Vacation rentals in Waldoboro

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Top-rated vacation rentals in Waldoboro

Guests agree: these stays are highly rated for location, cleanliness, and more.

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Guest favorite
A rustic cabin is nestled among vibrant trees along the shoreline of a calm lake. A wooden dock extends into the water, providing access. The natural surroundings create a serene atmosphere, with greenery reflecting on the lake's surface.
Cabin in Jefferson
4.88 out of 5 average rating, 129 reviews

Loon Lodge

Located on beautiful Damariscotta Lake, "Loon Lodge" is a rustic cabin from another era. Fall asleep to the sound of crickets and frogs and wake every morning to the call of the lake's many loons. The cabin is 30 minutes from Augusta and 15 minutes from Damariscotta. Hiking enthusiasts will enjoy climbing the Camden Hills-a quick 45 minute drive from the lake. You’ll love my place because of the views, the ambiance, the people, and the location. My place is good for couples and solo adventurers.

Top guest favorite
The exterior of a converted barn is showcased, featuring a spacious backyard with lush green grass and several trees. A deck is visible on the upper level, while a playground structure and a long log add elements for outdoor leisure.
Home in Nobleboro
5 out of 5 average rating, 106 reviews

Country home ~ Family friendly

Our converted barn is located on a little used road with easy access to miles of trails. Our road is little used but intersects with US 1.There is a downstairs bedroom with an open loft on the second floor. Wonderful light and views. A fire-pit, swings, hammocks, and playground structures make this a perfect place to stay with your family. A peaceful place to visit for all ages. World famous Moody's diner, a grocery store and gas stations etc. are just 3 miles away! Perfect for young children.

Top guest favorite
A charming cottage is situated amidst trees, with a gravel driveway leading to the entrance. A soft sunset is visible in the background, casting gentle hues of pink and purple across the sky, providing a serene backdrop to the peaceful setting.
Guesthouse in Cushing
4.97 out of 5 average rating, 111 reviews

Look! River Run Cottage on tidal salt waterfront

Maine the way life should be is not just an expression at River Run its a way of life. Located in Andrew Wyeth country (town of Cushing, Maine) River Run is a recently renovated 600 square ft cottage 75 ft off the St George river. It sits on 260 feet of privately owned tidal salt water river frontage just miles upriver from the Atlantic Ocean. Great for a romantic get away or to reconnect and recharge. Spend your time on the shore or sight seeing in the near by towns of Rockland and Camden

Top guest favorite
Home in Newcastle
4.99 out of 5 average rating, 194 reviews

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!

Top guest favorite
The exterior of a vibrant orange building is shown, featuring a covered porch with a welcome sign. Lush greenery and flowering plants surround the entrance, while a pebbled pathway leads to the door, creating an inviting approach to the accommodation.
Apartment in Washington
4.99 out of 5 average rating, 102 reviews

The Adams Suite on U-pick Blueberry Farm

Our one-hundred acre farm is located in the small rural village of Washington. It is located just 2/10 of a mile from the village center where the general store, village church, library, and town offices are located. Beautiful Washington Pond boat landing is only 4/10 of a mile away. Easy commute East (30 minutes) to the coast and must see towns of Rockland, Rockport and Camden or West (30 minutes) to our capitol Augusta. One hour and forty minutes to Bar Harbor and Acadia National Park.

Top guest favorite
A charming red house is visible from the winding driveway, framed by tall trees and patchy grass. The front porch runs along the house, while two garage doors and a wooden structure are located nearby. A dog can be seen walking along the pathway.
Apartment in Nobleboro
4.92 out of 5 average rating, 211 reviews

Finding Joy

This lovely apartment is above our garage. You can come and go as you please. We have created a place for peace and solitude. Sit on the deck or look out the dining room window and see the woods and wait for the birds and wildlife that may be wonder through the yard. There is coffee and tea available, along with basic breakfast supplies, if you wish. Keyless entry allows for you to come anytime after check-in. Please note, you have to be comfortable with stairs to access the apartment.

Guest favorite
The yacht, Nebi, is depicted docked on calm waters. Its sleek white exterior is complemented by blue canopy awnings. Surrounding scenery includes charming buildings, suggesting a lively marina environment, while a church steeple is visible in the background against a partially cloudy sky.
Boat in Damariscotta
4.9 out of 5 average rating, 133 reviews

Nebi—Private Yacht on Scenic Damariscotta River

With warm wood interior, Nebi has the comfort of a home and a 360-degree view of the tidal Damariscotta River. Experience a unique Maine adventure, swim right off the boat, or paddle the inclusive kayaks downriver to view everything from seals to ospreys and oyster farms. The quaint twin villages of Damariscotta - Newcastle are a 2-minute stroll away from the private marina with charming restaurants, galleries and a short drive to gorgeous lighthouses, walking trails and beaches.

Top guest favorite
A spacious guest room features a king bed with a soft quilt and several plush pillows. Original details are highlighted by a decorative fireplace surrounded by tile. Natural light fills the room, complemented by light-colored walls and elegant wall sconces.
Guest suite in Warren
4.92 out of 5 average rating, 153 reviews

Private Guest Suite in Midcoast Maine

A spacious, serene & private guest suite room with original details, private bathroom & king bed. In a historic Sea Merchant's house, this can be your home base as you explore the Midcoast & Penobscot Bay. Take a short drive to the surrounding coastal villages of Camden, Rockland, Damariscotta & more. Situated on a quiet road, 2 min. drive from Rt 90 (less traffic) & Rt 1, which will take you up & down the lovely coast of Maine. See our guidebook for recommendations!

