Holiday Homes in Vermont

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Top Cities in Vermont

Featured Holiday Homes in Vermont

Dog-friendly chalet cabin with valley view, deck, and private hot tub

7.6 out of 10, Good, (19)
"Absolutely loved my stay at this tiny getaway house! The space was cozy, well-designed, and had everything I needed for a relaxing escape. The peaceful surroundings and thoughtful touches made it truly special. Perfect for unplugging and recharging. Can’t wait to come back for another retreat!" "
Dog-friendly chalet cabin with valley view, deck, and private hot tub

Jay Peak 3 Bedroom Trailside Condo directly on the mountain. Walk to water park

10.0 out of 10, Exceptional, (38)
"This location is great— if you’re staying for a hockey tourney I don’t think you can get closer to the rink. A little homier than the resort-owned units (we’ve stayed at Golf & Mountain and this is better)— this setup was great for our two boys, hubby and I, as well as my dad. Plenty of space to hang out or retreat if we wanted. As others noted, the kitchen is well-appointed for a rental. The unit is spacious— kids’ room much larger than it appears in the photo. There were ample supplies,...
Jay Peak 3 Bedroom Trailside Condo directly on the mountain. Walk to water park

Beautiful townhouse with 2 king bedrooms, gas fireplace right off Mountain Road

9.6 out of 10, Exceptional, (49)
"The property was as listed. Clean and comfortable for couples. Only thing to mention is both bathrooms are upstairs. Hard on old knees. But the steps were easy spaced and had a great hand rail. Neighbors were great. "
Beautiful townhouse with 2 king bedrooms, gas fireplace right off Mountain Road

Killington, Vermont Ski House w/ Hot Tub and Sauna

9.4 out of 10, Exceptional, (82)
"Perfect house. This is our second time there and we had a wonderful experience."
Killington, Vermont Ski House w/ Hot Tub and Sauna

Large, Comfortable, Retro 1970s Hillside Chalet

8.6 out of 10, Excellent, (39)
"Great location with stunning View's. "
Large, Comfortable, Retro 1970s Hillside Chalet

Walk to Pickle Barrel & Jax. Hot tub & Views

2.0 star property
10.0 out of 10, Exceptional, (1)
"This is the 2nd time we’ve stayed in this beautiful home and it was just as we remembered. Comfortable bedrooms, deck/yard/hot tub amazing, proximity to so many restaurants as well as the mountain. Everything was clearly communicated throughout our stay and the hosts were incredibly responsive and available for anything we could need. Would highly recommend!"
The price is €702
includes taxes & fees
14 Jan - 15 Jan 2025
Walk to Pickle Barrel & Jax. Hot tub & Views

New Ludlow Village Home with Stunning Okemo Mountain View

The price is €1,033
includes taxes & fees
2 Jan - 3 Jan 2025
New Ludlow Village Home with Stunning Okemo Mountain View

Dog-friendly cabin with forest setting, woodstove & deck - near Killington

8.8 out of 10, Excellent, (19)
"Very peaceful & relaxing. "
Dog-friendly cabin with forest setting, woodstove & deck - near Killington

Dog-Friendly Cottage with Deck & Beautiful Views - Close to Golf, Skiing & Trail

9.2 out of 10, Wonderful, (66)
"Best place to visit for fall leaf peeping! Very enjoyable experience "
Dog-Friendly Cottage with Deck & Beautiful Views - Close to Golf, Skiing & Trail

Ideal Killington Escape! Hot tub, game room, grill, 2 fireplaces, pet-friendly!

10.0 out of 10, Exceptional, (16)
"We had two families stay at the home the first week of April during Spring Break so we could do a couple of days of skiing. The house was wonderful. It had so many beds, which made it great for the 6 kids and then separate bedrooms for the two couples, which was great. We enjoyed making a fire in the fireplace at the end of the day as we played board games with the family..we especially enjoyed playing LCR (Left Center Right). Kristin's communication was incredible. She was always so quick to...
Ideal Killington Escape! Hot tub, game room, grill, 2 fireplaces, pet-friendly!

BruinsDen - Ski On Ski Off (Home Stretch Trail)

9.8 out of 10, Exceptional, (10)
"Amazing. So clean. Room for everyone to spread out and enjoy their time."
The price is €1,168
includes taxes & fees
25 Dec - 26 Dec
BruinsDen - Ski On Ski Off (Home Stretch Trail)

Primely Located Dover Escape < 1 Mi to Mt Snow!

9.6 out of 10, Exceptional, (15)
"Location was perfect with the Moover transfer right on the door and even walking distance to the ski mountain(8’ walk). House was clean and had everything we needed. The only thing that could be better was the communication with the apt management/ owner. We couldn’t find the pool or hot tub and got no answer after asking. We had other questions that never got answered too. But overall for it was a great New year’s holiday!"
Primely Located Dover Escape < 1 Mi to Mt Snow!

Fabulous Mountain Top Retreat - 10 minutes from mount snow!

Fabulous Mountain Top Retreat - 10 minutes from mount snow!

#345 | Studio | NATIONAL | 3rd Floor Pool & Mountain Views

9.8 out of 10, Exceptional, (40)
"If you’re going to Stowe, I highly recommend staying at Spruce Peak. This lodge feels more like a resort than a typical hotel. For dining, there are two restaurants, a small convenience store with snacks and essentials, and a breakfast cafe. You will also find several gift shops and winter outfitters. Rooms are spacious. The entire property feels very warm and rustic. There is also a small gondola that brings you directly to the big gondola so you don’t have to drive across the street. This is...
#345 | Studio | NATIONAL | 3rd Floor Pool & Mountain Views

Cozy Cabin Between Stratton Resort & Mount Snow

Cozy Cabin Between Stratton Resort & Mount Snow

New Listing!! Newly Renovated Vermont Chic home in Stowe Hollow 2 Mins to Town

New Listing!! Newly Renovated Vermont Chic home in Stowe Hollow 2 Mins to Town

Charming 3-bedroom house in Ludlow with WiFi access

Charming 3-bedroom house in Ludlow with WiFi access

The Green Mountain Chapel // Old Church repositioned into 3 BR

2.0 star property
10.0 out of 10, Exceptional, (11)
"I really loved this place and plan to return. Every thing about this chapel was gorgeous! The openness of the house was perfect and allows for being able to see the stunning stained glass from just about anywhere you are. The bathrooms were fantastic. This was the only place I've rented out that actually had the warm cozy home feel which we really loved. I also very much love that he had actual art around the chapel. I also greatly appreciate Tylers communication with the check-in process and...
The Green Mountain Chapel // Old Church repositioned into 3 BR

Spacious 6-bedroom house in charming Quechee. Family friendly, all seasons!

2.0 star property
10.0 out of 10, Exceptional, (2)
"Had a nice stay with friends at this beautiful house. Very spacious with plenty of beds and bathrooms. Spacious and very clean in quiet, peaceful location. Hosts quickly responded to any questions."
Spacious 6-bedroom house in charming Quechee. Family friendly, all seasons!

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

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