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Chamberlain Vacation Rentals

Check prices for these dates

In two weeks
Oct 30 - Nov 1
In two months
Dec 11 - Dec 13
In three months
Jan 8 - Jan 10
In four months
Feb 5 - Feb 7

Our top choices for Chamberlain vacation rentals

A coastal area with a beach, forested land, and a few buildings.

1. Across the road from Pemaquid Beach — wooded king-bed cabin for couples

Across the road from Pemaquid Beach — wooded king-bed cabin for couples
Pemaquid Beach
10.0 out of 10, Exceptional, (22 reviews)
"The cabin was perfect; the location even better, and the hosts were everything you could wish for."
United States
Mia
Across the road from Pemaquid Beach — wooded king-bed cabin for couples
A coastal landscape with a beach, forested area, and a small cluster of buildings.

2. Across the road from Pemaquid Beach — 2-bedroom seasonal family cottage

Across the road from Pemaquid Beach — 2-bedroom seasonal family cottage
Pemaquid Beach
9.8 out of 10, Exceptional, (7 reviews)
"Perfect location! Family friendly and a comfortable 3 night stay for the first part of our Mid-Coast Maine adventure! Love this area. Such a gem."
United States
Janelle H.
Across the road from Pemaquid Beach — 2-bedroom seasonal family cottage
A modern kitchen with a central island, bar stools, and a dining area with a view of trees.

3. 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, (63 reviews)
"Tucked away in a wooded lot, quick drive to Boothbay Harbor. Side by side units are great for friends or families traveling together."
United States
Carly C.
$505 nightly
The price is $551
Oct 17 - Oct 18
Total with taxes and fees
Shipbuilder’s Retreat sleeps 6, 5 minutes to Harbor
A spacious living room with a beige sectional sofa, a round coffee table, and a teal armchair. Large windows with white curtains allow natural light to fill the room.

4. Across the road from Pemaquid Beach: A 4-bedroom 19th-century Maine home

Across the road from Pemaquid Beach: A 4-bedroom 19th-century Maine home
Pemaquid Beach
10.0 out of 10, Exceptional, (11 reviews)
"Comfortable, clean and beautiful "
United States
Corina
$539 nightly
The price is $588
Nov 15 - Nov 16
Total with taxes and fees
Across the road from Pemaquid Beach: A 4-bedroom 19th-century Maine home
A patio with a round glass table and two chairs, overlooking a grassy area with trees.

5. Newly Renovated Cozy Cove Cabin at White Anchor Inn

Newly Renovated Cozy Cove Cabin at White Anchor Inn
Boothbay
8.4 out of 10, Very good, (10 reviews)
"As advertised, comfy bed cozy cabin. Would stay again "
United States
Joseph B.
$542 nightly
The price is $591
Oct 22 - Oct 23
Total with taxes and fees
Newly Renovated Cozy Cove Cabin at White Anchor Inn
A lakeside deck with four blue Adirondack chairs, a canoe, and a paddleboard.

6. 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, (126 reviews)
"A delightful, restful place to come home to after our daytime adventures. Wendy was great to work with"
United States
jennifer r.
$315 nightly
The price is $343
Nov 1 - Nov 2
Total with taxes and fees
Peaceful Lake waterfront! Full Kitchen! Ht&AC! Is Private entry waterside in-law
A compact kitchen with a dining table, two chairs, a sofa, a lamp, and a refrigerator.

7. Across the road from Pemaquid Beach — quiet wooded king-bed cabin

Across the road from Pemaquid Beach — quiet wooded king-bed cabin
Pemaquid Beach
9.2 out of 10, Wonderful, (5 reviews)
"Loved our stay"
United States
Jeanne
$325 nightly
The price is $354
Oct 17 - Oct 18
Total with taxes and fees
Across the road from Pemaquid Beach — quiet wooded king-bed cabin
A wooden deck with a glass door leading to a room.

8. 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
$212 nightly
The price is $214
Oct 20 - Oct 21
Total with taxes and fees
Tiny Cottage Near Everything 10
A wooden staircase leading to a stone entrance of a building surrounded by trees.

9. Fully Renovated "Saltbox" Home in Boothbay

Fully Renovated "Saltbox" Home in Boothbay
Boothbay
Fully Renovated "Saltbox" Home in Boothbay
A spacious living area with a wooden ceiling, a dining table with chairs, and a kitchen area with white cabinets.

10. 3 Bedroom Happy Cottage 15

3 Bedroom Happy Cottage 15
Edgecomb
10.0 out of 10, Exceptional, (14 reviews)
"Great property with central location in mid coast Maine. Beautifully decorated with very comfortable beds! Jeff was great with communication throughout to ensure we had everything we needed! Would stay again! "
United States
Decourcey D.
$509 nightly
The price is $514
Oct 20 - Oct 21
Total with taxes and fees
3 Bedroom Happy Cottage 15
A bedroom with a bed, a bedside table, and a window with curtains.