Top guest favorite
A cozy sleeping area features a colorful quilted bedspread and a decorative pillow. Cotton bathrobes hang on a rail, providing convenience. Natural light filters through the window, illuminating the wooden walls and creating a warm atmosphere.
Guesthouse in Damariscotta
4.96 out of 5 average rating, 115 reviews

Private tree-top loft 5 minutes from Damariscotta.

Relax in this cozy loft with a light-filled deck overlooking the woods, but just five minutes to downtown Damariscotta. This brand new loft above our barn is cozy with all you need for a perfect vacation. You can relax with your morning coffee above the trees. It has an indoor toilet, sink and breakfast bar and outdoor shower. We’re a semi-retired couple and love to share our 62 acres property with stream and meadow. There are quite a few stairs to the loft.

Top guest favorite
An open-concept great room features high wooden ceilings with exposed beams. Large windows provide ample natural light and views of the surroundings. A comfortable seating area includes a sofa and coffee table, while a dining space with chairs is positioned near the kitchen.
Cottage in South Thomaston
4.96 out of 5 average rating, 202 reviews

Timeless Tides Cottage

This comfortable 2 bedroom, one bathroom, A-frame pine cottage is set on its own private 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.

Top guest favorite
The treehouse structure is illuminated at dusk, highlighting its elevated design among tall trees. Soft lighting from the windows enhances its cozy appearance. A spacious deck can be seen extending from the building, inviting relaxation amidst the surrounding forest.
Treehouse in Appleton
4.97 out of 5 average rating, 438 reviews

BREEZE, in a tree The Appleton Retreat

BREEZE Treehouse, at The Appleton Retreat is located on 120 acres of private land, bordered by 1,300 acres of a protected nature conservancy. To the south is the Pettengill Stream a resource protected area and to the north a large secluded pond. BREEZE does not have a hot tub but guests may reserve the sauna, which is close by and private. The Appleton Retreat is less than a 30 minute drive to Belfast, Rockport, Camden and Rockland, charming downeast seaside towns.

Top guest favorite
The exterior of a charming yellow house is presented, featuring white stairs leading to a green front door with an ornamental design. Lush shrubs frame the entrance, and tall trees provide shade to the vicinity, creating a welcoming appearance.
Home in Waldoboro
4.99 out of 5 average rating, 105 reviews

1830s Cape hosted by George & Paul

This 1830 cape is for rent by the month or weekly or for a two-night minimum stay. It is located at the edge of the historic village of Waldoboro. It offers a convenient base to sightseeing in midcoast Maine. It’s old-fashioned, decorated with plants, antiques and paintings and features a large, fully equipped kitchen, music room with piano, television room with pull-out sofa, full bath with stall shower and outside patio. Your hosts are right across the driveway.

Popular amenities for Waldoboro vacation rentals

When is the best time to visit Waldoboro?

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Avg. price€ 182€ 172€ 161€ 173€ 175€ 198€ 201€ 198€ 194€ 167€ 219€ 207
Avg. temp-6°C-5°C0°C6°C12°C17°C21°C20°C16°C9°C3°C-2°C

Frequently Asked Questions

  • Are there pet-friendly vacation rentals in Waldoboro?

    Four-legged friends are welcome in Waldoboro. Choose from more than 30 vacation rentals for guests traveling with pets.

  • Are there vacation rentals with a dedicated workspace in Waldoboro?

    Yes! Work meets play with ease at over 30 vacation rentals in Waldoboro featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • Are there family-friendly house rentals in Waldoboro?

    Waldoboro has more than 30 family-friendly house rentals. Amenities on the property may include high chairs, travel cribs, or strollers.

  • How much does it cost to stay in apartment rentals in Waldoboro?

    Experience the best of Waldoboro with our apartment rentals, starting at about $90 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • Do house rentals in Waldoboro have air conditioning?

    Absolutely! We offer over 20 house rentals with air conditioning in Waldoboro. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in Waldoboro have wifi?

    Absolutely! We offer over 30 house rentals with wifi in Waldoboro. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in Waldoboro have a bbq area?

    Absolutely! We offer over 10 house rentals with a bbq area in Waldoboro. Enjoy a tailored experience with all the comforts you desire.

  • What are the most popular amenities for House Rentals in Waldoboro?

    Enhance your stay in our House Rentals with the most popular amenities: over 30 homes with wifi, over 10 homes with a bbq area, over 20 homes with air conditioning, and more. Indulge in the ultimate retreat, tailored to your preferences.

Quick stats about vacation rentals in Waldoboro

  • Total vacation rentals

    Explore 80 vacation rentals in Waldoboro

  • Nightly prices starting at

    Waldoboro vacation rentals start at € 43 per night before taxes and fees

  • Verified guest reviews

    Over 3,420 verified reviews to help you choose

  • Family-friendly vacation rentals

    50 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 30 rentals that welcome pets

  • Rentals with dedicated workspaces

    30 properties have a dedicated workspace

  • Wi-Fi availability

    70 of Waldoboro vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Gym, BBQ grill, and Laptop-friendly workspace across Waldoboro rentals

  • 4.9 Average rating

    Waldoboro stays are highly rated by guests—averaging 4.9 out of 5!

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