Chelsea Holiday Rentals

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Holiday Rentals in Chelsea

Exterior
Cozy Loft for two with Hot Tub
10.0 out of 10, Exceptional, (193)
"Cozy, welcoming environment. We enjoyed the privacy and quietness of the location. Jeff was very responsive and pleasant. We would definitely recommend to anyone looking for the tiny home experience and would certainly stay there again."
Cozy Loft for two with Hot Tub
Interior
Romantic Retreat: Mt. Views, Hot Tub, Movie Theater
10.0 out of 10, Exceptional, (447)
"Great!"
Romantic Retreat: Mt. Views, Hot Tub, Movie Theater
Outdoor pool
Williamstown Vermont , Central to skiing 5 minutes to I-89 , near VAST trails
10.0 out of 10, Exceptional, (24)
"We really like the setup of this rental space. The one-bedroom unit was spacious, with a small kitchenette that has everything that we need for simple meals. Even better was the living space with a side area for small children. We brought along the Guiding Eyes for the Blind puppy we were raising and his crate fitted nicely in the living room space. It was unfortunate that a spring snow storm cut our stay short. We would have loved romping in the snow with the puppy. We are so glad that the...
The price is NZ$322
per night
20 May - 21 May
Williamstown Vermont , Central to skiing 5 minutes to I-89 , near VAST trails
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Fridge, microwave, oven, stovetop
Dog-friendly cottage on acreage with nearby creek & wood stove
9.0 out of 10, Wonderful, (52)
"The place provided the space we needed for all our family members, and we found all the amenities we needed. It was a great home away from home as we travelled to different sites in Vermont. Thanks"
Dog-friendly cottage on acreage with nearby creek & wood stove
1 bedroom, iron/ironing board, travel cot, free WiFi
Cozy Cabin Retreat
9.8 out of 10, Exceptional, (19)
"Wonderful place, just need to fill in holes and level the driveway out, especially at the garage. Hope to stay again one day, but I plan on driving my corvette next time, which sits low to the ground. Also, they are serious about no cellular service, but I enjoyed the quietness without my phone working."
Cozy Cabin Retreat
Outdoor dining
Lovely condo near skiing with 3 pools, hot tub, sauna, fitness room & balcony
8.4 out of 10, Very good, (58)
"Overall nice place to stay! They did have an updated couch and chair which were nice! Location to mountain was great!"
The price is NZ$327
per night
20 May - 21 May
Lovely condo near skiing with 3 pools, hot tub, sauna, fitness room & balcony
Living area
Stetson Hollow Cabin by Stetson Brook
9.8 out of 10, Exceptional, (122)
"Stayed here to access the Sugarbush ski area. Easy 10-15 minute drive with on-site parking at cabin. Super cute with fire wood provided for use in both the inside fire place and outside fire pit. Cabin abuts the river which makes a nice coffee spot. Easy access to hiking trails. Only things to consider is that beds require climbing a ladder to access so keep that in mind if people have mobility issues. Also no TV so bring your own device if you have something you would like to watch."
The price is NZ$749
per night
21 May - 22 May
Stetson Hollow Cabin by Stetson Brook
Indoor pool
Quechee Lakes home on three acres - trail access, fireplace, AC - dog-friendly
9.4 out of 10, Exceptional, (26)
"We enjoyed use of the property. The location was ideal for the activities we planned in the area. We were impressed by the efforts and speed of response and communication by the property managers (via Vacasa). We would rent this property again."
Quechee Lakes home on three acres - trail access, fireplace, AC - dog-friendly
Exterior
Spring, and the peaceful beauty of Vermont in the off-season
10.0 out of 10, Exceptional, (14)
"We enjoyed our stay at this beautiful and modern yet rustic home. Josh was very friendly. We will return in the future."
The price is NZ$605
per night
23 May - 24 May
Spring, and the peaceful beauty of Vermont in the off-season
Exterior
Cozy studio cabin with free WiFi, firepit, gas fireplace, and patio
9.8 out of 10, Exceptional, (19)
"Had every amenity we needed and wanted, thoroughly enjoyed everything about it!"
Cozy studio cabin with free WiFi, firepit, gas fireplace, and patio
Outdoor spa tub
Private 5BR home, pool, new hot tub, mt views, & fireplace!
10.0 out of 10, Exceptional, (39)
"We loved it! Great location, close to the quaint town of Waitsfield. If you’re lucky with the weather and you have kids- amazing sledding hill! (We did insist the kids wear their ski helmets as it was long and FAST). Kitchen well supplied. The hosts were always helpful and responsive."
Private 5BR home, pool, new hot tub, mt views, & fireplace!
Exterior
Storybook House on Wrights Mountain
9.8 out of 10, Exceptional, (87)
"The House was clean and comfortable as described. The property manager was through and very helpful. Very nice peaceful location. We look forward to going back."
Storybook House on Wrights Mountain
TV, fireplace
Relaxing Ski Condo with Pools, Hot Tub, and Entertainment - Near Ski Access
8.8 out of 10, Excellent, (38)
"Very spacious condo, comfortable with old school charm. Basic local cable, but the Roku hook up allows you to login to any streaming service. Good location to Lincoln Peak. Only minor thing is very low water pressure in the showers, not sure the owner or manager can fix that. Check with the fitness club on closing hours if you want to use at night. Overall, good experience and the unit has an accurate description. We would come again."
Relaxing Ski Condo with Pools, Hot Tub, and Entertainment - Near Ski Access
Exterior
Cozy, updated riverfront home with private hot tub, gas stove & AC
9.0 out of 10, Wonderful, (44)
"Location to Sugarbush was short drive to mountain and town. House was very comfortable and hot tub on river was really nice extra. I’m sure would be nice also in summer and fall also"
Cozy, updated riverfront home with private hot tub, gas stove & AC
Fridge, microwave, oven, stovetop
Beautifully restored colonial home on first settler’s site - dog-friendly
9.0 out of 10, Wonderful, (2)
"It’s a funky, big, totally Vermont experience staying here! The clawfoot tub and the shower are amazing! But the property is the best part!!"
Beautifully restored colonial home on first settler’s site - dog-friendly
Terrace/patio
Ski condo with locker, shuttle, fast WiFi, fireplace, washer/dryer & AC
10.0 out of 10, Exceptional, (4)
"Had an amazing time at Paradise 10. Close to the lifts and base area with everything you need for a ski vacation. Would definitely recommend."
The price is NZ$673
per night
21 May - 22 May
Ski condo with locker, shuttle, fast WiFi, fireplace, washer/dryer & AC
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 NZ$1,525
per night
17 May - 18 May
ROMANTIC SPIRITUAL FAIRYTALE EUROPEAN TYPE COWBOY/INDIAN CASTLE
View from property
Delightful dog-friendly farmhouse with deck, yard, & W/D - near skiing & hiking
7.0 out of 10, Good, (4)
"Location was great. The house was just ok. Pictures are way better than the property. The house just didn't feel clean. Ownership ask you to remove your shoes. But dirt sticks to your bare feet, a lot of it. There was an old hard brownie on top of the refrigerator left behind. Coffee is from the 70's and sad. One tv in the whole house had to move it from room to room. Laundry room half bath is the best . Both full baths are very very dated. And the shower in one is not even useable. It would not...
Delightful dog-friendly farmhouse with deck, yard, & W/D - near skiing & hiking
Fridge, microwave, oven, stovetop
Luxurious dog-friendly winter chalet by Sugarbush Resort with private sauna
7.2 out of 10, Good, (13)
"We attended a wedding at the mountain and this was a perfect place for our group of 10. 1 Mile from the mountain. Nice little store for coffee, groceries, sandwiches between the condo and the mountain so you do not need to run all the way into town. Would stay here again, for sure."
Luxurious dog-friendly winter chalet by Sugarbush Resort with private sauna
Outdoor dining
Absolutely Gorgeous Vermont Garden Cottage
10.0 out of 10, Exceptional, (7)
"Loved this place! Nice large place for two, loved the ambiance of the place, including a lovely back porch with view of garden. Only thing lacking was no coffee condiments (no cream or sweetener) or no dish linens. Would definitely recommend it!"
Absolutely Gorgeous Vermont Garden Cottage
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See all available properties in Chelsea
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.

