A pond surrounded by trees with autumn leaves, a clear sky, and a distant building.

Chelsea Vacation Rentals

Check prices for these dates

In two weeks
Sep 18 - Sep 20
In two months
Oct 30 - Nov 1
In three months
Nov 27 - Nov 29
In four months
Dec 25 - Dec 27

Our top choices for Chelsea vacation rentals

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1. 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, (92 reviews)
"House and community was amazing love the vibe of house experience was far and above expectations "
United States
Mike W.
$209 nightly
The price is $227
Sep 3 - Sep 4
Total with taxes and fees
Two bedroom Mid Century Modern apartment in Downtown Hallowell
Interior

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 $175
Sep 8 - Sep 9
Total with taxes and fees
River View Retreat, Hot Tub, Balcony, Kayaks & Bikes
Interior

3. High End Apartment in Downtown Hallowell

High End Apartment in Downtown Hallowell
Hallowell
10.0 out of 10, Exceptional, (109 reviews)
"Lovely stay in Hallowell."
United States
Lori D.
$192 nightly
The price is $209
Sep 14 - Sep 15
Total with taxes and fees
High End Apartment in Downtown Hallowell
Exterior

4. Perfectly Located 1 Bedroom, newly remodeled

Perfectly Located 1 Bedroom, newly remodeled
Augusta
10.0 out of 10, Exceptional, (4 reviews)
"I’ve stayed in many rental properties and this one is by far the cleanest and nicest. Everything was exactly as described and there was even a second ac unit in the bedroom. It’s on a nice quiet street and convenient to many things. You truly can’t go wrong choosing to stay here."
United States
Lisa G.
$257 nightly
The price is $280
Sep 2 - Sep 3
Total with taxes and fees
Perfectly Located 1 Bedroom, newly remodeled
Terrace/patio

5. Get in touch with nature.

Get in touch with nature.
Richmond
10.0 out of 10, Exceptional, (46 reviews)
"Wonderful place very peaceful very friendly Aaron was spectacular couldn't ask for a more wonderful enjoyable spot"
United States
Keith R
$140 nightly
The price is $153
Sep 2 - Sep 3
Total with taxes and fees
Get in touch with nature.
Interior

6. Island Tree House Glamping

Island Tree House Glamping
Monmouth
9.8 out of 10, Exceptional, (10 reviews)
"Sunset/rise were so perfect, and we got a special appearance of a double rainbow during our stay!"
United States
Desiree L.
$238 nightly
The price is $259
Sep 3 - Sep 4
Total with taxes and fees
Island Tree House Glamping
Outdoor dining

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, (21 reviews)
"The place was spacious and plenty of room for our family to stay in. Pet friendly was very important to us. The beds were extremely comfortable!The coffee maker with the freshly gound beans every morning was a delight! The place is on a nice country road with beautiful views. Area restaurants and a bike/walking path only a couple miles away."
United States
heather w.
$502 nightly
The price is $547
Sep 5 - Sep 6
Total with taxes and fees
Maine river escape: free kayaks, paddle boards, tennis, cute rabbits and fun!
Terrace/patio

8. Cozy cottage in the Winthrop Lakes Area

Cozy cottage in the Winthrop Lakes Area
Winthrop
9.8 out of 10, Exceptional, (7 reviews)
"The property was lovely, and the host was wonderful!"
United States
Treseanne A.
$177 nightly
The price is $192
Sep 10 - Sep 11
Total with taxes and fees
Cozy cottage in the Winthrop Lakes Area
Cottage (2 Bedrooms) | Front of property

9. Private Dock on Messalonskee Lake: Cozy Cottage!

Private Dock on Messalonskee Lake: Cozy Cottage!
3.0 star property
Augusta
10.0 out of 10, Exceptional, (1 review)
"Great little lake cabin. Had everything we needed. Clean, comfortable, quite. Beautiful area and views. We had a wonderful stay and would stay again."
United States
John
$298 nightly
The price is $324
Sep 16 - Sep 17
Total with taxes and fees
Private Dock on Messalonskee Lake: Cozy Cottage!
Property grounds

10. Floating Island Cabin

Floating Island Cabin
Monmouth
10.0 out of 10, Exceptional, (9 reviews)
"What an absolute pleasure it was staying in the floating home on the island. It was everything we wanted it to be. We will make this an annual trip. "
United States
Carissa P.
$203 nightly
The price is $221
Sep 16 - Sep 17
Total with taxes and fees
Floating Island Cabin
Terrace/patio

