Cundys Harbor Holiday Rentals

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Check prices for these dates

Tonight
23 Oct - 24 Oct
Tomorrow
24 Oct - 25 Oct
This weekend
24 Oct - 26 Oct
Next weekend
31 Oct - 2 Nov

Holiday Rentals in Cundys Harbor

On the beach
New Cottage Perfect for a Peaceful and Quiet stay on the Ocean with Beach
New Cottage Perfect for a Peaceful and Quiet stay on the Ocean with Beach
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
Property grounds
Captain's Guest Room w/private bath & house entrance. Walk to everything.
Captain's Guest Room w/private bath & house entrance. Walk to everything.
8.0 out of 10, Very good, (19)
"Dmitri is accommodating and check-in easy. Property details are accurate "
United States
Lori Z.
The price is HK$812
HK$1,393 total
includes taxes & fees
24 Oct - 25 Oct
Captain's Guest Room w/private bath & house entrance. Walk to everything.
Terrace/patio
Cozy Renovated Cabin in Central Boothbay– Peaceful, Private, Close to Everything
Cozy Renovated Cabin in Central Boothbay– Peaceful, Private, Close to Everything
7.6 out of 10, Good, (5)
"Awful experience!!! Arrived at property and nobody was present to check in. Owner wanted us to go down the street to a different location to check in. He met us at property and said he never received payment which is a lie…… paid for property back in July. Left property and had to find another place last minute because they turned us away. The property is also not as it appears online . This place should not even be available to rent."
United States
Arline
The price is HK$2,329
HK$3,191 total
includes taxes & fees
3 Nov - 4 Nov
Cozy Renovated Cabin in Central Boothbay– Peaceful, Private, Close to Everything
Property grounds
Peaceful Lake Waterfront! Automatic backup Generator! Full Kitchen! Heat & A/C
Peaceful Lake Waterfront! Automatic backup Generator! Full Kitchen! Heat & A/C
10.0 out of 10, Exceptional, (104)
"We loved our stay! This place had everything you could ever need while on vacation; kayaks, lifejackets, games, movies, and more. Wendy was responsive and thoughtful! The space was beautiful and peaceful with easy access to many activities. Highly recommend!!!"
United States
Jill K.
Peaceful Lake Waterfront! Automatic backup Generator! Full Kitchen! Heat & A/C
Outdoor dining
New Well Built Elegant Home on the Water 2 miles to Freeport, 9 to Portland!
New Well Built Elegant Home on the Water 2 miles to Freeport, 9 to Portland!
9.8 out of 10, Exceptional, (193)
"We all loved the house and location. It had everything a large family could need—lots of games, books, towels. And the kitchen was fabulous and extremely well stocked. We hope to vacation here again. "
United States
Debra M.
New Well Built Elegant Home on the Water 2 miles to Freeport, 9 to Portland!
Beautiful Harbor Views Heart of Boothbay Harbor Downtown Village near all Piers
Beautiful Harbor Views Heart of Boothbay Harbor Downtown Village near all Piers
9.6 out of 10, Exceptional, (81)
"Great stay, wonderful location"
United States
Dustin F.
Beautiful Harbor Views Heart of Boothbay Harbor Downtown Village near all Piers
Fridge, microwave, oven, stovetop
1 room luxury ocean front studio cottage
1 room luxury ocean front studio cottage
9.6 out of 10, Exceptional, (162)
"Quaint with a great view."
United States
Greta T.
1 room luxury ocean front studio cottage
Interior
Driftwood Oceanfront Cottage at Popham Beach Spectacular views from every room
Driftwood Oceanfront Cottage at Popham Beach Spectacular views from every room
10.0 out of 10, Exceptional, (53)
"The cottage location was beautiful, we had a wonderful time on the beach. The cottage could have been a little more clean than it was, but after letting the property owner know she addressed those issues. "
United States
Hannah K.
Driftwood Oceanfront Cottage at Popham Beach Spectacular views from every room
Interior
Oceanfront Cabin-Castle in Maine Woods
Oceanfront Cabin-Castle in Maine Woods
9.8 out of 10, Exceptional, (40)
"Place was amazing with an incredible view and fun layout. "
United States
Jeremy H.
Oceanfront Cabin-Castle in Maine Woods
Smart TV, video games, ping pong, books
Cozy & Secluded Estate on 7 acres, Boasting Fresh Renovations!
Cozy & Secluded Estate on 7 acres, Boasting Fresh Renovations!
8.2 out of 10, Very good, (62)
"It was an amazing "
Canada
maude k.
Cozy & Secluded Estate on 7 acres, Boasting Fresh Renovations!
Fridge, oven, stovetop, coffee/tea maker
Updated Long Island Maine Cottage
Updated Long Island Maine Cottage
10.0 out of 10, Exceptional, (7)
"Great location. Comfortable living room. Well stocked kitchen. Great communication with owner."
