Holiday Rentals in Chamberlain

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Holiday Rentals in Chamberlain

The Entire Waldoboro Inn

The Entire Waldoboro Inn

THE NOOK Apartment

THE NOOK Apartment

Laughton House @ Pemaquid Beach

10.0 out of 10, Exceptional, (7)
"Wonderful, spacious home that has been beautifully decorated and maintained. Francine and Greg were great hosts. Will definitely be back."
Laughton House @ Pemaquid Beach

“Otter Getaway” Cozy Damariscotta Lake Year Round Cottage

10.0 out of 10, Exceptional, (25)
"The owners were ver accommodating and the place is a quiet, pretty location "
“Otter Getaway” Cozy Damariscotta Lake Year Round Cottage

New! Pemaquid Escape | Curated Comfort + Hot Tub

10.0 out of 10, Exceptional, (1)
"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! "
New! Pemaquid Escape | Curated Comfort + Hot Tub

Downtown Boothbay Harbor, 2-Story Cottage

9.4 out of 10, Exceptional, (19)
"Loved how walkable this property is! "
The price is €272
includes taxes & fees
10 Aug - 11 Aug
Downtown Boothbay Harbor, 2-Story Cottage

Downtown Boothbay Harbor, The Francis Greene House

9.4 out of 10, Exceptional, (41)
"We had a blast, home was just the local place we needed for our weekend! Home was beautiful and nice and clean! Would love to stay again!"
The price is €691
includes taxes & fees
20 Jul - 21 Jul
Downtown Boothbay Harbor, The Francis Greene House

Greenleaf Inn 3 - Gorgeously Renovated King Suite, Large Bath, Balcony, Harbor Views!

3.0 star property
10.0 out of 10, Exceptional, (1)
"Our host did a tremendous job making us feel welcome. "
The price is €294
includes taxes & fees
16 Jul - 17 Jul
Greenleaf Inn 3 - Gorgeously Renovated King Suite, Large Bath, Balcony, Harbor Views!

Greenleaf Inn Room 4 – Gorgeously Renovated Corner King w/ Harbor & Island Views!

2.5 star property
10.0 out of 10, Exceptional, (2)
"As soon as we got there we felt welcome. John was amazing, showing us around the whole property & explaining all that was offered. We got there late & had not had a chance to eat so we asked him if there was any suggestions. He immediately got on the phone & got us a reservation for the Thistle Inn. He was amazing & could not do enough for us, including bringing us pastries every morning & having campfires at night so that we could get to know the other guests staying at the inn.The room was...
The price is €274
includes taxes & fees
21 Jul - 22 Jul
Greenleaf Inn Room 4 – Gorgeously Renovated Corner King w/ Harbor & Island Views!

Greenleaf Inn 5 - Alyson's Room - Main House King, Ocean views, Large Bath!

2.5 star property
10.0 out of 10, Exceptional, (1)
"This was one of our very favorite places we have visited. The Greenleaf Inn was perfect and we lacked for nothing. Make sure you relax on the roof top deck with a coffee or glass of wine!"
The price is €284
includes taxes & fees
20 Jul - 21 Jul
Greenleaf Inn 5 - Alyson's Room - Main House King, Ocean views, Large Bath!

Greenleaf Inn Room 6 | Private Entry Executive King Suite, Large Balcony, Harbor Views!

10.0 out of 10, Exceptional, (3)
"Greenleaf Inn was a great place to stay. Staff was friendly and checked on needs of the people staying. We had room 6 which had a good view of the harbor. It overlooked Tugboat Restaurant and was a short walk to the stores downtown and the harbor. Food was delicious anywhere we went. Recommended.Thanks"
Greenleaf Inn Room 6 | Private Entry Executive King Suite, Large Balcony, Harbor Views!

Boothbay Harbor King Suite - Room 1 at Greenleaf Inn - Balcony, Harbor Views!

8.0 out of 10, Very good, (2)
"The property was on a great location and the service was excellent! We will definitely stay here again!"
The price is €289
includes taxes & fees
16 Jul - 17 Jul
Boothbay Harbor King Suite - Room 1 at Greenleaf Inn - Balcony, Harbor Views!

