Chamberlain Vacation Rentals

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Our top choices for Chamberlain vacation rentals

Deck w/ Water Views: Quiet East Boothbay Retreat!

Deck w/ Water Views: Quiet East Boothbay Retreat!
3.0 star property
East Boothbay
Deck w/ Water Views: Quiet East Boothbay Retreat!

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

Cozy Renovated Cabin in Central Boothbay– Peaceful, Private, Close to Everything
Boothbay
7.8 out of 10, Good, (7 reviews)
"This was perfect for our one night stay to visit the botanical gardens, it was only minutes away. Also very close to quite a few dinner and shopping options. "
United States
Nichole W.
The price is CA $182
CA $275 total
includes taxes & fees
Apr 2 - Apr 3
Cozy Renovated Cabin in Central Boothbay– Peaceful, Private, Close to Everything

Modern style in historic building in downtown Bath

Modern style in historic building in downtown Bath
Bath
10.0 out of 10, Exceptional, (8 reviews)
"Clean comfortable and right downtown"
United States
stephen e.
The price is CA $139
CA $309 total
includes taxes & fees
Apr 2 - Apr 3
Modern style in historic building in downtown Bath

Spacious 1 Bedroom Cottage Close to Everything 1

Spacious 1 Bedroom Cottage Close to Everything 1
Edgecomb
9.8 out of 10, Exceptional, (6 reviews)
"Comfortable cabin located in great area to all nearby towns and activities. Excellent host."
United States
john and michele j.
The price is CA $161
CA $352 total
includes taxes & fees
Apr 25 - Apr 26
Spacious 1 Bedroom Cottage Close to Everything 1

Shipbuilder’s Retreat sleeps 6, 5 minutes to Harbor

Shipbuilder’s Retreat sleeps 6, 5 minutes to Harbor
East Boothbay
10.0 out of 10, Exceptional, (46 reviews)
"Excellent, clean property. "
United States
Andy H.
The price is CA $249
CA $651 total
includes taxes & fees
Apr 4 - Apr 5
Shipbuilder’s Retreat sleeps 6, 5 minutes to Harbor

3 Bedroom Happy Cottage 15

3 Bedroom Happy Cottage 15
Edgecomb
10.0 out of 10, Exceptional, (4 reviews)
"Great property with central location in mid coast Maine. Beautifully decorated with very comfortable beds! Jeff was great with communication throughout to ensure we had everything we needed! Would stay again! "
United States
Decourcey D.
The price is CA $200
CA $471 total
includes taxes & fees
Apr 7 - Apr 8
3 Bedroom Happy Cottage 15

Peaceful Intown Studio ~ Walk to Shops & Dining

Peaceful Intown Studio ~ Walk to Shops & Dining
Newcastle
8.0 out of 10, Very good, (3 reviews)
"Location was perfect and Lynn was so helpful. We’d definitely stay here again!"
United States
Caycee A.
The price is CA $202
CA $250 total
includes taxes & fees
Apr 2 - Apr 3
Peaceful Intown Studio ~ Walk to Shops & Dining

Near Beach+Private Sauna+FirePit+Pond+Outdoor Shower+Heat/AC

Near Beach+Private Sauna+FirePit+Pond+Outdoor Shower+Heat/AC
Georgetown
10.0 out of 10, Exceptional, (2 reviews)
"Really lovely cabin with all the amenities within a stone’s throw to amazing trails and beaches. Would love to come back!"
United States
Palmer M.
The price is CA $231
CA $471 total
includes taxes & fees
Apr 12 - Apr 13
Near Beach+Private Sauna+FirePit+Pond+Outdoor Shower+Heat/AC

Laughton House @ Pemaquid Beach

Laughton House @ Pemaquid Beach
Pemaquid Beach
10.0 out of 10, Exceptional, (8 reviews)
"Comfortable, clean and beautiful "
United States
Corina
The price is CA $443
CA $985 total
includes taxes & fees
Apr 2 - Apr 3
Laughton House @ Pemaquid Beach

Shipbuilder's Retreat, Unit 2, Sleeps 6, 5 minutes to Harbor

Shipbuilder's Retreat, Unit 2, Sleeps 6, 5 minutes to Harbor
East Boothbay
10.0 out of 10, Exceptional, (22 reviews)
"The entire process was seamless. The home is adorable and was perfect for our weekend in Boothbay Harbour."
United States
Leslie B.
The price is CA $344
CA $773 total
includes taxes & fees
Apr 2 - Apr 3
Shipbuilder's Retreat, Unit 2, Sleeps 6, 5 minutes to Harbor

Tiny A-Frame Romantic Getaway

Tiny A-Frame Romantic Getaway
Wiscasset
10.0 out of 10, Exceptional, (4 reviews)
"Very nice and very quiet "
United States
justin s.
The price is CA $191
CA $453 total
includes taxes & fees
Apr 7 - Apr 8
Tiny A-Frame Romantic Getaway

Newly renovated motel garden rooms heart of boothbay affordable great hospitaliy

Newly renovated motel garden rooms heart of boothbay affordable great hospitaliy
Boothbay
6.0 out of 10, (5 reviews)
"It had a very homey feel, was nice to stay at for the night and wasn’t far from town."
United States
Audreyana P.
The price is CA $463
CA $626 total
includes taxes & fees
Apr 2 - Apr 3
Newly renovated motel garden rooms heart of boothbay affordable great hospitaliy

Fred Cottage - Spacious retreat on Popham Beach!

