Chamberlain Vacation Rentals

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Vacation Rentals in Chamberlain

Enjoyable 1-bedroom rustic cottage in Southport.

Enjoyable 1-bedroom rustic cottage in Southport.

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

8.8 out of 10, Excellent, (35)
"Wonderful place to stay. Plenty of room. Right next to the water. "
Century-old oceanfront home with wraparound porch - walk downtown, dogs OK

Stunning oceanfront cottage w/ private deck and Atlantic views

9.2 out of 10, Wonderful, (50)
"Love the view from the living room and the deck. This is our Maine “happy place”."
Stunning oceanfront cottage w/ private deck and Atlantic views

Oceanfront Cabin-Castle in Maine Woods

9.8 out of 10, Exceptional, (16)
"This place was amazing and so special- incredible views, great cabin, and amazing access to the water. "
Oceanfront Cabin-Castle in Maine Woods

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

9.4 out of 10, Exceptional, (18)
"This was a cozy place to stay, as we discovered Maine."
Adorable Lakefront Cottage with Free WiFi, Full Kitchen, Gas Grill, & Dock

Oceanfront Cottage w/ Deck 2 Mi to Boothbay Harbor

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

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

Popham Beach Direct Oceanfront Cottage Steps to the sand

9.8 out of 10, Exceptional, (58)
"Great location and very clean Camp with great views. "
Popham Beach Direct Oceanfront Cottage Steps to the sand

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

10.0 out of 10, Exceptional, (73)
"One of our best stays at a vacation rental. Cosy, immaculate and well equipped house with everything needed for a comfortable family stay. A short walk into town is a bonus. "
Newly renovated 3 bedroom, 2 bath bungalow, just steps to downtown BBH.

A Charming Waterfront Cottage with Touches of Elegance

10.0 out of 10, Exceptional, (107)
"We loved our stay in this beautiful home. Very comfortable, clean and so much attention to detail. The view was both serene and lovely."
A Charming Waterfront Cottage with Touches of Elegance

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

10.0 out of 10, Exceptional, (84)
"What a fantastic property. It was exactly the peaceful seclusion we were looking for. Place was spotless and massive. Best way to ring in the New Year, cooking together, playing board games, laughter and cheer. Hoping we can come back with a larger group so they can experience the fantastic space, too."
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)
"Very nice all the basics covered. Close to the harbor, very quiet."
Dreamy Wooded Cabin W/ Spacious Deck, Free WiFi, Secluded Location & More

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

9.4 out of 10, Exceptional, (29)
"The proximity to our activities and space for our family was perfect."
Dog-friendly beach house with WiFi, private washer/dryer, deck, beautiful views

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

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

9.4 out of 10, Exceptional, (50)
"Perfect spot in Boothbay Harbor… house has everything you need…"
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

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

9.6 out of 10, Exceptional, (66)
"Great spot"
Amazing All-Season Sprucewold Cabin w/ Private Beach Club Access

“Otter Getaway” Cozy Damariscotta Lake Year Round Cottage

10.0 out of 10, Exceptional, (21)
"The owners were ver accommodating and the place is a quiet, pretty location "
The price is CA $261
CA $494 total
includes taxes & fees
May 2 - May 3
“Otter Getaway” Cozy Damariscotta Lake Year Round Cottage

Private Oceanfront Home on 10 Acres -- 2 Fireplaces, 4 Decks & Grill

9.0 out of 10, Wonderful, (22)
"Beautiful home and the view was great!"
Private Oceanfront Home on 10 Acres -- 2 Fireplaces, 4 Decks & Grill

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

9.8 out of 10, Exceptional, (127)
"Great place for a Maine vacation! "
East Boothbay Waterfront One room Condo.Waterview from in side this room
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, (333)
"Was one of the nicest places i stayed in a long time. I will definitely be staying here again."
The price is CA $175
CA $190 total
includes taxes & fees
May 12 - May 13
Residence Inn Bath Brunswick Area

Tugboat Inn

3.0 star property
9.0 out of 10, Wonderful, (1000)
"Great place to stay & dine, wonderful staff."
The price is CA $200
CA $218 total
includes taxes & fees
May 4 - May 5
Tugboat Inn

Flagship Inn and Suites

2.5 star property
8.2 out of 10, Very good, (1000)
"What a great place for me and my family to stay, including our pet."
The price is CA $137
CA $182 total
includes taxes & fees
May 8 - May 9
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.

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.