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Compare 158 Vacation Homes in Chelsea with updated reviews, rates, and availability.

Mountain Top - Fresh Pond - Killington - Hot Tub

9.8 out of 10, Exceptional, (6)
"This property was exactly as advertised. Plenty of space for everyone to hangout and have privacy when needed. It is a quick 20 minute drive to Killington. We would definitely rent it again!"
Mountain Top - Fresh Pond - Killington - Hot Tub

A peaceful luxurious retreat with stunning mountain views & nearby skiing!

10.0 out of 10, Exceptional, (93)
"We’ve been coming to this area for the last 3 years to celebrate our anniversary and this was by far the best place we’ve stayed. The listing doesn’t do the views justice. Waking up and looking out the window at the foot of the bed and seeing the sun shining on the mountains was breathtaking. I wish we had more time to stay longer. The house had everything we needed and more and the hosts were great. They reached out at the time of booking and a few weeks ahead of our trip with all the...
A peaceful luxurious retreat with stunning mountain views & nearby skiing!

Secluded Vermont Home with Stunning Private View! Prime Location!

10.0 out of 10, Exceptional, (11)
"Beautiful house and great views, serene and relaxing."
Secluded Vermont Home with Stunning Private View! Prime Location!

Off Grid Glamping Shed with River Access

2.0 star property
The price is AED 239
AED 370 total
includes taxes & fees
24 Dec - 25 Dec
Off Grid Glamping Shed with River Access

Dog-friendly home with panoramic mountain views, grill, deck, & pool table

8.8 out of 10, Excellent, (5)
"A long-awaited get-together of high school buddies and two wives (total 5 people), along with two pups. House was exactly as described, and really beautiful. Close to Montpelier center, which has great shopping and restaurants. We also went glass-blowing (20 minutes away), and the menfolks went on a great hike with the pups. The management company was very responsive to a relatively minor household issue (top bedroom heat baseboards were not working) - they sent a specialist out, who fixed it in...
Dog-friendly home with panoramic mountain views, grill, deck, & pool table

Killington area home - 4-seasons & hot tub. Sleeps 12+

9.8 out of 10, Exceptional, (114)
"Had a great stay in the perfect ski house "
Killington area home - 4-seasons & hot tub. Sleeps 12+

Beautiful Vermont Lake House on Lake Morey

10.0 out of 10, Exceptional, (64)
"Our family stayed at Camp Tellmar during Thanksgiving week so we could be near other family in Fairlee. The house was exactly as listed and more. The house is right on the lake and provided us gorgeous views, especially during our first snow of the season. The beds were comfortable and the kitchen was very well-stocked. The perfect place for a family!"
Beautiful Vermont Lake House on Lake Morey

ROMANTIC SPIRITUAL FAIRYTALE EUROPEAN TYPE COWBOY/INDIAN CASTLE

5.0 out of 10, (2)
"My husband and I stayed here for one night during this beautiful fall season. Peter met us when we arrived and showed us around and was very accommodating. The layout of the church is wide open. With antiques, unique collectibles, and interesting artifacts that were placed to be aesthetic to the eye. Yes, there were antique knives and antique toy guns, which added to the unique character of this VRBO. The feel of the house is that it is much loved and there is much thought into what goes in it...
The price is AED 2,755
AED 3,525 total
includes taxes & fees
24 Dec - 25 Dec
ROMANTIC SPIRITUAL FAIRYTALE EUROPEAN TYPE COWBOY/INDIAN CASTLE

Spacious country home, beautiful sunsets, 40 acres

9.8 out of 10, Exceptional, (25)
"We stayed at the house for a family wedding. It was a perfect place for our family. "
Spacious country home, beautiful sunsets, 40 acres

Historic home on 1 acre with snowmobile trails in backyard & mountain views

9.8 out of 10, Exceptional, (18)
"My husband and I enjoyed our stay with beautiful views and off the beaten path. We were comfortable in the space and looked forward to coming back each evening after a day of exploring. Wifi worked well. Host left a helpful binder with information and recommendations. We used the kitchen, and it had the cookware we needed."
Historic home on 1 acre with snowmobile trails in backyard & mountain views

Sugarbush Vista - 4000sq. ft. Vermont Estate with Stunning Mountain Views!

10.0 out of 10, Exceptional, (8)
"We needed a big home for our group of 9 old friends. This home was perfect for us. The property description and photos were accurate. Big windows looking out at a great view, with a nice deck too. Dining room table plenty big for all of us. Lots of room to spread out on the main floor, like when someone wanted to watch TV they could, not bothering the others. The bedrooms were very comfortable. The WiFi worked very well. The property setting was private. Its location was close enough to the...
Sugarbush Vista - 4000sq. ft. Vermont Estate with Stunning Mountain Views!

