

MtSnow* HotTub* Pool * AirHockey*PingPong * Darts

$620 nightly
The price is $630
Sep 2 - Sep 3
Total with taxes and fees
MtSnow* HotTub* Pool * AirHockey*PingPong * Darts
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

Vacation Village in the Berkshires

Vacation Village in the Berkshires

10/10 Excellent
"Room was very clean. There is a lot to do at the property, 2 pools, activities for the kids. Lots of things to do in the area "
Judy 2-night trip
Posted 4 days ago
Vacation Village in the Berkshires

Find out more about Florida

Find out more about Florida

Florida Vacation Homes information

Number of reviews
Accommodation
483 Vacation Homes
Lowest Price
$202
Highest Price
$853

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Explore a world of travel with Expedia