
Vacation rentals in Southport
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Top-rated vacation rentals in Southport
Guests agree: these stays are highly rated for location, cleanliness, and more.

Rosie's Hideaway By the Sea
Rosie's Hideaway By The Sea is in a lovely turn of the century Victorian farm house filled with paintings by Maine artists and beautiful hardwood floors. The front yard has gorgeous shade trees and a stone wall. Fabulous views of the harbor is a short walk away. . Follow the road along the harbor and you'll end up downtown Boothbay Harbor where all the shops and restaurants are. While we love children and animals, the space is not appropriate / safe for children under 8 or pets of any kind.

Southport, views of Christmas cove (Boothbay area)
Set on a hill above Christmas cove, enjoy water views from the deck or launch kayaks from the cove. Inside is a refreshed kitchen and full bath. Bedroom 1 has a Queen bed and half bath, bedroom 2 has a bunk and a twin bed and the loft has a king bed with half bath. Nearby are the Southport general store, Hendricks head beach, and Cozy’s dockside/Robinson’s wharf restaurants. Tour the Alpaca farm or drive to nearby Boothbay for a boat tour or the botanical gardens. Great for families and friends!

Maine Cottage/Your Year-Round Destination
The Stowaway sits on 5.5 private acres atop a hill with breathtaking waterviews from every level. This pet-friendly, 3 story home offers 4 bedrooms, 3 baths & sleeps 8. Perfect for family getaways, milestone celebrations or relaxing escapes, the cottage combines comfort & style! The carriage house sleeps 4 more & together the property can host events of 50-150 guests (event fee $9000). Explore Maine's beauty year-round from summer by the sea, to colorful fall foliage, to snowy winter holidays.

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.

Cozy log cabin on private pond, near Reid St Park!
Winter or summer, the Little River Retreat will help you step away from the world - but still be minutes from Reid State Park, Five Islands Lobster, the Georgetown General Store, and the rugged beauty of Midcoast Maine. This is our family camp, with our own books, games, and “vibe”. It is not a hotel, and some things may not be “industry standard”. We love the unique charm of this space and place, and many repeat guests do too. We hope you will treasure (and care for it) as we do!

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.

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.

Renovated home with amazing waterfront views
Welcome to Dancing Pines Cottage! We are located across from West Harbor Pond with beautiful water views in each room. Relax on the deck or bbq on the patio or take a short drive into charming Boothbay Harbor town for lobster rolls. We have three bedrooms and a den/office and 2 full bathrooms and can accommodate up to 7 guests. The house is private and has ample parking. One week rentals for June, July, and August (Saturday-Saturday). We accept either one dog or one cat.

Near Beach+Cedar Sauna+Outdoor Shower+Pond+FirePit
Unwind at your own studio cabin with forest views, private sauna & pond! * New Private Cedar & Glass Barrel Sauna * Minutes to Reid State Park Beach & 5 Island🦞 * Fire Pit * Outdoor Shower * Rain Shower & Heated Bathroom Floor * AC/Heat * TV & Record Player w/Vinyl * Fast Wifi *Spruce Studio is one of two cabins on 8 acres right down the road from one of the best beaches in Maine! The cabins are 150ft. apart & separated by a privacy screen and natural landscaping.

Pinkham Cove - Water Front Cottage
Authentic oceanfront Maine home, with stunning views and amazing sunsets. Located on Pinkham Cove at the mouth of Boothbay Harbor. Experience the village of BBH , hiking trails, Botanical Gardens and explore the tranquility of Maine. This is the perfect getaway cottage. Enjoy the deck and beach access. The home was recently remodeled. The kitchen is a gem with quartz countertops and Bosch appliances. Curl up by the cozy fireplace, enjoy the amazing harbor view!!

Battersea Cottage - quintessential Maine! ALL new!
Everything about this cottage is brand new! This quaint Boothbay Harbor cottage has been completely renovated. Fresh and new without sacrificing the charm of a Maine coastal village home. Located in the area of West Harbor, this cottage is within walking distance of the rocky shore of Mill Cove as well as the village center. Nestled in the trees on an ample lot, Battersea has everything you could need for a perfect getaway!

