Chelsea Vacation Rentals

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Browse Select Chelsea Vacation Homes

Spacious country home, beautiful sunsets, 40 acres
10.0 out of 10, Exceptional, (21)
"Hosts are excellent communicators, and property is accurately described. When I arrived, there was an alarm going off on the stovetop. I didn’t want to bother the host, but I did reach out the following morning, and within minutes, I received a response which immediately solved the problem (reset breaker). This provides an excellent location to visit life-long friends in the area, with the convenience of a great kitchen. (We are already quite familiar with the surrounding area.) The...
Spacious country home, beautiful sunsets, 40 acres
4BR Retreat w/ Hot Tub, Fire Pit, Basketball Court, Hammock, Patio, Near lake
10.0 out of 10, Exceptional, (3)
"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
Cozy private country setting - 15 miles from Woodstock
10.0 out of 10, Exceptional, (20)
"A lovely spot to stay! Great communication with the host!"
Cozy private country setting - 15 miles from Woodstock
Historic Schoolhouse in Rural Vermont Beauty Spot
10.0 out of 10, Exceptional, (24)
"The schoolhouse was just what we were looking for- a quiet country location with good walking, hiking, exploring, and close to Randolph. We appreciated the ephemera- books, maps, newspapers. Looking through the shelves and cabinets was an adventure unto itself. We spend time outdoors so one plus would have been more comfortable outdoor furniture. Thank you, Terrie, we have a terrific time!"
Historic Schoolhouse in Rural Vermont Beauty Spot
Breathtaking Views 7 Bedroom Estate w/Hot Tub
2.0 star property
The price is CA $284
CA $1,169 total
includes taxes & fees
Sep 29 - Sep 30
Breathtaking Views 7 Bedroom Estate w/Hot Tub
Storybook House on Wrights Mountain
9.8 out of 10, Exceptional, (95)
"We enjoyed our stay at The Treehouse. The house is comfortable with plenty of amenities that afforded us a relaxing long weekend. "
Storybook House on Wrights Mountain
A peaceful & uplifting retreat with AMAZING views in the heart of the mountains.
10.0 out of 10, Exceptional, (89)
"My family, including two young kids, stated at this home above the clouds over the Labor Day weekend. The home was IMMACULATE and had every convenience. The owners were nearby and available, and very communicative leaving us potential itineraries, food recommendations, and overall being very welcoming. I cannot say enough and have never had as gracious a host for a vacation rental. The home was both cozy and had opportunities for separate space if needed. The views were incredible of the...
A peaceful & uplifting retreat with AMAZING views in the heart of the mountains.
Cozy 2BR/1BA cabin for 6. Fireplace, outdoor fire pit, hot tub, and soaking tub.
10.0 out of 10, Exceptional, (6)
"The property was private and quiet, surrounded by woods with a beautiful small brook. There was a nice solo stove and hot tub in the yard. The house itself was so clean and neat. It had everything we needed. The bed was very comfortable and the free standing soaker tub was perfect.if we every find ourselves in this area this would be our first choice for lodging."
The price is CA $308
CA $608 total
includes taxes & fees
Sep 29 - Sep 30
Cozy 2BR/1BA cabin for 6. Fireplace, outdoor fire pit, hot tub, and soaking tub.
Lovely Brookfield Home w/Private Deck & Views
10.0 out of 10, Exceptional, (16)
"My family stayed at Winderlea for 2 nights to attend a family party. This house was absolutely perfect for us! There was so much space & privacy and many places to gather. The house was beautiful and fully equipped with everything we needed. I honestly can't say one negative thing. The property surrounding the home was gorgeous and peaceful. Brian greeted us at the property and was so nice. We give it ☆☆☆☆☆!! furnished and "
Lovely Brookfield Home w/Private Deck & Views
Beautiful Northfield Village Home
10.0 out of 10, Exceptional, (3)
"Check in was very easy, communication was great. We were only there for a short time but we loved the house and how cozy it was and the bedding was our absolute favorite from any of the places we have stayed. Nice neighbors we got to chat with too!!"
Beautiful Northfield Village Home
Sunset Meadow
9.0 out of 10, Wonderful, (2)
"PROs: Communication and check in were quick and easy. The finishes on the interior were very nice, and it was an easy drive off the expressway. The heater warmed the house up quickly. CONs: The floors creaked - a lot.The beds were Purple knock-offs, on a metal frame (no box spring). The master bedroom was directly above the 3rd bedroom and adjacent to the 2nd bedroom. Combine all three of those facts, and, if you're a couple hoping for some quiet Adult Time after the kids go to bed, well, it...
