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Cundys Harbor Vacation Rentals

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Check prices for these dates

In two weeks
Jul 17 - Jul 19
In two months
Aug 28 - Aug 30
In three months
Sep 25 - Sep 27
In four months
Oct 23 - Oct 25

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
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.
$195 nightly
The price is $212
Jul 1 - Jul 2
Total with taxes and fees
Cozy Renovated Cabin in Central Boothbay– Peaceful, Private, Close to Everything
Exterior

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.
$143 nightly
The price is $155
Jul 13 - Jul 14
Total with taxes and fees
Large suite/private bath/private entrance on quiet street near Thomas Bay
House (2 Bedrooms) | Interior

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
$282 nightly
The price is $307
Jul 16 - Jul 17
Total with taxes and fees
1 Mi to Maine Street! Mcm-style Home in Brunswick
Outdoor dining

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.
$144 nightly
The price is $156
Jul 1 - Jul 2
Total with taxes and fees
Captain's Guest Room. Authenticity. Value. Near everything. No fees.
TV

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.
$283 nightly
The price is $301
Jul 6 - Jul 7
Total with taxes and fees
Mid Coast Getaway w/ water views
Dining

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.
$378 nightly
The price is $412
Jul 1 - Jul 2
Total with taxes and fees
King Size Sun Rise Midcoast Lovely Stay
Terrace/patio

Camp Forever cottage

Camp Forever cottage
Harpswell
9.6 out of 10, Exceptional, (59 reviews)
"Everything was great, fantastic location!"
United States
Dennis H.
$333 nightly
The price is $363
Jul 1 - Jul 2
Total with taxes and fees
Camp Forever cottage
TV, offices

Fully Updated Airy Historic Home in South Freeport

Fully Updated Airy Historic Home in South Freeport
Freeport
$482 nightly
The price is $525
Jul 1 - Jul 2
Total with taxes and fees
Fully Updated Airy Historic Home in South Freeport
Property grounds

Fully Renovated "Saltbox" Home in Boothbay

Fully Renovated "Saltbox" Home in Boothbay
Boothbay
Fully Renovated "Saltbox" Home in Boothbay
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.
$224 nightly
The price is $244
Jul 1 - Jul 2
Total with taxes and fees
Newly renovated motel garden rooms heart of boothbay affordable great hospitaliy
Terrace/patio

Modern, Luxurious, Cabin in the Woods - 05

Modern, Luxurious, Cabin in the Woods - 05
Freeport
$372 nightly
The price is $405
Jul 5 - Jul 6
Total with taxes and fees
Modern, Luxurious, Cabin in the Woods - 05
Interior

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.
$241 nightly
The price is $263
Jul 1 - Jul 2
Total with taxes and fees
Apartment over shops in Bath Historic District
Property grounds

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.
$160 nightly
The price is $174
Jul 22 - Jul 23
Total with taxes and fees
Captain's 1BR Apt. Experience authentic Maine. Near everything. No fees.
Interior

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
$365 nightly
The price is $398
Jul 6 - Jul 7
Total with taxes and fees
Downtown Brunswick New Look Old Charm Next to Bowdoin
Exterior

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
$334 nightly
The price is $338
Jul 9 - Jul 10
Total with taxes and fees
Westwind on Winter St - 2 bedroom townhouse apartment near downtown Topsham/Brunswick
Exterior detail

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.
$380 nightly
The price is $414
Jul 1 - Jul 2
Total with taxes and fees
Tiny A-Frame Romantic Getaway
Terrace/patio

Full sized home

Full sized home
Harpswell
9.8 out of 10, Exceptional, (53 reviews)
"Wonderful stay!"
United States
Erika T.
$336 nightly
The price is $366
Jul 1 - Jul 2
Total with taxes and fees
Full sized home
Interior

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.
$320 nightly
The price is $349
Jul 5 - Jul 6
Total with taxes and fees
Little Lincoln beautiful home
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, (49 reviews)
"Excellent, clean property. "
United States
Andy H.
$550 nightly
The price is $599
Jul 1 - Jul 2
Total with taxes and fees
Shipbuilder’s Retreat sleeps 6, 5 minutes to Harbor
Interior

1920s Riverfront Cottage – Historic Maine Charm

1920s Riverfront Cottage – Historic Maine Charm
Edgecomb
$432 nightly
The price is $437
Jul 27 - Jul 28
Total with taxes and fees
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

Smuggler's Cove Inn

Smuggler's Cove Inn

10/10 Excellent
"We wanted to try a different place in Boothbay someplace quieter and less touristy. Smugglers inn was perfect! It’s nestled in a private cove in a mostly residential area - fancy waterfront homes - . The rooms are lovely with very thoughtful design, comfortable beds but a small bath shower. The plus is that there is a swimming pool - very clean. Another pleasant surprise was how good the complimentary breakfast was! Fresh scrambled eggs, bacon ham sausages, fresh fruit and a lovely assortment of baked goods. We spoke to the owner chef who took such great care with the food as well as running the property. No nasty weed killers that harm the environment. You wake up to birdsong. There was a local osprey who lives in the neighboring trees and you could see him flying from one tree to another. Another plus- it is close by to the gorgeous coastal Maine Botanical Gardens"
Jean 1-night trip
Posted 3 hours ago
Smuggler's Cove Inn

Find out more about Cundys Harbor

Everything you need to know about Cundys Harbor vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Cundys Harbor vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Cundys Harbor vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Cundys Harbor vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Cundys Harbor. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Cundys Harbor in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $155 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Cundys Harbor rentals

At Expedia, we put the best Cundys Harbor vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Cundys Harbor rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Cundys Harbor vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Cundys Harbor. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

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 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.