11. 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.
$352 nightly
The price is $384
Sep 3 - Sep 4
Total with taxes and fees
Naughty Dog Private Island Log Cabin
Interior

12. 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.
$280 nightly
The price is $305
Sep 7 - Sep 8
Total with taxes and fees
Jill's Place, new construction, lake access Cobbosee, 1 mile from Cabin Masters
Outdoor dining

13. Lighthouse Lane

Lighthouse Lane
Manchester
10.0 out of 10, Exceptional, (77 reviews)
"Great and clean place, wonderful location, would love to comeback again."
United States
Alexey L.
Lighthouse Lane
1 bedroom, WiFi, bed sheets

14. Charming 1-bedroom apartment in Monmouth with AC, WiFi. Several lakes nearby.

Charming 1-bedroom apartment in Monmouth with AC, WiFi. Several lakes nearby.
Monmouth
9.6 out of 10, Exceptional, (4 reviews)
"Really enjoyed my stay at this apartment. Quiet with all the comforts of home. Will definitely stay again next time I'm in town."
United States
bill w.
$220 nightly
The price is $240
Sep 2 - Sep 3
Total with taxes and fees
Charming 1-bedroom apartment in Monmouth with AC, WiFi. Several lakes nearby.
Exterior

15. Sister A-Frame in Woods B

Sister A-Frame in Woods B
Oakland
10.0 out of 10, Exceptional, (11 reviews)
"Great stay. Would stay here again if in the area."
United States
Amanda M.
$241 nightly
The price is $262
Sep 3 - Sep 4
Total with taxes and fees
Sister A-Frame in Woods B
Coffee/tea maker, fridge, microwave, stovetop

16. Spacious 1 Bedroom Cottage Close to Everything 5

Spacious 1 Bedroom Cottage Close to Everything 5
Edgecomb
10.0 out of 10, Exceptional, (12 reviews)
"Beautiful, clean, small cottage close to the coast, shopping and dining."
United States
Theresa
$253 nightly
The price is $267
Sep 14 - Sep 15
Total with taxes and fees
Spacious 1 Bedroom Cottage Close to Everything 5
2 bedrooms, iron/ironing board, bed sheets

17. 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.
$241 nightly
The price is $254
Sep 7 - Sep 8
Total with taxes and fees
Cheerful Cottage with Loft 9
TV, fireplace, books

18. Private Dock on Messalonskee Lake: Cozy Cottage!

Private Dock on Messalonskee Lake: Cozy Cottage!
Sidney
9.0 out of 10, Wonderful, (12 reviews)
"Great place to stay for our annual fishing weekend in the Belgrade Lakes region! "
United States
Shawn H.
$305 nightly
The price is $332
Sep 16 - Sep 17
Total with taxes and fees
Private Dock on Messalonskee Lake: Cozy Cottage!
House (3 Bedrooms) | Front of property

19. Near Lakes, Bay & Trails! Historic Waldoboro Gem

Near Lakes, Bay & Trails! Historic Waldoboro Gem
3.0 star property
Waldoboro
10.0 out of 10, Exceptional, (2 reviews)
"This home is such a gem! A historic home that is updated with many modern conveniences. We’ve been to MANY AirB&B’s and this home was probably the best equipped we’ve been in! Convenient to Boothbay and lots of downeast inlets and harbors. Very quiet, but close to groceries, food and farm stands. Our only regret was not staying longer- we would have loved to grill and use the fire pit!"
United States
Deborah
$450 nightly
The price is $491
Sep 9 - Sep 10
Total with taxes and fees
Near Lakes, Bay & Trails! Historic Waldoboro Gem
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

Hampton Inn Waterville

Hampton Inn Waterville

10/10 Excellent
"The staff was very nice."
Ronald 1-night trip
Posted less than an hour ago
Hampton Inn Waterville

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 $153 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?

Warm & Inviting Lakeside Retreat, Private, Tranquil Picture Perfect Setting: This vacation home rental outside of Chelsea is located on a lake and has a fireplace, a patio, and a barbecue grill 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. You and your friends and family can relax into your vacation with amenities like a selection of games.

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 Old Fort Western and University of Maine at Augusta.

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.