Chelsea Vacation Rentals

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Browse Select Chelsea Vacation Homes

NEW! Modern Log Cabin with Skiing & Work-Friendly Setup
Fridge, microwave, oven, dishwasher

NEW! Modern Log Cabin with Skiing & Work-Friendly Setup

NEW! Modern Log Cabin with Skiing & Work-Friendly Setup
Mountain Top - Fresh Pond - Killington - Hot Tub
Interior

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
4BR Retreat w/ Hot Tub, Fire Pit, Basketball Court, Hammock, Patio, Near lake
Smart TV, fireplace, offices

4BR Retreat w/ Hot Tub, Fire Pit, Basketball Court, Hammock, Patio, Near lake

10.0 out of 10, Exceptional, (4)
"The property was extra gorgeous during peak foliage. Everything was perfect ."
4BR Retreat w/ Hot Tub, Fire Pit, Basketball Court, Hammock, Patio, Near lake
Montpelier 3 bedroom house located on Terrace St a 5 min walk to downtown.
Outdoor dining

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
Outdoor dining

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
Secluded Vermont Home with Stunning Private View! Prime Location!
Smart TV, fireplace

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
Property grounds

Off Grid Glamping Shed with River Access

2.0 star property
The price is CA $93
CA $145 total
includes taxes & fees
Jan 12 - Jan 13
Off Grid Glamping Shed with River Access
Dog-friendly home with panoramic mountain views, grill, deck, & pool table
TV

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+
Property grounds

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+
ROMANTIC SPIRITUAL FAIRYTALE EUROPEAN TYPE COWBOY/INDIAN CASTLE
2 bedrooms, desk, free WiFi

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 CA $1,078
CA $1,380 total
includes taxes & fees
Jan 12 - Jan 13
ROMANTIC SPIRITUAL FAIRYTALE EUROPEAN TYPE COWBOY/INDIAN CASTLE
Waterfront retreat with dock, sauna, & firepit - near Woodstock & ski areas
Interior

Waterfront retreat with dock, sauna, & firepit - near Woodstock & ski areas

10.0 out of 10, Exceptional, (9)
"Great home with beautiful lake views! There's a tree swing looking out over the lake which is the perfect spot for a quiet moment at the beginning of the day. Our October trip provided the beauty of the leaves changing in addition to the lake for amazing scenery. We appreciated the gas stove for cooking. There are plenty of cooking utensils - make sure to check out the hidden drawers if you can't find what you're looking for! If you're a coffee lover, a nespresso is available, but make sure...
Waterfront retreat with dock, sauna, & firepit - near Woodstock & ski areas
A peaceful luxurious retreat with stunning mountain views & nearby skiing!
Interior

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!
Historic home on 1 acre with snowmobile trails in backyard & mountain views
TV, fireplace, foosball, books

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
Dog-friendly, three-story home with fireplace and washer/dryer - near Sugarbush
Fridge, microwave, oven, stovetop

Dog-friendly, three-story home with fireplace and washer/dryer - near Sugarbush

9.8 out of 10, Exceptional, (7)
"Great house with beautiful scenery! We loved this stay"
Dog-friendly, three-story home with fireplace and washer/dryer - near Sugarbush
Sugarbush Vista - 4000sq. ft. Vermont Estate with Stunning Mountain Views!
Exterior

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!
Historic Schoolhouse in Rural Vermont Beauty Spot
Property grounds

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
4-minutes to Sugarbush, steps to Warren Village!
Outdoor dining

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!
Spacious and cozy single family house next to Quechee ski hill
Private kitchen

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
Outdoor spa tub

Breathtaking Views 7 Bedroom Estate w/Hot Tub

2.0 star property
10.0 out of 10, Exceptional, (2)
"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 CA $426
CA $1,442 total
includes taxes & fees
Jan 22 - Jan 23
Breathtaking Views 7 Bedroom Estate w/Hot Tub
Barn stay with dairy goats! Your clean cozy spot in the barn is waiting for you
Aerial view

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, (2)
"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 CA $173
CA $225 total
includes taxes & fees
Jan 13 - Jan 14
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
Exterior

Cozy Loft for two with Hot Tub

10.0 out of 10, Exceptional, (224)
"This “Little Loft” was the perfect getaway for a my husband and I. The snow all around the cabin was picturesque and serene. Inside was cozy and warm. We enjoyed snowshoeing in the back fields, Hot chocolate around the fire and the hot tub. It was the perfect weekend getaway."
Cozy Loft for two with Hot Tub
Romantic Retreat: Mt. Views, Hot Tub, Movie Theater
TV, fireplace, DVD player, books

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

10.0 out of 10, Exceptional, (474)
"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
Stetson Hollow Cabin by Stetson Brook
Fireplace, books

Stetson Hollow Cabin by Stetson Brook

9.8 out of 10, Exceptional, (135)
"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 CA $345
CA $668 total
includes taxes & fees
Jan 12 - Jan 13
Stetson Hollow Cabin by Stetson Brook
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.