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Chelsea Vacation Rentals

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Check prices for these dates

Tonight
Dec 23 - Dec 24
Tomorrow
Dec 24 - Dec 25
This weekend
Dec 26 - Dec 28
Next weekend
Jan 2 - Jan 4

Our top choices for Chelsea vacation rentals

Exterior
Cozy Farmhouse -minutes to town, miles from stress

Cozy Farmhouse -minutes to town, miles from stress

Cozy Farmhouse -minutes to town, miles from stress
Oakland
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 ￥35,303
￥63,499 total
includes taxes & fees
Jan 6 - Jan 7, 2026
Cozy Farmhouse -minutes to town, miles from stress
Exterior
Sister A-Frame in Woods B

Sister A-Frame in Woods B

Sister A-Frame in Woods B
Oakland
10.0 out of 10, Exceptional, (9)
"Great stay. Would stay here again if in the area."
United States
Amanda M.
The price is ￥19,025
￥36,040 total
includes taxes & fees
Dec 24 - Dec 25
Sister A-Frame in Woods B
Fridge, microwave, oven, stovetop
Discover Oakland charm near Colby College 10 min

Discover Oakland charm near Colby College 10 min

Discover Oakland charm near Colby College 10 min
2.0 star property
Oakland
10.0 out of 10, Exceptional, (6)
"New, clean and had everything we needed. "
United States
Lara B.
The price is ￥14,836
￥41,619 total
includes taxes & fees
Dec 24 - Dec 25
Discover Oakland charm near Colby College 10 min
Living area
The heart of the Belgrade Lakes

The heart of the Belgrade Lakes

The heart of the Belgrade Lakes
Oakland
9.0 out of 10, Wonderful, (9)
"Host was very accommodating "
United States
Maureen
The price is ￥18,044
￥36,770 total
includes taxes & fees
Jan 6 - Jan 7, 2026
The heart of the Belgrade Lakes
Property grounds
Central Maine Apartment offering 4 Seasons of Fun.

Central Maine Apartment offering 4 Seasons of Fun.

Central Maine Apartment offering 4 Seasons of Fun.
Oakland
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 ￥15,847
￥37,796 total
includes taxes & fees
Jan 6 - Jan 7, 2026
Central Maine Apartment offering 4 Seasons of Fun.
Fridge, microwave, oven, stovetop
Waterfront 2br/2ba cottage

Waterfront 2br/2ba cottage

Waterfront 2br/2ba cottage
West Gardiner
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 ￥26,830
￥56,950 total
includes taxes & fees
Dec 29 - Dec 30
Waterfront 2br/2ba cottage
TV
Two bedroom Mid Century Modern apartment in Downtown Hallowell

Two bedroom Mid Century Modern apartment in Downtown Hallowell

Two bedroom Mid Century Modern apartment in Downtown Hallowell
Hallowell
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 ￥19,613
￥37,112 total
includes taxes & fees
Dec 29 - Dec 30
Two bedroom Mid Century Modern apartment in Downtown Hallowell
TV
Tiny A-Frame Romantic Getaway

Tiny A-Frame Romantic Getaway

Tiny A-Frame Romantic Getaway
Wiscasset
10.0 out of 10, Exceptional, (3)
"Very nice and very quiet "
United States
justin s.
The price is ￥22,437
￥51,820 total
includes taxes & fees
Jan 21 - Jan 22, 2026
Tiny A-Frame Romantic Getaway
Property grounds
“Otter Getaway” Cozy Damariscotta Lake Year Round Cottage

“Otter Getaway” Cozy Damariscotta Lake Year Round Cottage

“Otter Getaway” Cozy Damariscotta Lake Year Round Cottage
Nobleboro
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 ￥21,040
￥45,509 total
includes taxes & fees
Dec 27 - Dec 28
“Otter Getaway” Cozy Damariscotta Lake Year Round Cottage
Property grounds
Tiny Cabin with Private Hot Tub on 100 Acres Kayaks, Canoes & Paddleboards

Tiny Cabin with Private Hot Tub on 100 Acres Kayaks, Canoes & Paddleboards

Tiny Cabin with Private Hot Tub on 100 Acres Kayaks, Canoes & Paddleboards
Whitefield
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.
The price is ￥23,535
￥35,230 total
includes taxes & fees
Dec 28 - Dec 29
Tiny Cabin with Private Hot Tub on 100 Acres Kayaks, Canoes & Paddleboards
Outdoor dining
Ice Fishing, Dog Friendly, Lake Great Pond

Ice Fishing, Dog Friendly, Lake Great Pond

Ice Fishing, Dog Friendly, Lake Great Pond
Belgrade
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 ￥37,082
￥70,690 total
includes taxes & fees
Jan 5 - Jan 6, 2026
Ice Fishing, Dog Friendly, Lake Great Pond
Property grounds
Cozy Cottage on water's edge of Lake Cobbosseecontee

