Chamberlain Vacation Rentals

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Vacation Rentals in Chamberlain

Century-old oceanfront home with wraparound porch - walk downtown, dogs OK

8.8 out of 10, Excellent, (35)
"Our party of 8 enjoyed our stay. The house is well equipped and stocked to get you started. Conveniently located to town and the Botanical Gardens. Plenty of outside space for kids to run around and play. It has a beautiful view of the cove but is very rocky. This didn't stop us from hunting hermit crabs and catching fish. The house is old but that gives it the Maine charm. "
Century-old oceanfront home with wraparound porch - walk downtown, dogs OK

Enjoyable 1-bedroom rustic cottage in Southport.

Enjoyable 1-bedroom rustic cottage in Southport.

Stunning oceanfront cottage w/ private deck and Atlantic views

9.2 out of 10, Wonderful, (50)
"They thought of everything, including binoculars. We watched seabirds and lobstermen working and didn't leave the house until late in the day for the Botanical Gardens. They only communicate through Vacasa,email, and text. Good communication, though. Final payment is through Vacasa. "
Stunning oceanfront cottage w/ private deck and Atlantic views

Oceanfront Cabin-Castle in Maine Woods

9.8 out of 10, Exceptional, (16)
"The house was exactly what we were hoping for -- right on the ocean, close to long beach walks, with delicious food nearby. Loved using the wood stove! The host was very responsive to our various questions and requests. We'd love to return!"
Oceanfront Cabin-Castle in Maine Woods

Popham Beach Direct Oceanfront Cottage Steps to the sand

9.8 out of 10, Exceptional, (58)
"Well taken care of and maintained. Comfortable."
Popham Beach Direct Oceanfront Cottage Steps to the sand

Adorable Lakefront Cottage with Free WiFi, Full Kitchen, Gas Grill, & Dock

9.4 out of 10, Exceptional, (18)
"Quaint cabin on beautiful lake. Harbor town is very nice..good place to use as home base."
Adorable Lakefront Cottage with Free WiFi, Full Kitchen, Gas Grill, & Dock

Ocean Point OCEANFRONT with private rugged BEACH

10.0 out of 10, Exceptional, (83)
"Beautiful location, lovely accommodations, and great hosts! Oceanfront bliss for a peaceful sunrise and an evening by the fire pit. "
Ocean Point OCEANFRONT with private rugged BEACH

A Charming Waterfront Cottage with Touches of Elegance

10.0 out of 10, Exceptional, (107)
"My husband and our 1 year old daughter had a wonderful stay. The home is close to everything and has everything you may need. Would love to stay again. "
A Charming Waterfront Cottage with Touches of Elegance

Appalachee Pond Waterfront Cottage | Decks, Sunroom, Dock with Kayaks & Canoe

9.4 out of 10, Exceptional, (33)
"Very cozy house in an absolutely lovely spot. We really enjoyed the outdoor space and the peace and quiet. "
Appalachee Pond Waterfront Cottage | Decks, Sunroom, Dock with Kayaks & Canoe

Oceanfront Cottage w/ Deck 2 Mi to Boothbay Harbor

3.0 star property
Oceanfront Cottage w/ Deck 2 Mi to Boothbay Harbor

Dog-friendly beach house with WiFi, private washer/dryer, deck, beautiful views

9.4 out of 10, Exceptional, (29)
"This is a great home with lots of room, natural light, comfortable bedrooms and a back deck we'd spend hours on in the evenings. Having a full bedroom and bathroom on the first floor and the two bedrooms and bathrooms upstairs also gave everyone privacy and downtime. The area is really quiet and walking distance from a path that runs alongside the water. The home is comfortable and roomy enough that being rained in for a day is no problem, and getting out to surrounding places is easy. "
Dog-friendly beach house with WiFi, private washer/dryer, deck, beautiful views

Spring & Summer availability!! Private Coastal Log Cabin, view of Maine Coast.

10.0 out of 10, Exceptional, (84)
"Great stay, even in cooler weather (hot tub was great for this). Would love to stay here again in another season or for our annual April trip again next year. Plenty of room in the house for kids, parents and grandparents. Zero complaints!"
Spring & Summer availability!! Private Coastal Log Cabin, view of Maine Coast.

