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Find a Bed and Breakfast in Cundys Harbor from CA $218

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Check prices for these dates

Next weekend
Oct 30 - Nov 1
In two weeks
Nov 6 - Nov 8
In one month
Nov 20 - Nov 22
In two months
Dec 18 - Dec 20

Our top choices for Cundys Harbor bed & breakfast

An outdoor patio with a covered seating area, a brick pathway, and potted plants.

1. Benjamin F. Packard House

Benjamin F. Packard House
3.0 star property
Bath
10.0 out of 10, Exceptional, (117 reviews)
"This is a wonderful bed and breakfast! I highly recommend and I would stay here again and again!"
United States
Tina
The price is CA $276
CA $301 total
includes taxes & fees
Nov 9 - Nov 10
Benjamin F. Packard House
A black front door with a light fixture above it, flanked by two potted evergreen trees.

2. The Orchard House: Inn & Cafe

The Orchard House: Inn & Cafe
3.0 star property
Freeport
9.6 out of 10, Exceptional, (184 reviews)
"Great place"
United States
Mark
The price is CA $303
CA $331 total
includes taxes & fees
Nov 3 - Nov 4
The Orchard House: Inn & Cafe
A white building with a red roof, a sign indicating a vacancy at Candlebay Inn, and an American flag.

3. Candlebay Inn

Candlebay Inn
3.0 star property
Freeport
9.6 out of 10, Exceptional, (497 reviews)
"Great stay in a historic home."
United States
Richard
The price is CA $200
CA $218 total
includes taxes & fees
Nov 3 - Nov 4
Candlebay Inn
A covered porch with white railings and a view of a well-maintained lawn and pathway.

4. The Kendall Inn

The Kendall Inn
3.5 star property
Freeport
9.8 out of 10, Exceptional, (166 reviews)
"The breakfasts were so tasty! The Inn is so charming! We loved our stay and hope to return next year!"
United States
Justin Terry
The price is CA $246
CA $268 total
includes taxes & fees
Nov 24 - Nov 25
The Kendall Inn
A bedroom with a bed, a nightstand, a chair, a window with a view, and a bookshelf.

5. Five Gables Inn

Five Gables Inn
3.0 star property
East Boothbay
10.0 out of 10, Exceptional, (21 reviews)
"Highly recommend this stay, gorgeous location and breakfast was fantastic."
United States
Maja
Five Gables Inn
A two-story house with a balcony, a front porch, and a snow-covered landscape.

6. The Nicholson Inn

The Nicholson Inn
3.0 star property
Freeport
10.0 out of 10, Exceptional, (5 reviews)
"We had a fantastic and lovely, although quick, stay. The Inn is very charming and John and Loretta are so kind and helpful. Would love to go back and stay with them again.."
United States
alexandre
The price is CA $361
CA $393 total
includes taxes & fees
Oct 28 - Oct 29
The Nicholson Inn
A large house with multiple sections, surrounded by lush greenery and trees.

7. The Squire Tarbox Inn

The Squire Tarbox Inn
2.5 star property
Wiscasset
9.6 out of 10, Exceptional, (23 reviews)
"Lovely spot."
United States
Oona
The price is CA $425
CA $506 total
includes taxes & fees
Oct 30 - Oct 31
The Squire Tarbox Inn
A house with a sign for The James Place Inn, indicating a vacancy.

8. The James Place Inn B&B

The James Place Inn B&B
3.5 star property
Freeport
10.0 out of 10, Exceptional, (196 reviews)
"Sean was amazingly helpful and friendly. The house itself is so well maintained, and the blue room was adorable. Loved the fact that we were within walking distance of all the shops. Would definitely recommend and will plan on staying again the next time we’re in town."
United States
Kim
The price is CA $351
CA $383 total
includes taxes & fees
Nov 10 - Nov 11
The James Place Inn B&B
A balcony with two wooden chairs and a small table, overlooking a body of water with houses in the background.

9. Harborage Inn on the Oceanfront

Harborage Inn on the Oceanfront
3.5 star property
Boothbay Harbor
9.6 out of 10, Exceptional, (241 reviews)
"This little place was excellent! Great views, very convenient to walk everywhere. The morning breakfasts were delicious! Would definitely stay again!"
United States
Michele
The price is CA $263
CA $287 total
includes taxes & fees
Nov 11 - Nov 12
Harborage Inn on the Oceanfront
A large, two-story house with a prominent turret and multiple windows, surrounded by lush greenery.

