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Chamberlain Vacation Rentals

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Check prices for these dates

In two weeks
Jul 10 - Jul 12
In two months
Aug 21 - Aug 23
In three months
Sep 18 - Sep 20
In four months
Oct 16 - Oct 18

Our top choices for Chamberlain vacation rentals

Terrace/patio

Luxury Yurt at Seaside Farm in Friendship

Luxury Yurt at Seaside Farm in Friendship
Friendship
$688 nightly
The price is $750
Jun 28 - Jun 29
Total with taxes and fees
Luxury Yurt at Seaside Farm in Friendship
Exterior

The Entire Waldoboro Inn

The Entire Waldoboro Inn
Waldoboro
$1,194 nightly
The price is $1,301
Jul 21 - Jul 22
Total with taxes and fees
The Entire Waldoboro Inn
Beach nearby

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, (6 reviews)
"Great beach cottage !"
United States
Gwen M.
$271 nightly
The price is $295
Jul 1 - Jul 2
Total with taxes and fees
Across the road from Pemaquid Beach — 2-bedroom seasonal family cottage
Living area

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
$275 nightly
The price is $299
Jun 28 - Jun 29
Total with taxes and fees
Across the road from Pemaquid Beach — quiet wooded king-bed cabin
Beach nearby

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, (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.
$275 nightly
The price is $299
Jun 29 - Jun 30
Total with taxes and fees
Across the road from Pemaquid Beach — wooded king-bed cabin for couples
Smart TV

Across the road from Pemaquid Beach — 4-bedroom 19th-century Maine home

Across the road from Pemaquid Beach — 4-bedroom 19th-century Maine home
Pemaquid Beach
10.0 out of 10, Exceptional, (8 reviews)
"Comfortable, clean and beautiful "
United States
Corina
$600 nightly
The price is $654
Jun 28 - Jun 29
Total with taxes and fees
Across the road from Pemaquid Beach — 4-bedroom 19th-century Maine home
Beach nearby

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, (18 reviews)
"Great little place. Loved the area."
United States
Rob S.
$275 nightly
The price is $299
Jun 28 - Jun 29
Total with taxes and fees
Across the road from Pemaquid Beach — wooded king-bed cabin
Interior

“Otter Getaway” Cozy Damariscotta Lake Year Round Cottage

“Otter Getaway” Cozy Damariscotta Lake Year Round Cottage
Nobleboro
9.8 out of 10, Exceptional, (43 reviews)
"We loved our cozy stay everything was clean and tidy, and we had everything that we needed"
United States
Betty Jo O.
$371 nightly
The price is $405
Jul 1 - Jul 2
Total with taxes and fees
“Otter Getaway” Cozy Damariscotta Lake Year Round Cottage
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, (24 reviews)
"Beautiful place, had everything we needed!"
United States
Kathy H.
$577 nightly
The price is $629
Jul 21 - Jul 22
Total with taxes and fees
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, (49 reviews)
"Excellent, clean property. "
United States
Andy H.
$553 nightly
The price is $602
Jun 30 - Jul 1
Total with taxes and fees
Shipbuilder’s Retreat sleeps 6, 5 minutes to Harbor
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.
$201 nightly
The price is $219
Jun 28 - Jun 29
Total with taxes and fees
Peaceful Intown Studio ~ Walk to Shops & Dining
Property grounds

Fully Renovated "Saltbox" Home in Boothbay

Fully Renovated "Saltbox" Home in Boothbay
Boothbay
$492 nightly
The price is $536
Jun 29 - Jun 30
Total with taxes and fees
Fully Renovated "Saltbox" Home in Boothbay
Pool

Harold Room 8 | 2 Queens + Gable Windows

Harold Room 8 | 2 Queens + Gable Windows
Boothbay Harbor
$454 nightly
The price is $495
Jul 1 - Jul 2
Total with taxes and fees
Harold Room 8 | 2 Queens + Gable Windows
Pool

Little Spruce Cottage | Wood Stove + Porch

Little Spruce Cottage | Wood Stove + Porch
Boothbay Harbor
$727 nightly
The price is $792
Jul 5 - Jul 6
Total with taxes and fees
Little Spruce Cottage | Wood Stove + Porch
TV, fireplace, stereo

Cozy Coast | Historic Home Steps from the Water

Cozy Coast | Historic Home Steps from the Water
Boothbay Harbor
$499 nightly
The price is $544
Jul 1 - Jul 2
Total with taxes and fees
Cozy Coast | Historic Home Steps from the Water
Fridge, microwave, oven, stovetop

Boothbay Harbor, The Francis Greene House, downtown

Boothbay Harbor, The Francis Greene House, downtown
Boothbay Harbor
9.4 out of 10, Exceptional, (45 reviews)
"We spent three nights at this location, which is just a short walk from the commercial area of Boothbay Harbor. In addition to restaurants in town it is only minutes away from Robinson's Wharf, which had some of the best food we experienced in 14 days of travel - definitely the best lobster. The house was as advertised and suited our needs well."
United States
Terry F.
$665 nightly
The price is $724
Jun 29 - Jun 30
Total with taxes and fees
Boothbay Harbor, The Francis Greene House, downtown
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.
$224 nightly
The price is $244
Jun 28 - Jun 29
Total with taxes and fees
Newly renovated motel garden rooms heart of boothbay affordable great hospitaliy
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
7.6 out of 10, Good, (9 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.
$184 nightly
The price is $200
Jun 29 - Jun 30
Total with taxes and fees
Cozy Renovated Cabin in Central Boothbay– Peaceful, Private, Close to Everything
Pool

Holland Room 2 | Lighthouse View + Ocean Deck

Holland Room 2 | Lighthouse View + Ocean Deck
Boothbay Harbor
$472 nightly
The price is $514
Jul 12 - Jul 13
Total with taxes and fees
Holland Room 2 | Lighthouse View + Ocean Deck
Pool

Seabreeze 2 | Oceanfront King + Fireplace

Seabreeze 2 | Oceanfront King + Fireplace
Boothbay Harbor
$591 nightly
The price is $645
Jul 5 - Jul 6
Total with taxes and fees
Seabreeze 2 | Oceanfront King + Fireplace
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

Fishermans Wharf Inn

Fishermans Wharf Inn

10/10 Excellent
"Great room to view the harbor for windjammer week, our favorite annual event in our favorite clean bright, friendly space - located in the middle of every thing!"
Brian 2-night trip
Posted 7 hours ago
Fishermans Wharf 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 $146 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?

Smuggler's Retreat ExploreTrails, Botanic Gardens, Kayak and MORE: Visitors like this Chamberlain vacation home rental. It is located on a river and has a fireplace, a balcony, and a barbecue grill to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge, and a stovetop. You can relax into your vacation with a garden and a selection of games.

What’s there to see and do in Chamberlain?

While exploring the area, visit family-friendly sights like Pemaquid Craft Co-op, 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.