Photo by Marsha BeDen

Holiday Rentals in Chelsea

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Our top choices for Chelsea holiday rentals

10.0 out of 10, Exceptional, (7)
"It was that was said to be The host was very nice and helpful . I enjoyed my stay "
United States
Andrea C.
The price is €353
includes taxes & fees
5 Jan - 6 Jan 2026
Cozy Farmhouse -minutes to town, miles from stress
10.0 out of 10, Exceptional, (9)
"Great stay. Would stay here again if in the area."
United States
Amanda M.
The price is €200
includes taxes & fees
2 Jan - 3 Jan 2026
Sister A-Frame in Woods B
2.0 star property
10.0 out of 10, Exceptional, (6)
"New, clean and had everything we needed. "
United States
Lara B.
The price is €231
includes taxes & fees
24 Dec - 25 Dec
Discover Oakland charm near Colby College 10 min
9.0 out of 10, Wonderful, (9)
"Host was very accommodating "
United States
Maureen
The heart of the Belgrade Lakes
10.0 out of 10, Exceptional, (43)
"The hosts were super friendly and attentive. The accommodations were cozy and quaint. It was extremely appreciated that they had coffee available. If we’re ever back in the area visiting Colby college we would definitely stay again. "
United States
Sounder a.
The price is €210
includes taxes & fees
5 Jan - 6 Jan 2026
Central Maine Apartment offering 4 Seasons of Fun.

Cottage in West Gardiner

Waterfront 2br/2ba cottage
9.8 out of 10, Exceptional, (15)
"Very nice and clean place. We used this rental as a hub to go around and see lots that Maine had to offer. Hosts were very nice and kept a very clean place."
United States
Bruce J.
The price is €317
includes taxes & fees
29 Dec - 30 Dec
Waterfront 2br/2ba cottage
10.0 out of 10, Exceptional, (81)
"Great location and excellent accommodations. Just what we needed for this quick stay. We would definitely stay here again!"
United States
J K.
The price is €206
includes taxes & fees
28 Dec - 29 Dec
Two bedroom Mid Century Modern apartment in Downtown Hallowell

Mobile Home in Wiscasset

Tiny A-Frame Romantic Getaway
10.0 out of 10, Exceptional, (3)
"Very nice and very quiet "
United States
justin s.
The price is €284
includes taxes & fees
7 Jan - 8 Jan 2026
Tiny A-Frame Romantic Getaway
9.8 out of 10, Exceptional, (43)
"House was very clean and beautiful the beach and fishing are were lovely as well very nicecstay"
United States
Lori R.
The price is €253
includes taxes & fees
27 Dec - 28 Dec
“Otter Getaway” Cozy Damariscotta Lake Year Round Cottage
9.8 out of 10, Exceptional, (30)
"We stayed in this cabin for two nights with our dog and it was very peaceful and fun! The cabin has a campfire, lots of batteries for charging, lights, battery fans, etc. There were many long walking trails with fun activities; like kayaking, axe throwing, a pizza oven… Exactly what we were looking for! Would stay again! "
United States
Ben R.
Tiny Cabin with Private Hot Tub on 100 Acres Kayaks, Canoes & Paddleboards
10.0 out of 10, Exceptional, (48)
"Great place for us to get in 2 days of golf and 2 days of fishing. House was clean and communication with host prior to arrival and during our stay was excellent. "
United States
Thomas B.
The price is €393
includes taxes & fees
5 Jan - 6 Jan 2026
Ice Fishing, Dog Friendly, Lake Great Pond
8.6 out of 10, Excellent, (18)
"Great views of the from the screened porch! Lots to loons too, a big bonus!"
United States
Randy P.
The price is €294
includes taxes & fees
24 Dec - 25 Dec
Cozy Cottage on water's edge of Lake Cobbosseecontee
9.6 out of 10, Exceptional, (37)
"Very nice hot tub, quite and beautiful area! Air quality amazing and AC works fantasticly!"
United States
Nathan
Spacious Country Home w/ Hot Tub, near Colby/Thomas

Holiday Home in Sidney

3350 Middle Road
8.0 out of 10, Very good, (3)
"A great spot for all 7 of us. Nice house with zones for everyone. Lovely backyard. Big kitchen and dining table"
United States
Pat D.
The price is €293
includes taxes & fees
5 Jan - 6 Jan 2026
3350 Middle Road
2.0 star property
The price is €145
includes taxes & fees
25 Dec - 26 Dec
Peaceful Intown Studio ~ Walk to Shops & Dining
10.0 out of 10, Exceptional, (10)
"Great location, great view, great house, great time"
United States
Carol P.
The price is €1,034
includes taxes & fees
24 Dec - 25 Dec
Charming Sheepscot Overlook Cottage
10.0 out of 10, Exceptional, (6)
"Great getaway! We loved all of the discoveries to be made both in the cabin and on the property. We stayed in Stella. It was adorable, functional, and very welcoming. We also enjoyed an outing to Kennebec Maine Cabin Masters only 20 min away! "
United States
Sandra L.
The price is €257
includes taxes & fees
29 Dec - 30 Dec
Cabin Style Studio Apt with Private Hot tub on 100 Acres Kayaks, Canoes & SUP
9.8 out of 10, Exceptional, (45)
"Tina was great and very informative with places to visit and place to eat. Will definitely be checking in again "
United States
Nancy
The price is €305
includes taxes & fees
5 Jan - 6 Jan 2026
Every window has a spectacular lake view Low fees

Cottage in Manchester

Lighthouse Lane
10.0 out of 10, Exceptional, (70)
"The house location on the lake is perfect! So beautiful and quiet:) The house was overall very nice to live in."
United States
Nathalie N.
The price is €416
includes taxes & fees
24 Dec - 25 Dec
Lighthouse Lane
10.0 out of 10, Exceptional, (96)
"Beautiful place to stay. Having coffee with all the fixings already there along with snacks was great! Would definitely stay here again!"
United States
John H.
The price is €179
includes taxes & fees
22 Jan - 23 Jan 2026
High End Apartment in Downtown Hallowell
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, apart-hotels, 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 favorite 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 depends 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 €253 per night. Entering your travel dates in the search wizard you might find 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. 

Explore a world of travel with Expedia

Frequently asked questions

Are there holiday rentals 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?

Spacious Country Home w/ Hot Tub, near Colby/Thomas: This holiday home rental outside of Chelsea is located in a rural location, and has 1 hot tub, a BBQ and air conditioning to put you at ease 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.

What’s there to see and do in Chelsea?

While exploring the area, visit family-friendly sights like Maine State Museum, or get outside and enjoy nature at Kennebec River. In the wider area, you’ll find War of 1861 Memorial and Capitol Park.

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 feature extras like kitchens and laundry facilities so you'll feel just like you're at home. If you're concerned about cleanliness, a holiday rental can offer a sense of seclusion away from public hotel lifts and busy concierge desks while still allowing you a great travel experience. You'll also get more space in a holiday rental than in a hotel, which is another reason why a holiday rental is a popular choice for a small group gathering.