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Holiday Homes in Florida

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Check prices for these dates

Next weekend
28 Feb - 2 Mar
In two weeks
7 Mar - 9 Mar
In one month
21 Mar - 23 Mar
In two months
18 Apr - 20 Apr

Featured Holiday Homes in Florida

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

Berkshire Village Carriage House - Super Private!!

9.8 out of 10, Exceptional, (239)
"Property was very nice Kirchen could use some additons -starting with a ladle "
The price is AU$362
includes taxes & fees
20 Feb - 21 Feb
Berkshire Village Carriage House - Super Private!!
Fantastic Townhouse on Mount Snow Shuttle – Prime Location for Your Adventure!
Outdoor dining

Fantastic Townhouse on Mount Snow Shuttle – Prime Location for Your Adventure!

10.0 out of 10, Exceptional, (44)
"Property had everything we needed and more. Plenty of room and great location!"
The price is AU$574
includes taxes & fees
19 Mar - 20 Mar
Fantastic Townhouse on Mount Snow Shuttle – Prime Location for Your Adventure!
Brand new listing! True Ski In & Ski Out with Private Hot Tub & Fire Pit.
Interior

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

10.0 out of 10, Exceptional, (5)
"This is one of the nicest places our family has ever stayed at. We have been skiing for at least 35 years at many different locations and this place is beautiful. Very accessible to the mountain. Todd is very easy to communicate with and answers any questions you may have right away. Plenty of room for our whole family of all ages. We will be coming back next ski season. "
Brand new listing! True Ski In & Ski Out with Private Hot Tub & Fire Pit.
Ski-In condo at Mount Snow with Fireplace, Bears Crossing
Outdoor pool, a heated pool

Ski-In condo at Mount Snow with Fireplace, Bears Crossing

10.0 out of 10, Exceptional, (12)
"Wonderful time. The place was great just as advertised. Easy to get to slopes via moover shuttle. We were 6 adults and all enjoyed the space. Only surprise was bathrooms were on bottom floor. But no big deal. Thanks Nancy! We hope to make this an annual weekend. "
Ski-In condo at Mount Snow with Fireplace, Bears Crossing
Spacious Townhome with breathtaking views of Mount Snow. 5 min Shuttle to ski
Smart TV, fireplace, video games, DVD player

Spacious Townhome with breathtaking views of Mount Snow. 5 min Shuttle to ski

10.0 out of 10, Exceptional, (21)
"This VRBO was the ideal spot for our ski trip! The property was exactly as described, clean and close to the resort and other amenities, and Gary was so hospitable - we had everything we needed for a comfortable stay. Our travel plans to Mount Snow were delayed, and Gary offered an extension for our stay so that we didn't miss out. We would absolutely stay with Gary again and are looking forward to our next visit! "
Spacious Townhome with breathtaking views of Mount Snow. 5 min Shuttle to ski
Charlemont Retreat on Chickley River w/ EV Charger
Terrace/patio

Charlemont Retreat on Chickley River w/ EV Charger

9.6 out of 10, Exceptional, (26)
"Our group was 7 adults and 1 dog for a ski weekend and we were very pleased with our stay. The house was clean, cozy, well-stocked, and comfortable for all of us to cook, eat and socialize together. We loved the ample supply of board games, clean and modern bathrooms, the wood burning stove, and historic charm of the house. The host was very responsive and made it easy to contact him if we needed anything. We would absolutely consider this property again when visiting in the future. "
Charlemont Retreat on Chickley River w/ EV Charger
New! Family Townhome with Hot Tub, Shuttle service
Fridge, microwave, oven, dishwasher

New! Family Townhome with Hot Tub, Shuttle service

9.6 out of 10, Exceptional, (5)
"Very responsive host. Very close to Mount Snow"
New! Family Townhome with Hot Tub, Shuttle service
Cozy Converted Barn on Secluded 6.5 acres with Hot Tub

Cozy Converted Barn on Secluded 6.5 acres with Hot Tub

10.0 out of 10, Exceptional, (216)
"This was such a special trip. My fiancé, my parents, our two dogs, and I went up for the new year and had such a pleasant time. The house was clean, comfortable, and located within an hour of Stratton Mountain! Lars was fantastic with accommodation and communication. Would definitely stay here again and highly recommend it! "
Cozy Converted Barn on Secluded 6.5 acres with Hot Tub
Mountain-view home near the slopes with at-home entertainment - dog-friendly
Fridge, microwave, oven, stovetop

Mountain-view home near the slopes with at-home entertainment - dog-friendly

7.8 out of 10, Good, (65)
"The location was excellent. Five mins from to Mt. Snow. Nice game room but needs attention. Dartboard unusable - only 2 darts with no flights useless. Nice pool table but queues were poor and no chalk. Ping pong was almost too tight to be usable. Kitchen needs serious upgrade. Lots of pots and pans but all well aged. Overall the place could be a place we'd return to but needs upgrades."
Mountain-view home near the slopes with at-home entertainment - dog-friendly
Wilmington Vacation Rental Near Hiking and Skiing!
TV, fireplace, books

Wilmington Vacation Rental Near Hiking and Skiing!