10. Harbour Towne Inn on the Waterfront

Harbour Towne Inn on the Waterfront
3.0 star property
Boothbay Harbor
9.6 out of 10, Exceptional, (83 reviews)
"It was just perfect for our visit to boothbay. Easy to walk downtown for food and shopping. Breakfast was incredible."
United States
Floyd
Harbour Towne Inn on the Waterfront
A serene lakeside setting with two rocking chairs, a fire pit, and a view of boats on the water.

11. The Snug: Cozy Ground-Floor Queen at Admiral's Quarters, Boothbay Harbor

The Snug: Cozy Ground-Floor Queen at Admiral's Quarters, Boothbay Harbor
Boothbay Harbor
10.0 out of 10, Exceptional, (6 reviews)
"Our host, Jersey, was awesome. He goes out of his way to satisfy his customers. Can't say enough good things about the property!"
United States
Robert
The price is CA $300
CA $374 total
includes taxes & fees
Oct 25 - Oct 26
The Snug: Cozy Ground-Floor Queen at Admiral's Quarters, Boothbay Harbor
A room with a large window overlooking a marina, a white cushioned bench, and a vase with flowers.

12. Tugboats at the Window: Direct Harbor-View King, Greenleaf Inn, Boothbay Harbor

Tugboats at the Window: Direct Harbor-View King, Greenleaf Inn, Boothbay Harbor
Boothbay Harbor
10.0 out of 10, Exceptional, (2 reviews)
"Jearsy was great! Will stay again."
United States
Sara S.
The price is CA $326
CA $408 total
includes taxes & fees
Oct 25 - Oct 26
Tugboats at the Window: Direct Harbor-View King, Greenleaf Inn, Boothbay Harbor
A breakfast table with pancakes, bacon, and coffee on a balcony overlooking a marina.

13. Ground-Level King with a Harbor-View Deck, Greenleaf Inn, Boothbay Harbor

Ground-Level King with a Harbor-View Deck, Greenleaf Inn, Boothbay Harbor
Boothbay Harbor
10.0 out of 10, Exceptional, (2 reviews)
"Jersey gave us a tour of the property, got us a reservation for dinner and made us feel right at home! 10/10 we will absolutely be here booking again. Clean room, comfy bed, couldn’t ask for a better stay."
United States
Kaitlyn H.
The price is CA $354
CA $441 total
includes taxes & fees
Oct 25 - Oct 26
Ground-Level King with a Harbor-View Deck, Greenleaf Inn, Boothbay Harbor
A deck with three chairs and a table, overlooking a marina with boats and a lighthouse.

14. Second-Floor King Suite with a Deck Toward the Harbor, Greenleaf Inn, Boothbay

Second-Floor King Suite with a Deck Toward the Harbor, Greenleaf Inn, Boothbay
Boothbay Harbor
8.0 out of 10, Very good, (1 review)
"Friendly"
United States
Amy
The price is CA $375
CA $441 total
includes taxes & fees
Oct 29 - Oct 30
Second-Floor King Suite with a Deck Toward the Harbor, Greenleaf Inn, Boothbay
A balcony with a table set for two, a vase with flowers, and a view of a residential area.

15. Room to Breathe: 800 sq ft Harbor-View King Suite, Admiral's Quarters, Boothbay

Room to Breathe: 800 sq ft Harbor-View King Suite, Admiral's Quarters, Boothbay
Boothbay Harbor
9.4 out of 10, Exceptional, (3 reviews)
"What a beautiful place! We loved staying here and will definitely be back."
United States
Anonymous traveller
The price is CA $492
CA $606 total
includes taxes & fees
Oct 29 - Oct 30
Room to Breathe: 800 sq ft Harbor-View King Suite, Admiral's Quarters, Boothbay
A large white house with multiple balconies, a porch, and a garage.

16. Easy In, Easy Out: Ground-Floor King Suite at Admiral's Quarters, Boothbay Harbor

Easy In, Easy Out: Ground-Floor King Suite at Admiral's Quarters, Boothbay Harbor
Boothbay Harbor
9.6 out of 10, Exceptional, (4 reviews)
"Great atmosphere. Friendly home vibe. Very comfortable."
United States
Barbara G.
The price is CA $385
CA $481 total
includes taxes & fees
Oct 25 - Oct 26
Easy In, Easy Out: Ground-Floor King Suite at Admiral's Quarters, Boothbay Harbor
A large white house with multiple balconies, a porch, and a garage.

