Chamberlain Vacation Rentals

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
May 22 - May 24
In two months
Jul 3 - Jul 5
In three months
Jul 31 - Aug 2
In four months
Aug 28 - Aug 30

Our top choices for Chamberlain vacation rentals

Outdoor dining

Low Tide Cabin @ Pemaquid Beach

Low Tide Cabin @ Pemaquid Beach
Pemaquid Beach
10.0 out of 10, Exceptional, (21 reviews)
"I wish we had more time to spend here! The cabin was well stocked and the location was out of the way, but close enough to sites and eateries "
United States
Sarah D.
The price is ￥22,482
￥43,699 total
includes taxes & fees
May 6 - May 7
Low Tide Cabin @ Pemaquid Beach
Terrace/patio

Cozy Renovated Cabin in Central Boothbay– Peaceful, Private, Close to Everything

Cozy Renovated Cabin in Central Boothbay– Peaceful, Private, Close to Everything
Boothbay
8.0 out of 10, Very Good, (8 reviews)
"This was perfect for our one night stay to visit the botanical gardens, it was only minutes away. Also very close to quite a few dinner and shopping options. "
United States
Nichole W.
The price is ￥17,664
￥27,983 total
includes taxes & fees
May 6 - May 7
Cozy Renovated Cabin in Central Boothbay– Peaceful, Private, Close to Everything
2 bedrooms, free WiFi, bed sheets

Ocean Breeze Cabin @ Pemaquid Beach

Ocean Breeze Cabin @ Pemaquid Beach
Pemaquid Beach
9.8 out of 10, Exceptional, (6 reviews)
"My best friend and I had a great time. Thank you for such a cute cottage so close to the beach. It was very relaxing. "
United States
Jessica F.
The price is ￥25,077
￥50,298 total
includes taxes & fees
May 6 - May 7
Ocean Breeze Cabin @ Pemaquid Beach
1 bedroom, iron/ironing board, bed sheets

Cheerful Cottage Close to Everything 12

Cheerful Cottage Close to Everything 12
Edgecomb
9.6 out of 10, Exceptional, (15 reviews)
"Great experience, great location! Would highly recommend."
United States
Lynn R.
The price is ￥11,933
￥32,201 total
includes taxes & fees
May 6 - May 7
Cheerful Cottage Close to Everything 12
Smart TV

Laughton House @ Pemaquid Beach

Laughton House @ Pemaquid Beach
Pemaquid Beach
10.0 out of 10, Exceptional, (8 reviews)
"Comfortable, clean and beautiful "
United States
Corina
The price is ￥53,612
￥115,675 total
includes taxes & fees
May 6 - May 7
Laughton House @ Pemaquid Beach
Interior

Modern style in historic building in downtown Bath

Modern style in historic building in downtown Bath
Bath
10.0 out of 10, Exceptional, (8 reviews)
"Clean comfortable and right downtown"
United States
stephen e.
The price is ￥15,722
￥34,788 total
includes taxes & fees
May 8 - May 9
Modern style in historic building in downtown Bath
Fridge, microwave, oven, stovetop

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, (22 reviews)
"Beautiful place, had everything we needed!"
United States
Kathy H.
The price is ￥32,360
￥78,913 total
includes taxes & fees
May 13 - May 14
Shipbuilder's Retreat, Unit 2, Sleeps 6, 5 minutes to Harbor
Fridge, microwave, oven, stovetop

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, (46 reviews)
"Excellent, clean property. "
United States
Andy H.
The price is ￥32,360
￥78,913 total
includes taxes & fees
May 13 - May 14
Shipbuilder’s Retreat sleeps 6, 5 minutes to Harbor
Interior

3 Bedroom Happy Cottage 15

3 Bedroom Happy Cottage 15
Edgecomb
10.0 out of 10, Exceptional, (5 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.
The price is ￥26,256
￥57,037 total
includes taxes & fees
May 11 - May 12
3 Bedroom Happy Cottage 15
Dining

Peaceful Intown Studio ~ Walk to Shops & Dining

Peaceful Intown Studio ~ Walk to Shops & Dining
Newcastle
8.0 out of 10, Very Good, (3 reviews)
"Location was perfect and Lynn was so helpful. We’d definitely stay here again!"
United States
Caycee A.
The price is ￥22,797
￥28,447 total
includes taxes & fees
May 6 - May 7
Peaceful Intown Studio ~ Walk to Shops & Dining
Property grounds

Newly renovated motel garden rooms heart of boothbay affordable great hospitaliy

Newly renovated motel garden rooms heart of boothbay affordable great hospitaliy
Boothbay
6.0 out of 10, (5 reviews)
"It had a very homey feel, was nice to stay at for the night and wasn’t far from town."
United States
Audreyana P.
The price is ￥21,196
￥32,345 total
includes taxes & fees
May 8 - May 9
Newly renovated motel garden rooms heart of boothbay affordable great hospitaliy
Terrace/patio

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, (6 reviews)
"As advertised, comfy bed cozy cabin. Would stay again "
United States
Joseph B.
The price is ￥19,653
￥30,333 total
includes taxes & fees
May 12 - May 13
Newly Renovated Cozy Cove Cabin at White Anchor Inn
Property grounds

Captain's House 2BR Guest Suite. Discover the authenticity & best value in Bath!

