Chelsea Holiday Rentals: Short-Term Accommodations for Rent

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

Make Shimmering River Retreat your Maine Coastal getaway! : This holiday home rental outside of Chelsea is located by the ocean, and has a patio, a garden and a BBQ 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 that you can cook with friends or family. Make the most of games in this rental home to help you unwind.

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In two weeks

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Our top choices for Chelsea holiday rentals

A living room with a fireplace, a television, and a sofa.

1. High End Apartment in Downtown Hallowell

Hallowell

Shawn

HK$1,522 total

includes taxes & fees

14 Nov - 15 Nov

A modern living room with a flat-screen TV, a yellow armchair, a beige sofa, and a coffee table.

2. Two bedroom Mid Century Modern apartment in Downtown Hallowell

Hallowell

Melissa F.

HK$1,681 total

includes taxes & fees

8 Nov - 9 Nov

A wooden cabin with a porch, a rocking chair, and a table with a lantern.

3. Naughty Dog Private Island Log Cabin

Monmouth

"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....

Peter O.

HK$2,429 total

includes taxes & fees

5 Nov - 6 Nov

A wooden deck with a railing and steps leading to a house.

4. Home Away From Home. Family friendly, comfortable- centrally located in Augusta

Augusta

HK$2,395 total

includes taxes & fees

16 Nov - 17 Nov

A wooden interior with a radial wooden ceiling design and a central skylight.

5. Island Tree House Glamping

Monmouth

Desiree L.

HK$1,822 total

includes taxes & fees

8 Nov - 9 Nov

A covered porch with wicker furniture, a white door, and a welcome mat.

6. Cozy cottage in the Winthrop Lakes Area

Winthrop

Treseanne A.

HK$1,377 total

includes taxes & fees

10 Nov - 11 Nov

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!

West Gardiner

Lisa W.

HK$3,152 total

includes taxes & fees

5 Nov - 6 Nov

A wooden deck with a glass door leading to a room.

8. Tiny Cottage Near Everything 10

Edgecomb

Gene

A wooden cabin with a porch, a door, and a green chair.

9. Sister A-Frame in Woods B

Oakland

Amanda M.

HK$1,659 total

includes taxes & fees

5 Nov - 6 Nov

A bedroom with a large bed, a desk with two red chairs, a window with blinds, and a nightstand with a lamp.

10. Cheerful Cottage Close to Everything 12

Edgecomb

Tom C.

HK$1,541 total

includes taxes & fees

10 Nov - 11 Nov

A spacious room with a wooden floor, a striped rug, a black chair, and a dining table.

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

Winthrop

Laura M.

HK$2,318 total

includes taxes & fees

16 Nov - 17 Nov

A wooden cabin interior with a loft bedroom, a kitchen area, and a dining space.

12. Cheerful Cottage with Loft 9

Edgecomb

Daniel B.

HK$1,661 total

includes taxes & fees

5 Nov - 6 Nov

A deck with a table and chairs, overlooking a wooded area with trees and a house in the background.

13. Happy Cottage Near Everything 11

Edgecomb

George

HK$1,375 total

includes taxes & fees

9 Nov - 10 Nov

A small cabin with a wooden deck, surrounded by trees in a wooded area.

14. Spacious 1 Bedroom Cottage Close to Everything 3

Edgecomb

Bruce O.

HK$1,943 total

includes taxes & fees

9 Nov - 10 Nov

15. Central Maine Apartment offering 4 Seasons of Fun.

Oakland

kathy e.

HK$1,856 total

includes taxes & fees

8 Nov - 9 Nov

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

Waldoboro

HK$1,351 total

includes taxes & fees

14 Nov - 15 Nov

A room with a sliding glass door leading to a deck, a wooden table, and a chair.

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

Belgrade

Steve C.

HK$2,551 total

includes taxes & fees

10 Nov - 11 Nov

A bedroom with a bed, a bedside table, a lamp, and a window with curtains.

18. The heart of the Belgrade Lakes

Oakland

Maureen

HK$1,753 total

includes taxes & fees

5 Nov - 6 Nov

A bedroom with a bed, a bedside table, and a window with curtains.

19. Peaceful Intown Studio ~ Walk to Shops & Dining

Newcastle

Brian

HK$1,351 total

includes taxes & fees

4 Dec - 5 Dec

A kitchen with a large island, two bar stools, wooden cabinets, a red refrigerator, and a view of the outdoors through large windows.

20. Spacious 1 Bedroom Cottage Close to Everything 5

Edgecomb

Theresa

HK$1,549 total

includes taxes & fees

9 Nov - 10 Nov

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Top Chelsea Hotel Reviews

Senator Inn & Spa

10/10 Excellent

"The neighborhood did not feel secure but the room was nice. Pool is also available for public use, not just hotel guests"

Maine Cabin Masters Camp completely redone waiting for a Lake loving family !

10/10 Excellent

"Was extremely pleased with everything about the property, the cleanliness and our reception by Mary and family. We were somewhat prepared about what we would find as we watched Maine Cabin Masters, season 9 episode 1 where we watch the restoration of the property. But seeing it in person was amazing. Words actually fail me. Mary even went so far as to have a fresh baked apple pie (and a bottle of wine) waiting on us when we arrived. Anyone staying in this area should visit the Apple Shed Kitchen and Bakery in Readfield. Everything we tried there was beyond description. Glad we don’t live closer because I would drive a hundred miles to go there. About the home. Everything was ready to move in. The kitchen was well stocked and she even had the makings for S’mores. Every dish, pot or pan you could need or want was there. Heating was no problem with an HVAC. Supplemental heating with an antique pot belly stove added a nice romantic tone. Games and DVD’s (100?) were plentiful. It was a comfortable home. Fishing gear was available as were canoes and a paddle boat. The fishing was good and listening to the loons were fantastic The outside fireplace was large and seasoned wood abundantBottom line, we highly recommend this property for your consideration. We also hope to be back in the future, but will fly in. Getting there, driving around, and heading back to Western North Carolina was about 3500 miles. But it was well worth."

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

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?

Make Shimmering River Retreat your Maine Coastal getaway!: This holiday home rental outside of Chelsea is located by the ocean, and has a patio, a garden and a BBQ 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 that you can cook with friends or family. Make the most 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 wider area, you’ll find Capitol Park and Maine State House.

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.

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Check prices for these dates

Our top choices for Chelsea holiday rentals

1. High End Apartment in Downtown Hallowell

2. Two bedroom Mid Century Modern apartment in Downtown Hallowell

3. Naughty Dog Private Island Log Cabin

4. Home Away From Home. Family friendly, comfortable- centrally located in Augusta

5. Island Tree House Glamping

6. Cozy cottage in the Winthrop Lakes Area

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

8. Tiny Cottage Near Everything 10

9. Sister A-Frame in Woods B

10. Cheerful Cottage Close to Everything 12

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

12. Cheerful Cottage with Loft 9

13. Happy Cottage Near Everything 11

14. Spacious 1 Bedroom Cottage Close to Everything 3

15. Central Maine Apartment offering 4 Seasons of Fun.

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

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

18. The heart of the Belgrade Lakes

19. Peaceful Intown Studio ~ Walk to Shops & Dining

20. Spacious 1 Bedroom Cottage Close to Everything 5

Find holiday rentals that suit your style

Top Chelsea Hotel Reviews

Senator Inn & Spa

Maple Hill Farm Inn

Hawks House Inn

Maine Cabin Masters Camp completely redone waiting for a Lake loving family !

Lakefront, dog-friendly cottage with screened porch, firepit, WiFi & lake access

Find out more about Chelsea

Frequently asked questions

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