Cozy Cottage on water's edge of Lake Cobbosseecontee

Cozy Cottage on water's edge of Lake Cobbosseecontee
Manchester
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 ￥22,751
￥52,333 total
includes taxes & fees
Dec 26 - Dec 27
Cozy Cottage on water's edge of Lake Cobbosseecontee
TV
Spacious Country Home w/ Hot Tub, near Colby/Thomas

Spacious Country Home w/ Hot Tub, near Colby/Thomas

Spacious Country Home w/ Hot Tub, near Colby/Thomas
Sidney
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
Property grounds
3350 Middle Road

3350 Middle Road

3350 Middle Road
Sidney
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 ￥42,222
￥52,692 total
includes taxes & fees
Jan 6 - Jan 7, 2026
3350 Middle Road
1 bedroom, iron/ironing board, WiFi, bed sheets
Peaceful Intown Studio ~ Walk to Shops & Dining

Peaceful Intown Studio ~ Walk to Shops & Dining

Peaceful Intown Studio ~ Walk to Shops & Dining
2.0 star property
Newcastle
The price is ￥20,836
￥26,131 total
includes taxes & fees
Dec 31 - Jan 1, 2026
Peaceful Intown Studio ~ Walk to Shops & Dining
Fridge, microwave, oven, stovetop
Charming Sheepscot Overlook Cottage

Charming Sheepscot Overlook Cottage

Charming Sheepscot Overlook Cottage
Edgecomb
10.0 out of 10, Exceptional, (10)
"Great location, great view, great house, great time"
United States
Carol P.
The price is ￥101,985
￥185,928 total
includes taxes & fees
Dec 24 - Dec 25
Charming Sheepscot Overlook Cottage
Outdoor spa tub
Cabin Style Studio Apt with Private Hot tub on 100 Acres Kayaks, Canoes & SUP

Cabin Style Studio Apt with Private Hot tub on 100 Acres Kayaks, Canoes & SUP

Cabin Style Studio Apt with Private Hot tub on 100 Acres Kayaks, Canoes & SUP
Whitefield
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 ￥29,027
￥46,347 total
includes taxes & fees
Dec 29 - Dec 30
Cabin Style Studio Apt with Private Hot tub on 100 Acres Kayaks, Canoes & SUP
Property grounds
Every window has a spectacular lake view Low fees

Every window has a spectacular lake view Low fees

Every window has a spectacular lake view Low fees
Wayne
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 ￥28,524
￥54,863 total
includes taxes & fees
Jan 6 - Jan 7, 2026
Every window has a spectacular lake view Low fees
Outdoor dining
Lighthouse Lane

Lighthouse Lane

Lighthouse Lane
Manchester
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 ￥56,484
￥75,249 total
includes taxes & fees
Dec 27 - Dec 28
Lighthouse Lane
Interior
High End Apartment in Downtown Hallowell

High End Apartment in Downtown Hallowell

High End Apartment in Downtown Hallowell
Hallowell
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 ￥17,573
￥32,323 total
includes taxes & fees
Jan 2 - Jan 3, 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

Maine Evergreen Hotel, an Ascend Collection Hotel

Maine Evergreen Hotel, an Ascend Collection Hotel

10/10 Excellent
"Clean & nicely decorated room & hotel. "
AmySue 1-night trip
Posted 2 days ago
Maine Evergreen Hotel, an Ascend Collection Hotel

Find out more about Chelsea

Search for holiday rentals in Chelsea on Expedia! You can easily find your home rentals, villas, holiday apartments in Chelsea using one of the methods below:

  • View our selection of featured holiday rentals in Chelsea
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  • Enter your travel dates to view the best deals on holiday rentals in Chelsea while they last

Look no further and take a look at our great range of rental properties in Chelsea!

Frequently asked questions

Are there vacation rentals in Chelsea?

Yes, you can find vacation rentals near well known local attractions in Chelsea, or you can go with a more secluded option if you'd like a relaxing place to stay.

What are some of the best vacation rentals in Chelsea?

Spacious Country Home w/ Hot Tub, near Colby/Thomas: This vacation home rental outside of Chelsea is located in a rural location and has a hot tub, a barbecue grill, 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 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 larger area, you’ll find War of 1861 Memorial and Capitol Park.

What’s a vacation rental in Chelsea like?

A vacation rental is a private property you can book for a few weeks or just a few days in Chelsea. Vacation rentals provide amenities such as kitchens and laundry facilities so you'll feel right at home. If you're concerned about a clean environment, a vacation rental can offer a sense of security away from public hotel elevators and busy lobbies while still allowing you the experience of travel. You'll also get more space in a vacation rental than in a hotel, which is another reason why a vacation rental is a popular choice for a small group gathering.