Sunset Meadow
Charming waterfront 2BR house, private beach, waterfall, firepit, wifi, kayak
2.0 star property
10.0 out of 10, Exceptional, (65)
"Even though it rained our entire stay, we thoroughly enjoyed the peacefulness. The view from the deck overlooking the falls and creek to the pond and the rest of the property was amazing. Everything inside was very clean and comfortable. We would definitely stay here again."
Charming waterfront 2BR house, private beach, waterfall, firepit, wifi, kayak
Cozy, updated riverfront home with private hot tub, gas stove & AC
9.0 out of 10, Wonderful, (47)
"Comfortable beds and nice large kitchen. Firepit and hot tub were a plus. We enjoyed walking in the river."
Cozy, updated riverfront home with private hot tub, gas stove & AC
Vermont Post & Beam w/Hot Tub & Stunning Views
10.0 out of 10, Exceptional, (4)
"Perfect place for our group! Stunning views and everything as advertised. We will definitely go back. "
The price is CA $402
CA $1,318 total
includes taxes & fees
Oct 10 - Oct 11
Vermont Post & Beam w/Hot Tub & Stunning Views
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 $1,010
CA $1,293 total
includes taxes & fees
Sep 30 - Oct 1
ROMANTIC SPIRITUAL FAIRYTALE EUROPEAN TYPE COWBOY/INDIAN CASTLE
Charming Vermont Farmhouse Retreat: Three Unique Units Combined
10.0 out of 10, Exceptional, (5)
"This property was perfect for us, we rented the entire Mad House for our stay. Our group consisted of men, women and teens. Teens took La Pasta, moms took Orsini & Dads got The Common Man. Each unit was tailor made for our needs, we couldn't have asked for anything more. The property was super clean, tastefully decorated and very well stocked with kitchen and bathroom essentials. The hot tubs added to the fun. The property manager was very responsive and we had a great time. I wouldn't think...
Charming Vermont Farmhouse Retreat: Three Unique Units Combined
Historic home on 1 acre with snowmobile trails in backyard & mountain views
9.8 out of 10, Exceptional, (14)
"The house had a cozy feel. Beds were comfy and the kitchen is well-appointed. We enjoyed our stay."
Historic home on 1 acre with snowmobile trails in backyard & mountain views
Inviting home with hot tub, mountain view, skiing & firepit
9.0 out of 10, Wonderful, (6)
"This house had everything thing we were looking for. Good location, beautiful views. Please just put some shade to block the sun during the summer months on the front windows."
Inviting home with hot tub, mountain view, skiing & firepit
Sugarbush Vista - 4000sq. ft. Vermont Estate with Stunning Mountain Views!
10.0 out of 10, Exceptional, (7)
"All good"
Sugarbush Vista - 4000sq. ft. Vermont Estate with Stunning Mountain Views!
Historic Vermont Ski House w/ Mountain Views!
10.0 out of 10, Exceptional, (1)
"My husband and I along with our 12 yr old Maltipoo enjoyed a long weekend at this home. It was well maintained, and had more than enough room (3 bedrooms and two full bathrooms.) The area was beautiful, and the house sits on over 300 acres. Everything we needed was in the house, and there were great farmer's markets in the area, and just as the leaves were changing colors there were fantastic views. Thanks for Jen & Brett for sharing your home."
Historic Vermont Ski House w/ Mountain Views!
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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

Romantic Retreat: Mt. Views, Hot Tub, Movie Theater
10.0 out of 10, Exceptional, (464)
"If you’re looking for rest and relaxation this is it. You are one with nature at this cabin which has everything you need. Host was very nice and accommodating. Plenty of yard games for the family and trails to explore. Hope to be back in the future. "
Romantic Retreat: Mt. Views, Hot Tub, Movie Theater
Cozy Loft for two with Hot Tub
10.0 out of 10, Exceptional, (209)
"Jeff is a very gracious host and kept in communication throughout this VRBO experience. The cabin is a wonderfully enchanting place with a lot of privacy, and everything you need to make your time spent there a very relaxing and rewarding experience. The cabin is within 20 minutes of Stowe, Vt. The culture is downhome and the food is great!!!!"
Cozy Loft for two with Hot Tub
Ski-In/Ski-Out Condo w/ Shared, Seasonal Pool, Fast WiFi, Gas Fireplace, & Loft
9.0 out of 10, Wonderful, (29)
"Overall we had a good experience- some small issues related to the space. The place was clean and it suited us well. Thank you. "
Ski-In/Ski-Out Condo w/ Shared, Seasonal Pool, Fast WiFi, Gas Fireplace, & Loft
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.