Chamberlain Holiday Rentals

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Check prices for these dates

In two weeks
12 Dec - 14 Dec
In two months
23 Jan - 25 Jan
In three months
20 Feb - 22 Feb
In four months
20 Mar - 22 Mar

Holiday Rentals in Chamberlain

Interior
Last minute deal Ocean Point OCEANFRONT with private BEACH

Apartment in Boothbay

10.0 out of 10, Exceptional, (100)
"Had a great stay! Such a beautiful secluded spot, but also close to boothbay harbor and a lot of other Maine coast activities. The apartment itself was clean and nice and everything was smooth and easy. Would definitely stay here again!"
United States
Richard L.
Last minute deal Ocean Point OCEANFRONT with private BEACH
Outdoor dining
Enjoy spectacular views of Lobster Cove. Large yard, EV charger & dog friendly.

Holiday Home in Boothbay Harbor

10.0 out of 10, Exceptional, (20)
"We loved our stay in Boothbay. The cottage was clean and comfortable, location was ideal, easy walk into town and to the park. Everything was fantastic, would highly recommend. "
United States
Emma D.
Enjoy spectacular views of Lobster Cove. Large yard, EV charger & dog friendly.
Property grounds
Captain's Guest Room w/private bath. Walk to everything.

Holiday Home in Bath

8.2 out of 10, Very good, (21)
"Great location and a beautiful property. Great walking/driving distance from town and the waterfront, we had a great stay and would do it again! "
United States
Nina P.
Captain's Guest Room w/private bath. Walk to everything.
Interior
Oceanfront Cabin-Castle in Maine Woods

Holiday Home in Georgetown

9.8 out of 10, Exceptional, (43)
"Amazing views and good location "
United States
Adriana R.
Oceanfront Cabin-Castle in Maine Woods
Fridge, microwave, oven, stovetop
Downtown Waterfront Cottage on the Shore of Mill Cove w/ Lovely Views

Holiday Home in Boothbay Harbor

9.2 out of 10, Wonderful, (100)
"Great views from backyard and living room. Others have described the place as rustic, which is fair as regards wood flooring, paneling and rugs. But beds, sofas and chairs are very comfortable. Heating wasn’t working on the second floor, but they sent someone to look at it almost immediately. Although they couldn’t fix it during our stay, they gave us a fair partial refund."
United States
Daniel
Downtown Waterfront Cottage on the Shore of Mill Cove w/ Lovely Views
Property grounds
Peaceful Lake Waterfront! Automatic backup Generator! Full Kitchen! Heat & A/C

Holiday Home in Boothbay Harbor

10.0 out of 10, Exceptional, (104)
"Lovely home and perfect location"
United States
Sara A.
Peaceful Lake Waterfront! Automatic backup Generator! Full Kitchen! Heat & A/C
Pool
Quintessential Maine Oceanfront home

Holiday Home in Bremen

10.0 out of 10, Exceptional, (79)
"Great place room for everyone. Hot tub was great. Lots of outdoor space and activities."
United States
Lucie F.
Quintessential Maine Oceanfront home
TV, fireplace
Peaceful home with forest views & great yard - minutes to town

Holiday Home in Wiscasset

7.8 out of 10, Good, (9)
"Fit our needs perfectly!"
United States
Aimee K.
Peaceful home with forest views & great yard - minutes to town
Exterior
Wiggleswick Cottage; A Dogs Welcome Certified Property! 11/28-12/1 availability!

Cabin in Georgetown

10.0 out of 10, Exceptional, (58)
"Our first time to Maine was one to remember. Every detail was well thought out and the communication before, during, and after was amazing. Hope to come back one day!"
United States
Seth L.
Wiggleswick Cottage; A Dogs Welcome Certified Property! 11/28-12/1 availability!
Fridge, microwave, oven, stovetop
Newly renovated 3 bedroom, 2 bath bungalow, just steps to downtown BBH.

