Chamberlain Holiday Rentals

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Holiday Rentals in Chamberlain

TV, fireplace
Delightful oceanfront home with amazing views, wrap-around deck & two fireplaces
8.8 out of 10, Excellent, (33)
"Great views. House pretty clean & supplies were fine except only 3 coffee cups for 6 adults. VACasa said they would get more cups. They failed, never received. Some lights didn't work & lots of dead bugs in light fixtures."
Delightful oceanfront home with amazing views, wrap-around deck & two fireplaces
Property grounds
A Charming Waterfront Cottage with Touches of Elegance
10.0 out of 10, Exceptional, (78)
"We had a wonderful stay. The porch had amazing views and was comfortable even in the winter. The kitchen was large and incredibly well equipped. The cottage was beautifully decorated and had lots of natural light."
A Charming Waterfront Cottage with Touches of Elegance
Interior
Unique oceanfront home with a deck, tons of natural light, & amazing views
8.8 out of 10, Excellent, (43)
"We needed a quiet place to visit with elderly aunt and uncle. This was a great place with all the living space on the same floor with spacious area to visit."
Unique oceanfront home with a deck, tons of natural light, & amazing views
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View from property
Popham Beach Direct Oceanfront Cottage Steps to the sand
10.0 out of 10, Exceptional, (44)
"We had a great stay. Check in and communication was easy. Due to storm damage, our original booked cottage was not available and Deb offered us a different (much larger) home without added cost. We greatly appreciated it so we didn't have to cancel our vacation. The home was very clean and had everything we needed and then some. The area is beautiful and the beach was very clean. You cannot beat the views from the home. We look forward to staying here again!"
Popham Beach Direct Oceanfront Cottage Steps to the sand
On the beach, beach towels
East Boothbay Waterfront One room Condo.Waterview from in side this room
10.0 out of 10, Exceptional, (106)
"EXCELLENT AND ENJOYABLE"
East Boothbay Waterfront One room Condo.Waterview from in side this room
Beach
Cozy Cottage with spectacular salt water view / 3 Kayaks available/
9.8 out of 10, Exceptional, (29)
"Cottage is rustic but clean in an amazing location. The view out to the boats moored in the water is one of a kind. We cooked all our meals in the kitchen and it worked well for us -- good sharp knives was a plus. Being able to walk down the dock and get the freshest lobsters possible for an excellent price was the highlight of our stay. Free access to kayaks was another nice amenity -- lots of coast to explore. The house is a little quirky (uneven floors and bathroom door is really a curtain),...
Cozy Cottage with spectacular salt water view / 3 Kayaks available/
Property grounds
Vintage, Log Cabin in the Woods with Beach Club Access About One Mile Away
8.0 out of 10, Very good, (32)
"We really enjoyed our stay at this cabin. Authentic vintage experience! Off course, if your are looking for a neet and sophisticate lodding, it might not be the place for you… but it was perfect for us! Very well located, near a private beach with 2 kayaks and chairs for our convinience. Also very near to the action of Boothbay Harbor that was a nice discorery! The cabin is very confortable, with everything we needed to prepare a nice meal and relax at anytime of the day. The only thing that...
Vintage, Log Cabin in the Woods with Beach Club Access About One Mile Away
Fridge, microwave, oven, stovetop
Private Oceanfront Home on 10 Acres -- 2 Fireplaces, 4 Decks & Grill
8.8 out of 10, Excellent, (12)
"My family and I loved this place so much that we definitely want to come back and stay again. Beach combing was fun looking for interesting rocks and seaglass. It was also nice sitting out the huge rocks and admiring the water. Driving around the town of Boothbay was amazing. The people were so friendly and the town has alot of charm. The house was another part of the trip that made it memorable. It had plenty of windows to be able to get a view of the water. The house was well equipped and the...
Private Oceanfront Home on 10 Acres -- 2 Fireplaces, 4 Decks & Grill
Fridge, microwave, oven, stovetop
Downtown Waterfront Cottage on the Shore of Mill Cove w/ Lovely Views
9.4 out of 10, Exceptional, (71)
"We enjoyed the tranquility of the cottage and we appreciated the antiques connecting the cottage to the past/ history of the area. No issues with our stay. Location was good; the drive to daily activities not tremendous. Loved the village, and the people were so friendly. Great escape from every day life."
Downtown Waterfront Cottage on the Shore of Mill Cove w/ Lovely Views
Beach
Riverfront condo w/ deck overlooking the water - steps to dining & shopping
9.2 out of 10, Wonderful, (25)
"The space was very clean and comfortable, great location and amenities. Will definitely be returning!"
Riverfront condo w/ deck overlooking the water - steps to dining & shopping
Fridge, microwave, oven, stovetop
Oceanfront escape with deck, views of Lobster Cove & firepit - walk to town