17. Your Own Balcony: King Room at Waterfront Admiral's Quarters, Boothbay Harbor

Your Own Balcony: King Room at Waterfront Admiral's Quarters, Boothbay Harbor
Boothbay Harbor
9.4 out of 10, Exceptional, (3 reviews)
"Very nice place to stay. Boothbay Harbor has so many wonderful restaurants, activities and shops to visit. Jersey was one of a kind. Always wanting to help or recommend things to do."
United States
Eileen O.
The price is CA $389
CA $485 total
includes taxes & fees
Oct 31 - Nov 1
Your Own Balcony: King Room at Waterfront Admiral's Quarters, Boothbay Harbor
A serene lakeside setting with two rocking chairs, a fire pit, and a view of boats on the water.

18. Waterfront 2BR Suite, Three Balconies, Admiral's Quarters, Boothbay Harbor

Waterfront 2BR Suite, Three Balconies, Admiral's Quarters, Boothbay Harbor
Boothbay Harbor
10.0 out of 10, Exceptional, (5 reviews)
"Beautiful Inn so close to many activities to choose from."
United States
Diana C.
The price is CA $437
CA $545 total
includes taxes & fees
Oct 30 - Oct 31
Waterfront 2BR Suite, Three Balconies, Admiral's Quarters, Boothbay Harbor
A large white house with multiple balconies, a porch, and a garage.

19. Coffee on the Harbor Patio: Queen Room at Admiral's Quarters, Boothbay Harbor

Coffee on the Harbor Patio: Queen Room at Admiral's Quarters, Boothbay Harbor
Boothbay Harbor
9.0 out of 10, Wonderful, (2 reviews)
"No cups aka for water no coffee maker in room wasn’t, given WiFi password or password to tv room was clean plenty heat and ac nice view nice deck outside our slider had a small fridge so we had cold water drinks no cups!!!!!!"
United States
Marjorie
The price is CA $360
CA $444 total
includes taxes & fees
Oct 29 - Oct 30
Coffee on the Harbor Patio: Queen Room at Admiral's Quarters, Boothbay Harbor
Shared Foyer with Cozy Window Seating available for All Guests (First Floor)

20. Private-Entrance King, Covered Harbor Balcony, Greenleaf Inn, Boothbay Harbor

Private-Entrance King, Covered Harbor Balcony, Greenleaf Inn, Boothbay Harbor
Boothbay Harbor
10.0 out of 10, Exceptional, (3 reviews)
"Loved the amenities and views! Great location… walking distance to everything. The staff was very friendly and accommodating!"
United States
Melissa
The price is CA $385
CA $475 total
includes taxes & fees
Oct 29 - Oct 30
Private-Entrance King, Covered Harbor Balcony, Greenleaf Inn, Boothbay 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.
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Top Cundys Harbor Hotel Reviews

The Federal

The Federal

10/10 Excellent
"Very lovely property close to downtown and close to campus, but our room was a bit small. No dresser or drawer space. Restaurant was great, but no breakfast options."
Karen 3-night trip
Posted 3 hours ago
The Federal

Find out more about Cundys Harbor

Cundys Harbor B&B information

Number of reviews
927
Accommodation
41 B&B
Lowest Price
CA $218
Highest Price
CA $606

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: Five Gables Inn: 16 rooms. 15.5 mi (25 km) from the heart of Cundys Harbor.The Orchard House: Inn & Cafe: 5 rooms. 11.1 mi (17.9 km) from the downtown core. Candlebay Inn: 6 rooms. Situated 11.3 mi (18.2 km) from the heart of Cundys Harbor. Enjoy the free full breakfast and in-room dining. The Kendall Inn: 7 rooms. 11.3 mi (18.2 km) from the heart of downtown. Enjoy the free full breakfast and in-room dining. Harborage Inn on the Oceanfront: 11 rooms. Located 13.9 mi (22.3 km) from the core of Cundys Harbor. Enjoy the free cooked breakfast and designer toiletries.
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.

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