Holiday Homes in Southern Vermont

  • Plan, book, stay with confidence

    • bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    Sign in
    today icon
    Change your mind
    Book hotels with free cancellation

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 Southern Vermont

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!
Beautiful! 5 Beds-5 baths Home, Spectacular Views of Stratton, On Shuttle
Exterior

Beautiful! 5 Beds-5 baths Home, Spectacular Views of Stratton, On Shuttle

10.0 out of 10, Exceptional, (37)
"This was a fantastic home for our family of 8 plus a toddler. The house is spacious and yet cozy, with everything one would need. The beds were very comfortable as were the sectionals on each floor. Playing games with a warm fire and expansive views…. A really special treat to stay here. And Beth is responsive and super accommodating. "
Beautiful! 5 Beds-5 baths Home, Spectacular Views of Stratton, On Shuttle
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
Your Vermont Mountain Haven Pet Friendly home with Hot tub!
Outdoor spa tub

Your Vermont Mountain Haven Pet Friendly home with Hot tub!

10.0 out of 10, Exceptional, (14)
"This place was absolutely perfect and wonderful. It offered a cozy family getaway to enjoy the southern Vermont scene that we have grown to love so very much. The house and owner are absolutely amazing and we hope to stay here again for our trips back to this area. Highly recommend! "
The price is AU$1,627
includes taxes & fees
23 Feb - 24 Feb
Your Vermont Mountain Haven Pet Friendly home with Hot tub!
Historic 6-BR Across From Equinox Resort
Fridge, microwave, oven, stovetop

Historic 6-BR Across From Equinox Resort

9.0 out of 10, Wonderful, (8)
"Really enjoyed our stay"
Historic 6-BR Across From Equinox Resort
Skiers townhouse close to Stratton w/ balcony, mudroom, w/d, wifi, kitchen
TV

Skiers townhouse close to Stratton w/ balcony, mudroom, w/d, wifi, kitchen

10.0 out of 10, Exceptional, (1)
"Beautiful house well stocked with spices and everything you need. The only thing they are missing is there’s no hairdryer and I called a few times to the property manager for a blanket because the master upstairs has no blanket and I never received one."
Skiers townhouse close to Stratton w/ balcony, mudroom, w/d, wifi, kitchen
Escape in Rural Vermont! 2 Homes SaunaPool, Hot Tub, Game House Mountain Views.
Smart TV, fireplace, table football, ping pong

Escape in Rural Vermont! 2 Homes SaunaPool, Hot Tub, Game House Mountain Views.

10.0 out of 10, Exceptional, (44)
"This house was so much fun! We had a large group of families with young children and there was plenty of space for everyone. The adults were able to hang upstairs in front of the fireplace while the kids were able to play downstairs in their own space. The additional house with game room was also a ton of fun! There were so many bedrooms as well!"
Escape in Rural Vermont! 2 Homes SaunaPool, Hot Tub, Game House Mountain Views.
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
Family Home w/ Great Yard, Fireplace, Kayaks, AC & WiFi - Near Skiing/Lakes
Interior

Family Home w/ Great Yard, Fireplace, Kayaks, AC & WiFi - Near Skiing/Lakes

10.0 out of 10, Exceptional, (21)
"My family stayed at this property for a Stratton ski trip. Everything about the house was wonderful. The house was incredibly clean cozy and inviting. The owners go above and beyond to ensure that every little detail is met to ensure a visit that truly makes you feel like your home away from home. "
Family Home w/ Great Yard, Fireplace, Kayaks, AC & WiFi - Near Skiing/Lakes
Beechwood Bear - NEW ! Stratton Mt Resort House - < 2 Mi from Lifts-Village
Aerial view

Beechwood Bear - NEW ! Stratton Mt Resort House - < 2 Mi from Lifts-Village

Beechwood Bear - NEW ! Stratton Mt Resort House - < 2 Mi from Lifts-Village
7200 sf Villa & Barn on 4 Acre Manchester Estate
Interior

7200 sf Villa & Barn on 4 Acre Manchester Estate

9.6 out of 10, Exceptional, (7)
"This rental was stunning! Such a cool property with so many different spaces for a large group to spend time. Everything was labeled for ease of access (very grateful for this!), we enjoyed many of the amenities, and communication with the host was fast! Wonderful stay with no issues!H"
7200 sf Villa & Barn on 4 Acre Manchester Estate
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
Cozy Manchester Getaway with Amazing Views!!!
Outdoor dining

Cozy Manchester Getaway with Amazing Views!!!

9.8 out of 10, Exceptional, (24)
"Great house for two families. Perfect location close to Bromley and Stratton and also close to Manchester. Will definitely book again. "
Cozy Manchester Getaway with Amazing Views!!!
Historic Rideout 16m to Okemo Walk to Town
Interior

Historic Rideout 16m to Okemo Walk to Town

10.0 out of 10, Exceptional, (21)
"We were a large group of adults, teens and tweens and this house was perfect for our vacation! There are so many private nooks to have some alone time along with a great open family room and kitchen area to come together. We loved its charm, its coziness and variety of spaces. David was great to work with and very accommodating. Would definitely recommend and book again."
Historic Rideout 16m to Okemo Walk to Town
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.
Don't see what you're looking for?
See all available properties in Southern Vermont
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Other property types in Southern Vermont

Long Trail House at Stratton Mountain Resort
Condo, 2 Bedrooms | Pool

Long Trail House at Stratton Mountain Resort

3.0 star property
8.4 out of 10, Very good, (72)
"Condo was great, cozy, and clean. Has access to the pool and hot tubs from back porch and has great Mountain View’s. The village had plenty of food, little expensive, but pretty good. Overall great place to stay and enjoy the mountain. "
The price is AU$811
includes taxes & fees
3 Mar - 4 Mar
Long Trail House at Stratton Mountain Resort
Lovely ski-in/out condo steps from ski lift with trails and amazing views
TV, fireplace

Lovely ski-in/out condo steps from ski lift with trails and amazing views

8.8 out of 10, Excellent, (22)
"Unit is very close to ski lift. Ski in / ski out was great!!!"
The price is AU$548
includes taxes & fees
3 Mar - 4 Mar
Lovely ski-in/out condo steps from ski lift with trails and amazing views
Classic Vermont cabin with forest views, woodstove, pools, hot tub & gym
1 bedroom, iron/ironing board, WiFi, bed sheets

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

7.0 out of 10, Good, (6)
"Dining shopping not too far, but not walkable. The amount we paid was more than double the advertised price, yet we were still asked to perform a laundry list of cleaning tasks before exiting the unit (vacuuming, folding blankets, emptying and taking out gargage, etc.). I realize there is likely a management fee, but most VRBO properties do not require anything more than making sure doors and windows are secure, sink is clear, thermostats set at certain temps, etc. The property is also in...
Classic Vermont cabin with forest views, woodstove, pools, hot tub & gym
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.