
Waterfront holiday rentals in Waldoboro
Find and book unique waterfront accommodation on Airbnb
Quick stats about waterfront rentals in Waldoboro

Total holiday rentals
Explore 20 holiday rentals in Waldoboro

Nightly prices starting at
Waldoboro holiday rentals start at $141 AUD per night before taxes and fees

Verified guest reviews
Over 380 verified reviews to help you choose

Family-friendly holiday rentals
20 properties offer extra space and kid-friendly amenities

Pet-friendly accommodation
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wi-Fi availability
20 of Waldoboro holiday rentals include Wi-Fi access

Popular amenities for guests
Guests love Kitchen, Wi-Fi and Pool across Waldoboro rentals

4.9 Average rating
Waldoboro stays are highly rated by guests—averaging 4.9 out of 5!
Top-rated waterfront accommodation in Waldoboro
Guests agree: These waterfront accommodation options are highly rated for location, cleanliness and more.

Moss House: A Modern Waterfront Cabin in the Woods
Featured in VOGUE and Maine Home + Design, this modern, handcrafted cabin offers calm Atlantic views, 150 feet of shoreline, and a private dock, perfect for morning coffee, launching a kayak, or watching seals, seabirds, and passing boats. Set among tall pines, it blends Nordic and Japanese influences in a space that is calm and composed. Interiors of wood, stone, lime plaster, and concrete form a grounded, quietly expressive, and sustainably built retreat. 1hr from Portland, but a world apart.
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Quiet cottage on the bay
Settle in at this mid-coast Maine treasure, where you will find more than you hoped for in a getaway. Located in a private neighborhood and setback on a private road on 2.5 acres. You can take a short stroll down a wooded path to the Belfast bay and watch the sunset or simply enjoy the view from living room. The rocky beach gives you access to a wonderful piece of the Maine coastline. Come make some memories at this unique, pet and family-friendly quiet cottage just 1 mile to downtown Belfast.
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Peaceful Oasis by the Great Salt Bay - 3BR/2Ba
Waterfront Retreat with Gorgeous Views Stunning 3-bedroom, 2-bath home perfect for multi-generational gatherings. Features an open-concept layout, chef’s kitchen, 1st-floor bedroom and bath, 2nd floor with 2 bedrooms and 1 bath. Kayak from your backyard, hike nearby trails, or swim in Damariscotta Lake just a 5-minute walk away. Stay connected with high-speed fiber optic WiFi. Close to charming Newcastle and Damariscotta shops and restaurants. A true oasis for nature and relaxation lovers!
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Cottage by the sea private oceanfront shoreline
Breathtaking oceanfront private cottage. Spiral staircase to second floor bedroom. Sliding glass doors open to wrap-around deck and lawn that slopes to Ocean. 300 + feet of deep water frontage. Separated from lawn by broad rock ledge. Perfect spot for sunbathing or having a campfire in the evening. Enjoy your morning coffee watching lobster and sailboats in the Mussel Ridge Channel. Unbelievable and peaceful views out to ocean and north to the Camden Hills. Unparalleled views everywhere.
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Maine Waterfront Hideaway
You won't find mobs of tourists here but you will experience a working lobstering village in Maine. Sit back, relax and enjoy the quiet and privacy of 2+ acres at the end of a dirt road with a huge dock located on a tidal cove. Great for family reunions with lots of space and activities for folks of all ages. We focus on making the house comfortable and don't want you to worry about the little things like feet on the couch, water rings on the table or a broken glass. Life happens :-)
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Hobb’s House - Year Round Log Cabin on the Water
Cozy 2 Beds, 1 pullout sofa bed, 2 Bedroom, 2 Bath Log Cabin with water/mountain views on Hobb’s Pond. Relax on the dock, grill, canoe (1)/kayaks (2)/swim during the day and relax with your streaming services on the smart TV at night. 5min drive to the Camden Snow Bowl for ski/snowboard during the winter. Ice skate on the pond. Rent out a boat during your stay. 13 min drive to downtown Camden for great restaurants and a sunset cruise on a sailboat. Close proximity to hiking trails!
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Dockside Retreat - few summer openings remain
This beautiful, newly renovated home is three bedrooms and two bathrooms, with an open living and dining room waiting to give your family or group of friends the ideal Maine vacation experience! On site parking, a lovely yard, a new sauna on a beautiful deck overlooking the water, nearby fields and steps away from the famous Olson House on one side, you can sit on the deck and overlook the working lobster wharf with fishermen coming and going daily on the other side!
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Vintage ISLAND farmhouse, BYO boat/kayak. Unique!
A Midcoast Maine island paradise. Bring (or rent) your boat/kayak and taste for adventure. Secluded circa-1850 saltwater farmhouse, 1/4-mile private shore. No plumbing (outhouse, rain-barrel showers). No electricity (candles, lamps, flashlights; solar phone-charging). One mile from Friendship Harbor town landing. Beach, wharf, boathouse, forest trails, blueberries, kayak adventures, dark night skies, lobsters, peace, quiet. Note: Inaccessible at dead-low tide.
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Timeless Tides Cottage
This comfortable 2 bedroom, one bathroom, A-frame pine cottage is set on its own point with 350 feet of waterfront! Cook out on the grill, lounge on the deck or dock while taking in the wildlife on a beautiful tidal river. Watch nesting Bald Eagles and Great Blue Herons fishing! There is plenty of sight-seeing in this picturesque area. Rockland is just 10-minutes away where you can enjoy shopping, restaurants, museums, galleries, lighthouses and festivals.
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Price's Point - Cabin on the water
Brand new Cozy Cabin on a small 181 acre pond. Enjoy the cabin feel of knotty pine and a big country porch overlooking the water. Walk in access to the water or ice in the winter. Kayaking, canoeing, ice fishing, snowmobiling and more depending on the time of year. A peaceful location a mile down a private road but 10 minutes away from a grocery store etc. Eagles, loons and fish will be your neighbors as you are in the moment at Price's Point.
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Monarch Landing · Riverfront House · Walk to Town
A new house on the river, on 2 acres of land next to a park, feels like it's in the country but is walkable to downtown Thomaston. Striking river views, cozy and warm rooms, large kitchen with everything you need to make a nourishing meal. Open and bright spaces create a relaxing atmosphere combining modern and traditional decor. Large porch for sipping tea or dining al fresco while overlooking the beautiful scenery.
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Extreme Oceanfront House
This open concept, updated Ranch boasts expansive water views from the living room, dining room, kitchen & master bedroom. Start & end your day in the adjacent sitting or dining area with an enormous plate glass window framing an ever-changing view of sea birds, boats & islands. Step out onto the multi-level decks & terraces & stroll across the nicely landscaped yard to the water's edge.
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Popular amenities for Waldoboro waterfront rentals
Waterfront apartment accommodation

