Chelsea Holiday Rentals

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Holiday Rentals in Chelsea

Holiday Home in Chelsea

2.0 star property
10.0 out of 10, Exceptional, (36)
"Lovely farm and friendly hosts"
United States
Ruilin
The price is AU$239
includes taxes & fees
13 Dec - 14 Dec
Barn stay with dairy goats! Your clean cozy spot in the barn is waiting for you

Cabin in Granville

10.0 out of 10, Exceptional, (272)
"This place was perfect its so cozy and cute! Ill definitely be coming back "
United States
Renée T.
Cozy Loft for two with Hot Tub & Mtn Views

Cabin in Granville

10.0 out of 10, Exceptional, (528)
"Clean, quiet, adorable."
United States
Bella M.
Romantic Retreat: Mt. Views, Hot Tub, Movie Theater

Condo resort in Warren

3.5 star property
8.2 out of 10, Very good, (16)
"Great condo and excellent proximity to sugarbush. 10/10 would rent again"
United States
Jesse
The price is AU$306
includes taxes & fees
7 Dec - 8 Dec
Bridges Resort

Cabin in Warren

9.8 out of 10, Exceptional, (159)
"Great location and a great price. Perfect for 2-4 people who just want to get away to the peace of Vermont."
United States
James N.
The price is AU$664
includes taxes & fees
7 Dec - 8 Dec
Stetson Hollow Cabin by Stetson Brook

Holiday Home in Orford

9.8 out of 10, Exceptional, (20)
"Very clean and perfect for our group. "
United States
Kimberly P.
4BR Retreat w/ Hot Tub, Fire Pit, Basketball Court, Hammock, Patio, Near lake

Apartment in Warren

8.4 out of 10, Very good, (74)
"Perfect summer getaways! The condo was comfortable and in a great location. The pools and rec center were also so much fun. Looking forward to coming back next year."
United States
Christine P.
The price is AU$298
includes taxes & fees
7 Dec - 8 Dec
Lovely condo near skiing with 3 pools, hot tub, sauna, fitness room & balcony

Cabin in Warren

9.2 out of 10, Wonderful, (26)
"Great little cabin perfect for everything I needed. definitely will stay again.. very peaceful, great place unwind. "
United States
Michael R.
Charming cabin located one minute from the base of Sugarbush Resort

Holiday Home in Fairlee

2.5 star property
10.0 out of 10, Exceptional, (6)
"Great Mountain views, especially from the hot tub. Open layout on each of the 3 floors with exposed woodwork of the unique “bow” house shape. Nice accommodations for a relaxing getaway, with a fenced in area for our dogs to explore. Short drive to great restaurants and amenities. Great communication from owners."
United States
Kyle C.
Cozy Bow House Perched in Trees w/ Hot Tub & View

Cabin in Roxbury

10.0 out of 10, Exceptional, (36)
"Absolutely beautiful! So pleased with everything about our stay!"
United States
Gwen B.
The price is AU$358
includes taxes & fees
7 Dec - 8 Dec
Secluded retreat in the trees

Condo in Warren

9.0 out of 10, Wonderful, (43)
"Has everything you need for a great Summer stay!"
United States
Ashley G.
Relaxing Ski Condo with Pools, Hot Tub, and Entertainment - Near Ski Access

Condo in Warren

9.6 out of 10, Exceptional, (16)
"Just as described, perfect for a family vacation."
United States
Jennifer K.
Ski-in/out condo steps from the lifts/village with fireplace & mountain views

Condo in Warren

9.6 out of 10, Exceptional, (8)
"The location of the property is great. Short walk to the slopes and restaurants was perfect. I would stay here again."
United States
stephen s.
Skiers condo, walk-out to ground level, near the slopes, walk to lifts, wifi, TV

Chalet in Waitsfield

9.8 out of 10, Exceptional, (52)
"We stayed here with friends in the summer! Plenty of space for kids, and they loved the loft space! Would be a great ski location with lots of beds!"
United States
Kate C.
SPACIOUS CHALET!! Ski, Golf, Tennis, Hiking, Mountain Biking!! Early discounts!

Holiday Home in Middlesex

9.0 out of 10, Wonderful, (19)
"We really enjoyed our stay. The view of the mountains from the deck is fantastic and the place is large and comfortable. We enjoyed the pool table and the comfortable beds. It feels remote but it’s a short drive to Montpelier. We would stay again!"
Canada
Laurel A.
Dog-friendly home with panoramic mountain views, grill, deck, & pool table

Holiday Home in Warren

9.8 out of 10, Exceptional, (39)
"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."
United States
Dmitriy K.
Beautiful home located in the Mad River Valley

Cabin in Warren

9.8 out of 10, Exceptional, (21)
"Great dog freindly cabin. Love the hot tub! Just as good as the first time,"
United States
Jack G.
Lovely cabin nestled in the woods one minute from Sugarbush Resort

Holiday Home in Bethel

10.0 out of 10, Exceptional, (64)
"Very cozy, warm and inviting. Beds were all comfortable. House is big enough to have your own space yet intimate enough for pool, and family game night. Highly recommend!"
United States
Christine F.
King Size Master With Attached Bath,Pool Table, Open Kitchen,2 Full Baths

Holiday Home in Warren

9.6 out of 10, Exceptional, (43)
"Charming older home, clearly well loved. Enjoyed eating on the back porch, the generous living room space, and the sinks in every bedroom!"
United States
Nathalie B.
Classic Vermont Farmhouse near Sugarbush Resort

Holiday Home in granville

9.4 out of 10, Exceptional, (83)
"Great place! Comfortable and conveniently located. "
United States
Violet R.
The price is AU$505
includes taxes & fees
7 Dec - 8 Dec
5/2 Old Farmhome-Beautiful Valley Views-Near Skiing-Sugarbush
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

Find out more about Chelsea

Everything you need to know about Chelsea holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Chelsea holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Chelsea holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search. 

Chelsea holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Chelsea. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depend on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Chelsea holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Chelsea holiday rentals we have selected for you start as low as AU$239 per night. Entering your travel dates in the search wizard might find you even better deals!

How to find incredible deals on Chelsea rentals

At Expedia, we put the best Chelsea holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Chelsea rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Chelsea holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Chelsea. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

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?

Barn stay with dairy goats! Your clean cozy spot in the barn is waiting for you: This highly rated holiday home rental in Chelsea offers a garden, a selection of games and a BBQ to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a fridge, a stovetop and a microwave.

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. Other places in town to visit include Chelsea Public Library and Alden Speare Memorial Library.

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.