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Check prices for these dates

Next weekend
23 May - 25 May
In two weeks
30 May - 1 Jun
In one month
13 Jun - 15 Jun
In two months
11 Jul - 13 Jul

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

Cozy & Secluded Estate on 7 acres, Boasting Fresh Renovations!
Smart TV, video games, table tennis, books

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!
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
Elegant home right in town with gorgeous water view, deck & interior
TV, fireplace

Elegant home right in town with gorgeous water view, deck & interior

10.0 out of 10, Exceptional, (11)
"Lovely view and attention to so many details for a comfortable stay and night's rest!"
Elegant home right in town with gorgeous water view, deck & interior
Downtown Waterfront Cottage on the Shore of Mill Cove w/ Lovely Views
Fridge, microwave, oven, stovetop

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

9.2 out of 10, Wonderful, (83)
"This house is in perfect spot in Boothbay Harbor. Easy walk to town, right on the water. Everything about the house was perfect and exactly what we needed. "
Downtown Waterfront Cottage on the Shore of Mill Cove w/ Lovely Views
Amazing Views, and Comfortable Spaces in this Well Appointed Sanctuary
Exterior

Amazing Views, and Comfortable Spaces in this Well Appointed Sanctuary

9.8 out of 10, Exceptional, (68)
"We had a great stay! Amazing weather and plenty of lobster."
Amazing Views, and Comfortable Spaces in this Well Appointed Sanctuary
Home In Boothbay - Holiday Getaway
Dining

Home In Boothbay - Holiday Getaway

9.4 out of 10, Exceptional, (10)
"We used this cozy home as our home base while we were visiting the sights at Boothbay Harbor."
Home In Boothbay - Holiday Getaway
Welcome to Owl House - Your Coastal Retreat in East Boothbay!
Miscellaneous

Welcome to Owl House - Your Coastal Retreat in East Boothbay!

10.0 out of 10, Exceptional, (1)
"Spacious and comfortable home with open floor plan. We really enjoyed our walks everyday - two blocks from crashing waves, pine trees and steps from the courts and field. It feels remote uniquely beautiful place, yet it is so convenient to stores and restaurants in Boothbay Harbor."
Welcome to Owl House - Your Coastal Retreat in East Boothbay!
Ambleside- a beautifully renovated home in Boothbay Harbor Maine!
Smart TV, books

Ambleside- a beautifully renovated home in Boothbay Harbor Maine!

Ambleside- a beautifully renovated home in Boothbay Harbor Maine!
Spacious Country Home Freeport, Only 5 min to LL Bean!
Interior

Spacious Country Home Freeport, Only 5 min to LL Bean!

9.8 out of 10, Exceptional, (12)
"We loved everything about this place. Beautiful, large home, plenty of room for 8 adults and 2 children. Large dining room for meals and family game time. So close to Freeport and all the shopping. Very clean, and the home has everything we needed. We can’t wait to go again!"
Spacious Country Home Freeport, Only 5 min to LL Bean!
Beautiful House just a step from ocean
Interior

Beautiful House just a step from ocean

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 House just a step from ocean
Oceanfront Cabin-Castle in Maine Woods
Interior

Oceanfront Cabin-Castle in Maine Woods

9.8 out of 10, Exceptional, (17)
"This place was amazing and so special- incredible views, great cabin, and amazing access to the water. "
Oceanfront Cabin-Castle in Maine Woods
Spring & Summer availability!! Private Coastal Log Cabin, view of Maine Coast.
Interior

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

10.0 out of 10, Exceptional, (84)
"Property was great for family gathering"
Spring & Summer availability!! Private Coastal Log Cabin, view of Maine Coast.
Full sized home
Interior

Full sized home

9.8 out of 10, Exceptional, (26)
"This property was as described and it felt like we were staying at a family member’s cozy house. The towels were thick, the beds were comfortable, and the kitchen had everything we needed."
Full sized home
Beautiful house on the Harpswell Peninsula over looking Casco Bay
Terrace/patio

Beautiful house on the Harpswell Peninsula over looking Casco Bay

9.8 out of 10, Exceptional, (59)
"We had our wedding party stay at this property for our wedding at live well farm. It was beautiful and everyone enjoyed their stay. "
Beautiful house on the Harpswell Peninsula over looking Casco Bay
Welcome to Happy Place on Peaks Island
Smart TV

Welcome to Happy Place on Peaks Island

10.0 out of 10, Exceptional, (39)
"Lovely cottage."
Welcome to Happy Place on Peaks Island
New Well Built Elegant Home on the Water 2 miles to Freeport, 9 to Portland!
Outdoor dining

New Well Built Elegant Home on the Water 2 miles to Freeport, 9 to Portland!

9.8 out of 10, Exceptional, (178)
"What a beautiful home and location! Second time we have stayed here and love it. "
New Well Built Elegant Home on the Water 2 miles to Freeport, 9 to Portland!
Sunrise Catcher with a Panoramic View!
Property grounds

Sunrise Catcher with a Panoramic View!

10.0 out of 10, Exceptional, (39)
"A wonderful location and super comfortable accommodations"
Sunrise Catcher with a Panoramic View!
Historical New England home with outdoor shower - near downtown
Dining

Historical New England home with outdoor shower - near downtown

9.2 out of 10, Wonderful, (32)
"We came up to celebrate my dads birthday with my family and it was perfect."
Historical New England home with outdoor shower - near downtown
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, (30)
"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
Harborview Perch... spacious & open floorplan, privacy, harbor view, amenities
Fridge, microwave, oven, stovetop

Harborview Perch... spacious & open floorplan, privacy, harbor view, amenities

10.0 out of 10, Exceptional, (14)
"A lovely secluded quaint getaway. A short drive into town and a comfortable stay. We even had deer having breakfast out our bedroom window one morning what fun."
Harborview Perch... spacious & open floorplan, privacy, harbor view, amenities
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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Other property types in Cundys Harbor

Cozy Maine cabin nestled in the woods, dog-friendly
Exterior detail

Cozy Maine cabin nestled in the woods, dog-friendly

10.0 out of 10, Exceptional, (2)
"We had a fantastic stay at Bowhaven cabin! It was extremely clean—truly spotless—and clearly very well cared for. Kez and Kyle are wonderful hosts: super communicative, welcoming, and thoughtful from start to finish. You can tell they take great pride in the property. The setting is peaceful and cozy, and everything we needed was right there. I’m already looking forward to coming back. Highly recommend!"
The price is AED 367
AED 581 total
includes taxes & fees
21 May - 22 May
Cozy Maine cabin nestled in the woods, dog-friendly
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, (50)
"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, (17)
"This place was amazing and so special- incredible views, great cabin, and amazing access to the water. "
Oceanfront Cabin-Castle in Maine 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.