Search Vacation Homes in Chelsea

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Aug 15 - Aug 17
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Aug 22 - Aug 24
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Sep 5 - Sep 7
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Oct 3 - Oct 5

Vacation Homes in Chelsea

Storybook House on Wrights Mountain
Surrounded by tall trees, this serene outdoor space features a stone structure with a small, open-air shelter on top.

Storybook House on Wrights Mountain

9.8 out of 10, Exceptional, (104)
"Charming home in peaceful location. Great communication with hosts. Will definitely visit again. "
Storybook House on Wrights Mountain
Barn stay with dairy goats! Your clean cozy spot in the barn is waiting for you
Relax in a serene outdoor space surrounded by lush greenery and comfortable seating options.

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, (19)
"It is not luxurious, but is absolutely unique and fun! We loved it!"
$140 nightly
The price is $157
Aug 12 - Aug 13
Total includes taxes and fees
Barn stay with dairy goats! Your clean cozy spot in the barn is waiting for you
4BR Retreat w/ Hot Tub, Fire Pit, Basketball Court, Hammock, Patio, Near lake
Relax in a spacious living area with a high ceiling, comfortable sofa, and modern hanging chair.

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

10.0 out of 10, Exceptional, (11)
"We had a fantastic stay at this property with our five adult children and their spouses. The private spaces for each of the kids were perfect, and everyone enjoyed the game room downstairs and the outdoor basketball court. It was a great home base for the wedding we attended nearby at Ohana Campground. Highly recommend this place for families or groups!."
4BR Retreat w/ Hot Tub, Fire Pit, Basketball Court, Hammock, Patio, Near lake
5/2 Old Farmhome-Beautiful Valley Views-Near Skiing-Sugarbush
Surround yourself with nature's serenity, where a gentle stream flows through a lush forest, bordered by large rocks and greenery.

5/2 Old Farmhome-Beautiful Valley Views-Near Skiing-Sugarbush

9.4 out of 10, Exceptional, (77)
"Great place to stay and great host!"
$282 nightly
The price is $316
Aug 10 - Aug 11
Total includes taxes and fees
5/2 Old Farmhome-Beautiful Valley Views-Near Skiing-Sugarbush
Charming waterfront 2BR house, private beach, waterfall, firepit, wifi, kayak
Guests can enjoy a deck with a handrail, leading to a building with large windows.

Charming waterfront 2BR house, private beach, waterfall, firepit, wifi, kayak

2.0 star property
9.8 out of 10, Exceptional, (75)
"Beautiful area and gorgeous leaves. Liked having a weber grill."
Charming waterfront 2BR house, private beach, waterfall, firepit, wifi, kayak
Elegance Meets Rustic Charm: Vermont 3-Bed Retreat
Enjoy cooking and dining in this well-equipped kitchen with a central island and dining area.

Elegance Meets Rustic Charm: Vermont 3-Bed Retreat

10.0 out of 10, Exceptional, (14)
"Michelle and Steve were wonderful hosts with prompt communication. The house was in a great location close to Woodstock. Very clean and well stocked. Highly recommend!"
Elegance Meets Rustic Charm: Vermont 3-Bed Retreat
Private Ski Lodge with Giant Hot Tub Less Than Two Miles to Sugarbush!
Prepare meals in the fully equipped kitchen with a refrigerator, oven, and stove.

Private Ski Lodge with Giant Hot Tub Less Than Two Miles to Sugarbush!

9.8 out of 10, Exceptional, (46)
"Couldn’t ask for much more than this property. Perfect location near Sugar Bush, big beautiful hot tub and wood fireplace to relax by at the end of the night. Blend that with a huge kitchen to cook in and basement / rec room for the kids to call their own and it created an environment for the perfect week. Great location, great communication all around. "
Private Ski Lodge with Giant Hot Tub Less Than Two Miles to Sugarbush!
Our Quechee Escape: Spacious 5 - bedroom home in breathtaking central Vermont
Fridge, microwave, oven, stovetop

Our Quechee Escape: Spacious 5 - bedroom home in breathtaking central Vermont

10.0 out of 10, Exceptional, (8)
"We loved the community space and how the layout was conducive to comfort and space to gather together.Bonus to have so many bathrooms! The windows and light were spectacular!"
Our Quechee Escape: Spacious 5 - bedroom home in breathtaking central Vermont
Mad Mountain Meadows - Stunning Mountain Views!
Enjoy breathtaking views of the surrounding mountains from the comfort of your room.

Mad Mountain Meadows - Stunning Mountain Views!

10.0 out of 10, Exceptional, (1)
"Great house great location!"
$616 nightly
The price is $689
Sep 3 - Sep 4
Total includes taxes and fees
Mad Mountain Meadows - Stunning Mountain Views!
Private 5BR mt. view, pool, new hot tub, & fireplace!
Relax in a hot tub surrounded by serene views of the sky and trees.

Private 5BR mt. view, pool, new hot tub, & fireplace!

10.0 out of 10, Exceptional, (42)
"This house was wonderful. Our party of six had plenty of space to stretch out and also areas to gather. A particular highlight was the Jacuzzi, which was beautiful and easy to access. Another phenomenal amenity is the large fireplace connected to both the dining area and living room. We will definitely be coming back here in the future."
Private 5BR mt. view, pool, new hot tub, & fireplace!
Rural Vermont with internet and Smart TV, cell phone works, Dogs welcome.
Escape to a serene lakeside retreat surrounded by lush greenery and a well-maintained lawn.

