Chamberlain Vacation Rentals

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Vacation Rentals in Chamberlain

Delightful oceanfront home with amazing views, wrap-around deck & two fireplaces
8.8 out of 10, Excellent, 33 reviews
"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
Quaint one-bedroom suite
9.8 out of 10, Exceptional, 38 reviews
"Quiet peaceful great accommodations and wonderful host"
The price is ¥15,617
¥22,129 total
includes taxes & fees
Jun 5 - Jun 6
Quaint one-bedroom suite
Unique oceanfront home with a deck, tons of natural light, & amazing views
8.8 out of 10, Excellent, 43 reviews
"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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A Charming Waterfront Cottage with Touches of Elegance
10.0 out of 10, Exceptional, 78 reviews
"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
Dog-friendly historic cottage with deck, grill, kitchenette, & washer/dryer
10.0 out of 10, Exceptional, 6 reviews
"Property was tight but tidy. Very convenient to down town"
Dog-friendly historic cottage with deck, grill, kitchenette, & washer/dryer
Riverfront condo w/ deck overlooking the water - steps to dining & shopping
9.2 out of 10, Wonderful, 25 reviews
"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
East Boothbay Waterfront One room Condo.Waterview from in side this room
10.0 out of 10, Exceptional, 106 reviews
"EXCELLENT AND ENJOYABLE"
East Boothbay Waterfront One room Condo.Waterview from in side this room
Popham Beach Direct Oceanfront Cottage Steps to the sand
10.0 out of 10, Exceptional, 44 reviews
"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
Dazzling ocean-view house with fireplace, deck, firepit, central AC, & W/D
9.8 out of 10, Exceptional, 55 reviews
"Perfect for my husband and I. Great view on the water."
Dazzling ocean-view house with fireplace, deck, firepit, central AC, & W/D
Cozy Cottage with spectacular salt water view / 3 Kayaks available/
9.8 out of 10, Exceptional, 29 reviews
"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/
Vintage, Log Cabin in the Woods with Beach Club Access About One Mile Away
8.0 out of 10, Very Good, 32 reviews
"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
Appalachee Pond Waterfront Cottage | Decks, Sunroom, Dock with Kayaks & Canoe
9.4 out of 10, Exceptional, 23 reviews
"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
Oceanfront escape with deck, views of Lobster Cove & firepit - walk to town
10.0 out of 10, Exceptional, 13 reviews
"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
SPRING SALE: Charming 5BR Waterfront Historic Cape on 15 acre estate
10.0 out of 10, Exceptional, 49 reviews
"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
Private Oceanfront Home on 10 Acres -- 2 Fireplaces, 4 Decks & Grill
8.8 out of 10, Excellent, 13 reviews
"We were mesmerized by the view and the fabulous layout of this palacial home!! Gorgeous!! We are hoping to return in the fall!!"
Private Oceanfront Home on 10 Acres -- 2 Fireplaces, 4 Decks & Grill
Chic Studio Cabin in Boothbay Harbor: Ocean Views, Sprucewold Beach Access
9.0 out of 10, Wonderful, 34 reviews
"First time in Maine and the cabin at its location made the stay even so much nicer. Watching the sunrise at 5am , relaxing nights on the deck. The cabin was rustic but functional, spacious enough but still gave that cozy felling. We will be back. Thank you for your hospitality."
The price is ¥14,368
¥45,604 total
includes taxes & fees
Jun 18 - Jun 19
Chic Studio Cabin in Boothbay Harbor: Ocean Views, Sprucewold Beach Access
Downtown Waterfront Cottage on the Shore of Mill Cove w/ Lovely Views
9.4 out of 10, Exceptional, 71 reviews
"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
Gorgeous Waterfront Home on Westport Island with 2 Sunrooms
9.4 out of 10, Exceptional, 32 reviews
"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
Historic Boothbay Harbor cottage with antique decor, washer/dryer & deck
9.4 out of 10, Exceptional, 77 reviews
"It was just the perfect size for 2 people. Very clean and perfect location"
Historic Boothbay Harbor cottage with antique decor, washer/dryer & deck
Slow Down & Go Back in Time-Relax Completely in Our Maine Home
9.6 out of 10, Exceptional, 54 reviews
"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
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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

Tugboat Inn
3.0 star property
9.0 out of 10, Wonderful, 835 reviews
"Very quaint ,fantastic view from our balcony ,lady on reception at Tugboat Inn was VERY helpful and knowledgeable."
The price is ¥24,986
¥27,235 total
includes taxes & fees
Jun 10 - Jun 11
Tugboat Inn
Boothbay Harbor Inn
2.5 star property
8.2 out of 10, Very Good, 750 reviews
"Stair case, railings and decking need attention. Shaky and need maintenance "
The price is ¥21,865
¥23,833 total
includes taxes & fees
Jun 5 - Jun 6
Boothbay Harbor Inn
Flagship Inn and Suites
2.5 star property
8.4 out of 10, Very Good, 1,000 reviews
"Flagship Inn was a beautiful stay, very clean & cozy! The Manager is a very warm, considerate, nice man! "
The price is ¥20,233
¥22,054 total
includes taxes & fees
Jun 5 - Jun 6
Flagship Inn and Suites
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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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?

Stunning oceanfront cottage w/ private deck and Atlantic views: Visitors like this Chamberlain vacation home rental. It is located on the beach and has a patio, a garden, and a barbecue grill 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 you can cook with friends or family. You and your friends and family can relax into your vacation with amenities like a selection of games.

How many vacation rentals will I find in Chamberlain?

With 3 Expedia vacation rentals, you're sure 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 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.

Recent reviews of Chamberlain properties
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