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Chelsea Vacation Rentals

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Check prices for these dates

In two weeks
Nov 6 - Nov 8
In two months
Dec 18 - Dec 20
In three months
Jan 15 - Jan 17
In four months
Feb 12 - Feb 14

Our top choices for Chelsea vacation rentals

A living room with a fireplace, a glass of white wine, a cutting board with cheese, and a remote control.

1. High End Apartment in Downtown Hallowell

High End Apartment in Downtown Hallowell
Hallowell
10.0 out of 10, Exceptional, (114 reviews)
"Bigger than I expected and one of the homier properties I have been to in a while. Great location to walk around town and minutes to Augusta. Will book again"
United States
Shawn
$185 nightly
The price is $202
Nov 2 - Nov 3
Total with taxes and fees
High End Apartment in Downtown Hallowell
A bathroom with a white sink, wooden paneling, a mirror with a bead trim, and a view of a house through a window.

2. River View Retreat, Hot Tub, Balcony, Kayaks & Bikes

River View Retreat, Hot Tub, Balcony, Kayaks & Bikes
Hallowell
10.0 out of 10, Exceptional, (2 reviews)
"Great place and great host. Right in the water and close to New York and Canada"
United States
Anthony R.
$160 nightly
The price is $174
Oct 21 - Oct 22
Total with taxes and fees
River View Retreat, Hot Tub, Balcony, Kayaks & Bikes
A modern living room with a flat-screen TV, a yellow armchair, a beige sofa, and a coffee table.

3. 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, (94 reviews)
"Cute place, quiet neighborhood close to downtown."
United States
Melissa F.
$220 nightly
The price is $240
Nov 1 - Nov 2
Total with taxes and fees
Two bedroom Mid Century Modern apartment in Downtown Hallowell
A two-story house with a front porch, a small tree, and a brick pathway.

4. Perfectly Located 1 Bedroom, newly remodeled

Perfectly Located 1 Bedroom, newly remodeled
Augusta
10.0 out of 10, Exceptional, (6 reviews)
"The area is so convenient for any business you have in the Augusta area- right off the main thoroughfare yet far enough away to be private. Check in was as simple as getting the lock code from vrbo check in emails. The apartment is even more lovely than the pictures- almost too clean and comfortable to be real! Bedtime was silent so I got a great night sleep. I only wish we would have had more time to enjoy :) Highly recommend!! "
United States
w c.
$255 nightly
The price is $278
Oct 21 - Oct 22
Total with taxes and fees
Perfectly Located 1 Bedroom, newly remodeled
A tent with a bed, two chairs, and a table.

5. Get in touch with nature.

Get in touch with nature.
Richmond
10.0 out of 10, Exceptional, (52 reviews)
"Perfect place to reset your soul! Loved it!"
United States
Vincent
Get in touch with nature.
A wooden interior with a radial wooden ceiling design and a central skylight.

6. Island Tree House Glamping

Island Tree House Glamping
Monmouth
10.0 out of 10, Exceptional, (11 reviews)
"Sunset/rise were so perfect, and we got a special appearance of a double rainbow during our stay!"
United States
Desiree L.
$203 nightly
The price is $221
Oct 28 - Oct 29
Total with taxes and fees
Island Tree House Glamping
A wooden deck with picnic tables overlooking a calm lake, surrounded by dense greenery.

7. Maine river escape: free kayaks, paddle boards, tennis, cute rabbits and fun!

Maine river escape: free kayaks, paddle boards, tennis, cute rabbits and fun!
West Gardiner
9.8 out of 10, Exceptional, (22 reviews)
"This was the ideal Maine spot."
United States
Lisa W.
$387 nightly
The price is $421
Oct 21 - Oct 22
Total with taxes and fees
Maine river escape: free kayaks, paddle boards, tennis, cute rabbits and fun!
A covered porch with wicker furniture, a white door, and a welcome mat.

