Cundys Harbor Vacation Rentals

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Vacation Rentals in Cundys Harbor

New Cottage Perfect for a Peaceful and Quiet stay on the Ocean with Beach

Bailey Island
10.0 out of 10, Exceptional, (232)
"Tremendous stay, great property and host."
United States
Curtis G.
New Cottage Perfect for a Peaceful and Quiet stay on the Ocean with Beach

Captain's Guest Room w/private bath. Walk to everything.

Bath
8.2 out of 10, Very Good, (21)
"Clean, well maintained, slighly funky in an historical way . Very convenient to great breakfast spots and downtown Bath. Would stay there again."
United States
Benjamin E.
$104 nightly
The price is $113
Nov 19 - Nov 20
Total with taxes and fees
Captain's Guest Room w/private bath. Walk to everything.

1 room luxury ocean front studio cottage

Harpswell
9.6 out of 10, Exceptional, (167)
"Very clean beautiful view we definitely enjoyed ourselves "
United States
Ilona F.
1 room luxury ocean front studio cottage

Fantastic Waterfront Views

West Point
9.6 out of 10, Exceptional, (14)
"The place is amazing with lots of room for a family, and great views of the water from almost everywhere. The neighborhood is quiet and the people were very friendly. "
United States
Joseph V.
$255 nightly
The price is $269
Nov 30 - Dec 1
Total with taxes and fees
Fantastic Waterfront Views

Large, light filled 4 bedroom house - walk to ocean and ferry

Peaks Island
9.8 out of 10, Exceptional, (36)
"I stayed here for a weekend with a group of friends and it was a dream! So lovely!"
United States
Abby P.
Large, light filled 4 bedroom house - walk to ocean and ferry

Downtown Waterfront Cottage on the Shore of Mill Cove w/ Lovely Views

Boothbay Harbor
9.2 out of 10, Wonderful, (100)
"This home is situated on a quiet street, but within a half-mile walking distance to the shops, restaurants, and puffin cruise piers. The house is comfortable and well-equipped, with several nice extras. The house was very clean when we arrived. The location is perfect, and we enjoyed sitting outside by the cove."
United States
Debbie A.
Downtown Waterfront Cottage on the Shore of Mill Cove w/ Lovely Views

Beautiful Oceanfront House- Stunning Water Views

Harpswell
9.4 out of 10, Exceptional, (23)
"Really well received with good A/C and a lovely view on the water. It was more spacious than anticipated and has all the kitchen and home tools for the stay. Really recommended!"
Canada
Hugo L.
Beautiful Oceanfront House- Stunning Water Views

Oceanfront Cabin-Castle in Maine Woods

Georgetown
9.8 out of 10, Exceptional, (42)
"Place was amazing with an incredible view and fun layout. "
United States
Jeremy H.
Oceanfront Cabin-Castle in Maine Woods

Enjoy spectacular views of Lobster Cove. Large yard, EV charger & dog friendly.

Boothbay Harbor
10.0 out of 10, Exceptional, (20)
"Great location"
United States
Lynn D.
Enjoy spectacular views of Lobster Cove. Large yard, EV charger & dog friendly.

New Well Built Elegant Home on the Water 2 miles to Freeport, 9 to Portland!

South Freeeport
9.8 out of 10, Exceptional, (197)
"What a beautiful home and location! Second time we have stayed here and love it. "
United States
Stephen H.
New Well Built Elegant Home on the Water 2 miles to Freeport, 9 to Portland!

Updated Long Island Maine Cottage

Long Island
10.0 out of 10, Exceptional, (7)
"Great island house! Loved how stocked the kitchen was, we had comfortable beds and even beach chairs and cooler. We would definitely stay here again. "
United States
Serra C.
Updated Long Island Maine Cottage

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

Boothbay
7.8 out of 10, Good, (7)
"Nice place to stay for a quick trip to the area! Would stay there again. "
United States
Lisa M.
$200 nightly
The price is $218
Dec 1 - Dec 2
Total with taxes and fees
Cozy Renovated Cabin in Central Boothbay– Peaceful, Private, Close to Everything

Oceanfront Retreat with Dock, Boothbay Harbor

2.0 star property
Boothbay Harbor
10.0 out of 10, Exceptional, (4)
"Beautiful peaceful harbor view, home and location! Would stay here again in the future."
United States
Michelle C.
Oceanfront Retreat with Dock, Boothbay Harbor

The Sea Eagle - Luxury 5 BR Waterfront Home in Boothbay Harbor with private dock

Boothbay Harbor
10.0 out of 10, Exceptional, (8)
"We felt so happy in this home. With a view of the whole harbor and the tide cycles, this house is full of wonderful restorative touches. Park your car and walk everywhere to enjoy the quiet beauty of this harbor. Thank you for a wonderful stay. "
United States
Erick L.
The Sea Eagle - Luxury 5 BR Waterfront Home in Boothbay Harbor with private dock

Maine Coast House with Spectacular Ocean Views and Beach for Swimming

South Bristol
9.4 out of 10, Exceptional, (27)
"Perfect base for exploring the mid-coast region. "
United States
Rebecca M.
$433 nightly
The price is $472
Nov 17 - Nov 18
Total with taxes and fees
Maine Coast House with Spectacular Ocean Views and Beach for Swimming

Fully Remodeled Coastal Retreat with Spacious Deck and Dog-Friendly Comfort

Boothbay Harbor
9.4 out of 10, Exceptional, (3)
"We appreciated being so close to the town area. It was even a walkable distance if you don’t mind the hills on the way home. Found the home to be very clean and the kitchen was well equipped. Nice and private yard."
United States
Lisa L.
Fully Remodeled Coastal Retreat with Spacious Deck and Dog-Friendly Comfort

Dog-friendly bay view home - water views, dock access

Boothbay Harbor
6.8 out of 10, (9)
"We had a great time and Sea View was perfect for oir stay!"
United States
Norman M.
Dog-friendly bay view home - water views, dock access

Delightful oceanfront home with amazing views, wrap-around deck & two fireplaces

Westport
8.4 out of 10, Very Good, (49)
"great place to relax. Appreciated the lack of 'over decor'. Many of these place are so over done & way too busy. house def needs updates & some basic home maintenance prob just due to age. Very clean. Not the best place to be if you plan on site seeing. We werent, so perfect for us"
United States
Anne D.
Delightful oceanfront home with amazing views, wrap-around deck & two fireplaces

Popham Beach Direct Oceanfront Cottage Steps to the sand

Phippsburg
9.8 out of 10, Exceptional, (69)
"We enjoyed our stay and would heartily recommend this wonderful cottage to everyone!"
United States
David G.
Popham Beach Direct Oceanfront Cottage Steps to the sand

Downtown Boothbay Harbor Studio – Ocean Views, Dog-Friendly, Walk to Pier

Boothbay Harbor
10.0 out of 10, Exceptional, (2)
"Cozy studio with an excellent location. Furnishings were nice, shower was fantastic and the front deck overlooking the water and town was perfect. "
United States
Jim S.
Downtown Boothbay Harbor Studio – Ocean Views, Dog-Friendly, Walk to Pier
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

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 $113 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?

New 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.

What can I see and do in Cundys Harbor?

While exploring the area, visit family-friendly sights like Paddleworks, 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.