Greenleaf Inn Penthouse King w/ Panoramic Ocean views off Rooftop Deck

10.0 out of 10, Exceptional, (2)
"Great room. Friendly staff. Ocean views. Had a fantastic weekend!"
Greenleaf Inn Penthouse King w/ Panoramic Ocean views off Rooftop Deck

Boothbay Harbor 2 Room King Suite - Room 2 at Greenleaf Inn - Balcony, Harbor Views, Fireplace

The price is €296
includes taxes & fees
27 Jul - 28 Jul
Boothbay Harbor 2 Room King Suite - Room 2 at Greenleaf Inn - Balcony, Harbor Views, Fireplace

The legendary Admirals Suite! Boothbay Harbor 2-Room King Suite w/ Bedroom and study

10.0 out of 10, Exceptional, (1)
"The property was beautiful with a great location. Very inviting."
The price is €299
includes taxes & fees
17 Jul - 18 Jul
The legendary Admirals Suite! Boothbay Harbor 2-Room King Suite w/ Bedroom and study

Room 14 at Admiral's Quarters Penthouse | Stunning Views + King Bed + Trundle

10.0 out of 10, Exceptional, (2)
"Great location. Very nice room. Jersey (manager) was very helpful. "
The price is €329
includes taxes & fees
16 Jul - 17 Jul
Room 14 at Admiral's Quarters Penthouse | Stunning Views + King Bed + Trundle

Boothbay Harbor King Suite – Room 11 at Admiral's Quarters Inn

10.0 out of 10, Exceptional, (3)
"We loved being in the heart of the bay. Jersey was a fabulous host who served me a delicious breakfast in the solarium overlooking the bay. The full kitchen with snacks on hand was nice. We enjoyed relaxing at the end of the day by the fire pit. We're so glad that we found this gem in Boothbay Harbor. "
Boothbay Harbor King Suite – Room 11 at Admiral's Quarters Inn

Boothbay Harbors Garden Suite - Admiral's Quarters Room 9 - Fireplace & Stunning Harbor Views!

10.0 out of 10, Exceptional, (1)
"The greenleaf/admirals quarters was fantasic! John, was an unbelievable host. He made sure to give us a tour of the whole property, as well as made us feel welcome with an abundance of complementary items to include food and drink, as well as a bonfire at dusk with s’mores. All around fantastic experience. The room was extremely clean and comfortable and the whole place seems to have had brand new renovation. 100% recommend."
The price is €306
includes taxes & fees
18 Jul - 19 Jul
Boothbay Harbors Garden Suite - Admiral's Quarters Room 9 - Fireplace & Stunning Harbor Views!

Admiral's Quarters Room 13 - PREMIER Ocean View 2 Room King Suite w/ Living Room, Fireplace, Patio

10.0 out of 10, Exceptional, (1)
"The location of the property was awesome, with beautiful Harbor views. The room we stayed in was very clean and a very comfortable size with once again great views. The amenities on the property were much better than we've experienced elsewhere. Kitchen/ eating area and the solarium were large and well stocked.As per most of the reviews you cant leave out "Jersey", who checks you in and runs the place basically. Super nice guy and very accommodating. Great sense of humor and makes everyone feel...
The price is €425
includes taxes & fees
10 Aug - 11 Aug
Admiral's Quarters Room 13 - PREMIER Ocean View 2 Room King Suite w/ Living Room, Fireplace, Patio

Room 15 at Admiral's Quarters Penthouse | Stunning Views + King Bed + Trundle

10.0 out of 10, Exceptional, (2)
"We loved this property. The views from the premium suites were unbelievable. Property also has shared space that includes a well-stocked, full kitchen (with breakfast food and coffee/nespresso provided), sun room, and outdoor patio. We would definitely stay here again."
The price is €349
includes taxes & fees
21 Jul - 22 Jul
Room 15 at Admiral's Quarters Penthouse | Stunning Views + King Bed + Trundle
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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Frequently asked questions

Can I find a holiday rental in Chamberlain?

Yes, there are holiday rentals close to the most popular sights in Chamberlain, or you can select a more secluded option if you're looking for a relaxing stay.

What are some of the best holiday rentals that Chamberlain has to offer?

Tranquil Seaside Cottage with Spectacular Views, Wifi & Washer/Dryer: This holiday home rental outside of Chamberlain is located in a rural location, and has a patio, a garden and a BBQ to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge and a stovetop. You and your friends and family can relax into your holiday with amenities such as a selection of games.

How many holiday rentals will I find in Chamberlain?

With 3 Expedia holiday rentals, you're guaranteed 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 wider area.

What’s a holiday rental in Chamberlain like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Chamberlain. Holiday rentals provide amenities such as patios, hot tubs and fire pits so you'll have everything you want. If you're concerned about a sanitised environment, holiday rentals can provide a sense of privacy away from public hotel lifts and busy front desks while still allowing you a great travel experience. You'll also get more space in a holiday rental than in a hotel, which is another reason why a holiday rental is a popular choice for a family trip or a small group gathering.