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Southport vacation rentals

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Top-rated vacation rentals in Southport

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

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Guesthouse in South Bristol

4.98 out of 5 average rating, 379 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)

Cabin in Georgetown

4.99 out of 5 average rating, 100 reviews

Sauna+Near Beach+Pond+Fire Pit+BBQ+Fast Wifi+TV

Come relax & unwind at Pine Cabin. One of two cozy cabins on 8 wooded acres minutes from the best beach in Maine. Warm up this fall/winter in our new outdoor cedar barrel sauna! * Minutes to Reid State Park & 5 Islands🦞 * Pond * Fire Pit * Family Owned * Cedar Sauna * Generator * BBQ * Private Bedroom w/Queen Bed * Loft w/Queen Bed * Rain shower * Custom cabinets/design * Outdoor Shower(seasonal) * Screen porch * AC/Heat Pump * EV charger level 2 * Fast Wifi * Fresh air exchange * Smart TV

Cottage in Boothbay Harbor

4.98 out of 5 average rating, 374 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.

Home in Bath

4.9 out of 5 average rating, 319 reviews

Gorgeous Winter Studio on the Kennebec

Gorgeous riverside studio, the smaller of two AirBnB houses on the same property on the outskirts of beautiful and historic Bath, Maine. (The other, “Beautiful Summer River Retreat,” is a separate Airbnb rental.) Kitchenette, bathroom/shower, living room, and bedroom. Simple, modern decor. Close to great shops, restaurants, and beaches, and just a 20-minute drive from Bowdoin College. Adjacent to a boat launch, and a short walk from the Bath Marine Museum and a scenic dog park.

Treehouse in Georgetown

4.98 out of 5 average rating, 423 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!).

Cottage in Edgecomb

4.97 out of 5 average rating, 232 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.

Guesthouse in Brunswick

4.94 out of 5 average rating, 127 reviews

Modern Brunswick Cottage near Bowdoin & Downtown

A lofted bed space with additional optional pull out couch fitted with ergonomic foam mattresses. This space has air conditioning as well as heat and amazing natural light. Brand new bathroom with rain shower head and stocked with Aesop products for your use! A full kitchen with mini fridge, separate freezer space, oven, stove and coffee/tea supplies. Centrally located in Brunswick, and quiet! Right across from Bowdoin’s Whittier Field, and 10 minute walk to Maine Street.

Guest suite in Boothbay

4.95 out of 5 average rating, 117 reviews

Linekin Guest Suite

Tucked away guest studio attached to main home that you will have all to yourself with basic amenities and a sky lighted bathroom. A few minutes to Ocean Point and hiking trails and less than 10 minutes to Boothbay Harbor. **Please note there are stairs that need to be climbed on the front deck in order to access the property. Use the directions provided as your GPS sometimes puts you in a circle around Boothbay!

Cabin in Boothbay Harbor

4.97 out of 5 average rating, 223 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).

Guesthouse in Boothbay Harbor

5 out of 5 average rating, 249 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.

Home in Lisbon

4.93 out of 5 average rating, 389 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.

Vacation rentals for every style

Get the amount of space that is right for you

Houses

A space thats all yours, with room for everyone

Cottages

Quaint homes, peaceful surroundings

Cabins

Kick off your hiking boots at these rustic lodgings

Popular amenities for Southport vacation rentals

Laptop-friendly workspace

Air conditioning

Stay near Southport's top sights

Five Islands Lobster Co46 locals recommend

Robinson's Wharf38 locals recommend

Hannaford Supermarket34 locals recommend

Maine State Aquarium32 locals recommend

Boathouse Bistro | Tapas Bar & Restaurant30 locals recommend

Ports of Italy, Boothbay Harbor30 locals recommend

Other great vacation rentals in Southport

Home in Southport

4.92 out of 5 average rating, 99 reviews

Maine Stowaway Cottage/Your Year-Round Destination

Cottage in Southport

4.92 out of 5 average rating, 13 reviews

Steamboat Landing Cottage

Home in Boothbay

4.98 out of 5 average rating, 46 reviews

Postcard views, ocean front and idyllic cove

Home in Boothbay Harbor

5 out of 5 average rating, 10 reviews

Townsend Cottage

Home in Boothbay Harbor

4.89 out of 5 average rating, 55 reviews

Cheerful Harbourside Cottage

Home in Southport

4.94 out of 5 average rating, 17 reviews

Boothbay area architectural gem

Cottage in Southport

5 out of 5 average rating, 19 reviews

Decker Cove Year Round Cottage

Home in Boothbay Harbor

5 out of 5 average rating, 81 reviews

Pinkham Cove - Water Front Cottage

Quick stats about vacation rentals in Southport

Total rentals
260 properties
Nightly prices starting at
$80 before taxes and fees
Total number of reviews
5.8K reviews
Family-friendly rentals
150 properties are a good fit for families
Pet-friendly rentals
60 properties allow pets
Rentals with a pool
20 properties have a pool

Frequently Asked Questions

Are there vacation rentals with a dedicated workspace in Southport?
Yes! Work meets play with ease at over 110 vacation rentals in Southport featuring dedicated workspaces. Stay connected and productive in your home away from home.
Are there pet-friendly vacation rentals in Southport?
Four-legged friends are welcome in Southport. Choose from more than 60 vacation rentals for guests traveling with pets.
Are there Southport vacation rentals on Airbnb with pools?
Yes! Dive into the perfect getaway at one of over 20 vacation homes with pools in Southport, available on Airbnb. Make a splash and soak up the sun in style!
Do cabin rentals in Southport have a bbq area?
Absolutely! We offer over 10 cabin rentals with a bbq area in Southport. Enjoy a tailored experience with all the comforts you desire.
How much does it cost to stay in nature eco lodge rentals in Southport?
Experience the best of Southport with our nature eco lodge rentals, starting at about $240 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
Are there family-friendly cabin rentals in Southport?
Southport has more than 10 family-friendly cabin rentals. Amenities on the property may include high chairs, travel cribs, or strollers.
Do hotel rentals in Southport have wifi?
Absolutely! We offer over 10 hotel rentals with wifi in Southport. Enjoy a tailored experience with all the comforts you desire.
Do cottage rentals in Southport have air conditioning?
Absolutely! We offer over 10 cottage rentals with air conditioning in Southport. Enjoy a tailored experience with all the comforts you desire.

Destinations to explore