Cundys Harbor Vacation Rentals

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Check prices for these dates

In two weeks
May 29 - May 31
In two months
Jul 10 - Jul 12
In three months
Aug 7 - Aug 9
In four months
Sep 4 - Sep 6

Our top choices for Cundys Harbor vacation rentals

Terrace/patio

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

Cozy Renovated Cabin in Central Boothbay– Peaceful, Private, Close to Everything
Boothbay
8.0 out of 10, Very Good, (8 reviews)
"This was perfect for our one night stay to visit the botanical gardens, it was only minutes away. Also very close to quite a few dinner and shopping options. "
United States
Nichole W.
The price is ￥14,112
￥24,014 total
includes taxes & fees
May 17 - May 18
Cozy Renovated Cabin in Central Boothbay– Peaceful, Private, Close to Everything
Outdoor dining

Captain's Guest Room. Discover the authenticity & great value!

Captain's Guest Room. Discover the authenticity & great value!
Bath
8.2 out of 10, Very Good, (21 reviews)
"Great location and a beautiful property. Great walking/driving distance from town and the waterfront, we had a great stay and would do it again! "
United States
Nina P.
The price is ￥18,055
￥23,133 total
includes taxes & fees
May 17 - May 18
Captain's Guest Room. Discover the authenticity & great value!
2 bedrooms, WiFi, bed sheets

Large, luxurious geodesic dome - 09

Large, luxurious geodesic dome - 09
Freeport
The price is ￥41,195
￥67,345 total
includes taxes & fees
May 29 - May 30
Large, luxurious geodesic dome - 09
Fridge, microwave, oven, stovetop

Shipbuilder's Retreat, Unit 2, Sleeps 6, 5 minutes to Harbor

Shipbuilder's Retreat, Unit 2, Sleeps 6, 5 minutes to Harbor
East Boothbay
10.0 out of 10, Exceptional, (22 reviews)
"Beautiful place, had everything we needed!"
United States
Kathy H.
The price is ￥32,642
￥79,429 total
includes taxes & fees
May 24 - May 25
Shipbuilder's Retreat, Unit 2, Sleeps 6, 5 minutes to Harbor
Property grounds

Newly renovated motel garden rooms heart of boothbay affordable great hospitaliy

Newly renovated motel garden rooms heart of boothbay affordable great hospitaliy
Boothbay
6.0 out of 10, (5 reviews)
"It had a very homey feel, was nice to stay at for the night and wasn’t far from town."
United States
Audreyana P.
The price is ￥21,381
￥32,628 total
includes taxes & fees
May 18 - May 19
Newly renovated motel garden rooms heart of boothbay affordable great hospitaliy
Terrace/patio

Camp Forever cottage

Camp Forever cottage
Harpswell
9.6 out of 10, Exceptional, (58 reviews)
"Everything was great, fantastic location!"
United States
Dennis H.
The price is ￥33,260
￥57,487 total
includes taxes & fees
May 17 - May 18
Camp Forever cottage
Exterior

Large, luxurious geodesic dome - 04

Large, luxurious geodesic dome - 04
Freeport
10.0 out of 10, Exceptional, (2 reviews)
"We didn’t get enough time to evaluate but from the short visit, we can say that this is the small paradise within the Main area. Best camp ground facilities we have ever seen or experienced. Looking forward to visit with friends and extended families as well. "
United States
Hrishi K.
The price is ￥27,226
￥50,047 total
includes taxes & fees
May 17 - May 18
Large, luxurious geodesic dome - 04
3 bedrooms, WiFi, bed sheets

Fantastic Waterfront Views

Fantastic Waterfront Views
West Point
9.8 out of 10, Exceptional, (16 reviews)
"The location and views were incredible. Quiet and relaxing spot."
United States
Vanessa W.
The price is ￥24,945
￥46,480 total
includes taxes & fees
May 17 - May 18
Fantastic Waterfront Views
TV

2 bedroom w/ expansive water views

2 bedroom w/ expansive water views
West Point
10.0 out of 10, Exceptional, (3 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 ￥19,956
￥37,083 total
includes taxes & fees
May 21 - May 22
2 bedroom w/ expansive water views
Terrace/patio

Full sized home

Full sized home
Harpswell
9.8 out of 10, Exceptional, (51 reviews)
"Super clean and lovely place to stay! Highly recommend!"
United States
Evan B.
The price is ￥32,072
￥58,438 total
includes taxes & fees
May 27 - May 28
Full sized home
Outdoor dining

Mere Point Sunrise Views at Eastern Shore!