United States
patricia s.
Updated Long Island Maine Cottage
Fridge, microwave, oven, stovetop
Downtown Waterfront Cottage on the Shore of Mill Cove w/ Lovely Views
Downtown Waterfront Cottage on the Shore of Mill Cove w/ Lovely Views
9.2 out of 10, Wonderful, (99)
"Great views from backyard and living room. Others have described the place as rustic, which is fair as regards wood flooring, paneling and rugs. But beds, sofas and chairs are very comfortable. Heating wasn’t working on the second floor, but they sent someone to look at it almost immediately. Although they couldn’t fix it during our stay, they gave us a fair partial refund."
United States
Daniel
Downtown Waterfront Cottage on the Shore of Mill Cove w/ Lovely Views
Terrace/patio
Beautiful house on the Harpswell Peninsula over looking Casco Bay
Beautiful house on the Harpswell Peninsula over looking Casco Bay
9.6 out of 10, Exceptional, (74)
"Great view, nice property, cool area in Harpswell. Great to stay at if you are in town for Live Well Farm. Lots of rooms, beds, and privacy. "
United States
Lauren B.
Beautiful house on the Harpswell Peninsula over looking Casco Bay
Interior
Lovely 3-bedroom house in coastal Phippsburg, ME.
Lovely 3-bedroom house in coastal Phippsburg, ME.
9.4 out of 10, Exceptional, (3)
"Beautiful location, enjoyed the sound of the ocean & the beautiful sunsets"
United States
Jane M.
Lovely 3-bedroom house in coastal Phippsburg, ME.
Outdoor dining
Maine Coast House with Spectacular Ocean Views and Beach for Swimming
Maine Coast House with Spectacular Ocean Views and Beach for Swimming
9.4 out of 10, Exceptional, (27)
"Perfect base for exploring the mid-coast region. "
United States
Rebecca M.
The price is HK$1,424
HK$3,678 total
includes taxes & fees
25 Oct - 26 Oct
Maine Coast House with Spectacular Ocean Views and Beach for Swimming
3 bedrooms, WiFi
Fantastic Waterfront Views
Fantastic Waterfront Views
9.8 out of 10, Exceptional, (10)
"Our favorite part about our stay at this location was being able to look out the many sliding door windows to see the ocean view. It was a very relaxing place to stay. "
United States
Heather S.
The price is HK$1,224
HK$2,391 total
includes taxes & fees
10 Nov - 11 Nov
Fantastic Waterfront Views
Terrace/patio
Large, light filled 4 bedroom house - walk to ocean and ferry
Large, light filled 4 bedroom house - walk to ocean and ferry
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
Internet, bed sheets
Chic Studio Cabin in Boothbay Harbor: Ocean Views, Sprucewold Beach Access
Chic Studio Cabin in Boothbay Harbor: Ocean Views, Sprucewold Beach Access
9.0 out of 10, Wonderful, (48)
"Overall our stay was very enjoyable, the cabin was as advertised and came stocked with toiletries needed for our stay. Just a heads up for those wanting to explore boothbay harbor, parking can be challenging to find so I would recommend if you own E-bikes bringing them for easier transportation around the area. "
United States
Allyson
Chic Studio Cabin in Boothbay Harbor: Ocean Views, Sprucewold Beach Access
Outdoor dining
Camp Forever cottage
Camp Forever cottage
9.6 out of 10, Exceptional, (56)
"Most enjoyed vacation this year.Location was beautiful. "
United States
Debra S.
The price is HK$1,098
HK$2,180 total
includes taxes & fees
31 Oct - 1 Nov
Camp Forever cottage
Fridge, microwave, oven, stovetop
Make Shimmering River Retreat your Maine Coastal getaway!
Make Shimmering River Retreat your Maine Coastal getaway!
9.6 out of 10, Exceptional, (40)
"It was a very nice place for a family vacation. There was plenty of room for all of us (10).Yard and inside games provided along with kayaks for the river and a pool."
United States
Joyce C.
Make Shimmering River Retreat your Maine Coastal getaway!
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

Holiday Inn Express Hotel & Suites Freeport by IHG

Holiday Inn Express Hotel & Suites Freeport by IHG

10/10 Excellent
"The staff was very friendly, nice to have breakfast in the morning, and our room was well kept."
Lynn 1-night trip
Posted 14 hours ago
Holiday Inn Express Hotel & Suites Freeport by IHG

Find out more about Cundys Harbor

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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?

Captain's Guest Room w/private bath & house entrance. Walk to everything.: This holiday home rental outside of Cundys Harbor comes with WiFi so that you can feel at home during your trip. Kitchen amenities include an electric kettle to make your meal-planning easier.

What can I see and do in Cundys Harbor?

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

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.