Chamberlain Vacation Rentals

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Oct 1 - Oct 2
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Vacation Rentals in Chamberlain

Charming Cottage with Ocean Views, Wifi, and Washer and Dryer
Fridge, microwave, oven, stovetop

Charming Cottage with Ocean Views, Wifi, and Washer and Dryer

10.0 out of 10, Exceptional, (1)
"We had the best week at Sea Breeze in our first trip to Maine! After a long drive, we were stunned to turn the corner to find our home overlooking a gorgeous seaside, situated on a quiet, walkable, friendly street. When we stepped inside, we found the house to be a clean, cozy, and quiet haven that had plenty of space to relax, play board games, and enjoy family breakfasts around the table. There was ample space in the fridge and freezer for all of our locally-purchased groceries, the kitchen...
Charming Cottage with Ocean Views, Wifi, and Washer and Dryer
Timeless Days: Maine Coast Waterfront, Fisherman's Cottage With Deepwater Dock
Property grounds

Timeless Days: Maine Coast Waterfront, Fisherman's Cottage With Deepwater Dock

10.0 out of 10, Exceptional, (78)
"Another great stay"
Timeless Days: Maine Coast Waterfront, Fisherman's Cottage With Deepwater Dock
Captain's Guest Room w/private bath & house entrance. Walk to everything.
Property grounds

Captain's Guest Room w/private bath & house entrance. Walk to everything.

8.2 out of 10, Very Good, (17)
"Clean, well maintained, slighly funky in an historical way . Very convenient to great breakfast spots and downtown Bath. Would stay there again."
The price is ￥11,242
￥21,928 total
includes taxes & fees
Oct 15 - Oct 16
Captain's Guest Room w/private bath & house entrance. Walk to everything.
Cozy Cottage with Ocean Views, Sunsets and Dog-Friendly Charm
Fridge, microwave, oven, stovetop

Cozy Cottage with Ocean Views, Sunsets and Dog-Friendly Charm

2.0 star property
8.8 out of 10, Excellent, (11)
"The home is on a beautiful, private piece of land right on the St. George River estuary. The views are absolutely stunning and there is a short path right to the water and rocks. It was a perfect spot for two couples to relax and convenient to explore the midcoast region."
Cozy Cottage with Ocean Views, Sunsets and Dog-Friendly Charm
Beautiful Harbor Views Heart of Boothbay Harbor Downtown Village near all Piers

Beautiful Harbor Views Heart of Boothbay Harbor Downtown Village near all Piers

9.6 out of 10, Exceptional, (79)
"Great stay, wonderful location"
Beautiful Harbor Views Heart of Boothbay Harbor Downtown Village near all Piers
“Otter Getaway” Cozy Damariscotta Lake Year Round Cottage
Property grounds

“Otter Getaway” Cozy Damariscotta Lake Year Round Cottage

9.8 out of 10, Exceptional, (35)
"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."
The price is ￥22,040
￥45,629 total
includes taxes & fees
Oct 17 - Oct 18
“Otter Getaway” Cozy Damariscotta Lake Year Round Cottage
Downtown Waterfront Cottage on the Shore of Mill Cove w/ Lovely Views
Fridge, microwave, oven, stovetop

Downtown Waterfront Cottage on the Shore of Mill Cove w/ Lovely Views

9.2 out of 10, Wonderful, (93)
"Fantastic coastal cottage feel! Beautiful view of the the bay. Updated bathrooms and kitchen. Perfect location to walk to center of Boothbay harbor shops and restaurants. My only suggestion...replace any bad window shades with working ones..andCheck all ac unit filters.maybe consider updating the upstairs ac units.We had an amazing time."
Downtown Waterfront Cottage on the Shore of Mill Cove w/ Lovely Views
Captain's Quarters 2BR Apartment. Walk to Everything!
Property grounds

Captain's Quarters 2BR Apartment. Walk to Everything!

8.6 out of 10, Excellent, (7)
"Nice, clean, cosy, conveniently located and easy enough to find. Great communication with host, comfortable beds and plenty of hot water. very responsive and would definitely consider using again. "
The price is ￥23,667
￥36,438 total
includes taxes & fees
Oct 8 - Oct 9
Captain's Quarters 2BR Apartment. Walk to Everything!
Newly Renovated Haven w/ Deck, Walk to Shops, Dining & Marina, Pet friendly
Fridge, microwave, oven, stovetop

Newly Renovated Haven w/ Deck, Walk to Shops, Dining & Marina, Pet friendly

9.2 out of 10, Wonderful, (60)
"We totally enjoyed our stay -walking distance to shops and restaurants."
Newly Renovated Haven w/ Deck, Walk to Shops, Dining & Marina, Pet friendly
Cozy Renovated Cabin in Central Boothbay– Peaceful, Private, Close to Everything
Terrace/patio

Cozy Renovated Cabin in Central Boothbay– Peaceful, Private, Close to Everything

7.0 out of 10, Good, (4)
"Affordable and quiet location that felt safe and is conveniently close to Boothbay Harbor & surrounding attractions. "
The price is ￥11,715
￥20,831 total
includes taxes & fees
Oct 2 - Oct 3
Cozy Renovated Cabin in Central Boothbay– Peaceful, Private, Close to Everything
Make Shimmering River Retreat your Maine Coastal getaway!
Fridge, microwave, oven, stovetop

Make Shimmering River Retreat your Maine Coastal getaway!