Other types of properties in Chelsea you may be interested in

Lobby
Comfort Inn & Suites Montpelier-Berlin
2.5 star property
9.4 out of 10, Exceptional, (1002)
"Short overnight stay, but pleasant and comfortable accommodations."
The price is NZ$261
per night
2 Jun - 3 Jun
Comfort Inn & Suites Montpelier-Berlin
Breakfast and dinner served
Six South St Hotel
2.5 star property
9.4 out of 10, Exceptional, (684)
"Hands down the best hotel in Hanover. Great staff, great rooms, good location. "
The price is NZ$406
per night
26 May - 27 May
Six South St Hotel
Lobby sitting area
Hanover Inn Dartmouth
4.0 star property
9.6 out of 10, Exceptional, (721)
"This is a beautiful hotel in a great location!"
The price is NZ$470
per night
27 May - 28 May
Hanover Inn Dartmouth
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.

You always said you would go on a dream holiday someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannonball into the deep end. Go ahead, unplug and unwind in style. When you book one of our Chelsea holiday rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your holiday just got upgraded.

As much as you love your vacation rental, it’s always good to get out and explore to soak up Chelsea. Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in Chelsea. Seeing all the best attractions is bound to make you fall in love with Chelsea. Who knows, you may even be tempted to extend your stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true. 

It’s your escape so why share it? You deserve your own slice of paradise. Booking your holiday rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in Chelsea short-term rentals, that won’t be hard to do.

Frequently asked questions

Can I find a holiday rental in Chelsea?

Yes, there are holiday rentals close to the most popular sights in Chelsea, or you can select a more secluded option if you're looking for a relaxing stay.

What are some of the best holiday rentals that Chelsea has to offer?

Rustic Roxbury Ski Farmhouse with Trails!: This holiday home rental outside of Chelsea offers a patio, a private garden and a BBQ to help you feel perfectly comfortable in your new surroundings. It has 4 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. You and your friends and family can relax into your holiday with amenities such as a selection of games.

What’s there to see and do in Chelsea?

While exploring the area, visit family-friendly sights like Rock of Ages, or get outside and enjoy nature at Lake Fairlee. In the wider area, you’ll find Thunder Road International Speedbowl and Norwich University.

What’s a holiday rental in Chelsea like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Chelsea. Holiday rentals provide amenities like WiFi and washers and dryers so your stay will be comfortable. If you're concerned about cleanliness, a holiday rental can offer a sense of security away from public hotel lifts and busy reception areas while still allowing you a great travel experience. You'll also have more space in a holiday rental than in a traditional hotel, which is another reason why a holiday rental is a popular option for a small group gathering.

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