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Chamberlain Vacation Rentals

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Our top choices for Chamberlain vacation rentals

1. Cheerful Cottage Close to Everything 13

Cheerful Cottage Close to Everything 13
Edgecomb
9.2 out of 10, Wonderful, (18 reviews)
"Clean, close to everything, great communication from the host, cozy!"
United States
Crystal B.
Cheerful Cottage Close to Everything 13

2. Cheerful Cottage with Loft 9

Cheerful Cottage with Loft 9
Edgecomb
10.0 out of 10, Exceptional, (5 reviews)
"The cabin was clean and cozy! We enjoyed our stay."
United States
Caitlin R.
Cheerful Cottage with Loft 9

3. Peaceful Lake waterfront! Full Kitchen! Ht&AC! Is Private entry waterside in-law

Peaceful Lake waterfront! Full Kitchen! Ht&AC! Is Private entry waterside in-law
Boothbay Harbor
10.0 out of 10, Exceptional, (129 reviews)
"This place was the definition of relaxation! The access to West Harbor "Pond" (it's huge -- more like a lake!) was unbeatable! We were able to use the provided kayaks to explore the little islands in the water and to come really close to a pair of loons!"
United States
Melinda M.
The price is CA $257
CA $454 total
includes taxes & fees
Nov 16 - Nov 17
Peaceful Lake waterfront! Full Kitchen! Ht&AC! Is Private entry waterside in-law

4. Modern style in historic building in downtown Bath

Modern style in historic building in downtown Bath
Bath
9.8 out of 10, Exceptional, (14 reviews)
"Great location! We spent very little time in the room, but it was a great place to come back and crash! "
United States
Kristina M.
The price is CA $143
CA $300 total
includes taxes & fees
Nov 16 - Nov 17
Modern style in historic building in downtown Bath

5. A Spacious Vacation Cottage in Sheepscot Harbour

A Spacious Vacation Cottage in Sheepscot Harbour
Edgecomb
10.0 out of 10, Exceptional, (72 reviews)
"Lovely little cottage within a riverside resort. Perfect for a get-a-way for two! You can enjoy the river at the gazebo and landing; and the restaurant and bar are a perfect place to end your day of sightseeing."
United States
Mary Alise H.
The price is CA $204
CA $411 total
includes taxes & fees
Nov 16 - Nov 17
A Spacious Vacation Cottage in Sheepscot Harbour

6. Peaceful Intown Studio ~ Walk to Shops & Dining

Peaceful Intown Studio ~ Walk to Shops & Dining
Newcastle
9.2 out of 10, Wonderful, (13 reviews)
"Great location, excellent accommodations, perfect for our weekend adventure."
United States
Brian
The price is CA $207
CA $235 total
includes taxes & fees
Nov 16 - Nov 17
Peaceful Intown Studio ~ Walk to Shops & Dining

7. Tiny A-Frame Romantic Getaway

Tiny A-Frame Romantic Getaway
Wiscasset
9.8 out of 10, Exceptional, (8 reviews)
"Very nice and very quiet "
United States
justin s.
The price is CA $292
CA $600 total
includes taxes & fees
Dec 13 - Dec 14
Tiny A-Frame Romantic Getaway

8. 1BR + Bath. Private Entrance. Walk to everything, Large yard. Pets stay free!

1BR + Bath. Private Entrance. Walk to everything, Large yard. Pets stay free!
Bath
8.0 out of 10, Very good, (31 reviews)
"A charming, quiet, and clean room with separate bathroom close to everything downtown. Felt a bit like staying at my grandparent’s house in a good way - it’s very homey. Dmitri is very nice and communication was thorough and easy!"
United States
Esther
The price is CA $171
CA $254 total
includes taxes & fees
Nov 24 - Nov 25
1BR + Bath. Private Entrance. Walk to everything, Large yard. Pets stay free!

9. Spectacular Waterfront Cottage: Charming Getaway on The Sheepscot River

Spectacular Waterfront Cottage: Charming Getaway on The Sheepscot River
Edgecomb
9.8 out of 10, Exceptional, (90 reviews)
"Lovely cottage with a great view."
United States
Ann M.
The price is CA $264
CA $481 total
includes taxes & fees
Dec 14 - Dec 15
Spectacular Waterfront Cottage: Charming Getaway on The Sheepscot River

10. 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
The price is CA $207
CA $235 total
includes taxes & fees
Nov 16 - Nov 17
Applecroft Cabin No. 3 - Modern off-grid cabin deep in the woods.

11. Renovated The Driftwood Cabin at White Anchor Inn

Renovated The Driftwood Cabin at White Anchor Inn
Boothbay
6.4 out of 10, (5 reviews)
"Communication with Property Owner was excellent. This cute little cottage has been renovated and has a nice feel indoors. There is a beautiful porch on the back with a lovely view. The unit includes a mini fridge and mini microwave along with a little table and two chairs. If you have long hair, water pressure could be a concern. My shower worked great but the sink water pressure was not strong. The bed was comfortable and the decor was nice. The air conditioning works fine."
United States
Abra H.
The price is CA $250
CA $355 total
includes taxes & fees
Nov 22 - Nov 23
Renovated The Driftwood Cabin at White Anchor Inn

12. Shipbuilder’s Retreat sleeps 6, 5 minutes to Harbor

Shipbuilder’s Retreat sleeps 6, 5 minutes to Harbor
East Boothbay
10.0 out of 10, Exceptional, (64 reviews)
"Clean, comfortable and quiet property. Enjoyed our stay."
United States
Becky S.
The price is CA $345
CA $747 total
includes taxes & fees
Nov 16 - Nov 17
Shipbuilder’s Retreat sleeps 6, 5 minutes to Harbor

