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A calm harbor at sunset with boats docked, a wooden pier, and a clear sky.

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    Check prices for these dates, 13 – 14 December 2026

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    Our top choices for Round Pond holiday homes

    1. Across the road from Pemaquid Beach: a 4-bedroom Maine home built in 1920

    A spacious living room with a beige sectional sofa, a round coffee table, and a teal armchair. Large windows with white curtains allow natural light to fill the room.

    2. Simplicity-Just what you need! STR24-20

    A compact bedroom with a bed, a small table, a bench, a TV, and a kitchenette.

    3. 3 Bedroom Happy Cottage 15

    A spacious living area with a wooden ceiling, a dining table with chairs, and a kitchen area with white cabinets.

    4. Joyful Maine Escape: A Three-Bedroom Water View Townhouse

    A wooden deck with a view of a lake, a small building, and surrounding trees.

    5. 1920s Riverfront Cottage – Historic Maine Charm

    A wooden deck with a view of a lake and trees.

    6. 1BR + Bath. Private Entrance. Walk to everything, Large yard. Pets stay free!

    A treehouse with a wooden staircase and a small building with a colorful mural.

    7. 2 Bedroom Close to Town Home

    A living room with a brown leather sofa, a wooden coffee table, and a window with curtains.

    8. Bright 2-Bedroom Apartment Near Downtown Thomaston

    A wooden deck with Adirondack chairs and a grill.

    9. 1BR Apt. Authenticity. Value. Walk to everything, Sundeck. Big yard. Treehouse.

    A wooden staircase with a wooden railing, surrounded by green foliage.

    10. Peaceful, Centrally Located Home with Seasonal River Views

    A spacious living room with a black leather sofa, a glass coffee table, and large windows offering a view of greenery.

    11. Walk-to-Town Boothbay Harbor Retreat | Harbor Views | A/C | Parking| Pet Friendly

    A deck with outdoor furniture, a table, and chairs, overlooking a body of water and buildings.

    12. “Otter Getaway” Cozy Damariscotta Lake Year Round Cottage

    A living room with a fireplace, a mounted TV, and bookshelves filled with books.

    13. Comfortable, Close to Town Home, with Oceanview.

    A room with a large window offering a view of a snowy landscape and a body of water.

    14. Charming Historic home steps away from downtown

    A two-story white house with a front porch, green shutters, and a covered patio area with chairs.

    15. Ambleside in Boothbay Harbor Maine- perfect for Gardens Aglow!

    A modern kitchen with stainless steel appliances, wooden bar stools, and a large window providing natural light.

    16. Award Winning Luxury Carriage House a short stroll from town!

    A modern kitchen with dark blue cabinets, a stainless steel stove, and marble backsplash.

    17. Spruce Studio: Near Beach+Private Sauna+FirePit+Pond+Heat/AC

    A bedroom with a bed, a small table with a yellow mug, and a window with a view of a forest.

    18. 2BR Apt. Authenticity. Value. Walk to everything, Sundeck. Big yard. Treehouse.

    A rocking chair and a small table with a decorative plate, both placed on a wooden deck in front of a red building with a white door.

    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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    Learn more about Round Pond

    Round Pond awaits: its natural setting and more!

    See all hotels in Round Pond

    A calm harbor at sunset with boats docked, a wooden pier, and a clear sky.

    Top reviews in Round Pond

    Cod Cove Inn, BW Signature Collection

    A hotel with a large driveway, well-maintained lawn, and a sign indicating the name.

    Hampton Inn Bath (Brunswick Area)

    A lobby with a fireplace, seating area, and a welcome sign.

    Clary Lake Bed and Breakfast

    A wooden cabin surrounded by snow-covered trees and a clear path leading to it.

    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.

    Benjamin F. Packard House

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

    Admirals Quarters Inn

    Balcony view

    Flagship Inn and Suites

    A wooden bridge leading to a building with a sign that reads "CAROUSEL MUSIC THEATER".