Book Cundys Harbor Bed & Breakfast

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Our top choices for Cundys Harbor bed & breakfast

1. The Orchard House: Inn & Cafe

The Orchard House: Inn & Cafe
3.0 star property
Freeport
9.6 out of 10, Exceptional, (185 reviews)
"Great place"
United States
Mark
$139 nightly
The price is $152
Dec 1 - Dec 2
Total with taxes and fees
The Orchard House: Inn & Cafe

2. Benjamin F. Packard House

Benjamin F. Packard House
3.0 star property
Bath
10.0 out of 10, Exceptional, (118 reviews)
"This is a wonderful bed and breakfast! I highly recommend and I would stay here again and again!"
United States
Tina
$204 nightly
The price is $222
Nov 13 - Nov 14
Total with taxes and fees
Benjamin F. Packard House

3. Candlebay Inn

Candlebay Inn
3.0 star property
Freeport
9.6 out of 10, Exceptional, (500 reviews)
"Great stay in a historic home."
United States
Richard
$159 nightly
The price is $173
Nov 12 - Nov 13
Total with taxes and fees
Candlebay Inn

4. The Kendall Inn

The Kendall Inn
3.5 star property
Freeport
9.8 out of 10, Exceptional, (170 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
$210 nightly
The price is $229
Nov 12 - Nov 13
Total with taxes and fees
The Kendall Inn

5. 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
$241 nightly
The price is $262
Nov 16 - Nov 17
Total with taxes and fees
The Nicholson Inn

6. 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
$251 nightly
The price is $273
Nov 12 - Nov 13
Total with taxes and fees
The James Place Inn B&B

7. 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
$165 nightly
The price is $179
Nov 12 - Nov 13
Total with taxes and fees
Harborage Inn on the Oceanfront

8. 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)
"Great location. Shared spaces were comfortable and had beautiful harbor views. Very nice Inn. Would definitely stay here again."
United States
Rhonda L.
$233 nightly
The price is $254
Nov 12 - Nov 13
Total with taxes and fees
The Snug: Cozy Ground-Floor Queen at Admiral's Quarters, Boothbay Harbor

9. 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.
$253 nightly
The price is $276
Nov 12 - Nov 13
Total with taxes and fees
Tugboats at the Window: Direct Harbor-View King, Greenleaf Inn, Boothbay Harbor

10. 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
$281 nightly
The price is $306
Nov 27 - Nov 28
Total with taxes and fees
Second-Floor King Suite with a Deck Toward the Harbor, Greenleaf Inn, Boothbay

11. 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.
$273 nightly
The price is $298
Nov 12 - Nov 13
Total with taxes and fees
Ground-Level King with a Harbor-View Deck, Greenleaf Inn, Boothbay Harbor

12. 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 traveler
$380 nightly
The price is $414
Nov 12 - Nov 13
Total with taxes and fees
Room to Breathe: 800 sq ft Harbor-View King Suite, Admiral's Quarters, Boothbay

13. 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.
$302 nightly
The price is $329
Nov 27 - Nov 28
Total with taxes and fees
Your Own Balcony: King Room at Waterfront Admiral's Quarters, Boothbay Harbor

14. Penthouse with Ocean Views over Boothbay Harbor, Sleeps 4, Admiral's Quarters

Penthouse with Ocean Views over Boothbay Harbor, Sleeps 4, Admiral's Quarters
Boothbay Harbor
9.8 out of 10, Exceptional, (11 reviews)
"Gracious and welcoming host, the property is all about the view. Nice relaxing get away. Beautiful ocean view with peace and quiet."
United States
Harrison S.
$342 nightly
The price is $373
Nov 12 - Nov 13
Total with taxes and fees
Penthouse with Ocean Views over Boothbay Harbor, Sleeps 4, Admiral's Quarters

15. Penthouse B: Top-Floor King Suite, Shared Sky Deck, Greenleaf Inn, Boothbay

Penthouse B: Top-Floor King Suite, Shared Sky Deck, Greenleaf Inn, Boothbay
Boothbay Harbor
10.0 out of 10, Exceptional, (3 reviews)
"We had such a great time at The Greenleaf. Jersey is an incredible host and will make sure your visit is amazing."
United States
Karen G.
$331 nightly
The price is $361
Nov 28 - Nov 29
Total with taxes and fees
Penthouse B: Top-Floor King Suite, Shared Sky Deck, Greenleaf Inn, Boothbay

16. 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
$278 nightly
The price is $303
Nov 12 - Nov 13
Total with taxes and fees
Coffee on the Harbor Patio: Queen Room at Admiral's Quarters, Boothbay Harbor

17. Your Own Deck Over the Harbor: Second-Floor King at Greenleaf Inn, Boothbay

Your Own Deck Over the Harbor: Second-Floor King at Greenleaf Inn, Boothbay
Boothbay Harbor
8.0 out of 10, Very good, (1 review)
$286 nightly
The price is $312
Nov 12 - Nov 13
Total with taxes and fees
Your Own Deck Over the Harbor: Second-Floor King at Greenleaf Inn, Boothbay

18. 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
$297 nightly
The price is $324
Nov 12 - Nov 13
Total with taxes and fees
Private-Entrance King, Covered Harbor Balcony, Greenleaf Inn, Boothbay Harbor

19. Step-Free King with Your Own Harbor Balcony, Greenleaf Inn, Boothbay Harbor

Step-Free King with Your Own Harbor Balcony, Greenleaf Inn, Boothbay Harbor
Boothbay Harbor
9.6 out of 10, Exceptional, (4 reviews)
"Great spot, details were handled by property very well"
United States
John H.
$281 nightly
The price is $306
Nov 12 - Nov 13
Total with taxes and fees
Step-Free King with Your Own Harbor Balcony, Greenleaf Inn, Boothbay Harbor

20. 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
9.8 out of 10, Exceptional, (6 reviews)
"Great quaint place right near all the action. Jersey was great!"
United States
Andrew L.
$297 nightly
The price is $324
Nov 12 - Nov 13
Total with taxes and fees
Easy In, Easy Out: Ground-Floor King Suite at Admiral's Quarters, 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.

Top reviews in Cundys Harbor

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 $151 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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