8. Cozy cottage in the Winthrop Lakes Area

Cozy cottage in the Winthrop Lakes Area
Winthrop
9.8 out of 10, Exceptional, (9 reviews)
"The property was lovely, and the host was wonderful!"
United States
Treseanne A.
$169 nightly
The price is $184
Nov 1 - Nov 2
Total with taxes and fees
Cozy cottage in the Winthrop Lakes Area
A wooden cabin with a porch, a rocking chair, and a table with a lantern.

9. Naughty Dog Private Island Log Cabin

Naughty Dog Private Island Log Cabin
Monmouth
10.0 out of 10, Exceptional, (13 reviews)
"Honestly, this property and the whole experience exceeded all my expectations (which were already pretty high). Kent and the team were so accommodating, making sure that we had everything that we needed and were available at any time. They made special plans to accommodate some friends for a day visit and were so kind and helpful. The property itself was so perfect for what we wanted and the dog so enjoyed the freedom that only a private island can bring! Thanks, Kent, for a very memorable stay....
United States
Peter O.
$323 nightly
The price is $352
Nov 1 - Nov 2
Total with taxes and fees
Naughty Dog Private Island Log Cabin
A spacious room with a wooden floor, a striped rug, a black chair, and a dining table.

10. Jill's Place, new construction, lake access Cobbosee, 1 mile from Cabin Masters

Jill's Place, new construction, lake access Cobbosee, 1 mile from Cabin Masters
Winthrop
9.0 out of 10, Wonderful, (4 reviews)
"Very nice property, great location, nice decor, pet friendly, and good kitchen area."
United States
Laura M.
$284 nightly
The price is $310
Oct 21 - Oct 22
Total with taxes and fees
Jill's Place, new construction, lake access Cobbosee, 1 mile from Cabin Masters
A wooden deck with a glass door leading to a room.

11. Tiny Cottage Near Everything 10

Tiny Cottage Near Everything 10
Edgecomb
9.0 out of 10, Wonderful, (6 reviews)
"Great location awesome place to take it easy for a few"
United States
Gene
$213 nightly
The price is $215
Oct 21 - Oct 22
Total with taxes and fees
Tiny Cottage Near Everything 10
A wooden cabin with a porch, a door, and a green chair.

12. Sister A-Frame in Woods B

Sister A-Frame in Woods B
Oakland
10.0 out of 10, Exceptional, (13 reviews)
"Great stay. Would stay here again if in the area."
United States
Amanda M.
$203 nightly
The price is $221
Nov 3 - Nov 4
Total with taxes and fees
Sister A-Frame in Woods B
A bedroom with a bed, a bedside table, a lamp, and a window with curtains.

13. The heart of the Belgrade Lakes

The heart of the Belgrade Lakes
Oakland
9.2 out of 10, Wonderful, (11 reviews)
"It was amazing! Shawna was great! I forgot to add our pet on the original booking and she was so responsive and we got everything sorted out. The apartment was so comfortable and decorated beautifully! Great space from kids room with things to entertain them to calm adult bedroom. The kitchen was well stocked and had everything you could think of. We loved “the fluffy butt hut” chicken coop!!! This is a dream place, from veggie garden, pool, tree house, chicken coop. Love it! Will definitely...
United States
Tri C.
$215 nightly
The price is $234
Oct 21 - Oct 22
Total with taxes and fees
The heart of the Belgrade Lakes
Outdoor dining

14. Applecroft Cabin No. 3 - Modern off-grid cabin deep in the woods.

Applecroft Cabin No. 3 - Modern off-grid cabin deep in the woods.
Waldoboro
$166 nightly
The price is $181
Oct 21 - Oct 22
Total with taxes and fees
Applecroft Cabin No. 3 - Modern off-grid cabin deep in the woods.
A kitchen with a large island, two bar stools, wooden cabinets, a red refrigerator, and a view of the outdoors through large windows.

15. Spacious 1 Bedroom Cottage Close to Everything 5

Spacious 1 Bedroom Cottage Close to Everything 5
Edgecomb
10.0 out of 10, Exceptional, (14 reviews)
"Beautiful, clean, small cottage close to the coast, shopping and dining."
United States
Theresa
$214 nightly
The price is $225
Nov 10 - Nov 11
Total with taxes and fees
Spacious 1 Bedroom Cottage Close to Everything 5
A wooden cabin interior with a loft bedroom, a kitchen area, and a dining space.