Mere Point Sunrise Views at Eastern Shore!
Brunswick
9.8 out of 10, Exceptional, (8 reviews)
"Lovely location "
United States
Michelle S.
The price is ￥44,712
￥87,609 total
includes taxes & fees
May 18 - May 19
Mere Point Sunrise Views at Eastern Shore!
Interior

Modern style in historic building in downtown Bath

Modern style in historic building in downtown Bath
Bath
10.0 out of 10, Exceptional, (8 reviews)
"Clean comfortable and right downtown"
United States
stephen e.
The price is ￥15,838
￥35,045 total
includes taxes & fees
May 17 - May 18
Modern style in historic building in downtown Bath
Fridge, microwave, oven, stovetop

Shipbuilder’s Retreat sleeps 6, 5 minutes to Harbor

Shipbuilder’s Retreat sleeps 6, 5 minutes to Harbor
East Boothbay
10.0 out of 10, Exceptional, (46 reviews)
"Excellent, clean property. "
United States
Andy H.
The price is ￥32,642
￥79,429 total
includes taxes & fees
May 17 - May 18
Shipbuilder’s Retreat sleeps 6, 5 minutes to Harbor
TV

Mid Coast Getaway w/ water views

Mid Coast Getaway w/ water views
West Point
9.2 out of 10, Wonderful, (5 reviews)
"Second time we have stay in this cottage. The perfect location for a Maine vacation. "
United States
chuck c.
The price is ￥19,956
￥38,119 total
includes taxes & fees
May 18 - May 19
Mid Coast Getaway w/ water views
Property grounds

Captain's House 1BR Suite. Enjoy spring sunshine on the porch!

Captain's House 1BR Suite. Enjoy spring sunshine on the porch!
Bath
7.6 out of 10, Good, (14 reviews)
"We stayed for two nights. Good location."
United States
Maryanne E.
The price is ￥17,105
￥22,097 total
includes taxes & fees
May 17 - May 18
Captain's House 1BR Suite. Enjoy spring sunshine on the porch!
Exterior

Large suite/private bath/private entrance on quiet street near Thomas Pt. Beach

Large suite/private bath/private entrance on quiet street near Thomas Pt. Beach
Brunswick
10.0 out of 10, Exceptional, (150 reviews)
"Such a fabulous stay. The space was bright, clean, and comfortable, and the special touches made it feel even more welcoming. It was larger than expected, and we loved having a mini fridge and coffee machine, perfect for slow mornings or a little wine and cheese at the end of the day. We’d return in a heartbeat."
Canada
Coral
The price is ￥14,254
￥18,990 total
includes taxes & fees
May 18 - May 19
Large suite/private bath/private entrance on quiet street near Thomas Pt. Beach
Interior

1920s Riverfront Cottage – Historic Maine Charm

1920s Riverfront Cottage – Historic Maine Charm
Edgecomb
The price is ￥23,440
￥53,067 total
includes taxes & fees
Jun 8 - Jun 9
1920s Riverfront Cottage – Historic Maine Charm
Interior

Pond Cabin: Private Sauna+Near Beach+FirePit+Pond

Pond Cabin: Private Sauna+Near Beach+FirePit+Pond
Georgetown
The price is ￥41,394
￥71,619 total
includes taxes & fees
May 17 - May 18
Pond Cabin: Private Sauna+Near Beach+FirePit+Pond
Property grounds

Centerview cottage

Centerview cottage
Harpswell
9.6 out of 10, Exceptional, (59 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 ￥46,722
￥74,923 total
includes taxes & fees
May 17 - May 18
Centerview cottage
1 bedroom, iron/ironing board, WiFi, bed sheets

Newly Renovated Cozy Cove Cabin at White Anchor Inn

Newly Renovated Cozy Cove Cabin at White Anchor Inn
Boothbay
8.4 out of 10, Very Good, (6 reviews)
"As advertised, comfy bed cozy cabin. Would stay again "
United States
Joseph B.
The price is ￥19,798
￥30,729 total
includes taxes & fees
May 27 - May 28
Newly Renovated Cozy Cove Cabin at White Anchor Inn
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

Tugboat Inn

Tugboat Inn

10/10 Excellent
"The office staff was friendly, informative and professional. We had view of the harbor, which was lovely. The room was clean and tidy and the beds were super comfy. We also dined at the restaurant on site, which was wonderful! The only issue was that the ice machine wasn’t functioning. Other than that, a beautiful place to stay. Thank you! We will definitely be visiting again."
Cheryl 1-night trip
Posted 7 hours ago
Tugboat Inn

Find out more about Cundys Harbor

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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?

Beautiful Oceanfront House- Stunning Water Views: This vacation home rental near Cundys Harbor offers a patio, a garden, and air-conditioning to help you feel perfectly comfortable in your new surroundings.

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 Popham Beach. In the larger area, you’ll find Bailey Island Bridge and Popham Beach State Park.

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.