Holiday Home in Boothbay Harbor

10.0 out of 10, Exceptional, (89)
"This was our third year staying. Perfect location! "
United States
Debra G.
Newly renovated 3 bedroom, 2 bath bungalow, just steps to downtown BBH.
Fridge, microwave, oven, stovetop
Dog-friendly home with deck, pool table, & firepit - walk to downtown Boothbay

Holiday Home in Boothbay Harbor

9.6 out of 10, Exceptional, (44)
"The location (we walked to all shops and eateries at the harbor), amenities, and comfort we're exceptional."
United States
Katharine P.
Dog-friendly home with deck, pool table, & firepit - walk to downtown Boothbay
Terrace/patio
Cozy Renovated Cabin in Central Boothbay– Peaceful, Private, Close to Everything

Cabin in Boothbay

7.8 out of 10, Good, (7)
"Affordable and quiet location that felt safe and is conveniently close to Boothbay Harbor & surrounding attractions. "
United States
Melanie L.
The price is HK$1,015
HK$1,556 total
includes taxes & fees
1 Dec - 2 Dec
Cozy Renovated Cabin in Central Boothbay– Peaceful, Private, Close to Everything
Fridge, microwave, oven, stovetop
Dazzling ocean-view house with fireplace, deck, firepit, central AC, & W/D

Holiday Home in Tenants Harbor

9.8 out of 10, Exceptional, (75)
"Great visit!"
United States
Zee S.
Dazzling ocean-view house with fireplace, deck, firepit, central AC, & W/D
Smart TV
Shipwright @ The Offshore House

Condo in Boothbay

9.4 out of 10, Exceptional, (13)
"Great location. Easy location to town and Dunkin Donuts accros street. "
United States
Steven
The price is HK$1,225
HK$2,341 total
includes taxes & fees
8 Dec - 9 Dec
Shipwright @ The Offshore House
TV, fireplace
Delightful oceanfront home with amazing views, wrap-around deck & two fireplaces

Holiday Home in Westport

8.4 out of 10, Very good, (49)
"This home was absolutely stunning! Beautiful inside, amazing view of the water. I loved sitting out on the porch so much. I would highly recommend!"
United States
Brian Q.
Delightful oceanfront home with amazing views, wrap-around deck & two fireplaces
Outdoor dining
Maine Coast House with Spectacular Ocean Views and Beach for Swimming

Holiday Home in South Bristol

9.4 out of 10, Exceptional, (27)
"Perfect base for exploring the mid-coast region. "
United States
Rebecca M.
The price is HK$1,239
HK$3,447 total
includes taxes & fees
30 Nov - 1 Dec
Maine Coast House with Spectacular Ocean Views and Beach for Swimming
Fridge, microwave, oven, stovetop
Downtown Boothbay Harbor Studio – Ocean Views, Dog-Friendly, Walk to Pier

Apartment in Boothbay Harbor

10.0 out of 10, Exceptional, (2)
"This location was very convenient for tour boat trips, restaurants and shopping. There are high end appliances and lighting, and the interior is furnished in a rustic dog-themed way. There is a dedicated parking space, which was wonderful as available street parking was limited over the holiday weekend."
United States
Steve K.
Downtown Boothbay Harbor Studio – Ocean Views, Dog-Friendly, Walk to Pier
Fridge, microwave, oven, stovetop
Newly Renovated Haven w/ Deck, Walk to Shops, Dining & Marina, Pet friendly

Holiday Home in Boothbay Harbor

9.2 out of 10, Wonderful, (62)
"We totally enjoyed our stay -walking distance to shops and restaurants."
United States
Pam K.
Newly Renovated Haven w/ Deck, Walk to Shops, Dining & Marina, Pet friendly
Property grounds
Timeless Days: Maine Coast Waterfront, Fisherman's Cottage With Deepwater Dock

Cottage in Port Clyde

10.0 out of 10, Exceptional, (82)
"Very pleased with the house, the location, everything!"
United States
Margaret B.
Timeless Days: Maine Coast Waterfront, Fisherman's Cottage With Deepwater Dock
Fridge, microwave, oven, stovetop
Make Shimmering River Retreat your Maine Coastal getaway!

Holiday Home in Westport Island

9.6 out of 10, Exceptional, (40)
"The house was large enough for what we needed (4 couples and 4 grandkids!) for quiet times. And there were many areas we could comfortably meet together as a family. The property is huge and we loved the firepit, pool, dock and kayaks. We will be returning next year!"
United States
Melody C.
Make Shimmering River Retreat your Maine Coastal getaway!
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
"We all enjoyed our stay at the Tugboat. The beds were very comfortable and i don't typically say that in a review. And the staff is outstanding. We'll be back. Thank you Tugboat"
jewels 1-night trip
Posted 3 days ago
Tugboat Inn

Find out more about Chamberlain

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

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?

Enjoy spectacular views of Lobster Cove. Large yard, EV charger & dog friendly.: This holiday home rental outside of Chamberlain is located by the ocean, and has a patio, a garden and a BBQ 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 that you can cook with friends or family. Make the most of games in this rental home to help you unwind.

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.