Holiday Rentals in Chamberlain

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Our top choices for Chamberlain holiday rentals

10.0 out of 10, Exceptional, (1)
"This efficiency apartment was nicely furnished with everything needed and conveniently located on the main road into Boothbay Harbor. The host was generous and accommodating. The region is fun to visit!"
United States
Mary D.
The price is €243
includes taxes & fees
1 Jan - 2 Jan 2026
Queen non smoking efficiency, free parking in beautiful Boothbay,Maine.
9.8 out of 10, Exceptional, (7)
"Managers were very responsive and helpful. Condo was very clean and comfortable and close to the town of Boothbay Harbor and Ocean Point and the Botanic Gardens. "
United States
Linda O.
The price is €263
includes taxes & fees
3 Jan - 4 Jan 2026
Solitude @ The Offshore House
9.8 out of 10, Exceptional, (6)
"Awesome location, great stay, loved the apartment"
United States
William B.
The price is €192
includes taxes & fees
12 Jan - 13 Jan 2026
Top floor loft apartment in downtown Bath
9.8 out of 10, Exceptional, (14)
"My husband and I stayed at Seabed because we were in town for a friend’s wedding. It was beautiful and clean! Check in was easy and the hosts are super responsive! Amazing location. "
United States
Hailey K.
The price is €263
includes taxes & fees
1 Jan - 2 Jan 2026
Seabed @ The Offshore House
9.6 out of 10, Exceptional, (14)
"Great location. Easy location to town and Dunkin Donuts accros street. "
United States
Steven
The price is €263
includes taxes & fees
1 Jan - 2 Jan 2026
Shipwright @ The Offshore House
The price is €253
includes taxes & fees
1 Jan - 2 Jan 2026
Historic Bath's, Home Away from Home
9.0 out of 10, Wonderful, (2)
"Off the beaten path, easy access to beach and Spinneys"
United States
Sean B.
The price is €191
includes taxes & fees
1 Jan - 2 Jan 2026
Fred Cottage - Spacious retreat on Popham Beach!

Mobile Home in Wiscasset

Tiny A-Frame Romantic Getaway
10.0 out of 10, Exceptional, (3)
"Very nice and very quiet "
United States
justin s.
The price is €286
includes taxes & fees
21 Jan - 22 Jan 2026
Tiny A-Frame Romantic Getaway
9.4 out of 10, Exceptional, (27)
"Perfect base for exploring the mid-coast region. "
United States
Rebecca M.
The price is €394
includes taxes & fees
1 Jan - 2 Jan 2026
Maine Coast House with Spectacular Ocean Views and Beach for Swimming
The price is €277
includes taxes & fees
3 Jan - 4 Jan 2026
Near Reid State Park Beach+FirePit+Pond+Heat/AC+Fast WiFi+S'mores
2.0 star property
6.0 out of 10, (1)
The price is €131
includes taxes & fees
12 Jan - 13 Jan 2026
Peaceful Intown Studio ~ Walk to Shops & Dining

Holiday Home in Pemaquid Beach

Laughton House @ Pemaquid Beach
10.0 out of 10, Exceptional, (8)
"This house is in a great location. We could walk to the beach, or to Fort Henry to let my grandsons run around. The house is lovely and had everything we needed. We have come to this area of Maine since 2017, and this had been our favorite place to stay! "
United States
Dawn W.
The price is €499
includes taxes & fees
1 Jan - 2 Jan 2026
Laughton House @ Pemaquid Beach
2.0 star property
The price is €307
includes taxes & fees
19 Jan - 20 Jan 2026
Private Sauna+Near Beach+FirePit+Forest View+Pond
10.0 out of 10, Exceptional, (22)
"Beautiful place, had everything we needed!"
United States
Kathy H.
The price is €477
includes taxes & fees
1 Jan - 2 Jan 2026
Shipbuilder's Retreat, Unit 2, Sleeps 6, 5 minutes to Harbor
8.4 out of 10, Very good, (6)
"As advertised, comfy bed cozy cabin. Would stay again "
United States
Joseph B.
The price is €384
includes taxes & fees
7 Jan - 8 Jan 2026
Newly Renovated Cozy Cove Cabin at White Anchor Inn
10.0 out of 10, Exceptional, (46)
"Quiet and peaceful. Location was close to everything we had on our agenda. We highly recommend this as great place to stay!"
United States
Malinda E.
The price is €477
includes taxes & fees
1 Jan - 2 Jan 2026
Shipbuilder’s Retreat sleeps 6, 5 minutes to Harbor

Apartment in Boothbay Harbor

Firstmate by Rocky Coast Rentals
10.0 out of 10, Exceptional, (4)
"The house was perfect and the floor fans were great for sleepers that need white noise. "
United States
Josh L.
The price is €444
includes taxes & fees
1 Jan - 2 Jan 2026
Firstmate by Rocky Coast Rentals
6.0 out of 10, (5)
"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 €389
includes taxes & fees
1 Jan - 2 Jan 2026
Newly renovated motel garden rooms heart of boothbay affordable great hospitaliy
10.0 out of 10, Exceptional, (9)
"An exceptional property and guest. Would love to stay again next time Thank you Jared and Heather!"
United States
Ronald H.
The price is €556
includes taxes & fees
1 Jan - 2 Jan 2026
Award Winning Luxury Carriage House a short stroll from town!
10.0 out of 10, Exceptional, (9)
"The property is beautiful and within walking distance to the main town area. The house has plenty of space for my family of 10 and the host went above and beyond with amenities."
United States
Leang C.
The price is €814
includes taxes & fees
1 Jan - 2 Jan 2026
Ambleside in Boothbay Harbor Maine! Perfect for a warm and cozy Gardens Aglow!
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

Everything you need to know about Chamberlain holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Chamberlain holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, apart-hotels, cabins, villas... 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 holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Chamberlain holiday 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 months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Chamberlain holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Chamberlain holiday rentals we have selected for you start as low as €263 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Chamberlain rentals

At Expedia, we put the best Chamberlain holiday 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 holiday.

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. 

Frequently asked questions

Can I find a holiday rental in Chamberlain?

Yes, there are holiday rentals close to the most popular sights in Chamberlain, or you can select a more secluded option if you're looking for a relaxing stay.

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

8mn to Gardens Aglow! Peaceful Lake! Automatic Generator! Full Kitchen! Heat! : This holiday home rental outside of Chamberlain is located on a lake, and has a fireplace, a patio and a BBQ to put you at ease in your new surroundings. Kitchen amenities include a fridge, a stovetop and a microwave. Kick off your shoes and enjoy yourself 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 Boothbay Railway Village, or get outside and enjoy nature at Rachel Carson Salt Pond Preserve. La Verna Preserve and Pemaquid Point Lighthouse Park are a couple of places you'll find in the wider area.

What’s a holiday rental in Chamberlain like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Chamberlain. Holiday rentals provide amenities such as patios, hot tubs and fire pits so you'll have everything you want. If you're concerned about a sanitised environment, holiday rentals can provide a sense of privacy away from public hotel lifts and busy front desks while still allowing you a great travel experience. You'll also get more space in a holiday rental than in a hotel, which is another reason why a holiday rental is a popular choice for a family trip or a small group gathering.