Cundys Harbor Vacation Rentals

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Browse Select Cundys Harbor Vacation Homes

Our top choices for Cundys Harbor vacation homes

Captain's Quarters Guest Room w/Private Bath & Entrance. Best Value in Town!

7.6 out of 10, Good, (13)
"Clean, well maintained, slighly funky in an historical way . Very convenient to great breakfast spots and downtown Bath. Would stay there again."
The price is CA $125
CA $227 total
includes taxes & fees
Aug 25 - Aug 26
Captain's Quarters Guest Room w/Private Bath & Entrance. Best Value in Town!

Cozy Renovated Cabin in Central Boothbay– Peaceful, Private, Close to Everything

The price is CA $181
CA $277 total
includes taxes & fees
Aug 25 - Aug 26
Cozy Renovated Cabin in Central Boothbay– Peaceful, Private, Close to Everything

Bluebird Ocean Point | Deluxe King | Private Beach + Near Grimes Cove Beach

10.0 out of 10, Exceptional, (1)
"The restaurant at the property is amazing. Loved our bartender and our waitress Emma was amazing. She went above and beyond to make our evening unforgettable. We will definitely be back My only complaint is when booking it looks like you are getting a small cabin. But they are actually normal hotel rooms. "
The price is CA $322
CA $426 total
includes taxes & fees
Sep 7 - Sep 8
Bluebird Ocean Point | Deluxe King | Private Beach + Near Grimes Cove Beach

Cozy 2-bedroom camper close to boothbay

The price is CA $133
CA $213 total
includes taxes & fees
Aug 25 - Aug 26
Cozy 2-bedroom camper close to boothbay

Captain's Quarters 1BR Apartment. Walk to everything.

7.8 out of 10, Good, (8)
"Very nice cozy place to make home base for a week. Had everything I needed and owner was very responsive with all of my questions. Primary destination was Bath and very convenient to everything I needed. Thank you!"
The price is CA $132
CA $234 total
includes taxes & fees
Aug 25 - Aug 26
Captain's Quarters 1BR Apartment. Walk to everything.

30 Acres with Woodland Trails and Playground

2.0 star property
10.0 out of 10, Exceptional, (1)
"Spent a week with my family at this lovely property in Freeport, ME. The location is ideal to visit various attractions nearby. Including the pinturesque dowtown. The house was clean and had everything needed to have a pleasant stay away from home. "
The price is CA $247
CA $772 total
includes taxes & fees
Aug 26 - Aug 27
30 Acres with Woodland Trails and Playground

Mid Coast Getaway w/ water views

9.0 out of 10, Wonderful, (2)
"You couldn’t ask for a better view, it was everything we had hoped and more."
The price is CA $291
CA $480 total
includes taxes & fees
Aug 31 - Sep 1
Mid Coast Getaway w/ water views

Maine Coast House with Spectacular Ocean Views and Beach for Swimming

9.4 out of 10, Exceptional, (25)
"Perfect base for exploring the mid-coast region. "
The price is CA $443
CA $895 total
includes taxes & fees
Aug 31 - Sep 1
Maine Coast House with Spectacular Ocean Views and Beach for Swimming

Tiny A-Frame Romantic Getaway

10.0 out of 10, Exceptional, (3)
"Very nice and very quiet "
The price is CA $763
CA $1,165 total
includes taxes & fees
Aug 25 - Aug 26
Tiny A-Frame Romantic Getaway

Camp Forever cottage

9.6 out of 10, Exceptional, (52)
"Great stay. My husband and I were there for 4 days. Peaceful and quiet. Lovely views. Just perfect for the two of us. Short drive to area sites, businesses and restaurants."
The price is CA $207
CA $396 total
includes taxes & fees
Sep 15 - Sep 16
Camp Forever cottage

Geodesic Dome w/ Riverfront Deck, Lovely Views, & High-Speed WiFi - Dogs Welcome

9.0 out of 10, Wonderful, (64)
"We stayed in October when the trees were gorgeous and the dome house is nestled in a wooded area. So pretty! Lots of room for everyone. Wish we could have stayed longer."
The price is CA $241
CA $596 total
includes taxes & fees
Sep 15 - Sep 16
Geodesic Dome w/ Riverfront Deck, Lovely Views, & High-Speed WiFi - Dogs Welcome

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

10.0 out of 10, Exceptional, (5)
"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!

Downtown Boothbay Harbor, 2-Story Cottage

9.4 out of 10, Exceptional, (22)
"Loved how walkable this property is! "
The price is CA $207
CA $429 total
includes taxes & fees
Sep 7 - Sep 8
Downtown Boothbay Harbor, 2-Story Cottage

The Harpswell House-Waterfront, SunRise, Big Yards, Classic & Luxury

10.0 out of 10, Exceptional, (1)
"We had a fantastic stay at this peaceful oceanside property in Harpswell, Maine. The setup—with a main house, attached apartment, and a charming bunkhouse—was perfect for our two families and adult children. There was plenty of space for everyone to relax and unwind.The backyard is absolutely stunning, filled with beautiful flowers and lush grass, and it opens up to a tranquil ocean inlet. We especially loved the hammock spot, perfect for a good book or an afternoon nap, and the back porch...
The price is CA $902
CA $2,073 total
includes taxes & fees
Sep 21 - Sep 22
The Harpswell House-Waterfront, SunRise, Big Yards, Classic & Luxury

Full sized home

9.8 out of 10, Exceptional, (34)
"The house was lovely. Very comfortable place. Within 15- 20 mins to a store or restaurants."
The price is CA $281
CA $503 total
includes taxes & fees
Aug 25 - Aug 26
Full sized home

Orchid Harbor, Bailey Island 3BR

10.0 out of 10, Exceptional, (3)
"Orchid Harbor was perfect for my 3 week escape from life. Bailey Island is quiet and the house is comfortable and accommodating for family and friends.The outdoor seating along the ocean was our favorite place to be."
The price is CA $310
CA $679 total
includes taxes & fees
Sep 9 - Sep 10
Orchid Harbor, Bailey Island 3BR

Escape to Positive Outlook

The price is CA $291
CA $480 total
includes taxes & fees
Sep 8 - Sep 9
Escape to Positive Outlook

Beautiful 3BR Home with Office in Town of Brunswick with King beds

9.2 out of 10, Wonderful, (5)
"Had a great stay here, the property was clean and came as advertised"
The price is CA $416
CA $772 total
includes taxes & fees
Aug 25 - Aug 26
Beautiful 3BR Home with Office in Town of Brunswick with King beds

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

2.0 star property
6.8 out of 10, (3)
"clean, affordable accomadations. Manager helpful and responsive"
The price is CA $462
CA $627 total
includes taxes & fees
Aug 24 - Aug 25
More then a Motel With Garden , Renovated Rooms at heart of 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.
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Top Cundys Harbor Hotel Reviews