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Cundys Harbor Vacation Rentals

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Our top choices for Cundys Harbor vacation rentals

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

Cozy Renovated Cabin in Central Boothbay– Peaceful, Private, Close to Everything
Boothbay
7.6 out of 10, Good, (9 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 CA $185
CA $284 total
includes taxes & fees
Jun 29 - Jun 30
Cozy Renovated Cabin in Central Boothbay– Peaceful, Private, Close to Everything

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, (153 reviews)
"The place was lovely, communications with the host were helpful and friendly. Dinner restaurant recommendations were great as well. "
United States
Jane T.
The price is CA $160
CA $206 total
includes taxes & fees
Jun 29 - Jun 30
Large suite/private bath/private entrance on quiet street near Thomas Bay

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 CA $192
CA $436 total
includes taxes & fees
Jul 16 - Jul 17
1 Mi to Maine Street! Mcm-style Home in Brunswick

Captain's Guest Room. Authenticity. Value. Near everything. No fees.

Captain's Guest Room. Authenticity. Value. Near everything. No fees.
Bath
8.2 out of 10, Very good, (22 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 CA $162
CA $207 total
includes taxes & fees
Jun 30 - Jul 1
Captain's Guest Room. Authenticity. Value. Near everything. No fees.

Mid Coast Getaway w/ water views

Mid Coast Getaway w/ water views
West Point
9.4 out of 10, Exceptional, (6 reviews)
"Second time we have stay in this cottage. The perfect location for a Maine vacation. "
United States
chuck c.
The price is CA $224
CA $403 total
includes taxes & fees
Jun 30 - Jul 1
Mid Coast Getaway w/ water views

King Size Sun Rise Midcoast Lovely Stay

King Size Sun Rise Midcoast Lovely Stay
Topsham
10.0 out of 10, Exceptional, (15 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 CA $334
CA $593 total
includes taxes & fees
Jul 1 - Jul 2
King Size Sun Rise Midcoast Lovely Stay

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 CA $298
CA $517 total
includes taxes & fees
Jun 29 - Jun 30
Camp Forever cottage

Fully Updated Airy Historic Home in South Freeport

Fully Updated Airy Historic Home in South Freeport
Freeport
The price is CA $298
CA $814 total
includes taxes & fees
Jul 1 - Jul 2
Fully Updated Airy Historic Home in South Freeport

Fully Renovated "Saltbox" Home in Boothbay

Fully Renovated "Saltbox" Home in Boothbay
Boothbay
The price is CA $273
CA $791 total
includes taxes & fees
Jun 29 - Jun 30
Fully Renovated "Saltbox" Home in Boothbay

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 CA $236
CA $347 total
includes taxes & fees
Jun 29 - Jun 30
Newly renovated motel garden rooms heart of boothbay affordable great hospitaliy

Modern, Luxurious, Cabin in the Woods - 05

Modern, Luxurious, Cabin in the Woods - 05
Freeport
The price is CA $364
CA $583 total
includes taxes & fees
Jul 5 - Jul 6
Modern, Luxurious, Cabin in the Woods - 05

Apartment over shops in Bath Historic District

Apartment over shops in Bath Historic District
Bath
8.8 out of 10, Excellent, (5 reviews)
"Great breakfast spot right across the street!!"
United States
Jessica K.
The price is CA $189
CA $378 total
includes taxes & fees
Jun 30 - Jul 1
Apartment over shops in Bath Historic District

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

Captain's 1BR Apt. Experience authentic Maine. Near everything. No fees.
Bath
7.6 out of 10, Good, (14 reviews)
"We stayed for two nights. Good location."
United States
Maryanne E.
The price is CA $198
CA $247 total
includes taxes & fees
Jul 20 - Jul 21
Captain's 1BR Apt. Experience authentic Maine. Near everything. No fees.

Downtown Brunswick New Look Old Charm Next to Bowdoin

Downtown Brunswick New Look Old Charm Next to Bowdoin
Brunswick
9.8 out of 10, Exceptional, (21 reviews)
"We really enjoyed our visit with family and friends and the location was perfect for what we needed. "
United States
Eliza
The price is CA $234
CA $504 total
includes taxes & fees
Jun 30 - Jul 1
Downtown Brunswick New Look Old Charm Next to Bowdoin

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 CA $163
CA $475 total
includes taxes & fees
Jul 9 - Jul 10
Westwind on Winter St - 2 bedroom townhouse apartment near downtown Topsham/Brunswick

Tiny A-Frame Romantic Getaway

Tiny A-Frame Romantic Getaway
Wiscasset
9.8 out of 10, Exceptional, (6 reviews)
"Very nice and very quiet "
United States
justin s.
The price is CA $239
CA $561 total
includes taxes & fees
Jun 29 - Jun 30
Tiny A-Frame Romantic Getaway

Full sized home

Full sized home
Harpswell
9.8 out of 10, Exceptional, (53 reviews)
"Wonderful stay!"
United States
Erika T.
The price is CA $287
CA $527 total
includes taxes & fees
Jul 1 - Jul 2
Full sized home

Little Lincoln beautiful home

Little Lincoln beautiful home
Brunswick
9.0 out of 10, Wonderful, (16 reviews)
"The host was very welcoming and responsive when we had a question. We would stay here again when we come back to Brunswick. "
United States
Michael S.
The price is CA $234
CA $503 total
includes taxes & fees
Jul 5 - Jul 6
Little Lincoln beautiful home

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, (49 reviews)
"Excellent, clean property. "
United States
Andy H.
The price is CA $402
CA $855 total
includes taxes & fees
Jun 30 - Jul 1
Shipbuilder’s Retreat sleeps 6, 5 minutes to Harbor

1920s Riverfront Cottage – Historic Maine Charm

1920s Riverfront Cottage – Historic Maine Charm
Edgecomb
The price is CA $324
CA $620 total
includes taxes & fees
Jul 28 - Jul 29
1920s Riverfront Cottage – Historic Maine Charm
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 vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation 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 or room. 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 vacation just got upgraded.

As much as you love your short-term rental, it’s always good to get out and explore to soak up . 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 . 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 vacation rental 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 vacation 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 short-term rentals, that won’t be hard to do.

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?

Smuggler's Retreat ExploreTrails, Botanic Gardens, Kayak and MORE: This vacation home rental near Cundys Harbor is located on a river and has a fireplace, a balcony, and a barbecue grill to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge, and a stovetop. You can relax into your vacation with a garden and 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 Popham Beach. In the larger area, you’ll find Bailey Island Bridge and Cobwork Bridge.

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.