13. Across the road from Pemaquid Beach: a 4-bedroom Maine home built in 1920

Across the road from Pemaquid Beach: a 4-bedroom Maine home built in 1920
Pemaquid Beach
10.0 out of 10, Exceptional, (11 reviews)
"Comfortable, clean and beautiful "
United States
Corina
The price is CA $435
CA $938 total
includes taxes & fees
Nov 16 - Nov 17
Across the road from Pemaquid Beach: a 4-bedroom Maine home built in 1920

14. 1920s Riverfront Cottage – Historic Maine Charm

1920s Riverfront Cottage – Historic Maine Charm
Edgecomb
9.6 out of 10, Exceptional, (5 reviews)
"This cottage is the perfect blend of historic charm and modern upgrades. The view of the river is incredible, and the secluded location is just a short drive from downtown Wiscasset and Edgecomb. The sunroom is already a great place to hang out and enjoy the river view, but the owners are also putting in a lot of work to create an enjoyable outdoor space. Jeffrey is easy to work with and honestly wants you to have a good stay."
United States
Shelly
1920s Riverfront Cottage – Historic Maine Charm

15. 1BR Apt. Authenticity. Value. Walk to everything, Sundeck. Big yard. Treehouse.

1BR Apt. Authenticity. Value. Walk to everything, Sundeck. Big yard. Treehouse.
Bath
8.2 out of 10, Very good, (21 reviews)
"Cute but aging small space, Near attractions"
United States
michael
The price is CA $171
CA $252 total
includes taxes & fees
Nov 26 - Nov 27
1BR Apt. Authenticity. Value. Walk to everything, Sundeck. Big yard. Treehouse.

16. Shipbuilder's Retreat, Unit 2, Sleeps 6, 5 minutes to Harbor

Shipbuilder's Retreat, Unit 2, Sleeps 6, 5 minutes to Harbor
East Boothbay
10.0 out of 10, Exceptional, (41 reviews)
"Very nice! We enjoyed our stay!"
United States
Annette N.
The price is CA $345
CA $747 total
includes taxes & fees
Nov 29 - Nov 30
Shipbuilder's Retreat, Unit 2, Sleeps 6, 5 minutes to Harbor

17. Joyful Maine Escape: A Three-Bedroom Water View Townhouse

Joyful Maine Escape: A Three-Bedroom Water View Townhouse
Edgecomb
10.0 out of 10, Exceptional, (56 reviews)
"What a beautiful, clean, and well-appointed home! The views were gorgeous. Host communications on home details and directions were clear and helpful. We had a lovely stay."
United States
Mary K.
The price is CA $308
CA $577 total
includes taxes & fees
Nov 16 - Nov 17
Joyful Maine Escape: A Three-Bedroom Water View Townhouse

18. Apartment over shops in Bath Historic District

Apartment over shops in Bath Historic District
Bath
9.2 out of 10, Wonderful, (9 reviews)
"Very pleased with the quick responses from the host! The location couldn't be better and the quirks were more than manageable given the competitive price. Will definitely stay again with any property managed by this host!"
United States
Gerry
The price is CA $143
CA $303 total
includes taxes & fees
Nov 23 - Nov 24
Apartment over shops in Bath Historic District

19. Spruce Studio: Near Beach+Private Sauna+FirePit+Pond+Heat/AC

Spruce Studio: Near Beach+Private Sauna+FirePit+Pond+Heat/AC
Georgetown
10.0 out of 10, Exceptional, (2 reviews)
"Really lovely cabin with all the amenities within a stone’s throw to amazing trails and beaches. Would love to come back!"
United States
Palmer M.
The price is CA $301
CA $544 total
includes taxes & fees
Nov 16 - Nov 17
Spruce Studio: Near Beach+Private Sauna+FirePit+Pond+Heat/AC

20. 3 Bedroom Happy Cottage 15

3 Bedroom Happy Cottage 15
Edgecomb
10.0 out of 10, Exceptional, (14 reviews)
"A great property and easy process."
United States
Dan L.
The price is CA $368
CA $637 total
includes taxes & fees
Nov 16 - Nov 17
3 Bedroom Happy Cottage 15
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 Chamberlain Hotel Reviews

Find out more about Chamberlain

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.

As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with Chamberlain. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.

It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.

Frequently asked questions

Can I find a vacation rental in Chamberlain?

Yes, you can find vacation rentals close to the most popular points of interest in Chamberlain, or you can go with a more secluded option if you're looking for relaxation.

What are some of the best vacation home rentals that Chamberlain has to offer?

Perfect stopover, getaway, base to explore the area, or to simply stay in town. : You might want to consider this vacation rental near Chamberlain, which offers a selection of books and WiFi to help you feel comfortable in your new surroundings. Kitchen amenities include an electric kettle to make your meal-planning easier.

What’s there to see and do in Chamberlain?

While exploring the area, visit family-friendly sights like Boothbay Railway Village, or get outside and enjoy nature at Rachel Carson Salt Pond Preserve. La Verna Preserve and Pemaquid Beach Park are a couple of places you'll find in the larger area.

What’s a vacation rental in Chamberlain like?

Vacation rentals are private properties you can stay in for short or long periods in Chamberlain. Vacation rentals offer amenities such as WiFi and washers and dryers so you'll feel right at home. If you're concerned about a sanitized environment, vacation rentals can offer a sense of safety away from shared hotel elevators and busy front desks while still allowing you the excitement and enjoyment of travel. You'll also have more space in a vacation rental than in a traditional hotel, which makes a vacation rental a popular choice for family trips or small group gatherings.