16. Cheerful Cottage with Loft 9

Cheerful Cottage with Loft 9
Edgecomb
10.0 out of 10, Exceptional, (5 reviews)
"Immaculate, very cute - “tiny cottage”We loved it!"
United States
Daniel B.
$223 nightly
The price is $235
Oct 21 - Oct 22
Total with taxes and fees
Cheerful Cottage with Loft 9
A two-story house with a red roof, located by a lake surrounded by dense green trees.

17. July 7 to 14 Available: Big Porches w/ Scenic Views, Kayaks & Room to Gather

July 7 to 14 Available: Big Porches w/ Scenic Views, Kayaks & Room to Gather
Winthrop
9.6 out of 10, Exceptional, (5 reviews)
"Nice place to stay"
United States
Michael Y.
$820 nightly
The price is $894
Oct 26 - Oct 27
Total with taxes and fees
July 7 to 14 Available: Big Porches w/ Scenic Views, Kayaks & Room to Gather
A living room with a fireplace, a mounted TV, and bookshelves filled with books.

18. “Otter Getaway” Cozy Damariscotta Lake Year Round Cottage

“Otter Getaway” Cozy Damariscotta Lake Year Round Cottage
Nobleboro
10.0 out of 10, Exceptional, (51 reviews)
"We loved everything about this place! It’s beautifully decorated and feels like a home away from away. The host was wonderful and made it easy to communicate with her. The view from the deck is so pretty! I loved having a cup of tea out there and looking at the water. It was a perfect spot! We are so grateful!"
United States
Rhiannon A.
$325 nightly
The price is $354
Oct 21 - Oct 22
Total with taxes and fees
“Otter Getaway” Cozy Damariscotta Lake Year Round Cottage
A room with a sliding glass door leading to a deck, a wooden table, and a chair.

19. Boat launch and Trailer parking, Dog Friendly, Lake Great Pond

Boat launch and Trailer parking, Dog Friendly, Lake Great Pond
Belgrade
10.0 out of 10, Exceptional, (58 reviews)
"Great place, quiet neighborhood off the lake, very comfortable. Would definitely stay again!"
United States
Steve C.
$359 nightly
The price is $392
Nov 4 - Nov 5
Total with taxes and fees
Boat launch and Trailer parking, Dog Friendly, Lake Great Pond
A cozy living room with a wooden ceiling, a white sofa, a coffee table, and a dark armchair.

20. A Spacious Vacation Cottage in Sheepscot Harbour

A Spacious Vacation Cottage in Sheepscot Harbour
Edgecomb
10.0 out of 10, Exceptional, (71 reviews)
"Great place and great restaurants."
United States
Julie D.
$268 nightly
The price is $292
Oct 25 - Oct 26
Total with taxes and fees
A Spacious Vacation Cottage in Sheepscot Harbour
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

Cod Cove Inn, BW Signature Collection

Cod Cove Inn, BW Signature Collection

10/10 Excellent
"Check in was quick. Staff was friendly and helpful. Room was clean. TV excellent. Breakfast was good. Checked out while we grabbed breakfast. Loved this place."
Keith 2-night trip
Posted less than an hour ago
Cod Cove Inn, BW Signature Collection

Find out more about Chelsea

Everything you need to know about Chelsea vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Chelsea vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. 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 vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Chelsea vacation 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 low season months. For more hustle and bustle, you may prefer to visit Chelsea in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $181 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Chelsea rentals

At Expedia, we put the best Chelsea vacation 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 vacation.

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

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?

Make Shimmering River Retreat your Maine Coastal getaway!: This vacation home rental outside of Chelsea is located by the ocean and has a patio, a garden, and a barbecue grill to put you at ease in your new surroundings. It has 5 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. Make the most of the selection of games in this rental home to help you unwind.

What’s there to see and do in Chelsea?

While exploring the area, visit family-friendly sights like Wiscasset, Waterville and Farmington Railway Museum, or get outside and enjoy nature at Kennebec River. In the larger area, you’ll find Capitol Park and Maine State House.

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.