Search Vacation Homes in Chamberlain

    calendar shield illustration
    Change your mind
    Book hotels with free cancellation
    deals illustration
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    Sign in
    bed illustration
    Be picky
    Search almost a million properties worldwide

Check prices for these dates

Next weekend
6 Jun - 8 Jun
In two weeks
13 Jun - 15 Jun
In one month
27 Jun - 29 Jun
In two months
25 Jul - 27 Jul

Compare 465 Vacation Homes in Chamberlain with updated reviews, rates, and availability.

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

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

8.4 out of 10, Very Good, (41)
"Beautiful views, quiet, and very private. Perfect choice if you are looking for a serene retreat."
Delightful oceanfront home with amazing views, wrap-around deck & two fireplaces
Stunning oceanfront cottage w/ private deck and Atlantic views
TV, DVD player, books, video library

Stunning oceanfront cottage w/ private deck and Atlantic views

9.2 out of 10, Wonderful, (52)
"Love the view from the living room and the deck. This is our Maine “happy place”."
Stunning oceanfront cottage w/ private deck and Atlantic views
Oceanfront Cabin-Castle in Maine Woods
Interior

Oceanfront Cabin-Castle in Maine Woods

9.8 out of 10, Exceptional, (19)
"Excellent place to stay! My adult daughters and I had a great mid-week get-a-way at your place. It was warm and welcoming. We loved being steps away from Reid State Park. Well equipped kitchen, the woodstove was lovely. Thanks!"
Oceanfront Cabin-Castle in Maine Woods
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, (35)
"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
More then a Motel With Garden , Renovated Rooms at heart of Boothbay
Interior

More then a Motel With Garden , Renovated Rooms at heart of Boothbay

2.0 star property
8.0 out of 10, Very Good, (1)
"We enjoyed our stay here. Cute newly remodeled room. Close to all we wanted to experience in boothbay. "
The price is AED 496
AED 757 total
includes taxes & fees
31 May - 1 Jun
More then a Motel With Garden , Renovated Rooms at heart of Boothbay
Dog-friendly Fisher Hill home with patio and wood stove - walk to the harbor
Terrace/patio

Dog-friendly Fisher Hill home with patio and wood stove - walk to the harbor

9.6 out of 10, Exceptional, (32)
"Very clean and had everything we needed for a nice long weekend with our pup in Boothbay Harbor"
Dog-friendly Fisher Hill home with patio and wood stove - walk to the harbor
Dog-friendly home with central AC & washer/dryer - steps from Boothbay Harbor
Outdoor dining

Dog-friendly home with central AC & washer/dryer - steps from Boothbay Harbor

10.0 out of 10, Exceptional, (8)
"Perfect place to stay in boothbay harbor! Loved how close it was to downtown, we walked our 3 month old down to the restaurants and stores multiple times a day! Stayed here for a wedding on squirrel island and was perfect location to ferry stops!"
Dog-friendly home with central AC & washer/dryer - steps from Boothbay Harbor
Charming Oceanfront Home with Stunning Water Views and Wifi
Fridge, oven, stovetop, coffee/tea maker

Charming Oceanfront Home with Stunning Water Views and Wifi

Charming Oceanfront Home with Stunning Water Views and Wifi
Newly Renovated Haven w/ Deck, Near Downtown: Walk to Shops, Dining & Marina
Fridge, microwave, oven, stovetop

Newly Renovated Haven w/ Deck, Near Downtown: Walk to Shops, Dining & Marina

9.4 out of 10, Exceptional, (51)
"Perfect location, great for a small family- walking distance to town"
Newly Renovated Haven w/ Deck, Near Downtown: Walk to Shops, Dining & Marina
Charming Remodeled Home with Deck overlooking Land Trust - Dog Friendly!
Interior

Charming Remodeled Home with Deck overlooking Land Trust - Dog Friendly!

