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

Last minute deal Ocean Point OCEANFRONT with private BEACH

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.

Enjoy spectacular views of Lobster Cove. Large yard, EV charger & dog friendly.

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.

Captain's Guest Room w/private bath. Walk to everything.

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

Oceanfront Cabin-Castle in Maine Woods

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

Downtown Waterfront Cottage on the Shore of Mill Cove w/ Lovely Views

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
Timeless Days: Maine Coast Waterfront, Fisherman's Cottage With Deepwater Dock

Timeless Days: Maine Coast Waterfront, Fisherman's Cottage With Deepwater Dock

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
TV, fireplace
Peaceful home with forest views & great yard - minutes to town

Peaceful home with forest views & great yard - minutes to town

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
Windward Lodge- stunning, dog-friendly private waterfront retreat. Seasonal dock

Windward Lodge- stunning, dog-friendly private waterfront retreat. Seasonal dock

Woolwich
10.0 out of 10, Exceptional, (3)
"Very comfortable house in a great location with excellent views of the river"
United States
Cary C.
Windward Lodge- stunning, dog-friendly private waterfront retreat. Seasonal dock
Exterior
The Sea Eagle - Luxury 5 BR Waterfront Home in Boothbay Harbor with private dock

The Sea Eagle - Luxury 5 BR Waterfront Home in Boothbay Harbor with private dock

Boothbay Harbor
10.0 out of 10, Exceptional, (8)
"Excellent location, decor, harbor view,amenities. Great for our 9 guests. Classic Maine house. "
United States
Douglas S.
The Sea Eagle - Luxury 5 BR Waterfront Home in Boothbay Harbor with private dock
Fridge, microwave, oven, stovetop
Newly renovated 3 bedroom, 2 bath bungalow, just steps to downtown BBH.

Newly renovated 3 bedroom, 2 bath bungalow, just steps to downtown BBH.

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.
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
7.8 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
Fully Remodeled Coastal Retreat with Spacious Deck and Dog-Friendly Comfort

Fully Remodeled Coastal Retreat with Spacious Deck and Dog-Friendly Comfort

Boothbay Harbor
9.4 out of 10, Exceptional, (3)
"We loved how spacious and accommodating this home was, as well as it's great proximity to downtown Boothbay Harbor."
United States
Teresa G.
Fully Remodeled Coastal Retreat with Spacious Deck and Dog-Friendly Comfort
Fridge, microwave, oven, stovetop
Dazzling ocean-view house with fireplace, deck, firepit, central AC, & W/D

Dazzling ocean-view house with fireplace, deck, firepit, central AC, & W/D

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

Shipwright @ The Offshore House

Boothbay
9.4 out of 10, Exceptional, (13)
"Luv the area and the room location was great A few steps from Bets fish and chips short drive into town "
Canada
Judy M.
The price is HK$1,225
HK$2,340 total
includes taxes & fees
3 Dec - 4 Dec
Shipwright @ The Offshore House
TV, fireplace
Delightful oceanfront home with amazing views, wrap-around deck & two fireplaces

Delightful oceanfront home with amazing views, wrap-around deck & two fireplaces

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

Maine Coast House with Spectacular Ocean Views and Beach for Swimming

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$1,238
HK$3,444 total
includes taxes & fees
29 Nov - 30 Nov
Maine Coast House with Spectacular Ocean Views and Beach for Swimming
Aerial view
Downtown Boothbay Harbor Studio – Ocean Views, Dog-Friendly, Walk to Pier

Downtown Boothbay Harbor Studio – Ocean Views, Dog-Friendly, Walk to Pier

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
Property grounds
Peaceful Lake Waterfront! Automatic backup Generator! Full Kitchen! Heat & A/C

Peaceful Lake Waterfront! Automatic backup Generator! Full Kitchen! Heat & A/C

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

Quintessential Maine Oceanfront home

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
Fridge, microwave, oven, stovetop
Make Shimmering River Retreat your Maine Coastal getaway!

Make Shimmering River Retreat your Maine Coastal getaway!

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 2 days ago
Tugboat Inn

Find out more about Chamberlain

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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.