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    Check prices for these dates, December 14 – 15, 2026

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    Our top choices for Cundys Harbor bed & breakfast

    1. The Orchard House: Inn & Cafe

    A breakfast setup with a tiered tray holding fruits, cups, and a coffee pot.

    2. Benjamin F. Packard House

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

    3. Candlebay Inn

    A two-story house with a red roof, a front porch, and a well-maintained lawn.

    4. The Kendall Inn

    A covered porch with white railings and a view of a well-maintained lawn and pathway.

    5. Harborage Inn on the Oceanfront

    A balcony with two wooden chairs and a small table, overlooking a body of water with houses in the background.

    6. The Nicholson Inn

    A two-story house with a balcony, a front porch, and a snow-covered landscape.

    7. The James Place Inn B&B

    A house with a sign for The James Place Inn, indicating a vacancy.

    8. Harbour Towne Inn on the Waterfront

    A large, two-story house with a prominent turret and multiple windows, surrounded by lush greenery.

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

    A wooden deck with three chairs and a table, overlooking a marina with boats and a lighthouse.

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

    A serene lakeside setting with two rocking chairs, a fire pit, and a view of boats on the water.

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

    A deck with three chairs and a table, overlooking a marina with boats and a lighthouse.

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

    A wooden deck with three chairs and a table, overlooking a marina with boats and a lighthouse.

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

    A balcony with a table set for two, a vase with flowers, and a view of a residential area.

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

    A wooden deck with three chairs and a table, overlooking a marina with boats and a lighthouse.

    15. 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.

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

    A serene lakeside setting with two rocking chairs, a fire pit, and a view of boats on the water.

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

    A serene lakeside setting with two rocking chairs facing a calm body of water, a fire pit in the center, and a clear view of boats and distant land.

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

    A wooden deck with three white Adirondack chairs facing a marina with boats and houses in the background.

    19. Fireside Corner King, Harbor Views, Electric Fireplace, Greenleaf Inn, Boothbay

    A serene lakeside setting with two rocking chairs facing a calm body of water, a fire pit in the center, and a clear view of boats and distant land.

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

    A wooden deck with three chairs and a table, overlooking a marina with boats and a lighthouse.

    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 reviews in Cundys Harbor

    Benjamin F. Packard House

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

    Candlebay Inn

    A two-story house with a red roof, a front porch, and a well-maintained lawn.

    The Nicholson Inn

    A two-story house with a balcony, a front porch, and a snow-covered landscape.

    Harborage Inn on the Oceanfront

    A balcony with two wooden chairs and a small table, overlooking a body of water with houses in the background.

    The James Place Inn B&B

    A house with a sign for The James Place Inn, indicating a vacancy.

    Harbour Towne Inn on the Waterfront

    A large, two-story house with a prominent turret and multiple windows, surrounded by lush greenery.

    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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