9.6 out of 10, Exceptional, (13)
"This is a great location, dog friendly, kid friendly and a nice walk into town. Lots of things to do."
Charming Remodeled Home with Deck overlooking Land Trust - Dog Friendly!
“Otter Getaway” Cozy Damariscotta Lake Year Round Cottage
Property grounds

“Otter Getaway” Cozy Damariscotta Lake Year Round Cottage

10.0 out of 10, Exceptional, (21)
"The owners were ver accommodating and the place is a quiet, pretty location "
The price is AED 547
AED 1,141 total
includes taxes & fees
9 Jun - 10 Jun
“Otter Getaway” Cozy Damariscotta Lake Year Round Cottage
Coastal bungalow with large yard, beautiful kitchen, & great location
Fridge, microwave, oven, stovetop

Coastal bungalow with large yard, beautiful kitchen, & great location

9.4 out of 10, Exceptional, (31)
"Nice and quiet - Close to everything !! Thoughtfully decorated and had everything we needed for Steak and lobster dinners .. very comfortable."
Coastal bungalow with large yard, beautiful kitchen, & great location
Adorable 2-story home by the harbor with fast WiFi, washer/dryer & full kitchen
Full-size fridge, microwave, oven, stovetop

Adorable 2-story home by the harbor with fast WiFi, washer/dryer & full kitchen

9.8 out of 10, Exceptional, (28)
"great location for walking around Boothbay Harbor"
Adorable 2-story home by the harbor with fast WiFi, washer/dryer & full kitchen
Single-family home situated on the waterfront in the beautiful midcoast Maine
Exterior

Single-family home situated on the waterfront in the beautiful midcoast Maine

Single-family home situated on the waterfront in the beautiful midcoast Maine
Peaceful Lake Waterfront! Automatic backup Generator! Full Kitchen! Heat & A/C
Property grounds

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

10.0 out of 10, Exceptional, (93)
"Adorable place, roomy, quiet, upscale yet felt just like home. Will definitely stay again! "
Peaceful Lake Waterfront! Automatic backup Generator! Full Kitchen! Heat & A/C
Summer & Fall availability!! Private Coastal Log Cabin, view of the Maine Coast.
Interior

Summer & Fall availability!! Private Coastal Log Cabin, view of the Maine Coast.

10.0 out of 10, Exceptional, (85)
"We had a fantastic winter long weekend at the house with our teenage son. This was our second time staying here. The kitchen was perfectly stocked for cooking our meals and the beds were very comfortable. We relaxed in front of the fireplace and stargazed in the hot tub. The nearby towns are full of great restaurants and bookstores. Our stay really was perfect and we can’t wait to return."
Summer & Fall availability!! Private Coastal Log Cabin, view of the Maine Coast.
Downtown Boothbay Harbor, 2-Story Cottage
1 bedroom, WiFi

Downtown Boothbay Harbor, 2-Story Cottage

9.6 out of 10, Exceptional, (16)
"Loved how walkable this property is! "
Downtown Boothbay Harbor, 2-Story Cottage
Well-located, dog-friendly home - walk to footbridge & Barrett Park
Fridge, microwave, oven, stovetop

Well-located, dog-friendly home - walk to footbridge & Barrett Park

9.4 out of 10, Exceptional, (31)
"A nice, quiet location that is just a walk away from a pretty town, and not too far of a drive away from many great places to visit along the coastline."
Well-located, dog-friendly home - walk to footbridge & Barrett Park
Beautifully renovated home w/ prime location - walk to the footbridge & downtown
Fridge, microwave, oven, stovetop

Beautifully renovated home w/ prime location - walk to the footbridge & downtown

9.4 out of 10, Exceptional, (50)
"Perfect spot in Boothbay Harbor… house has everything you need…"
Beautifully renovated home w/ prime location - walk to the footbridge & downtown
Dog-friendly home with deck, pool table, & firepit - walk to downtown Boothbay
Fridge, microwave, oven, stovetop

Dog-friendly home with deck, pool table, & firepit - walk to downtown Boothbay

9.6 out of 10, Exceptional, (35)
"Great location, beautiful property. Walking distance to town and nice hiking."
Dog-friendly home with deck, pool table, & firepit - walk to downtown Boothbay
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.
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free