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Cundys Harbor Holiday Rentals

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Our top choices for Cundys Harbor holiday rentals

1. Mid Coast Getaway w/ water views

Mid Coast Getaway w/ water views
West Point
9.4 out of 10, Exceptional, (11 reviews)
"The location and views from the cottage are quintessential coastal Maine. Small community with lobster pound and Maine Oyster Company across the street. John is a welcoming host and eager to make sure you enjoy your stay. The cottage is great for 2 people, equipped with the basics and has a great deck to enjoy the views. Planning to return next year. Great spot!"
United States
Rebecca
The price is NZ$384
includes taxes & fees
5 Oct - 6 Oct
Mid Coast Getaway w/ water views

2. Camp Forever cottage

Camp Forever cottage
Harpswell
9.6 out of 10, Exceptional, (69 reviews)
"Everything was great, fantastic location!"
United States
Dennis H.
The price is NZ$641
includes taxes & fees
6 Oct - 7 Oct
Camp Forever cottage

3. Sunset Hideaway on Bailey Island

Sunset Hideaway on Bailey Island
Harpswell
8.8 out of 10, Excellent, (6 reviews)
"Wonderful views. Comfortable. "
United States
Susy K.
The price is NZ$385
includes taxes & fees
8 Oct - 9 Oct
Sunset Hideaway on Bailey Island

4. Large suite/private bath/private entrance on quiet street near Thomas Bay

Large suite/private bath/private entrance on quiet street near Thomas Bay
Brunswick
10.0 out of 10, Exceptional, (172 reviews)
"What a beautiful place to stay. Jeff and Susan made your stay a very special experience."
United States
DENESE
The price is NZ$223
includes taxes & fees
3 Nov - 4 Nov
Large suite/private bath/private entrance on quiet street near Thomas Bay

5. 2 bedroom w/ expansive water views

2 bedroom w/ expansive water views
West Point
10.0 out of 10, Exceptional, (5 reviews)
"Place was clean, beautiful and the photos do not do it justice. The perfect get away vacation from the rat race."
United States
Gregory M.
The price is NZ$421
includes taxes & fees
1 Nov - 2 Nov
2 bedroom w/ expansive water views

6. Modern style in historic building in downtown Bath

Modern style in historic building in downtown Bath
Bath
9.8 out of 10, Exceptional, (13 reviews)
"Great location! We spent very little time in the room, but it was a great place to come back and crash! "
United States
Kristina M.
The price is NZ$396
includes taxes & fees
5 Oct - 6 Oct
Modern style in historic building in downtown Bath

7. Perfect stopover, getaway, base to explore the area, or to simply stay in town.

Perfect stopover, getaway, base to explore the area, or to simply stay in town.
Bath
8.0 out of 10, Very good, (31 reviews)
"A charming, quiet, and clean room with separate bathroom close to everything downtown. Felt a bit like staying at my grandparent’s house in a good way - it’s very homey. Dmitri is very nice and communication was thorough and easy!"
United States
Esther
The price is NZ$314
includes taxes & fees
5 Oct - 6 Oct
Perfect stopover, getaway, base to explore the area, or to simply stay in town.

8. Captains Watch: A Coastal Escape

Captains Watch: A Coastal Escape
West Point
The price is NZ$333
includes taxes & fees
5 Oct - 6 Oct
Captains Watch: A Coastal Escape

9. 1BR Apt. Walk to everything, Large yard. Treehouse. Sun porch. Fall in Maine!

1BR Apt. Walk to everything, Large yard. Treehouse. Sun porch. Fall in Maine!
Bath
8.2 out of 10, Very good, (21 reviews)
"Cute but aging small space, Near attractions"
United States
michael
The price is NZ$326
includes taxes & fees
5 Oct - 6 Oct
1BR Apt. Walk to everything, Large yard. Treehouse. Sun porch. Fall in Maine!

10. Fantastic Waterfront Views

Fantastic Waterfront Views
West Point
9.6 out of 10, Exceptional, (20 reviews)
"The location and views were incredible. Quiet and relaxing spot."
United States
Vanessa W.
The price is NZ$368
includes taxes & fees
25 Oct - 26 Oct
Fantastic Waterfront Views

11. Bird Watching Paradise @ Waterfront Harpswell with Private Deck

Bird Watching Paradise @ Waterfront Harpswell with Private Deck
Harpswell
10.0 out of 10, Exceptional, (3 reviews)
"Super location, very private, responsive host, lovely, clean. Very lucky to have been able to stay here!"
United States
Kate K.
The price is NZ$598
includes taxes & fees
3 Nov - 4 Nov
Bird Watching Paradise @ Waterfront Harpswell with Private Deck

12. Waterfront Couples Retreat w/Porch, Private Patio, Freeport, Near LL Bean

Waterfront Couples Retreat w/Porch, Private Patio, Freeport, Near LL Bean
Freeport
10.0 out of 10, Exceptional, (18 reviews)
"Hosts were very responsive with messages. The stay was clean and comfortable."
United States
Hana L.
The price is NZ$369
includes taxes & fees
20 Oct - 21 Oct
Waterfront Couples Retreat w/Porch, Private Patio, Freeport, Near LL Bean

