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Chamberlain Vacation Rentals

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Check prices for these dates

In two weeks
16 Oct - 18 Oct
In two months
27 Nov - 29 Nov
In three months
25 Dec - 27 Dec
In four months
22 Jan - 24 Jan

Our top choices for Chamberlain vacation rentals

A patio with a round glass table and two chairs, overlooking a grassy area with trees.

1. 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, (10 reviews)
"As advertised, comfy bed cozy cabin. Would stay again "
United States
Joseph B.
The price is SAR 582
SAR 839 total
includes taxes & fees
5 Oct - 6 Oct
Newly Renovated Cozy Cove Cabin at White Anchor Inn
A wooden deck with a glass door leading to a room.

2. Tiny Cottage Near Everything 10

Tiny Cottage Near Everything 10
Edgecomb
8.8 out of 10, Excellent, (5 reviews)
"Great location awesome place to take it easy for a few"
United States
Gene
The price is SAR 353
SAR 791 total
includes taxes & fees
30 Sep - 1 Oct
Tiny Cottage Near Everything 10
A modern kitchen with a central island, bar stools, and a dining area with a view of trees.

3. 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, (63 reviews)
"Cute place with lots of ambiance. Close to Bay and Coastal Botanical Gardens. Very quiet and clean."
United States
Elaine G.
The price is SAR 909
SAR 1,932 total
includes taxes & fees
30 Sep - 1 Oct
Shipbuilder’s Retreat sleeps 6, 5 minutes to Harbor
A fenced garden area with a wooden gate, surrounded by greenery and trees.

4. 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 SAR 507
SAR 757 total
includes taxes & fees
30 Sep - 1 Oct
Newly renovated motel garden rooms heart of boothbay affordable great hospitaliy
A kitchen with a large island, two bar stools, wooden cabinets, a red refrigerator, and a view of the outdoors through large windows.

5. Spacious 1 Bedroom Cottage Close to Everything 5

Spacious 1 Bedroom Cottage Close to Everything 5
Edgecomb
10.0 out of 10, Exceptional, (13 reviews)
"Beautiful, clean, small cottage close to the coast, shopping and dining."
United States
Theresa
The price is SAR 405
SAR 881 total
includes taxes & fees
30 Sep - 1 Oct
Spacious 1 Bedroom Cottage Close to Everything 5
A patio with a round glass table and two chairs, overlooking a grassy area with trees.

6. 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, (15 reviews)
"Great stay! Pet friendly, super responsive host and excellent location!"
United States
Cassie M.
The price is SAR 490
SAR 739 total
includes taxes & fees
1 Oct - 2 Oct
Cozy Renovated Cabin in Central Boothbay– Peaceful, Private, Close to Everything
A cozy living room with a wooden ceiling, a white sofa, a coffee table, and a dark armchair.

7. A Spacious Vacation Cottage in Sheepscot Harbour

A Spacious Vacation Cottage in Sheepscot Harbour
Edgecomb
10.0 out of 10, Exceptional, (70 reviews)
"Great place and great restaurants."
United States
Julie D.
The price is SAR 537
SAR 1,077 total
includes taxes & fees
30 Sep - 1 Oct
A Spacious Vacation Cottage in Sheepscot Harbour
A wooden cabin interior with a loft bedroom, a kitchen area, and a dining space.

8. Cheerful Cottage with Loft 9

Cheerful Cottage with Loft 9
Edgecomb
10.0 out of 10, Exceptional, (5 reviews)
"Immaculate, very cute - “tiny cottage”We loved it!"
United States
Daniel B.
The price is SAR 394
SAR 868 total
includes taxes & fees
5 Oct - 6 Oct
Cheerful Cottage with Loft 9
A bedroom with a bed, a bedside table, and a window with curtains.

9. Peaceful Intown Studio ~ Walk to Shops & Dining

Peaceful Intown Studio ~ Walk to Shops & Dining
Newcastle
9.0 out of 10, Wonderful, (11 reviews)
"Great location, excellent accommodations, perfect for our weekend adventure."
United States
Brian
The price is SAR 544
SAR 675 total
includes taxes & fees
30 Sep - 1 Oct
Peaceful Intown Studio ~ Walk to Shops & Dining
A wooden staircase leading to a stone entrance of a building surrounded by trees.

10. Fully Renovated "Saltbox" Home in Boothbay

Fully Renovated "Saltbox" Home in Boothbay
Boothbay
The price is SAR 755
SAR 2,001 total
includes taxes & fees
1 Oct - 2 Oct
Fully Renovated "Saltbox" Home in Boothbay
A wooden deck with a view of a lake and trees.

11. 1920s Riverfront Cottage – Historic Maine Charm

1920s Riverfront Cottage – Historic Maine Charm
Edgecomb
9.6 out of 10, Exceptional, (4 reviews)
"Beautiful spot. Make sure to use the hot tub!"
United States
Sam D.
The price is SAR 721
SAR 1,386 total
includes taxes & fees
27 Oct - 28 Oct
1920s Riverfront Cottage – Historic Maine Charm
A beach with people relaxing under umbrellas, a wooden fence in the foreground, and a forested area in the background.