9.2 out of 10, Wonderful, (17)
"Perfect weekend house close to mt snow"
Wilmington Vacation Rental Near Hiking and Skiing!
Cozy retreat near slopes
Spa

Cozy retreat near slopes

4.4 out of 10, (7)
"Unit is a little outdated but nice.Not truly a ski in - out since you have to walk on the road about 200 yards to get to the Sachem trail.Condo does need ice cube trays since the ice maker is not working.Also the down stairs bath room heater does not work and would be nice since this is where the bath tub is located"
Cozy retreat near slopes
Forest Home with Shared Pool & Hot Tub, WiFi, & Washer/Dryer - One Small Dog OK
Interior

Forest Home with Shared Pool & Hot Tub, WiFi, & Washer/Dryer - One Small Dog OK

8.0 out of 10, Very good, (10)
"So the good things first! -property is located in a nice neighborhood with great views and local access.-the heat works stellar in the home. Now not so great things-not a single pot/pan in the house is usable. All nonstick cookware have scratches on teflon, oil stains on pans, dates and over used glasses, cups etc. - none of the dining room chairs are safe to sit on. The backs will come off resulting in a fall/injury. - bathrooms are super dated. Toilet seats are ripped, limited amount of...
Forest Home with Shared Pool & Hot Tub, WiFi, & Washer/Dryer - One Small Dog OK
Lovely 2nd Floor Apartment
Fridge, microwave, oven, stovetop

Lovely 2nd Floor Apartment

9.8 out of 10, Exceptional, (18)
"Easy stay, good location for us. Would stay again. "
The price is AU$342
includes taxes & fees
19 Feb - 20 Feb
Lovely 2nd Floor Apartment
500ft across the street to Carnitha. Gromet to main lift or take Moover to Base
Fridge, microwave, oven, stovetop

500ft across the street to Carnitha. Gromet to main lift or take Moover to Base

9.8 out of 10, Exceptional, (38)
"Two families with kids age 5-10 stayed for a weekend ski trip at Mt. Snow. The place was spotless and well maintained. There was plenty ofSpace for two families with two master bedrooms with en suite bathrooms. The bunk room was great for the kids and also had its own bathroom. Kitchen had everything we needed. Location was great- right across the street from Mt. Snow with easy access! As a heads up the magic carpet does not ope. Until 9 so if getting on the slopes at open you will need to walk...
500ft across the street to Carnitha. Gromet to main lift or take Moover to Base
Roomy Townhouse at Mount Snow - Beautiful Views, Indoor Pool, & Shuttle Bus
Exterior

Roomy Townhouse at Mount Snow - Beautiful Views, Indoor Pool, & Shuttle Bus

7.8 out of 10, Good, (27)
"Great old school Ski Condo on the shuttle route. Everything was as described. Thank you again for your kindness in allowing us a late check out, and we hope to have the opportunity to stay at one of your properties again in the future."
Roomy Townhouse at Mount Snow - Beautiful Views, Indoor Pool, & Shuttle Bus
Seasons ski on/off at Mount Snow
Iron/ironing board, free WiFi, bed sheets

Seasons ski on/off at Mount Snow

10.0 out of 10, Exceptional, (1)
"Condo is perfect for a group of people. "
Seasons ski on/off at Mount Snow
Comfortable Berkshires retreat on mtn resort, SISO
A heated pool

Comfortable Berkshires retreat on mtn resort, SISO

The price is AU$1,072
includes taxes & fees
24 Feb - 25 Feb
Comfortable Berkshires retreat on mtn resort, SISO
Spacious Three-level Home , Well-Furnished, Fun Playroom, Minutes to Mt. Snow
Property grounds

Spacious Three-level Home , Well-Furnished, Fun Playroom, Minutes to Mt. Snow

10.0 out of 10, Exceptional, (129)
"This was our second time renting this property for a quick ski trip. The property is spacious, and well appointed. It really offers everything you need for a relaxing ski vacation. Love the game room and the space."
Spacious Three-level Home , Well-Furnished, Fun Playroom, Minutes to Mt. Snow
Gorgeous 3BR 3BA Sleeps 10 Ski On / Off Jiminy Peak-2000 Sq Ft Mountainside Con
Exterior

Gorgeous 3BR 3BA Sleeps 10 Ski On / Off Jiminy Peak-2000 Sq Ft Mountainside Con

10.0 out of 10, Exceptional, (65)
"Great stay! Kids and adults both loved it and very easy to access the slopes. "
The price is AU$951
includes taxes & fees
23 Feb - 24 Feb
Gorgeous 3BR 3BA Sleeps 10 Ski On / Off Jiminy Peak-2000 Sq Ft Mountainside Con
Cozy 3br condo @West Dover Vt. Heated pool, tennis, pickleball and pool table.
Smart TV, fireplace, ping pong

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. "
The price is AU$910
includes taxes & fees
25 Feb - 26 Feb
Cozy 3br condo @West Dover Vt. Heated pool, tennis, pickleball and pool table.
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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Other property types in Florida

Vacation Village in the Berkshires
Indoor pool, outdoor pool, pool umbrellas

Vacation Village in the Berkshires

3.0 star property
8.6 out of 10, Excellent, (1763)
"Great staff nice units great amenities "
The price is AU$214
includes taxes & fees
23 Feb - 24 Feb
Vacation Village in the Berkshires
Jiminy Peak Mountain Resort
Exterior

Jiminy Peak Mountain Resort

3.0 star property
8.2 out of 10, Very good, (925)
"Staff was exceptionally helpful and friendly."
The price is AU$326
includes taxes & fees
23 Feb - 24 Feb
Jiminy Peak Mountain Resort
Berkshire Village Carriage House - Super Private!!
Fridge, microwave, oven, stovetop

Berkshire Village Carriage House - Super Private!!

9.8 out of 10, Exceptional, (239)
"Property was very nice Kirchen could use some additons -starting with a ladle "
The price is AU$362
includes taxes & fees
20 Feb - 21 Feb
Berkshire Village Carriage House - Super Private!!
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.