Chamberlain Holiday Rentals

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Holiday Rentals in Chamberlain

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

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

8.0 out of 10, Very good, (19)
"Dmitri is accommodating and check-in easy. Property details are accurate "
The price is HK$623
HK$1,188 total
includes taxes & fees
2 Nov - 3 Nov
Captain's Guest Room w/private bath & house entrance. Walk to everything.

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

10.0 out of 10, Exceptional, (79)
"Very pleased with the house, the location, everything!"
Timeless Days: Maine Coast Waterfront, Fisherman's Cottage With Deepwater Dock

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

“Otter Getaway” Cozy Damariscotta Lake Year Round Cottage

9.8 out of 10, Exceptional, (40)
"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 HK$1,044
HK$2,257 total
includes taxes & fees
17 Oct - 18 Oct
“Otter Getaway” Cozy Damariscotta Lake Year Round Cottage

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

9.6 out of 10, Exceptional, (80)
"Great stay, wonderful location"
Beautiful Harbor Views Heart of Boothbay Harbor Downtown Village near all Piers

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

9.2 out of 10, Wonderful, (95)
"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

Oceanfront Cabin-Castle in Maine Woods

9.8 out of 10, Exceptional, (39)
"Place was amazing with an incredible view and fun layout. "
Oceanfront Cabin-Castle in Maine Woods

Driftwood Oceanfront Cottage at Popham Beach Spectacular views from every room

10.0 out of 10, Exceptional, (53)
"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

Chic Studio Cabin in Boothbay Harbor: Ocean Views, Sprucewold Beach Access

9.0 out of 10, Wonderful, (48)
"Overall our stay was very enjoyable, the cabin was as advertised and came stocked with toiletries needed for our stay. Just a heads up for those wanting to explore boothbay harbor, parking can be challenging to find so I would recommend if you own E-bikes bringing them for easier transportation around the area. "
The price is HK$381
HK$1,801 total
includes taxes & fees
15 Oct - 16 Oct
Chic Studio Cabin in Boothbay Harbor: Ocean Views, Sprucewold Beach Access

Peaceful Lake Waterfront! Automatic backup Generator! Full Kitchen! Heat & A/C

10.0 out of 10, Exceptional, (104)
"Our third stay was just as charming as the first two. The beauty of the lake, the serene accommodations and locale cannot be topped. The apartment is so cozy and comfortable. We've stayed in many vacation rentals, but this is our favorite. We'll be back."
Peaceful Lake Waterfront! Automatic backup Generator! Full Kitchen! Heat & A/C

Waterfront Cottage in South Bristol w/ private dock and lobster boat views

10.0 out of 10, Exceptional, (110)
"Beautiful location, house is stunning - wish we had time to stay longer!"
Waterfront Cottage in South Bristol w/ private dock and lobster boat views

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!

Newly Renovated Cozy Cove Cabin at White Anchor Inn

8.4 out of 10, Very good, (6)
The price is HK$2,592
HK$3,512 total
includes taxes & fees
19 Oct - 20 Oct
Newly Renovated Cozy Cove Cabin at White Anchor Inn

Fully Remodeled Coastal Retreat with Spacious Deck and Dog-Friendly Comfort

9.4 out of 10, Exceptional, (3)
"We loved how spacious and accommodating this home was, as well as it's great proximity to downtown Boothbay Harbor."
Fully Remodeled Coastal Retreat with Spacious Deck and Dog-Friendly Comfort

Dog-friendly, bayfront home - gorgeous ocean views, private balcony & fireplace

9.2 out of 10, Wonderful, (70)
"We loved the views and the morning walks to Grimes Cove and back. There can't be a better walk anywhere."
Dog-friendly, bayfront home - gorgeous ocean views, private balcony & fireplace

Maine Coast House with Spectacular Ocean Views and Beach for Swimming

9.4 out of 10, Exceptional, (26)
"Perfect base for exploring the mid-coast region. "
The price is HK$1,986
HK$4,396 total
includes taxes & fees
14 Oct - 15 Oct
Maine Coast House with Spectacular Ocean Views and Beach for Swimming

Smuggler's Retreat ExploreTrails, Botanic Gardens, Kayak and MORE

9.8 out of 10, Exceptional, (32)
"We really enjoyed our stay! The location was so peaceful, the house had everything we needed, and we really enjoyed exploring the area. "
Smuggler's Retreat ExploreTrails, Botanic Gardens, Kayak and MORE

Dog-friendly bay view home - water views, dock access

6.8 out of 10, (9)
"We had a great time and Sea View was perfect for oir stay!"
Dog-friendly bay view home - water views, dock access

Delightful oceanfront home with amazing views, wrap-around deck & two fireplaces

8.4 out of 10, Very good, (49)
"It was a fabulous stay with family at the beautiful home! Spotted sea lions in the water and had bald eagles flying overhead! Water views were incredible!"
Delightful oceanfront home with amazing views, wrap-around deck & two fireplaces
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

Search for holiday rentals in Chamberlain on Expedia! You can easily find your home rentals, villas, holiday apartments in Chamberlain using one of the methods below:

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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?

Captain's Guest Room w/private bath & house entrance. Walk to everything.: This holiday home rental outside of Chamberlain comes with WiFi so that you can feel at home during your trip. 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. Pemaquid Beach Park and Pemaquid Point Lighthouse 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.