Montpelier 3 bedroom house located on Terrace St a 5 min walk to downtown.

8.4 out of 10, Very Good, (5)
"This is a pleasant, pet-friendly location within walking distance of downtown Montpelier. The house is very comfortable and well equipped. It is well-suited for a stay of a week or more. My dog thought it was a great place to stay too. There were good places to walk her close to the house's location. The owner was extremely accommodating. Because of a winter storm, I was concerned about driving to the house on my scheduled start date. The owner agreed to let me check in a day early, ahead of...
Montpelier 3 bedroom house located on Terrace St a 5 min walk to downtown.

Modern Mountain Escape - minutes to town & mountains

9.8 out of 10, Exceptional, (9)
"We had an amazing stay. The owner is very nice to accommodate when needed. The property is unique and great with teenagers"
Modern Mountain Escape - minutes to town & mountains

Historic Schoolhouse in Rural Vermont Beauty Spot

10.0 out of 10, Exceptional, (25)
"The perfect kind of place to stay in VT. You can get anywhere in the state within 2 hours of scenic driving. The school house is a short drive from town and you can see the Milky Way at night."
Historic Schoolhouse in Rural Vermont Beauty Spot

Beautiful home located in the Mad River Valley

10.0 out of 10, Exceptional, (16)
"Lovely property close to charming Warren. Property just as pictured, very clean upon check in, well-appointed kitchen, very cozy nonetheless. Really enjoyed the woodstove in the evenings. Communicative hosts. Would recommend!"
Beautiful home located in the Mad River Valley

4-minutes to Sugarbush, steps to Warren Village!

10.0 out of 10, Exceptional, (14)
"We have stayed here multiple times. It's a great location and tge property owners are wonderful to work with "
4-minutes to Sugarbush, steps to Warren Village!

Serene Retreat: Vermont Farmhouse with Spectacular Views

10.0 out of 10, Exceptional, (11)
"The property was spectacular with mountain views in every direction. Very quiet and peaceful. Our family loved it!"
Serene Retreat: Vermont Farmhouse with Spectacular Views

Spacious and cozy single family house next to Quechee ski hill

10.0 out of 10, Exceptional, (1)
"Fabulous location in the beautiful Northeast! Owner was amazing and accommodating beyond any expectations!!! Will definitely be back!!! Perfect for Hiking, skiing, snowboarding. Close to the Beautiful Dartmouth campus"
Spacious and cozy single family house next to Quechee ski hill

Breathtaking Views 7 Bedroom Estate w/Hot Tub

2.0 star property
10.0 out of 10, Exceptional, (1)
"We got to stay here for my 40th birthday, and the property exceeded expectations! The view, the space, the ping pong table and the deck were so amazing. The kitchen was well-stocked enough for a gourmet dinner, and the hosts were so well organized. We hope to come back!"
The price is AED 1,342
AED 4,036 total
includes taxes & fees
8 Jan - 9 January 2025
Breathtaking Views 7 Bedroom Estate w/Hot Tub

Barn stay with dairy goats! Your clean cozy spot in the barn is waiting for you

2.0 star property
10.0 out of 10, Exceptional, (1)
"Absolutely the best hosts! Easy to work with. Quick responses to questions. Very accommodating. Beautiful setting. Perfect getaway. The goats were great barn-mates! Outdoor fire pit was perfect! Highly recommend!"
The price is AED 441
AED 576 total
includes taxes & fees
24 Dec - 25 Dec
Barn stay with dairy goats! Your clean cozy spot in the barn is waiting for you
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 Chelsea

Cozy Loft for two with Hot Tub

10.0 out of 10, Exceptional, (222)
"We had the best time at Jeff’s perfect cozy ‘little loft’! It exceeded expectations! We especially enjoyed the hot tub after long days of skiing!"
Cozy Loft for two with Hot Tub

Stetson Hollow Cabin by Stetson Brook

9.8 out of 10, Exceptional, (134)
"Cabin had everything we needed and more. We found it to be a great location for the small day trips we did to surrounding towns. Location is just gorgeous. "
The price is AED 882
AED 1,715 total
includes taxes & fees
6 Jan - 7 January 2025
Stetson Hollow Cabin by Stetson Brook

Romantic Retreat: Mt. Views, Hot Tub, Movie Theater

10.0 out of 10, Exceptional, (473)
"The cabin was amazing, the design and decor is perfect and the space is perfect. The hot tub and fire pit were so lovely in the evening, and the movie theatre was also excellent for watching TV and films. Jeff was an excellent host, super friendly and helpful and the area was lovely and quiet, very peaceful. Thanks again! "
Romantic Retreat: Mt. Views, Hot Tub, Movie Theater
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.