"Ship Shape": waterfront, cozy studio- downtown
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Welcome to "West Winds at Pemaquid"
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Stunning Royal Richmond 2 Br Apartment Get Away!
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Cottrill House on Damariscotta River # 1
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Spacious Downtown Hallowell River View Apartment
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Deckhouse with Footbridge Views!
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Sail Loft: Oceanfront Apartment on a Pier.
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Panoramic Water Views on the Sheepscot
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Waterfront house rentals

Perched atop the Coast of the Atlantic Ocean
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Lakeside retreat on quiet cove on Cobbessee Lake!
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Lakefront: Private Hot Tub, Sauna & Free Massages!
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The Pearl of Lake Saint George
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Seaside House/Downstairs
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Waterfront Farmhouse with Modern Flair!
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Historic Stephenson Farm on 35 acre Mason Pond
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Steps to Water | Wood-Burning Sauna Maine Retreat
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Waterfront condo accommodation

Luxury Beach Front Condo! Prime Location!
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Rustic Willard Beach condo ten mins from Old Port!
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Oceanfront condo, spectacular views
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The Brunswick
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Oceanfront Condo with Awesome Views
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Attractive 1 bedroom cabin only 50 ft from beach#1
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Charming, newly remodeled space atop Munjoy Hill.
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Waterviews|Sunsets|Boothbay|Gardens Aglow
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Destinations to explore
- Popham Beach, Phippsburg
- Pemaquid Beach
- Pemaquid Point Lighthouse
- Coastal Maine Botanical Gardens
- Popham Beach State Park
- Wolfe's Neck Woods State Park
- The Camden Snow Bowl
- Maine Maritime Museum
- Reid State Park
- Bradbury Mountain State Park
- Rockland Breakwater Light
- Sand Beach
- Camden Hills State Park
- Farnsworth Art Museum
- Maine Lighthouse Museum
- Moose Point State Park
- Cellardoor Winery
- Pineland Farms
- Belgrade Lakes Golf Club
- Range Ponds State Park
- Lost Valley Ski Area





