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Cundys Harbor Vacation Rentals

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Check prices for these dates

In two weeks
4 Sep - 6 Sep
In two months
16 Oct - 18 Oct
In three months
13 Nov - 15 Nov
In four months
11 Dec - 13 Dec

Our top choices for Cundys Harbor vacation rentals

Terrace/patio

1. Camp Forever cottage

Camp Forever cottage
Harpswell
9.6 out of 10, Exceptional, (65 reviews)
"Everything was great, fantastic location!"
United States
Dennis H.
The price is AED 771
AED 1,349 total
includes taxes & fees
25 Aug - 26 Aug
Camp Forever cottage
TV

2. Mid Coast Getaway w/ water views

Mid Coast Getaway w/ water views
West Point
9.6 out of 10, Exceptional, (7 reviews)
"Second time we have stay in this cottage. The perfect location for a Maine vacation. "
United States
chuck c.
The price is AED 579
AED 1,042 total
includes taxes & fees
1 Sep - 2 Sep
Mid Coast Getaway w/ water views
Exterior

3. 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, (164 reviews)
"Susan and Jeff were amazing hosts! There were so kind, thoughtful and welcoming. The suite was extremely spacious, well decorated and very comfortable. We were very close to the Air Show which was the reason for our trip. They gave us great instructions for a short cut to the airfield and amazing dinner recommendations. We could not have chosen a better place to stay. We highly recommend this place!"
United States
Asha
The price is AED 474
AED 597 total
includes taxes & fees
2 Sep - 3 Sep
Large suite/private bath/private entrance on quiet street near Thomas Bay
Interior

4. Modern style in historic building in downtown Bath

Modern style in historic building in downtown Bath
Bath
10.0 out of 10, Exceptional, (11 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 AED 367
AED 825 total
includes taxes & fees
1 Sep - 2 Sep
Modern style in historic building in downtown Bath
Outdoor dining

5. Captain's Guest Room. Authenticity. Great Value. Walk to everything.

Captain's Guest Room. Authenticity. Great Value. Walk to everything.
Bath
8.4 out of 10, Very Good, (27 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 AED 419
AED 657 total
includes taxes & fees
30 Aug - 31 Aug
Captain's Guest Room. Authenticity. Great Value. Walk to everything.
Property grounds

6. Sunset Hideaway on Bailey Island

Sunset Hideaway on Bailey Island
Harpswell
8.4 out of 10, Very Good, (5 reviews)
"Wonderful views. Comfortable. "
United States
Susy K.
The price is AED 448
AED 921 total
includes taxes & fees
27 Aug - 28 Aug
Sunset Hideaway on Bailey Island
Property grounds

7. Captain's 1BR Apt. Experience authentic Maine. Near everything. No fees.

Captain's 1BR Apt. Experience authentic Maine. Near everything. No fees.
Bath
8.0 out of 10, Very Good, (18 reviews)
"Cute but aging small space, Near attractions"
United States
michael
The price is AED 547
AED 684 total
includes taxes & fees
22 Sep - 23 Sep
Captain's 1BR Apt. Experience authentic Maine. Near everything. No fees.
Property grounds

8. Centerview cottage

Centerview cottage
Harpswell
9.6 out of 10, Exceptional, (68 reviews)
"Great spot to relax and enjoy the beautiful outdoors. Very quiet and amazing views of the water. Everything needed for a comfortable and relaxing getaway. Highly recommend if coming to the area! "
United States
Erin
The price is AED 1,084
AED 1,754 total
includes taxes & fees
29 Aug - 30 Aug
Centerview cottage
Dining

9. King Size Sun Rise Midcoast Lovely Stay

King Size Sun Rise Midcoast Lovely Stay
Topsham
9.6 out of 10, Exceptional, (18 reviews)
"Great location surroundings a little unkept but tis the spring cleanup season. Excellent accommodation and located near town shopping but quiet neighborhood"
United States
Douglas H.
The price is AED 533
AED 1,039 total
includes taxes & fees
7 Sep - 8 Sep
King Size Sun Rise Midcoast Lovely Stay
TV

10. 2 bedroom w/ expansive water views

2 bedroom w/ expansive water views
West Point
10.0 out of 10, Exceptional, (4 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 AED 675
AED 1,159 total
includes taxes & fees
7 Sep - 8 Sep
2 bedroom w/ expansive water views
Exterior

11. 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
The price is AED 345
AED 1,133 total
includes taxes & fees
2 Sep - 3 Sep
Westwind on Winter St - 2 bedroom townhouse apartment near downtown Topsham/Brunswick
Property grounds

12. Orchid Harbor, Bailey Island 3BR

Orchid Harbor, Bailey Island 3BR
Harpswell
10.0 out of 10, Exceptional, (12 reviews)
"Lovely property, close to what we needed and wanted, host communicated promptly. Would definitely stay there again."
United States
Jane D.
The price is AED 749
AED 1,715 total
includes taxes & fees
16 Sep - 17 Sep
Orchid Harbor, Bailey Island 3BR
Terrace/patio