Fred Cottage - Spacious retreat on Popham Beach!
Phippsburg
9.6 out of 10, Exceptional, (4 reviews)
"Off the beaten path, easy access to beach and Spinneys"
United States
Sean B.
The price is CA $276
CA $393 total
includes taxes & fees
Apr 2 - Apr 3
Fred Cottage - Spacious retreat on Popham Beach!

Historic Bath's, Home Away from Home

Historic Bath's, Home Away from Home
Bath
The price is CA $125
CA $454 total
includes taxes & fees
Apr 14 - Apr 15
Historic Bath's, Home Away from Home

Private Sauna+3 Min.to Beach+Outdoor Shower+FirePit+Pond+Fast Wifi

Private Sauna+3 Min.to Beach+Outdoor Shower+FirePit+Pond+Fast Wifi
Georgetown
The price is CA $379
CA $653 total
includes taxes & fees
Apr 27 - Apr 28
Private Sauna+3 Min.to Beach+Outdoor Shower+FirePit+Pond+Fast Wifi

Newly Renovated Cozy Cove Cabin at White Anchor Inn

Newly Renovated Cozy Cove Cabin at White Anchor Inn
Boothbay
8.4 out of 10, Very good, (6 reviews)
"As advertised, comfy bed cozy cabin. Would stay again "
United States
Joseph B.
The price is CA $216
CA $315 total
includes taxes & fees
May 2 - May 3
Newly Renovated Cozy Cove Cabin at White Anchor Inn

Pemaquid Escape | Curated Comfort + Hot Tub

Pemaquid Escape | Curated Comfort + Hot Tub
Walpole
10.0 out of 10, Exceptional, (2 reviews)
"This was a last minute booking for our family as we had a basketball tournament, there were 8 of us including 3 children. This was the most kid friendly house we have stayed in! It was so well stocked for the entire family. The house was meticulously cleaned and the hosts were very responsive to any questions! "
United States
Melissa L.
The price is CA $413
CA $936 total
includes taxes & fees
Apr 2 - Apr 3
Pemaquid Escape | Curated Comfort + Hot Tub

Award Winning Luxury Carriage House a short stroll from town!

Award Winning Luxury Carriage House a short stroll from town!
Bath
10.0 out of 10, Exceptional, (9 reviews)
"An exceptional property and guest. Would love to stay again next time Thank you Jared and Heather!"
United States
Ronald H.
The price is CA $591
CA $908 total
includes taxes & fees
Apr 2 - Apr 3
Award Winning Luxury Carriage House a short stroll from town!

Renovated The Driftwood Cabin at White Anchor Inn

Renovated The Driftwood Cabin at White Anchor Inn
Boothbay
8.0 out of 10, Very good, (2 reviews)
"Communication with Property Owner was excellent. This cute little cottage has been renovated and has a nice feel indoors. There is a beautiful porch on the back with a lovely view. The unit includes a mini fridge and mini microwave along with a little table and two chairs. If you have long hair, water pressure could be a concern. My shower worked great but the sink water pressure was not strong. The bed was comfortable and the decor was nice. The air conditioning works fine."
United States
Abra H.
The price is CA $243
CA $361 total
includes taxes & fees
May 1 - May 2
Renovated The Driftwood Cabin at White Anchor Inn

Charming Sheepscot Overlook Cottage

Charming Sheepscot Overlook Cottage
Edgecomb
10.0 out of 10, Exceptional, (10 reviews)
"Great location, great view, great house, great time"
United States
Carol P.
The price is CA $904
CA $1,617 total
includes taxes & fees
Apr 2 - Apr 3
Charming Sheepscot Overlook Cottage
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

Find out more about Chamberlain

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation 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 or room. 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 vacation just got upgraded.

As much as you love your short-term rental, it’s always good to get out and explore to soak up . 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 . 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 vacation rental 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 vacation 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 short-term rentals, that won’t be hard to do.

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?

Peaceful Lake waterfront! Full Kitchen! Heat&AC! 5min to town, 8min to Garden!: Visitors like this Chamberlain vacation home rental. It is located on a lake and has a fireplace, a patio, and a barbecue grill to put you at ease in your new surroundings. Kitchen amenities include a fridge, a stovetop, and a microwave. Kick off your shoes and enjoy yourself with a garden and a selection of games.

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.