Search Vacation Homes in Cundys Harbor

    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
    bed illustration
    Be picky
    Search almost a million properties worldwide

Check prices for these dates

Next weekend
In two weeks
In one month
In two months

Compare 500 Vacation Homes in Cundys Harbor with updated reviews, rates, and availability.

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

9.8 out of 10, Exceptional, (18)
"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

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

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

Camp Forever cottage

9.6 out of 10, Exceptional, (46)
"Great little property on the water. Super quiet and comfy. Would definitely stay again. Owner was super friendly and accommodating. "
The price is AED 562
AED 1,077 total
includes taxes & fees
16 Jun - 17 Jun
Camp Forever cottage

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 753 total
includes taxes & fees
29 May - 30 May
More then a Motel With Garden , Renovated Rooms at heart of Boothbay

Cozy & Secluded Estate on 7 acres, Boasting Fresh Renovations!

8.2 out of 10, Very Good, (50)
"We had a large group and had more than enough beds and plenty of space to hang out. Would recommend for a big group or a family looking to spread out!"
Cozy & Secluded Estate on 7 acres, Boasting Fresh Renovations!

Cozy, Waterfront Cabin-Style Gem with Private Dock and Lovely Views

8.8 out of 10, Excellent, (51)
"We spent a long fall weekend on guy’s trip. It was perfect for us. Great fire pit, dock, and easy access to hikes through Hamilton Audubon Park."
Cozy, Waterfront Cabin-Style Gem with Private Dock and Lovely Views

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

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

Charming Oceanfront Home with Stunning Water Views and Wifi

Charming Boothbay Harbor cottage with partial AC, full kitchen, and sun room

9.2 out of 10, Wonderful, (17)
"We enjoyed all of it, it was so nice to have a separate cottage for the game room. The fire pit was a plus."
Charming Boothbay Harbor cottage with partial AC, full kitchen, and sun room

Peaceful Maine Home w/ Patio: Ocean Inlet Getaway!

10.0 out of 10, Exceptional, (12)
"Our family enjoyed our stay at this home in Bath, ME The host was very kind and helpful!"
Peaceful Maine Home w/ Patio: Ocean Inlet Getaway!

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

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

The Outlet Studio, Rustic Comfort w Fireplace

10.0 out of 10, Exceptional, (9)
"This is such a cozy little place just a short walk from all the fun in Freeport, and a quick ride to the highway. The apartment is warm and inviting. A really great place to stay."
The Outlet Studio, Rustic Comfort w Fireplace

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

Beautiful Oceanfront House- Stunning Water Views

9.0 out of 10, Wonderful, (2)
"The Host and his wife were so pleasant and accommodating. We enjoyed watching seals, fish and birds during our visit. Highly recommend."
Beautiful Oceanfront House- Stunning Water Views

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

10.0 out of 10, Exceptional, (92)
"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

Spring & Summer availability!! Private Coastal Log Cabin, view of 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."
Spring & Summer availability!! Private Coastal Log Cabin, view of Maine Coast.
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