Rural Vermont with internet and Smart TV, cell phone works, Dogs welcome.

10.0 out of 10, Exceptional, (21)
"Our stay at this beautiful property was just the reset I needed. It was blissfully quiet and we enjoyed evenings out by the fire. "
Rural Vermont with internet and Smart TV, cell phone works, Dogs welcome.
Charming 3-bedroom house in marvelous Moretown
Enjoy meals at the large dining table surrounded by comfortable chairs, with a balcony view just steps away.

Charming 3-bedroom house in marvelous Moretown

10.0 out of 10, Exceptional, (9)
"Thank you so much, we had a great time!"
Charming 3-bedroom house in marvelous Moretown
Vermont Post & Beam w/Hot Tub & Stunning Views
Enjoy breathtaking views of the surrounding mountains from the large windows in this room.

Vermont Post & Beam w/Hot Tub & Stunning Views

9.8 out of 10, Exceptional, (13)
"We had a wonderful time!"
$901 nightly
The price is $1,009
Aug 27 - Aug 28
Total includes taxes and fees
Vermont Post & Beam w/Hot Tub & Stunning Views
NEW! Tigertown Lodge ~ RA496108
Experience the grandeur of this interior, featuring a central staircase, exposed beams, and a vaulted ceiling.

NEW! Tigertown Lodge ~ RA496108

2.0 star property
9.4 out of 10, Exceptional, (3)
"Roomie getaway "
NEW! Tigertown Lodge ~ RA496108
Beautiful home located in the Mad River Valley
Relax in a serene forest setting with a view of the surrounding trees.

Beautiful home located in the Mad River Valley

9.8 out of 10, Exceptional, (37)
"We had a great time staying at this house during our Sugarbush skiing trip this February. The place is easy to access and is close to the ski resort. The house had everything we needed for a comfortable stay. I highly recommend this rental."
Beautiful home located in the Mad River Valley
New Modern Mountain Retreat
Enjoy serene winter landscapes from the comfort of your deck.

New Modern Mountain Retreat

10.0 out of 10, Exceptional, (1)
"We stayed at this beautiful home in the woods of Vermont for a large family trip, including several small children, and it was absolutely perfect. The house is spacious, clean, and beautifully designed. It had plenty of room for everyone to relax and enjoy. It had everything we needed: a fully stocked kitchen with cooking supplies, utensils, plates, and even a grill, plus essentials like toiletries, a washer and dryer, and more.Even though it feels like a peaceful escape tucked into the woods,...
New Modern Mountain Retreat
Between the Pines-Hot Tub Bliss🎿Game Room, Firepit & Pet Friendly
Relax in this inviting space with a dining table, comfortable sofa, and large window.

Between the Pines-Hot Tub Bliss🎿Game Room, Firepit & Pet Friendly

10.0 out of 10, Exceptional, (11)
"Property is located between Sugarbush and the local town making it convenient to ski by day and relax in the evening."
Between the Pines-Hot Tub Bliss🎿Game Room, Firepit & Pet Friendly
Genuine Farm! | The Homestead at Winterfound Farm
Traditional house with a gabled roof and covered porch, surrounded by a well-maintained garden.

Genuine Farm! | The Homestead at Winterfound Farm

10.0 out of 10, Exceptional, (3)
"What a great property. Authentic farm and farmhouse as advertised. Exceeded our expectations. Hot tub saw great. "
Genuine Farm! | The Homestead at Winterfound Farm
Historic Schoolhouse in Rural Vermont Beauty Spot
Step back in time at Blrtdge School, a charming historic building with a gabled roof and brick chimney.

Historic Schoolhouse in Rural Vermont Beauty Spot

10.0 out of 10, Exceptional, (28)
"Always a favorite for our family "
Historic Schoolhouse in Rural Vermont Beauty Spot
ROMANTIC SPIRITUAL FAIRYTALE EUROPEAN TYPE COWBOY/INDIAN CASTLE
Cozy bedroom with a traditional design, featuring a bed, shelves with books and framed pictures, and a window with a wooden frame.

ROMANTIC SPIRITUAL FAIRYTALE EUROPEAN TYPE COWBOY/INDIAN CASTLE

5.0 out of 10, (2)
"The place is unique and one day may be ready for renters is not now. Knives left out, dangerous footing inside, few lights, and the owner is not stable. I received threatening texts because I did not respond to him. He called us after we left accusing us of leaving candle wax on a plate, wanted me to take a lie detector test. Then went on about what my religious beliefs are. He is scary and I would not recommend this place until the owner is new and the place is finished for rental."
$771 nightly
The price is $864
Aug 8 - Aug 9
Total includes taxes and fees
ROMANTIC SPIRITUAL FAIRYTALE EUROPEAN TYPE COWBOY/INDIAN CASTLE
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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Top Chelsea Hotel Reviews

The Warren Lodge

The Warren Lodge

10/10 Excellent
"This is a great place to stay overnight or for several days! The rooms are nicely designed, and the fireplace in the lobby is a nice touch when thinking ahead to fall/winter. The highlight of the property is the multiple fire pits and seating areas down along the river. It was beautiful down there, and spending the evening along the river was exactly what I had hoped for. I will be staying again! "
Donald 1-night trip
Posted 1 day ago
The Warren Lodge