11. Peaceful Intown Studio ~ Walk to Shops & Dining

Peaceful Intown Studio ~ Walk to Shops & Dining
Newcastle
9.0 out of 10, Wonderful, (12 reviews)
"Great location, excellent accommodations, perfect for our weekend adventure."
United States
Brian
$166 nightly
The price is $181
Oct 20 - Oct 21
Total with taxes and fees
Peaceful Intown Studio ~ Walk to Shops & Dining
A cozy bedroom with a wooden ceiling, a large bed with a blue blanket, a desk with a chair, and a window with curtains.

12. Cheerful Cottage with Loft Close to Everything 6

Cheerful Cottage with Loft Close to Everything 6
Edgecomb
9.4 out of 10, Exceptional, (11 reviews)
"Very clean and comfortable little cottage. Host responds and communicates effectively. Very nice experience."
United States
Yaoyubai
$223 nightly
The price is $235
Nov 3 - Nov 4
Total with taxes and fees
Cheerful Cottage with Loft Close to Everything 6
A wooden deck with a view of a lake and trees.

13. 1920s Riverfront Cottage – Historic Maine Charm

1920s Riverfront Cottage – Historic Maine Charm
Edgecomb
9.6 out of 10, Exceptional, (4 reviews)
"Beautiful spot. Make sure to use the hot tub!"
United States
Sam D.
$402 nightly
The price is $407
Oct 19 - Oct 20
Total with taxes and fees
1920s Riverfront Cottage – Historic Maine Charm
A wooden cabin interior with a loft bedroom, a kitchen area, and a dining space.

14. 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.
$224 nightly
The price is $236
Nov 2 - Nov 3
Total with taxes and fees
Cheerful Cottage with Loft 9
A cozy living room with a wooden ceiling, a white sofa, a coffee table, and a dark armchair.

15. 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
Two Adirondack chairs facing a body of water with a bridge in the background.

16. 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.
$285 nightly
The price is $311
Oct 26 - Oct 27
Total with taxes and fees
Spectacular Waterfront Cottage: Charming Getaway on The Sheepscot River
A small cabin with a wooden deck, surrounded by trees in a wooded area.

17. Spacious 1 Bedroom Cottage Close to Everything 3

Spacious 1 Bedroom Cottage Close to Everything 3
Edgecomb
9.6 out of 10, Exceptional, (18 reviews)
"Great central location"
United States
Bruce O.
$258 nightly
The price is $273
Nov 9 - Nov 10
Total with taxes and fees
Spacious 1 Bedroom Cottage Close to Everything 3
A coastal area with a beach, forested land, and a few buildings.

18. Across the road from Pemaquid Beach — wooded king-bed cabin

Across the road from Pemaquid Beach — wooded king-bed cabin
Pemaquid Beach
10.0 out of 10, Exceptional, (21 reviews)
"Very quiet, clean, and comfortable accomodations. We enjoyed our stay very much!"
United States
Liz B.
Across the road from Pemaquid Beach — wooded king-bed cabin
A garden with hydrangea flowers, a wooden chair, and a "NO PARKING" sign.

19. Boothbay Harbor, 2-Story Cottage, downtown

Boothbay Harbor, 2-Story Cottage, downtown
Boothbay Harbor
9.4 out of 10, Exceptional, (31 reviews)
"Location, location, location! We stayed for 4 days and didn't have to drive ONCE. David was easy to communicate with and very helpful. House was clean and comfortable. Would definitely stay again!"
United States
Justin T.
$337 nightly
The price is $367
Oct 19 - Oct 20
Total with taxes and fees
Boothbay Harbor, 2-Story Cottage, downtown
A wooden deck with a view of a lake, a small building, and surrounding trees.

20. 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, (55 reviews)
"This was a very nice home. Clean, comfortable, and lovely. The water views are great, too."
United States
kathleen m.
$345 nightly
The price is $376
Oct 25 - Oct 26
Total with taxes and fees
Joyful Maine Escape: A Three-Bedroom Water View Townhouse
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

Tugboat Inn

Tugboat Inn

10/10 Excellent
"Our room was very clean and the staff were wonderful! Will definitely stay there again, if ever back in the area!"
Valerie 2-night trip
Posted 5 hours ago
Tugboat Inn

Find out more about Chamberlain

Everything you need to know about Chamberlain 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 Chamberlain 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 Chamberlain vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Chamberlain vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Chamberlain. 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 Chamberlain 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 $177 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 Chamberlain rentals

At Expedia, we put the best Chamberlain 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 Chamberlain 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 Chamberlain 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 Chamberlain. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Explore a world of travel with Expedia

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.