Cundys Harbor Holiday Rentals

    Plan, book, stay with confidence
    bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    today icon
    Change your mind
    Book hotels with free cancellation

Holiday Rentals in Cundys Harbor

Delightful oceanfront home with amazing views, wrap-around deck & two fireplaces
8.8 out of 10, Excellent, (33)
"Great views. House pretty clean & supplies were fine except only 3 coffee cups for 6 adults. VACasa said they would get more cups. They failed, never received. Some lights didn't work & lots of dead bugs in light fixtures."
Delightful oceanfront home with amazing views, wrap-around deck & two fireplaces
1 room luxury ocean front studio cottage
9.4 out of 10, Exceptional, (126)
"My boyfriend and I booked this trip and he actually proposed during our trip! We loved coming back to the cozy studio cottage. The view from bed is beautiful , the stars at night were breath taking! Easy to check in, place was clean the one minor thing was the couch bed is not the best for the back but is cozy and soft. We will be back !"
1 room luxury ocean front studio cottage
Quaint one-bedroom suite
9.8 out of 10, Exceptional, (38)
"Quiet peaceful great accommodations and wonderful host"
The price is NZ$231
includes taxes & fees
5 Jun - 6 Jun
Quaint one-bedroom suite
Save an average of 15% on thousands of hotels when you're signed in
Full sized home
9.6 out of 10, Exceptional, (4)
"Great place to stay. Host was helpful and responsive."
The price is NZ$559
includes taxes & fees
4 Jun - 5 Jun
Full sized home
Unique oceanfront home with a deck, tons of natural light, & amazing views
8.8 out of 10, Excellent, (43)
"We needed a quiet place to visit with elderly aunt and uncle. This was a great place with all the living space on the same floor with spacious area to visit."
Unique oceanfront home with a deck, tons of natural light, & amazing views
Dog-friendly historic cottage with deck, grill, kitchenette, & washer/dryer
10.0 out of 10, Exceptional, (6)
"Property was tight but tidy. Very convenient to down town"
Dog-friendly historic cottage with deck, grill, kitchenette, & washer/dryer
Popham Beach Direct Oceanfront Cottage Steps to the sand
10.0 out of 10, Exceptional, (44)
"We had a great stay. Check in and communication was easy. Due to storm damage, our original booked cottage was not available and Deb offered us a different (much larger) home without added cost. We greatly appreciated it so we didn't have to cancel our vacation. The home was very clean and had everything we needed and then some. The area is beautiful and the beach was very clean. You cannot beat the views from the home. We look forward to staying here again!"
Popham Beach Direct Oceanfront Cottage Steps to the sand
Riverfront condo w/ deck overlooking the water - steps to dining & shopping
9.2 out of 10, Wonderful, (25)
"The space was very clean and comfortable, great location and amenities. Will definitely be returning!"
Riverfront condo w/ deck overlooking the water - steps to dining & shopping
East Boothbay Waterfront One room Condo.Waterview from in side this room
10.0 out of 10, Exceptional, (106)
"EXCELLENT AND ENJOYABLE"
East Boothbay Waterfront One room Condo.Waterview from in side this room
Vintage, Log Cabin in the Woods with Beach Club Access About One Mile Away
8.0 out of 10, Very good, (32)
"We really enjoyed our stay at this cabin. Authentic vintage experience! Off course, if your are looking for a neet and sophisticate lodding, it might not be the place for you… but it was perfect for us! Very well located, near a private beach with 2 kayaks and chairs for our convinience. Also very near to the action of Boothbay Harbor that was a nice discorery! The cabin is very confortable, with everything we needed to prepare a nice meal and relax at anytime of the day. The only thing that...
Vintage, Log Cabin in the Woods with Beach Club Access About One Mile Away
Laurel Shore Cottage with Seasonal Private Tidal Dock, Pet friendly.
9.8 out of 10, Exceptional, (27)
"Just got back to NYC after spending 3 nights at the house with my dog. I already miss it. It's practically on top of the water, and sits in a very private, quiet and secluded location on a heavily wooded lot. It's a bit off the beaten path, but still a relatively short drive (10-30 mins, depending) to anywhere within the Harpswell/Brunswick area. Comfortable bed and furniture. The outdoor furniture seemed brand new (Adirondack chairs). It's a very cozy house that's perfect - even spacious - for...
Laurel Shore Cottage with Seasonal Private Tidal Dock, Pet friendly.
Appalachee Pond Waterfront Cottage | Decks, Sunroom, Dock with Kayaks & Canoe
9.4 out of 10, Exceptional, (23)
"Beautiful home that is a great proximity to Boothbay Harbor downtown. The pond is very nice but the water level was very low during our stay in March and there were no boats available as described in the listing. It is unclear whether this is something to note for all offseason travelers"
Appalachee Pond Waterfront Cottage | Decks, Sunroom, Dock with Kayaks & Canoe
Luxe Bayfront Cabin w/ Stunning Views & Shared Dock- Ideal for Hunting & Fishing
9.4 out of 10, Exceptional, (73)
"A simple yet comfortable cabin with beautiful view of tidal river."
Luxe Bayfront Cabin w/ Stunning Views & Shared Dock- Ideal for Hunting & Fishing
SPRING SALE: Charming 5BR Waterfront Historic Cape on 15 acre estate
10.0 out of 10, Exceptional, (49)
"We had a wonderful stay at Bold Colorful Life! From the moment we arrived to such a warm welcome from Melissa, we felt so relaxed. There is so much attention to detail and the amount of care that Melissa puts into the house and grounds is truly impressive. She gave us great recommendations for places to go and restaurants to eat. The location also can’t be beat. It is close to all of the attractions but in a wonderfully quiet place to relax at the end of a busy day. We enjoyed walking down to...
SPRING SALE: Charming 5BR Waterfront Historic Cape on 15 acre estate
Oceanfront escape with deck, views of Lobster Cove & firepit - walk to town
10.0 out of 10, Exceptional, (13)
"My husband and I stayed two nights, arriving late in the afternoon. We had no difficulty finding or getting into the property. The place was clean and the bed was comfortable. We were out doing things in the area most of the time, but did enjoy a slow, quiet morning and loved being able to walk to the nearby park and enjoy the view. We were also in the apartment early one evening because of light rain, just reading and checking emails, etc., and missed the basics for preparing our own food....
Oceanfront escape with deck, views of Lobster Cove & firepit - walk to town
Private Oceanfront Home on 10 Acres -- 2 Fireplaces, 4 Decks & Grill
8.8 out of 10, Excellent, (13)
"My family and I loved this place so much that we definitely want to come back and stay again. Beach combing was fun looking for interesting rocks and seaglass. It was also nice sitting out the huge rocks and admiring the water. Driving around the town of Boothbay was amazing. The people were so friendly and the town has alot of charm. The house was another part of the trip that made it memorable. It had plenty of windows to be able to get a view of the water. The house was well equipped and the...
Private Oceanfront Home on 10 Acres -- 2 Fireplaces, 4 Decks & Grill
Chic Studio Cabin in Boothbay Harbor: Ocean Views, Sprucewold Beach Access
9.0 out of 10, Wonderful, (33)
"First time in Maine and the cabin at its location made the stay even so much nicer. Watching the sunrise at 5am , relaxing nights on the deck. The cabin was rustic but functional, spacious enough but still gave that cozy felling. We will be back. Thank you for your hospitality."
The price is NZ$498
includes taxes & fees
18 Jun - 19 Jun
Chic Studio Cabin in Boothbay Harbor: Ocean Views, Sprucewold Beach Access
Downtown Waterfront Cottage on the Shore of Mill Cove w/ Lovely Views
9.4 out of 10, Exceptional, (71)
"We enjoyed the tranquility of the cottage and we appreciated the antiques connecting the cottage to the past/ history of the area. No issues with our stay. Location was good; the drive to daily activities not tremendous. Loved the village, and the people were so friendly. Great escape from every day life."
Downtown Waterfront Cottage on the Shore of Mill Cove w/ Lovely Views
Gorgeous Waterfront Home on Westport Island with 2 Sunrooms
9.4 out of 10, Exceptional, (32)
"We absolutely loved this home and didn’t want to leave! The view of the water was serene and tranquil. We found ourselves gazing from the windows for hours and watching the wildlife. The bedrooms are perfectly placed with sunrooms attached to two of the rooms with thoughtful amenities provided throughout the home. The coffee and tea pods for the keurig was a nice touch. I spent a few days working remotely, and the wifi was strong and the samsung monitors were a great addition. Boothbay harbor...
Gorgeous Waterfront Home on Westport Island with 2 Sunrooms
Cozy log cabin! Enjoy Vacationland at its very best. Beaches, waterfall & trees
9.8 out of 10, Exceptional, (19)
"We loved this little cabin! The location was excellent as we loved exploring the beach looking for treasure and we loved being able to visit the Trolls at Maine’s Coastal Gardens. Patty was a great host, not only providing us a clean place to stay but also helped us find some gluten free restaurants for my daughter!"
Cozy log cabin! Enjoy Vacationland at its very best. Beaches, waterfall & trees
Don't see what you're looking for?
See all available properties in Cundys Harbor
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.