13. 1 Mi to Maine Street! Mcm-style Home in Brunswick

1 Mi to Maine Street! Mcm-style Home in Brunswick
3.0 star property
Brunswick
The price is NZ$576
includes taxes & fees
20 Oct - 21 Oct
1 Mi to Maine Street! Mcm-style Home in Brunswick

14. Historic Bath's, Home Away from Home

Historic Bath's, Home Away from Home
Bath
9.0 out of 10, Wonderful, (4 reviews)
"My husband and I stayed at this property with our adult daughter and found it to be a quiet and comfortable place. It was very convenient to the downtown area and waterfront; within walking distance for those who do not have any disabilities, but adequate parking for anyone needing to use a car also."
United States
Roberta M.
The price is NZ$623
includes taxes & fees
28 Oct - 29 Oct
Historic Bath's, Home Away from Home

15. Centerview cottage

Centerview cottage
Harpswell
9.6 out of 10, Exceptional, (73 reviews)
"Incredible home in a beautiful location!"
United States
Catherine G.
The price is NZ$837
includes taxes & fees
9 Oct - 10 Oct
Centerview cottage

16. Westwind on Winter St - 2 bedroom townhouse apartment near downtown Topsham/Brunswick

Westwind on Winter St - 2 bedroom townhouse apartment near downtown Topsham/Brunswick
Topsham
10.0 out of 10, Exceptional, (1 review)
"Convenient location. Easy check in and communication with hosts. Worked well for our family of 4."
United States
Natalie S.
The price is NZ$569
includes taxes & fees
29 Oct - 30 Oct
Westwind on Winter St - 2 bedroom townhouse apartment near downtown Topsham/Brunswick

17. King Size Sun Rise Midcoast Lovely Stay

King Size Sun Rise Midcoast Lovely Stay
Topsham
9.6 out of 10, Exceptional, (18 reviews)
"Perfect for a my husband and I. Close to everything!"
United States
Tabcline S.
The price is NZ$462
includes taxes & fees
5 Oct - 6 Oct
King Size Sun Rise Midcoast Lovely Stay

18. Mere Point Sunrise Views at Eastern Shore!

Mere Point Sunrise Views at Eastern Shore!
Brunswick
9.8 out of 10, Exceptional, (10 reviews)
"Lovely location "
United States
Michelle S.
The price is NZ$779
includes taxes & fees
13 Oct - 14 Oct
Mere Point Sunrise Views at Eastern Shore!

19. Top floor loft apartment in downtown Bath

Top floor loft apartment in downtown Bath
Bath
9.4 out of 10, Exceptional, (8 reviews)
"Great location!"
United States
James E.
The price is NZ$419
includes taxes & fees
4 Nov - 5 Nov
Top floor loft apartment in downtown Bath

20. Full sized home

Full sized home
Harpswell
9.8 out of 10, Exceptional, (71 reviews)
"The house was lovely and well kept and in a great location."
United States
Angela M.
The price is NZ$645
includes taxes & fees
5 Oct - 6 Oct
Full sized home
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

Find out more about Cundys Harbor

You always said you would go on a dream holiday someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannonball into the deep end. Go ahead, unplug and unwind in style. When you book one of our Cundys Harbor holiday rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your holiday just got upgraded.

As much as you love your vacation rental, it’s always good to get out and explore to soak up Cundys Harbor. Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in Cundys Harbor. Seeing all the best attractions is bound to make you fall in love with Cundys Harbor. Who knows, you may even be tempted to extend your stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true. 

It’s your escape so why share it? You deserve your own slice of paradise. Booking your holiday rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in Cundys Harbor short-term rentals, that won’t be hard to do.

Frequently asked questions

Can I find holiday rentals in Cundys Harbor?

Yes, there are holiday rentals close to the most popular sights in Cundys Harbor, 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 Cundys Harbor has to offer?

Full sized home: This holiday home rental outside of Cundys Harbor offers a patio, a garden and a BBQ to help you feel perfectly comfortable in your new surroundings. It has 3 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. Make the most of games in this rental home to help you unwind.

How many holiday rentals will I find in Cundys Harbor?

Choose from 3 Expedia holiday rentals in Cundys Harbor for a memorable holiday.

What can I see and do in Cundys Harbor?

While exploring the area, visit family-friendly sights like Maine Maritime Museum, or get outside and enjoy nature at Bates-Morse Mountain Conservation Area. In the wider area, you’ll find Bailey Island Bridge and Popham Beach State Park.

What are holiday rentals like in Cundys Harbor?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Cundys Harbor. Holiday rentals offer extras like WiFi and washers and dryers so you'll have everything you need. If you're concerned about cleanliness, a holiday rental can offer a sense of security away from shared hotel lifts and busy reception areas while still allowing you the experience of travel. You'll also have more space in a holiday rental than in a traditional hotel, which makes a holiday rental an attractive option for a family getaway.