13. Tide Haven Cottage on Bay Point

Tide Haven Cottage on Bay Point
Georgetown
The price is AED 531
AED 1,803 total
includes taxes & fees
20 Sep - 21 Sep
Tide Haven Cottage on Bay Point
Interior

14. Sweet comfy cottage on Small Point Road

Sweet comfy cottage on Small Point Road
Small Point
9.4 out of 10, Exceptional, (3 reviews)
"Lovely home with plenty of space and seating. Not the most comfortable of beds but we enjoyed the space. Perfect location and would love to stay again. "
United States
Liz J.
The price is AED 1,102
AED 2,058 total
includes taxes & fees
1 Sep - 2 Sep
Sweet comfy cottage on Small Point Road
Smart TV, fireplace, foosball, books

15. Cozy and charming coastal retreat

Cozy and charming coastal retreat
West Point
9.8 out of 10, Exceptional, (33 reviews)
"My family and I had an amazing time at the schoolhouse. It is much bigger than the pictures show! Great beds, the couches will force you to nap, and we had so much fun exploring the area. They had everything you need for fun at the beach, and lots of options for kids to keep busy. Highly recommend!"
United Kingdom
Byrony S.
Cozy and charming coastal retreat
Terrace/patio

16. Full sized home

Full sized home
Harpswell
9.8 out of 10, Exceptional, (63 reviews)
"Wonderful stay!"
United States
Erika T.
The price is AED 744
AED 1,363 total
includes taxes & fees
22 Sep - 23 Sep
Full sized home
Dining

17. Walk to Town 4BR, 200yr old home! #1

Walk to Town 4BR, 200yr old home! #1
Brunswick
The price is AED 727
AED 1,593 total
includes taxes & fees
25 Aug - 26 Aug
Walk to Town 4BR, 200yr old home! #1
Terrace/patio

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

Cozy Renovated Cabin in Central Boothbay– Peaceful, Private, Close to Everything
Boothbay
7.8 out of 10, Good, (10 reviews)
"Great stay! Pet friendly, super responsive host and excellent location!"
United States
Cassie M.
The price is AED 479
AED 735 total
includes taxes & fees
1 Sep - 2 Sep
Cozy Renovated Cabin in Central Boothbay– Peaceful, Private, Close to Everything
3 bedrooms, WiFi, bed sheets

19. Fantastic Waterfront Views

Fantastic Waterfront Views
West Point
9.8 out of 10, Exceptional, (17 reviews)
"The location and views were incredible. Quiet and relaxing spot."
United States
Vanessa W.
The price is AED 1,003
AED 1,574 total
includes taxes & fees
9 Sep - 10 Sep
Fantastic Waterfront Views
Interior

20. Studio Apartment in Freeport

Studio Apartment in Freeport
Freeport
10.0 out of 10, Exceptional, (3 reviews)
"Was pet friendly, as pictured. Very nice"
United States
Kelly L.
The price is AED 426
AED 785 total
includes taxes & fees
14 Sep - 15 Sep
Studio Apartment in Freeport
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

Ocean Gate Inn

Ocean Gate Inn

10/10 Excellent
"The property seems newly renovated, and the setting is just beautiful overlooking the water. A full hot breakfast is provided, with seating outside and inside. We just loved the landscaping, with gorgeous flowers everywhere."
Barbara 2-night trip
Posted less than an hour ago
Ocean Gate Inn

Frequently asked questions

Can I find vacation rentals in Cundys Harbor?

Yes, we offer vacation rentals near the most popular attractions in Cundys Harbor, or you can go with a more remote option if you're looking for a relaxing stay.

What are some of the best vacation rentals that Cundys Harbor has to offer?

Spacious Cottage Perfect for a Peaceful and Quiet stay on the Ocean with Beach: This vacation home rental near Cundys Harbor is located on the beach and has a patio, a garden, and a barbecue grill to put you at ease in your new surroundings. It has 3 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. You and your friends and family can relax into your vacation with amenities like a selection of games.

How many vacation rentals will I find in Cundys Harbor?

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

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 larger area, you’ll find Bailey Island Bridge and Fort Popham State Historic Site.

What are vacation rentals like in Cundys Harbor?

Vacation rentals are privately owned properties you can reserve for several days or longer in Cundys Harbor. Vacation rentals offer amenities such as patios, hot tubs, and fire pits so you'll have all the comforts of home. If you're concerned about a sanitized environment, a vacation rental can offer a sense of privacy away from shared hotel elevators and bustling concierge desks while still allowing you the experience of travel. You'll also find more space in a vacation rental than in a standard hotel, which makes a vacation rental a great option for family trips.