Chamberlain Vacation Rentals

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Vacation Rentals in Chamberlain

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)
"Clean, well maintained, slighly funky in an historical way . Very convenient to great breakfast spots and downtown Bath. Would stay there again."
United States
Benjamin E.
$146 nightly
The price is $159
Nov 12 - Nov 13
Total with taxes and fees
Captain's Guest Room w/private bath. Walk to everything.
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)
"A piece of heaven on earth! Very peaceful. Very responsive well managed property. We’ll be back. "
United States
Mary A.
Timeless Days: Maine Coast Waterfront, Fisherman's Cottage With Deepwater Dock
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)
"This home is situated on a quiet street, but within a half-mile walking distance to the shops, restaurants, and puffin cruise piers. The house is comfortable and well-equipped, with several nice extras. The house was very clean when we arrived. The location is perfect, and we enjoyed sitting outside by the cove."
United States
Debbie A.
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

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

Boothbay Harbor
10.0 out of 10, Exceptional, (104)
"Our third stay was just as charming as the first two. The beauty of the lake, the serene accommodations and locale cannot be topped. The apartment is so cozy and comfortable. We've stayed in many vacation rentals, but this is our favorite. We'll be back."
United States
Susan B.
Peaceful Lake Waterfront! Automatic backup Generator! Full Kitchen! Heat & A/C
Terrace/patio
Oceanfront Retreat with Dock, Boothbay Harbor

Oceanfront Retreat with Dock, Boothbay Harbor

2.0 star property
Boothbay Harbor
10.0 out of 10, Exceptional, (3)
"We loved this place and ended up booking an additional night. We hope to book again next year."
United States
Karen B.
Oceanfront Retreat with Dock, Boothbay Harbor
Property grounds
“Otter Getaway” Cozy Damariscotta Lake Year Round Cottage

“Otter Getaway” Cozy Damariscotta Lake Year Round Cottage

Nobleboro
10.0 out of 10, Exceptional, (42)
"This a gem of a place. Quiet, cozy spots, beautiful proximity to the lake. We really enjoyed our night, and were sorry we did not have a longer stay."
United States
Sarah H.
$268 nightly
The price is $292
Nov 11 - Nov 12
Total with taxes and fees
“Otter Getaway” Cozy Damariscotta Lake Year Round Cottage
Interior
Oceanfront Cabin-Castle in Maine Woods

Oceanfront Cabin-Castle in Maine Woods

Georgetown
9.8 out of 10, Exceptional, (42)
"Place was amazing with an incredible view and fun layout. "
United States
Jeremy H.
Oceanfront Cabin-Castle in Maine Woods
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)
"We felt so happy in this home. With a view of the whole harbor and the tide cycles, this house is full of wonderful restorative touches. Park your car and walk everywhere to enjoy the quiet beauty of this harbor. Thank you for a wonderful stay. "
United States
Erick L.
The Sea Eagle - Luxury 5 BR Waterfront Home in Boothbay Harbor with private 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)
"Your home is beautiful!! Love all the windows, very comfortable!!"
United States
Sharon T.
Peaceful home with forest views & great yard - minutes to town
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)
"Nice place to stay for a quick trip to the area! Would stay there again. "
United States
Lisa M.
$200 nightly
The price is $218
Dec 1 - Dec 2
Total with taxes and fees
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 appreciated being so close to the town area. It was even a walkable distance if you don’t mind the hills on the way home. Found the home to be very clean and the kitchen was well equipped. Nice and private yard."
United States
Lisa L.
Fully Remodeled Coastal Retreat with Spacious Deck and Dog-Friendly Comfort
Fridge, microwave, oven, stovetop
Dog-friendly bay view home - water views, dock access

Dog-friendly bay view home - water views, dock access

Boothbay Harbor
6.8 out of 10, (9)
"We had a great time and Sea View was perfect for oir stay!"
United States
Norman M.
Dog-friendly bay view home - water views, dock access
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)
"great place to relax. Appreciated the lack of 'over decor'. Many of these place are so over done & way too busy. house def needs updates & some basic home maintenance prob just due to age. Very clean. Not the best place to be if you plan on site seeing. We werent, so perfect for us"
United States
Anne D.
Delightful oceanfront home with amazing views, wrap-around deck & two fireplaces
Terrace/patio
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)
"Cozy studio with an excellent location. Furnishings were nice, shower was fantastic and the front deck overlooking the water and town was perfect. "
United States
Jim S.
Downtown Boothbay Harbor Studio – Ocean Views, Dog-Friendly, Walk to Pier
Smart TV
Top floor loft apartment in downtown Bath

Top floor loft apartment in downtown Bath

Bath
9.6 out of 10, Exceptional, (5)
"Great little studio set in Historic Bath and walking distance to lots of restaurants, shops, and market. Comfy bed. Kitchen was well stocked. Great place! Would recommend to friends and family. It is on the 3rd floor. "
United States
Kate W.
$226 nightly
The price is $246
Nov 12 - Nov 13
Total with taxes and fees
Top floor loft apartment in downtown Bath
Interior
Captain's Quarters 1BR Guest Suite. Quiet. Walk to everything.

Captain's Quarters 1BR Guest Suite. Quiet. Walk to everything.

Bath
7.6 out of 10, Good, (12)
"Very nice cozy place to make home base for a week. Had everything I needed and owner was very responsive with all of my questions. Primary destination was Bath and very convenient to everything I needed. Thank you!"
United States
Carol N.
$145 nightly
The price is $158
Nov 11 - Nov 12
Total with taxes and fees
Captain's Quarters 1BR Guest Suite. Quiet. Walk to everything.
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.
$437 nightly
The price is $477
Nov 11 - Nov 12
Total with taxes and fees
Maine Coast House with Spectacular Ocean Views and Beach for Swimming
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, (97)
"Perfect location. Everything I was hoping for."
United States
Don & Jackie N.
Last minute deal Ocean Point OCEANFRONT with private BEACH
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, (88)
"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
Charming Cottage on the Great Pond in Boothbay Harbor, Maine

Charming Cottage on the Great Pond in Boothbay Harbor, Maine

Boothbay Harbor
10.0 out of 10, Exceptional, (10)
"A lovely cottage on one of the prettiest ponds in Maine! Easy check-in, everything we needed and more, very well appointed (thank you for so many towels) and we were quite comfortable. Tough to leave and we will be back! What a gem!"
United States
Somerset G.
Charming Cottage on the Great Pond in Boothbay Harbor, Maine
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
"I love this place! It is so unique! Our room at the end of the building had 3 windows looking out on Boothbay Harbor. The lobster here is magnificent, and The Tugboat Inn is so affordable. "
elaine 2-night trip
Posted 4 days ago
Tugboat 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 $158 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?

Captain's Guest Room w/private bath. Walk to everything.: Visitors like this Chamberlain vacation home rental. It comes with free WiFi so you can feel at home during your trip. Kitchen amenities include an electric kettle to make your meal-planning easier.

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.