Chic 1-Bedroom at the Heart of Boothbay Harbor
Welcome to Oak Ledge! Oak Ledge is a beautifully-renovated 2-storey 1-bedroom apartment in the heart of Boothbay Harbor. Bedroom and Bathroom on the upper level. 2-night minimum 5-night maximum This is an adults only listing. Sorry, no pets. Our friendly rescue dog "Oscar" roams freely on the property. Off-street parking for one car. Self check-in. Smart TV with streaming - remember to have your log-ins.
Popular amenities for Southport vacation rentals
Other great vacation rentals in Southport

Elegant Studio Apartment at the Old Firehouse

The Happy Harbor House!

Spruce Ledge Boathouse

Serene Coveside Cottage

Lakeview House

137 Shore Road Ocean Point view now with WiFi

Historic 3BR Boothbay Gem – Walk to Waterfront

Mermaid's Chair | Private Beach | Hot Tub
When is the best time to visit Southport?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | ﺩ.ﺇ 1,116 | ﺩ.ﺇ 1,116 | ﺩ.ﺇ 1,116 | ﺩ.ﺇ 1,028 | ﺩ.ﺇ 973 | ﺩ.ﺇ 1,043 | ﺩ.ﺇ 1,366 | ﺩ.ﺇ 1,392 | ﺩ.ﺇ 1,194 | ﺩ.ﺇ 1,175 | ﺩ.ﺇ 981 | ﺩ.ﺇ 1,014 |
| Avg. temp | -6°C | -5°C | 0°C | 6°C | 12°C | 17°C | 21°C | 20°C | 16°C | 9°C | 3°C | -2°C |
Frequently Asked Questions
Are there pet-friendly vacation rentals in Southport?
Four-legged friends are welcome in Southport. Choose from more than 80 vacation rentals for guests traveling with pets.
Are there vacation rentals with a dedicated workspace in Southport?
Yes! Work meets play with ease at over 120 vacation rentals in Southport featuring dedicated workspaces. Stay connected and productive in your home away from home.
Are there Southport vacation rentals on Airbnb with pools?
Yes! Dive into the perfect getaway at one of over 10 vacation homes with pools in Southport, available on Airbnb. Make a splash and soak up the sun in style!
Are there family-friendly house rentals in Southport?
Southport has more than 100 family-friendly house rentals. Amenities on the property may include high chairs, travel cribs, or strollers.
How much does it cost to stay in house rentals in Southport?
Experience the best of Southport with our house 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 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.
Do house rentals in Southport have wifi?
Absolutely! We offer over 110 house rentals with wifi in Southport. Enjoy a tailored experience with all the comforts you desire.
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.
Do hotel rentals in Southport have a gym?
Absolutely! We offer over 10 hotel rentals with a gym in Southport. Enjoy a tailored experience with all the comforts you desire.
What are the most popular amenities for House Rentals in Southport?
Enhance your stay in our House Rentals with the most popular amenities: over 70 homes with air conditioning, over 40 homes with a bbq area, over 110 homes with wifi, and more. Indulge in the ultimate retreat, tailored to your preferences.
Quick stats about vacation rentals in Southport

Total vacation rentals
Explore 280 vacation rentals in Southport

Nightly prices starting at
Southport vacation rentals start at ﺩ.ﺇ 331 per night before taxes and fees

Verified guest reviews
Over 6,730 verified reviews to help you choose

Family-friendly vacation rentals
170 properties offer extra space & kid-friendly amenities

Pet-friendly vacation rentals
Find 80 rentals that welcome pets

Vacation rentals with a pool
10 properties feature pools

Rentals with dedicated workspaces
120 properties have a dedicated workspace

Wi-Fi availability
280 of Southport vacation rentals include wi-fi access

Popular amenities for guests
Guests love Gym, BBQ grill, and Laptop-friendly workspace across Southport rentals

4.8 Average rating
Southport stays are highly rated by guests—averaging 4.8 out of 5!
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- Sebago Lake
- Popham Beach, Phippsburg
- Scarborough Beach
- Willard Beach
- Pemaquid Beach
- Popham Beach State Park
- East End Beach
- Pemaquid Point Lighthouse
- Wolfe's Neck Woods State Park
- Coastal Maine Botanical Gardens
- Crescent Beach State Park
- Funtown Splashtown USA
- Hills Beach
- Palace Playland
- The Camden Snow Bowl
- Rockland Breakwater Light
- Portland Museum of Art
- Fortunes Rocks Beach
- Maine Maritime Museum
- Bradbury Mountain State Park
- Farnsworth Art Museum
- Camden Hills State Park
- Bug Light Park
- Dunegrass Golf Club





