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Our top choices for Cundys Harbor 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
$167 nightly
The price is $182
Jan 4 - Jan 5, 2026
Total with taxes and fees
Brewster House Bed & Breakfast

Harborage Inn on the Oceanfront

Harborage Inn on the Oceanfront
3.5 star property
Boothbay Harbor
9.6 out of 10, Exceptional, (223)
"Yes, the room was spotless and comfortable. Check in was easy. Breakfast was delicious and appeared right on time!"
United States
Valerie
$220 nightly
The price is $240
Jan 1 - Jan 2, 2026
Total with taxes and fees
Harborage Inn on the Oceanfront

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
$167 nightly
The price is $182
Jan 1 - Jan 2, 2026
Total with taxes and fees
The Kendall Inn

Candlebay Inn

Candlebay Inn
3.0 star property
Freeport
9.6 out of 10, Exceptional, (460)
"The Candlebay Inn was a great stay! Staff was wonderful and the place was super cute and clean. "
United States
Paige
$154 nightly
The price is $168
Dec 23 - Dec 24
Total with taxes and fees
Candlebay Inn

Harbour Towne Inn on the Waterfront

Harbour Towne Inn on the Waterfront
3.0 star property
Boothbay Harbor
9.6 out of 10, Exceptional, (78)
"Very nice comfortable room with friendly staff and excellent breakfast."
United States
Robert
$223 nightly
The price is $243
Dec 28 - Dec 29
Total with taxes and fees
Harbour Towne Inn on the Waterfront

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
$218 nightly
The price is $238
Dec 27 - Dec 28
Total with taxes and fees
The James Place Inn B&B

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
$279 nightly
The price is $304
Dec 23 - Dec 24
Total with taxes and fees
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

Find out more about Cundys Harbor

Cundys Harbor B&B information

Number of reviews
1,175
Accommodation
18 B&B
Lowest Price
$168
Highest Price
$304

Frequently asked questions

What is the nightly rate for a Bed and Breakfast in Cundys Harbor?
Prices for B&Bs in Cundys Harbor often vary, but you can find a great deal from $168 with Expedia. All sorts of factors affect price, such as location and the time of year. It usually costs more to stay at Cundys Harbor B&Bs over the weekend too. Travelers can find the best deals by being flexible with their dates, and by using our filters to sort prices from low to high.
When is the best time to book a Bed & Breakfast in Cundys Harbor?
The best time to book a B&B in Cundys Harbor is during the late spring and summer months, particularly in July. This peak season, from June through August, invites visitors to relish the coastal charm of this picturesque harbor, where you can indulge in kayaking, sailing, and exploring the nearby islands under the warm sun.

July brings vibrant energy, with comfortable temperatures ranging from the mid-60s to the mid-80s Fahrenheit, ideal for outdoor activities like hiking and fishing. This time of year also allows you to enjoy local events, art festivals, and farm-to-table dining experiences that showcase the region's culinary delights.

If you're looking for a more budget-friendly option, consider visiting in October. This month offers a more tranquil experience, where you can appreciate the stunning fall foliage along the coast while enjoying the peaceful ambiance of Cundys Harbor. The crisp air and reduced crowds create a superb setting for leisurely strolls along the shore or cozy evenings by the fire.
What is the difference between a Cundys Harbor Bed & Breakfast and a hotel?
Every Cundys Harbor B&B has its own unique feel. Whether it's a cozy reading space or a sunlit breakfast nook to enjoy your morning cup of coffee, the quaint details are what make bed and breakfasts a home away from home. Travelers can look forward to personal touches, thoughtful amenities and of course a scrumptious breakfast at Cundys Harbor B&Bs.

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