Search B&B in Cundys Harbor

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Check prices for these dates

Next weekend
19 Dec - 21 Dec
In two weeks
26 Dec - 28 Dec
In one month
9 Jan - 11 Jan
In two months
6 Feb - 8 Feb

Our top choices for Cundys Harbor bed & breakfast

Porch
Candlebay Inn

Candlebay Inn

Candlebay Inn
3.0 star property
Freeport
9.6 out of 10, Exceptional, (457)
"Great location and hospitality."
United States
Brandon
The price is AED 566
AED 617 total
includes taxes & fees
20 Dec - 21 Dec
Candlebay Inn
Deluxe Room, 1 King Bed, Harbor View, Oceanfront | Water view
Harborage Inn on the Oceanfront

Harborage Inn on the Oceanfront

Harborage Inn on the Oceanfront
3.5 star property
Boothbay Harbor
9.6 out of 10, Exceptional, (220)
"Yes, the room was spotless and comfortable. Check in was easy. Breakfast was delicious and appeared right on time!"
United States
Valerie
The price is AED 734
AED 800 total
includes taxes & fees
22 Dec - 23 Dec
Harborage Inn on the Oceanfront
Interior entrance
The Kendall Inn

The Kendall Inn

The Kendall Inn
3.5 star property
Freeport
9.8 out of 10, Exceptional, (145)
"Quaint stay. Enjoyed our stay. "
United States
Linda
The price is AED 615
AED 670 total
includes taxes & fees
1 Jan - 2 January 2026
The Kendall Inn
Garden
Brewster House Bed & Breakfast

Brewster House Bed & Breakfast

Brewster House Bed & Breakfast
4.0 star property
Freeport
9.8 out of 10, Exceptional, (114)
"The food was wonderful and the hospitality was great!"
United States
Olivia
The price is AED 657
AED 716 total
includes taxes & fees
4 Jan - 5 January 2026
Brewster House Bed & Breakfast
Front of property
Harbour Towne Inn on the Waterfront

Harbour Towne Inn on the Waterfront

Harbour Towne Inn on the Waterfront
3.0 star property
Boothbay Harbor
9.6 out of 10, Exceptional, (77)
"Excellent location, easy to walk."
United States
Brian
The price is AED 968
AED 1,055 total
includes taxes & fees
14 Dec - 15 Dec
Harbour Towne Inn on the Waterfront
Front of property
The James Place Inn B&B

The James Place Inn B&B

The James Place Inn B&B
3.5 star property
Freeport
10.0 out of 10, Exceptional, (182)
"Wish we could have stayed longer. It has the ambiance of an older inn but the rooms are very clean and well maintained. "
United States
Melissa
The price is AED 802
AED 874 total
includes taxes & fees
12 Dec - 13 Dec
The James Place Inn B&B
Property grounds
Boothbay Harbor King Suite - Room 2 at Greenleaf Inn - Balcony, Harbor Views!

Boothbay Harbor King Suite - Room 2 at Greenleaf Inn - Balcony, Harbor Views!

Boothbay Harbor King Suite - Room 2 at Greenleaf Inn - Balcony, Harbor Views!
2.0 star property
Boothbay Harbor
The price is AED 918
AED 1,145 total
includes taxes & fees
23 Dec - 24 Dec
Boothbay Harbor King Suite - Room 2 at Greenleaf Inn - Balcony, Harbor Views!
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

Flagship Inn and Suites

Flagship Inn and Suites

10/10 Excellent
"Friendly staff, nice breakfast with great coffee"
Peter 1-night trip
Posted 22 hours ago
Flagship Inn and Suites

Frequently asked questions

Searching for B&Bs in Cundys Harbor?
Whether you're passing through town and are looking for an accommodation that's small and charming, or you're a solo traveler hoping to get some tips from locals, a B&B might be the right choice for your trip.
Are you thinking about a B&B for your stay?
Every B&B has its own unique feel. Whether it's a comfy common area with a fireplace or a beautiful dining room, the small details are what make bed and breakfasts a home away from home.
What are the top B&Bs in Cundys Harbor?
Here are some B&Bs in the surrounding area: Candlebay Inn: 6 rooms. 11.3 mi (18.2 km) from the heart of Cundys Harbor. Enjoy the free full breakfast and in-room dining. The Orchard House: Inn, Ice Cream, Cafe: 5 rooms. 11.1 mi (17.9 km) from the downtown core. Harborage Inn on the Oceanfront: 11 rooms. Situated 13.9 mi (22.3 km) from the heart of Cundys Harbor. Enjoy the free cooked breakfast and designer toiletries. Benjamin F. Packard House: 4 rooms. 9.4 mi (15.1 km) from the heart of downtown. Enjoy the free full breakfast and unique décor. The Kendall Inn: 7 rooms. Located 11.3 mi (18.2 km) from the core of Cundys Harbor. Enjoy the free full breakfast and in-room dining.
When should I stay at a B&B in Cundys Harbor?
When you're planning your stay in Cundys Harbor, be sure to take into account the year-round temperatures. The hottest months are usually July and August with an average temp of 65°F, while the coldest months are January and February with an average of 29°F. The snowiest months in Cundys Harbor are January, February, March, and December, with each month seeing an average of 6 inches of snowfall.
How can I get to and around Cundys Harbor?
You can plan your excursions in and around Cundys Harbor ahead of time with these transportation options. Fly into Wiscasset, ME (ISS), which is located 14.6 mi (23.5 km) from the heart of the city. Otherwise, you can search for flights to Portland Intl. Jetport Airport (PWM), which is 23.3 mi (37.4 km) away. If you'd like to explore around the area, you may want a rental car for your journey.