Holiday houses in Southport

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Top-rated holiday rentals in Southport

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Guest favourite

Guesthouse in South Bristol

4.98 out of 5 average rating, 348 reviews

Waterfront Guest House on the Maine Coast

Bright open four-season guest house with fantastic view of Jones Cove and the open ocean in beautiful South Bristol, Maine. The guest house offers privacy and independence. The top floor has an open space with kitchen, sleeping area with queen bed, bathroom. The ground floor has a desk, Smart TV, seating area and French doors that open onto a stone patio. Includes Kohler generator, fiber optic wifi, outdoor grill & fire pit. The water is tidal Owner lives on property (150 ft from guest house)

Guest favourite

Cottage in Wiscasset

4.87 out of 5 average rating, 215 reviews

Waterscape Cottage - private waterfront

A picturesque cottage perched on the hillside and visible as you cross the Davey Bridge. Elevated panoramic views of the Sheepscot R. and Wiscasset Harbor. When the Prince of Thailand owned the property the cottage was staff quarters! A rustic, comfy, quiet and peaceful little 2-story on 34 acres of woodlands. IN the woods so you may encounter creatures out and about - porcupine, ticks, mosquitoes, ants, fox, birds of prey and our hens, bees or dogs : ) 2 quiet furry friends welcome.

Guest favourite

Cottage in Boothbay Harbor

4.98 out of 5 average rating, 330 reviews

The Cottage at the McCobb House

Freshly renovated inside and out, the cottage is your private Maine camp. Located on an acre and a half of wooded grounds, and surrounded by forest, the cottage feels secluded, but it’s only a mile to the restaurants, shops, and waterfront attractions of bustling Boothbay Harbor. With hiking trails in the Pine Tree Preserve that adjoins the property and the Lobster Cove Meadow Preserve a five minute walk up the road, you can also explore nature and enjoy the solitude of the woods.

Guest favourite

Cabin in Boothbay Harbor

4.87 out of 5 average rating, 108 reviews

Sebasco Sprucewold Cabin@ the Beach

This quaint and cozy log cabin built in the 1940's is located in the summer colony of Sprucewold. It is just about 1 mile from downtown Boothbay Harbor. At 750 square feet, this adorable cabin is suited for no more than 4 people. You will have access to a small, private, sandy beach; a rare find on the rocky coast of Maine. There is so much to see and do in the Boothbay area. Life slows down and there is no better place to experience that "Maine, the way life should be" feeling.

Guest favourite

Treehouse in Georgetown

4.98 out of 5 average rating, 406 reviews

Modern Tree Dwelling w/Water Views+Cedar Hot Tub

Stay in our custom designed tree dwelling w/ wood-fired cedar hot tub up among the trees! This unique structure is perched atop a 21-acre wooded hill sloping to water views. Enjoy stunning views from the King size bed through a wall of windows. Located in a classic coastal Maine village w/ Reid State Park's miles of beaches + famed Five Islands Lobster Co. (See 2 other tree dwellings on our 21 acre property listed on AirBnb as "Tree Dwelling w/Water Views." See our reviews!).

Guest favourite

Cottage in Edgecomb

4.97 out of 5 average rating, 185 reviews

Charming Cottage With Spectacular Water View

Find peace and serenity as you gaze at the glistening waters of the Sheepscot River. Our property sitting on Davis Island in Edgecomb, Maine overlooks the quaint town of Wiscasset, providing a calm atmosphere, stunning evening sunsets, and panoramic views. Located within the Sheepscot Harbour Village Resort, you are in a prime location to have access to local shops, antique markets, and restaurants. Take a stroll down to the Pier where you can experience the water up close.

Guest favourite

Guesthouse in Harpswell

4.95 out of 5 average rating, 433 reviews

Harpswell Studio on Waterview Property! Lobster!

Attached Cottage Style Studio! Clean, comfy, spacious, colorful and bright! Easy access to Harpswell’s 216 miles of coastline via coastal trails, lovely side roads, small beaches and preserves. Too many trails to count in the surrounding area! Fresh lobster and seafood! Two spectacular state parks with expansive beaches within a scenic 35 minute drive! Just 45 minutes (33 miles) to Coastal Maine Botanical Gardens! Welcome to one of the lobster capitals of the world!

Guest favourite

Guesthouse in Georgetown

4.9 out of 5 average rating, 136 reviews

Island Alchemy Cottage

Charming cottage on a beautiful island near marina, beaches, restaurants, and hiking trails. Wonderful mid-coast Maine location for lots of possibilities for outdoor adventures, antiquing, visiting art galleries and shops, and enjoying delicious cuisine. The cottage has everything you need for a peaceful getaway. Decorated with natural elements and local art pieces to get you in the mood for this beautiful location.

Guest favourite

Cabin in Boothbay Harbor

4.96 out of 5 average rating, 195 reviews

Lakeside 3 BR Cabin in Boothbay Harbor

This swanky mid-60's cabin sits on a hill overlooking West Harbor pond in the town of Boothbay Harbor. It offers privacy yet is close to everything downtown Boothbay Harbor has to offer. It is great for couples, solo adventurers, business travelers and families (with kids), and large enough to accommodate bigger groups. If you would like to bring along your canine pal feel free, they are welcome (sorry no cats).

Guest favourite

Guesthouse in Boothbay Harbor

5.0 out of 5 average rating, 226 reviews

The Sparrow’s Nest Charming Country Cottage

The Sparrow's Nest is located on a country road approximately 5 miles from downtown Boothbay Harbor. The Sheepscot River, it's coves and nature trails are close by. Enjoy the beautiful country surroundings, gardens, and the miracle of nature. What a delight to wake up to the sound of birdsong while enjoying a cup of local coffee, or sitting by the outdoor fire sipping wine and taking in the beautiful night sky.

Superhost

Apartment in Boothbay Harbor

4.79 out of 5 average rating, 134 reviews

Beautiful Studio in downtown Boothbay Harbor

Beautiful, Large, first floor studio in downtown Boothbay Harbor. 4 minute walk to the harbor, footbridge, shops and restaurants. Located behind the Opera House. 1 queen Bed and 2 twins. Perfect for a family. Fully furnished. Two beautiful, big, bay windows, spacious and homie. Full kitchen with all pots pans and liens available. WiFi T.V. Free off street Parking for one car across the street.

Guest favourite

Home in Lisbon

4.94 out of 5 average rating, 337 reviews

Unplug at a Beachy Bolthole with Classic New England Style

Chill on the porch after exploring a scenic local walking trail and soak up the serenity of this breezy blue and white hideaway. Striped oars, starfish, smooth shells, and ocean scenes blend with shades of teal and aqua for a thoroughly calm space. There are EV chargers behind the post office. It’s around a block and a half.