12. Pemaquid Escape | Curated Comfort + Hot Tub

Pemaquid Escape | Curated Comfort + Hot Tub
Walpole
10.0 out of 10, Exceptional, (5 reviews)
"The place was beautiful, with charming and had perfect design choices. Check in was so convenient, and the hosts were quite responsive to any needs. We all felt so comfortable there. It felt private, yet was conveniently located to Damariscotta. I would absolutely rent here again."
United States
Tera P.
The price is SAR 1,318
SAR 2,623 total
includes taxes & fees
30 Sep - 1 Oct
Pemaquid Escape | Curated Comfort + Hot Tub
A small cabin with a wooden deck, surrounded by trees in a wooded area.

13. Spacious 1 Bedroom Cottage Close to Everything 3

Spacious 1 Bedroom Cottage Close to Everything 3
Edgecomb
9.6 out of 10, Exceptional, (18 reviews)
"Great central location"
United States
Bruce O.
The price is SAR 522
SAR 1,007 total
includes taxes & fees
27 Oct - 28 Oct
Spacious 1 Bedroom Cottage Close to Everything 3
A patio with a round glass table and two chairs, overlooking a grassy area with trees.

14. Renovated The Driftwood Cabin at White Anchor Inn

Renovated The Driftwood Cabin at White Anchor Inn
Boothbay
7.0 out of 10, Good, (4 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 SAR 657
SAR 941 total
includes taxes & fees
5 Oct - 6 Oct
Renovated The Driftwood Cabin at White Anchor Inn
A garden with hydrangea flowers, a wooden chair, and a "NO PARKING" sign.

15. Boothbay Harbor, 2-Story Cottage, downtown

Boothbay Harbor, 2-Story Cottage, downtown
Boothbay Harbor
9.4 out of 10, Exceptional, (31 reviews)
"Location, location, location! We stayed for 4 days and didn't have to drive ONCE. David was easy to communicate with and very helpful. House was clean and comfortable. Would definitely stay again!"
United States
Justin T.
The price is SAR 683
SAR 1,273 total
includes taxes & fees
19 Oct - 20 Oct
Boothbay Harbor, 2-Story Cottage, downtown
Two Adirondack chairs facing a body of water with a bridge in the background.

16. Spectacular Waterfront Cottage: Charming Getaway on The Sheepscot River

Spectacular Waterfront Cottage: Charming Getaway on The Sheepscot River
Edgecomb
9.8 out of 10, Exceptional, (88 reviews)
"Lovely cottage with a great view."
United States
Ann M.
The price is SAR 559
SAR 1,101 total
includes taxes & fees
18 Oct - 19 Oct
Spectacular Waterfront Cottage: Charming Getaway on The Sheepscot River
A wooden deck with two blue Adirondack chairs, surrounded by white flowers and trees.

17. Luxury Yurt at Seaside Farm in Friendship

Luxury Yurt at Seaside Farm in Friendship
Friendship
The price is SAR 830
SAR 2,294 total
includes taxes & fees
30 Sep - 1 Oct
Luxury Yurt at Seaside Farm in Friendship
A treehouse with a wooden staircase and a small building with a colorful mural.

18. Perfect stopover, getaway, base to explore the area, or to simply stay in town.

Perfect stopover, getaway, base to explore the area, or to simply stay in town.
Bath
8.0 out of 10, Very good, (31 reviews)
"A charming, quiet, and clean room with separate bathroom close to everything downtown. Felt a bit like staying at my grandparent’s house in a good way - it’s very homey. Dmitri is very nice and communication was thorough and easy!"
United States
Esther
The price is SAR 454
SAR 699 total
includes taxes & fees
1 Oct - 2 Oct
Perfect stopover, getaway, base to explore the area, or to simply stay in town.
A narrow hallway with a window on the right, leading to a room with a visible door.

19. Modern style in historic building in downtown Bath

Modern style in historic building in downtown Bath
Bath
9.8 out of 10, Exceptional, (13 reviews)
"Great location! We spent very little time in the room, but it was a great place to come back and crash! "
United States
Kristina M.
The price is SAR 375
SAR 818 total
includes taxes & fees
30 Sep - 1 Oct
Modern style in historic building in downtown Bath
Outdoor dining

20. Applecroft Cabin No. 3 - Modern off-grid cabin deep in the woods.

Applecroft Cabin No. 3 - Modern off-grid cabin deep in the woods.
Waldoboro
The price is SAR 556
SAR 688 total
includes taxes & fees
2 Oct - 3 Oct
Applecroft Cabin No. 3 - Modern off-grid cabin deep in the woods.
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

Topside Inn

Topside Inn

8/10 Good
"All the staff were very attentive and the breakfast was excellent. The property location and the view of Boothbay harbor were beautiful! The only reason for not giving the Inn an Excellent rating was, we had a room in the Inn and at around 5 a.m. we were woken up by the kitchen staff banging around starting to prepare breakfast."
Thomas 1-night trip
Posted 6 hours ago
Topside Inn

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?

Perfect stopover, getaway, base to explore the area, or to simply stay in town. : You might want to consider this vacation rental near Chamberlain, which offers a selection of books and WiFi to help you feel comfortable in your new surroundings. Kitchen amenities include an electric kettle to make your meal-planning easier.

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.