9.6 out of 10, Exceptional, (39)
"It was a very nice place for a family vacation. There was plenty of room for all of us (10).Yard and inside games provided along with kayaks for the river and a pool."
Make Shimmering River Retreat your Maine Coastal getaway!
Enjoyable 1-bedroom rustic cottage in Southport.
Terrace/patio

Enjoyable 1-bedroom rustic cottage in Southport.

10.0 out of 10, Exceptional, (17)
"Lovely location, quiet, serene, and the cottage is totally cute and comfortable. "
Enjoyable 1-bedroom rustic cottage in Southport.
Driftwood Oceanfront Cottage at Popham Beach Spectacular views from every room
Interior

Driftwood Oceanfront Cottage at Popham Beach Spectacular views from every room

10.0 out of 10, Exceptional, (52)
"The cottage location was beautiful, we had a wonderful time on the beach. The cottage could have been a little more clean than it was, but after letting the property owner know she addressed those issues. "
Driftwood Oceanfront Cottage at Popham Beach Spectacular views from every room
Oceanfront Cabin-Castle in Maine Woods
Interior

Oceanfront Cabin-Castle in Maine Woods

9.8 out of 10, Exceptional, (37)
"Place was amazing with an incredible view and fun layout. "
Oceanfront Cabin-Castle in Maine Woods
Cozy 2-bedroom camper close to boothbay
2 bedrooms, travel crib, free WiFi, bed sheets

Cozy 2-bedroom camper close to boothbay

10.0 out of 10, Exceptional, (2)
"Wonderful hosts and beautiful, well appointed RV!We’d go back again, for sure!"
The price is ￥14,112
￥22,638 total
includes taxes & fees
Oct 2 - Oct 3
Cozy 2-bedroom camper close to boothbay
Shipwright @ The Offshore House
Smart TV

Shipwright @ The Offshore House

9.4 out of 10, Exceptional, (13)
"Luv the area and the room location was great A few steps from Bets fish and chips short drive into town "
The price is ￥27,180
￥49,066 total
includes taxes & fees
Oct 2 - Oct 3
Shipwright @ The Offshore House
Newly Renovated Cozy Cove Cabin at White Anchor Inn
Terrace/patio

Newly Renovated Cozy Cove Cabin at White Anchor Inn

8.0 out of 10, Very Good, (5)
The price is ￥22,928
￥34,182 total
includes taxes & fees
Oct 10 - Oct 11
Newly Renovated Cozy Cove Cabin at White Anchor Inn
Last minute deal Ocean Point OCEANFRONT with private BEACH
Interior

Last minute deal Ocean Point OCEANFRONT with private BEACH

10.0 out of 10, Exceptional, (95)
"This is everything you want from a Maine vacation. Quiet and private location, beautiful rocky oceanfront, clean and well-kept living space with all the necessary amenities. We had a great stay!"
Last minute deal Ocean Point OCEANFRONT with private BEACH
Cozy Cottage with spectacular salt water view / 3 Kayaks available/
Fridge, microwave, oven, stovetop

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

9.8 out of 10, Exceptional, (47)
"We enjoyed our stay very much. Such a beautiful view. The hosts were great!"
Cozy Cottage with spectacular salt water view / 3 Kayaks available/
Century-old oceanfront home with wraparound porch - walk downtown, dogs OK
Outdoor dining

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

8.8 out of 10, Excellent, (39)
"This was our second stay here. We love the comfort of this home and the location is perfect."
Century-old oceanfront home with wraparound porch - walk downtown, dogs OK
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

Bluebird Ocean Point Inn

Bluebird Ocean Point Inn

10/10 Excellent
"Great and Beautiful area"
Peggy 1-night trip
Posted 6 hours ago
Bluebird Ocean Point Inn

Find out more about Chamberlain

Find out more about Chamberlain

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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?

“Otter Getaway” Cozy Damariscotta Lake Year Round Cottage: Visitors like this Chamberlain vacation home rental. It offers a fireplace, a patio, and a barbecue grill to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a dishwasher, a fridge, and a stovetop. Make the most of the books in this rental home to help you unwind.

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.