Other types of properties in Cundys Harbor you may be interested in

Casco Bay Inn
2.0 star property
9.2 out of 10, Wonderful, (642)
"Great place. Would go again."
The price is NZ$172
includes taxes & fees
5 Jun - 6 Jun
Casco Bay Inn
Travelers Inn
2.0 star property
8.8 out of 10, Excellent, (1005)
"Clean and convenient Nice staff"
The price is NZ$167
includes taxes & fees
9 Jun - 10 Jun
Travelers Inn
The Freeport Hotel, Ascend Hotel Collection
2.0 star property
8.2 out of 10, Very good, (1005)
"Nice stay"
The price is NZ$158
includes taxes & fees
13 Jun - 14 Jun
The Freeport Hotel, Ascend Hotel Collection
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.

You always said you would go on a dream holiday someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannonball into the deep end. Go ahead, unplug and unwind in style. When you book one of our Cundys Harbor holiday 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. 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 holiday just got upgraded.

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

Frequently asked questions

Can I find holiday rentals in Cundys Harbor?

Yes, there are holiday rentals close to the most popular sights in Cundys Harbor, or you can select a more secluded option if you're looking for a relaxing stay.

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

Boothbay Harbor Maine, Beautiful private Apartment : This holiday home rental outside of Cundys Harbor is located by the ocean, and has a balcony, a garden and air conditioning to put you at ease in your new surroundings. Kitchen amenities include a fridge, an oven and a microwave.

How many holiday rentals will I find in Cundys Harbor?

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

What can I see and do in Cundys Harbor?

While exploring the area, visit family-friendly sights like Maine State Aquarium, or get outside and enjoy nature at Popham Beach State Park. In the wider area, you’ll find Bailey Island Bridge and Popham Beach.

What are holiday rentals like in Cundys Harbor?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Cundys Harbor. Holiday rentals offer extras like WiFi and washers and dryers so you'll have everything you need. If you're concerned about cleanliness, a holiday rental can offer a sense of security away from shared hotel lifts and busy reception areas while still allowing you the experience of travel. You'll also have more space in a holiday rental than in a traditional hotel, which makes a holiday rental an attractive option for a family getaway.

Recent reviews of Cundys Harbor properties
Expedia verified reviews