10.0 out of 10, Exceptional, (13)
"My husband and I stayed two nights, arriving late in the afternoon. We had no difficulty finding or getting into the property. The place was clean and the bed was comfortable. We were out doing things in the area most of the time, but did enjoy a slow, quiet morning and loved being able to walk to the nearby park and enjoy the view. We were also in the apartment early one evening because of light rain, just reading and checking emails, etc., and missed the basics for preparing our own food....
Oceanfront escape with deck, views of Lobster Cove & firepit - walk to town
Aerial view
SPRING SALE: Charming 5BR Waterfront Historic Cape on 15 acre estate
10.0 out of 10, Exceptional, (49)
"We had a wonderful stay at Bold Colorful Life! From the moment we arrived to such a warm welcome from Melissa, we felt so relaxed. There is so much attention to detail and the amount of care that Melissa puts into the house and grounds is truly impressive. She gave us great recommendations for places to go and restaurants to eat. The location also can’t be beat. It is close to all of the attractions but in a wonderfully quiet place to relax at the end of a busy day. We enjoyed walking down to...
SPRING SALE: Charming 5BR Waterfront Historic Cape on 15 acre estate
Fridge, microwave, oven, stovetop
Dazzling ocean-view house with fireplace, deck, firepit, central AC, & W/D
9.8 out of 10, Exceptional, (55)
"Perfect for my husband and I. Great view on the water."
Dazzling ocean-view house with fireplace, deck, firepit, central AC, & W/D
Fridge, microwave, oven, stovetop
Expansive Modern Home w/ Ocean View, Gorgeous Garden & Multiple Sitting Areas
8.2 out of 10, Very good, (13)
"The house was big and private and in a great area close to everything in Boothbay."
Expansive Modern Home w/ Ocean View, Gorgeous Garden & Multiple Sitting Areas
TV
Gorgeous Waterfront Home on Westport Island with 2 Sunrooms
9.4 out of 10, Exceptional, (32)
"We absolutely loved this home and didn’t want to leave! The view of the water was serene and tranquil. We found ourselves gazing from the windows for hours and watching the wildlife. The bedrooms are perfectly placed with sunrooms attached to two of the rooms with thoughtful amenities provided throughout the home. The coffee and tea pods for the keurig was a nice touch. I spent a few days working remotely, and the wifi was strong and the samsung monitors were a great addition. Boothbay harbor...
Gorgeous Waterfront Home on Westport Island with 2 Sunrooms
TV, fireplace, books, stereo
Appalachee Pond Waterfront Cottage | Decks, Sunroom, Dock with Kayaks & Canoe
9.4 out of 10, Exceptional, (23)
"Beautiful home that is a great proximity to Boothbay Harbor downtown. The pond is very nice but the water level was very low during our stay in March and there were no boats available as described in the listing. It is unclear whether this is something to note for all offseason travelers"
Appalachee Pond Waterfront Cottage | Decks, Sunroom, Dock with Kayaks & Canoe
1 bedroom, WiFi
Quaint one-bedroom suite
9.8 out of 10, Exceptional, (38)
"Quiet peaceful great accommodations and wonderful host"
The price is NZ$230
per night
29 May - 30 May
Quaint one-bedroom suite
View from property
Slow Down & Go Back in Time-Relax Completely in Our Maine Home
9.6 out of 10, Exceptional, (54)
"We thoroughly enjoyed our time here in New Harbor. The quiet and solitude of that area was great, and early morning runs to Pemaquid Beach and down to the lighthouse - wonderful! Also close enough to Damariscotta and other towns was perfect. Thank you! The house itself- quiet, very clean, with everything we wanted."
Slow Down & Go Back in Time-Relax Completely in Our Maine Home
Property grounds
Century-old oceanfront home with wraparound porch - walk downtown, dogs OK
8.6 out of 10, Excellent, (28)
"The title and description are spot on, this is a vintage home with every amenity we needed for a long weekend exploring Damariscotta and Boothbay Harbor. We only needed 3 bedrooms, so did not use the bunk beds tucked into the first floor alcove, and planned to spend most of our time out & about. It was a perfect location for us."
Century-old oceanfront home with wraparound porch - walk downtown, dogs OK
1 bedroom, Internet, bed sheets
Chic Studio Cabin in Boothbay Harbor: Ocean Views, Sprucewold Beach Access
9.0 out of 10, Wonderful, (32)
"We really enjoyed our stay here! The photos don’t do justice to the beautiful view from the porch. We spent most of our time at the cottage on the porch, watching the boats come and go. There were ospreys nesting nearby and it was awesome to watch them. The cottage was just enough space for the two of us. We could have used some additional storage — there’s a closet but there were only a handful of hangers, and it would have been useful to be able to hang up more of our stuff. Lots of storage...
The price is NZ$432
per night
29 May - 30 May
Chic Studio Cabin in Boothbay Harbor: Ocean Views, Sprucewold Beach Access
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See all available properties in Chamberlain
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.