Captain's House 2BR Guest Suite. Discover the authenticity & best value in Bath!
Bath
8.6 out of 10, Excellent, (10 reviews)
"Clean rooms. Quiet location walkable to much of downtown Bath "
United States
randy k.
The price is ￥32,124
￥39,806 total
includes taxes & fees
May 13 - May 14
Captain's House 2BR Guest Suite. Discover the authenticity & best value in Bath!
Exterior detail

High Tide Cabin @ Pemaquid Beach

High Tide Cabin @ Pemaquid Beach
Pemaquid Beach
10.0 out of 10, Exceptional, (17 reviews)
"Great little place. Loved the area."
United States
Rob S.
The price is ￥22,482
￥43,699 total
includes taxes & fees
May 10 - May 11
High Tide Cabin @ Pemaquid Beach
Terrace/patio

Renovated The Driftwood Cabin at White Anchor Inn

Renovated The Driftwood Cabin at White Anchor Inn
Boothbay
8.0 out of 10, Very Good, (2 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 ￥21,225
￥33,246 total
includes taxes & fees
May 12 - May 13
Renovated The Driftwood Cabin at White Anchor Inn
Living area

Ebb Tide Cabin @ Pemaquid Beach

Ebb Tide Cabin @ Pemaquid Beach
Pemaquid Beach
9.2 out of 10, Wonderful, (5 reviews)
"Loved our stay"
United States
Jeanne
The price is ￥27,671
￥49,869 total
includes taxes & fees
May 9 - May 10
Ebb Tide Cabin @ Pemaquid Beach
Property grounds

Pond Cabin: Private Sauna+Near Beach+FirePit+Pond

Pond Cabin: Private Sauna+Near Beach+FirePit+Pond
Georgetown
The price is ￥36,337
￥65,056 total
includes taxes & fees
May 12 - May 13
Pond Cabin: Private Sauna+Near Beach+FirePit+Pond
Living area

Fred Cottage - Spacious retreat on Popham Beach!

Fred Cottage - Spacious retreat on Popham Beach!
Phippsburg
9.6 out of 10, Exceptional, (4 reviews)
"Off the beaten path, easy access to beach and Spinneys"
United States
Sean B.
Fred Cottage - Spacious retreat on Popham Beach!
Desk, iron/ironing board, free WiFi, bed sheets

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 ￥29,715
￥56,982 total
includes taxes & fees
May 12 - May 13
Spruce Studio: Near Beach+Private Sauna+FirePit+Pond+Heat/AC
Beach

Pemaquid Escape | Curated Comfort + Hot Tub

Pemaquid Escape | Curated Comfort + Hot Tub
Walpole
10.0 out of 10, Exceptional, (3 reviews)
"The place was beautiful, with charming and had perfect design choices. Check in was so convenient, and the hosts were quite responsive to any needs. We all felt so comfortable there. It felt private, yet was conveniently located to Damariscotta. I would absolutely rent here again."
United States
Tera P.
The price is ￥46,694
￥107,098 total
includes taxes & fees
May 6 - May 7
Pemaquid Escape | Curated Comfort + Hot Tub
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Chamberlain Hotel Reviews

Topside Inn

Topside Inn

10/10 Excellent
"The staff at Topside are the best-attentive, helpful and kind. The Inn and grounds are beautiful and the breakfast is the best ever. We will definitely return!"
Susan 2-night trip
Posted 21 hours ago
Topside Inn

Find out more about Chamberlain

Search for holiday rentals in Chamberlain on Expedia! You can easily find your home rentals, villas, holiday apartments in Chamberlain using one of the methods below:

  • View our selection of featured holiday rentals in Chamberlain
  • Use the map to find apartments and other holiday homes in the Chamberlain neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Chamberlain while they last

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

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?

Stunning oceanfront cottage w/ private deck and Atlantic views: You might want to consider this vacation home rental near Chamberlain, which is located on the beach and has a patio, a garden, and a barbecue grill to put you at ease in your new surroundings. It has 3 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 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. Pemaquid Beach Park and Pemaquid Point Lighthouse 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.