Dreamy Wooded Cabin W/ Spacious Deck, Free WiFi, Secluded Location & More

9.8 out of 10, Exceptional, (18)
"Sasanoa is a beautiful cabin in the woods. The vintage decor is lovely. The living area is very spacious, comfortable and perfect for two couples. Screened-in porch is great for reading and/or games. The location is extremely peaceful and quiet! "
Dreamy Wooded Cabin W/ Spacious Deck, Free WiFi, Secluded Location & More

Cozy Cottage with spectacular salt water view / 3 Kayaks available/

9.8 out of 10, Exceptional, (38)
"I had an excellent visit. The kitchen was well stocked with utensils and small appliances. Everything was super clean; magazines and books were available (as well as good WiFi). I never turned the tv on as the view was spectacular. I wasn’t able to have an outdoor fire due to weather but everything was great. I hope to return. I look forward to doing more exploring as the area is beautiful. Also, very responsive with owners live next door. Thanks for offering up this quant little cabin for...
Cozy Cottage with spectacular salt water view / 3 Kayaks available/

Amazing All-Season Sprucewold Cabin w/ Private Beach Club Access

9.6 out of 10, Exceptional, (66)
""We had a wonderful stay with another family, making it two families and three kids (ages 8–10) in total. The house was very family-friendly. The kids absolutely loved the bunk beds and the selection of toys, which kept them entertained throughout the trip. The house was well-stocked with everything we needed, making it incredibly convenient. We were also charmed by the woodland animal-themed holiday tree—it added such a cozy and festive touch to our stay. The location was perfect, with an easy...
Amazing All-Season Sprucewold Cabin w/ Private Beach Club Access

Beautifully renovated home w/ prime location - walk to the footbridge & downtown

9.4 out of 10, Exceptional, (50)
"Very clean place. Right across the town of boothbay. Very good communication with host. She was very helpful. Very good stay"
Beautifully renovated home w/ prime location - walk to the footbridge & downtown

Charming Oceanfront Home with Stunning Water Views and Wifi

Charming Oceanfront Home with Stunning Water Views and Wifi

“Otter Getaway” Cozy Damariscotta Lake Year Round Cottage

10.0 out of 10, Exceptional, (21)
"Had a huge job nearby, needed a place for 2 employees owners of company and 3 large trucjs to stay the night. Perfection!"
The price is CA $262
CA $494 total
includes taxes & fees
Apr 28 - Apr 29
“Otter Getaway” Cozy Damariscotta Lake Year Round Cottage

East Boothbay Waterfront One room Condo.Waterview from in side this room

9.8 out of 10, Exceptional, (127)
"perfect love to be back next year"
East Boothbay Waterfront One room Condo.Waterview from in side this room

Oceanfront home & guesthouse w/ incredible ocean views, deck & location

9.6 out of 10, Exceptional, (66)
"Situated at the end of Ocean Point, this house has fantastic views and is so close to the ocean that we could hear the rhythmic sound of the surf all night long. The house is also extremely tastefully designed throughout, making it seem much more like a dream home than a holiday cottage. Overall, it's one of the nicest places we've stayed, and we hope to be able to return for another visit."
Oceanfront home & guesthouse w/ incredible ocean views, deck & location
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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Other types of properties in Chamberlain you may be interested in

Residence Inn Bath Brunswick Area

3.0 star property
9.6 out of 10, Exceptional, (332)
"Joan and Missy went out of their way to print my AA boarding passes. Very very helpful."
The price is CA $175
CA $191 total
includes taxes & fees
May 12 - May 13
Residence Inn Bath Brunswick Area

Flagship Inn and Suites

2.5 star property
8.2 out of 10, Very good, (1001)
"Very nice hotel! Clean room too. Staff was very friendly and funny. Made us feel welcome. "
The price is CA $131
CA $174 total
includes taxes & fees
Apr 28 - Apr 29
Flagship Inn and Suites

Tugboat Inn

3.0 star property
9.0 out of 10, Wonderful, (1000)
"Absolutely loved our stay with recommend this hotel to anyone! The staff for supportive and helpful and the location was absolutely beautiful"
The price is CA $201
CA $219 total
includes taxes & fees
May 1 - May 2
Tugboat 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.

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?

Century-old oceanfront home with wraparound porch - walk downtown, dogs OK: 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 4 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. La Verna Preserve and Pemaquid Beach 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.