Other types of properties in Chamberlain you may be interested in

Two Queen Marina Front | Exterior
Tugboat Inn
3.0 star property
9.0 out of 10, Wonderful, (828)
"A perfect place to stay! Clean. Quiet. The bed was so comfortable. I highly recommend this Inn if you are planning a trip to Boothbay Harbor!"
The price is NZ$266
per night
29 May - 30 May
Tugboat Inn
View from property
Boothbay Harbor Inn
2.5 star property
8.2 out of 10, Very good, (744)
"Very quiet and peaceful. "
The price is NZ$230
per night
29 May - 30 May
Boothbay Harbor Inn
Two Queen Suite Outer Harbor View | Balcony view
Fishermans Wharf Inn
2.5 star property
8.6 out of 10, Excellent, (630)
"Check in was fast & friendly. I like that the parking attendant showed us where to park & saved our spots when we ran errands in the car. The lounge was so friendly! Really good coffee in the foyer in the morning. We had a balcony room on the harbor. Shower was hot & good pressure. This is a classic New England motel style hotel. It could use some modernization but then again, maybe not ! ☺️"
The price is NZ$276
per night
2 Jun - 3 Jun
Fishermans Wharf Inn
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.

You always said you would go on a dream holiday someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannonball into the deep end. Go ahead, unplug and unwind in style. When you book one of our Chamberlain holiday rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your holiday just got upgraded.

As much as you love your vacation rental, it’s always good to get out and explore to soak up Chamberlain. Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in Chamberlain. Seeing all the best attractions is bound to make you fall in love with Chamberlain. Who knows, you may even be tempted to extend your stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true. 

It’s your escape so why share it? You deserve your own slice of paradise. Booking your holiday rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in Chamberlain short-term rentals, that won’t be hard to do.

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?

Stunning oceanfront cottage w/ private deck and Atlantic views: This holiday home rental outside of Chamberlain is located on the beach, 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. You and your friends and family can relax into your holiday with amenities such as a selection of games.

How many holiday rentals will I find in Chamberlain?

With 3 Expedia holiday rentals, you're guaranteed to find just the right place for your Chamberlain stay.

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 Point Lighthouse Park and Cabbage Island 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.

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