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

Explore Portland from a 18th-Century Victorian
*Covid-Clean* Cook breakfast in a bright kitchen with robust hardwood floors in this calm Victorian home. Sit down at a traditional dining table in an open-plan room featuring vivid wood-paneled walls, serene decor, and a geometric rug with pops of blue. Bright and spacious with entire top floor privacy. ** NO SHARED SPACE** This is a dedicated Airbnb apartment with no shared space whatsoever. Ultimate privacy. This apartment can be rented as (1) bedroom for up to (2) guests or as (2) bedroom for up to (4) guests. It is $50/night additional cost for the (2) bedroom. Please confirm the second bedroom is available if interested. Either option has a full bathroom with claw foot tub and shower. Full service kitchen with stove, refrigerator and microwave for your private use. Large living room with (2) couches and flat screen. The very large master bedroom with the ultra comfortable king size mattress also has cable tv. . Both the one bedroom and two bedroom option have their own private entrance, private kitchen and bath on the third floor. No shared space with anyone else with either the one or two bedroom rental options. Private entrance. Spacious one or two bedroom apartment with full kitchen, bath and living room as well as other amenities. We are available for any questions or concerns but as a rule we give the guests their privacy. The house is steps away from some of Portland’s most popular eateries including the Knotted Apron, Woodfords Bar and Grill, Bird and Co., The Treehouse, and Elsmere BBQ. Not far to the Old Port area to browse seafood markets and shops. Visit the Portland Observatory to explore a historic lighthouse. Close to all public transportation and Portland International Airport Parking in the driveway is a possibility, please ask if interested. Street parking is available, it is based on an odd /even system of the street address. You want to be parked on the same side as the date would be at 12:01 AM on any given day. You are staying at 32 Lawn Ave

Pet Friendly Audubon Bring Your Fishing Gear!
Enjoy the view from this wonderful 1940's waterfront cottage on the Sasanoa River in Woolwich. From here access Reid or Popham Beach State Parks with ease. Visit Maine Maritime museum in Bath, the "City of Ships." Head to Portland for a night out. Just relax and watch the seals, osprey and eagles. Rent a boat to enjoy all this extremely special waterway has to offer. Around the corner is the Kennebec River and Merrymeeting Bay, to the south you'll discover Phippsburg and historical Fort Popham.

"Good Vibes" 4 Wonderful Seasons @ Portland Home!
Your crew will be close to everything when you stay at this centrally-located place with a pool and spacious yard! Enjoy the home and it is a quick 10 minute uber to downtown Portland to the most popular shops and restaurants. This home is located perfectly to explore greater Portland from beautiful parks/trials to the shopping outlets not far away. This is a family neighborhood and out of respect for my neighbor’s, no loud partying after 10 pm. City of Portland License #: STHR-004465-2022

Dreamy Post&Beam Hideaway Near Portland & Freeport
Escape to a dreamy timber-frame cottage tucked in Maine’s woods! Soaring beams, radiant-heated floors, a king loft bed, and a crackling fire pit await. Sip coffee on one of the two decks, hike Bradbury Mountain (3 minutes away), shop Freeport (10 minutes away), or dine in Portland (20 minutes away)—then return to your cozy hideaway under the stars. Full kitchen, vaulted ceilings, radiant heat floors, private driveway, fire pit and peaceful forest views make it the perfect year-round retreat.

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.

Southside Suites
A beautifully appointed Apartment ~ Queen bed with ROKU TV, dresser, night tables complete with USB adapters. ~ Open concept living room with couch, chairs, and ROKU TV ~ Fully stocked kitchen complete with refrigerator, microwave, gas stove/oven, Nespresso coffeemaker, french press, and kitchen essentials ~ Great work space or reading nook with cozy couch and ROKU TV ~ Fully furnished outdoor porch with a Nextgrill. ~ Your own private boutique to shop at your leisure

Crow’s Nest Tiny House at Old Crow Ranch
The Crow's Nest Tiny House sits nestled on Old Crow Ranch, a 70-acre working livestock farm, a true example of thriving Maine farmland. You'll be surrounded by fields and pine woods in Durham, Maine. Just outside Freeport and only 30 minutes from Portland, this cozy space makes a calming retreat away from the city - for a night or for a week. Fall asleep listening to the peepers and gazing at the stars, drink your morning coffee while looking out at the cattle grazing in the fields.

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.

Glorious Converted 1865 Brunswick Barn in Town!
ANNOUNCEMENT: DURING SPRING SEMESTER (Jan-May) 2027 WE WILL GIVE A DRASTICALLY REDUCED "LOW SEASON" PRICE FOR 3-4 MONTH STAYS. 5 min walk from Bowdoin campus. Reach out and we're happy to work with you! "Brunswick Beata" is located steps from Bowdoin, restaurants, movies, public transportation & the town green. This colorful, unique and spotless gem is an extraordinarily comfortable and inspired place to stay while in Brunswick & surrounding area! Welcome!

ComfyDome Glamping Hill-Side Site!
Situated on a cozy little hill, you'll be elevated above all the other domes, affording you a "royal" view of the landscape! With a clear view of the sprawling fields, you'll frequently be the first to spot the family of deer that visit ComfyDome. Your heart will be filled with joy at the sight of the newborn fawns walking through the grass. You'll be surrounded by stunning natural beauty on all sides and ample open space to enjoy your site comfortably!

The Retreat at Crystal Lake Farm
This getaway features two spacious bedrooms plus an upstairs bedroom loft, sleeping up to 6 with ease. The large bathroom is accessed by both the master bedroom and living room and features on-site laundry. For guests who love to cook the kitchen is fully equipped and the deck is a perfect place to relax in the summer and enjoy the view. In colder seasons guests are encouraged to cozy up by the wood-burning stove or use the outdoor BARREL SAUNA.

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.
Popular amenities for Southport breakfast rentals
House rentals with breakfast

Comfortable beach house across from walkable beach

The Sandpiper Cottage at Goose Rocks Beach

Log Home - Rare Mountain Views, Private/Spacious

Cabin over the Pond

BELLA VISTA - DIRECT OCEANFRONT at Elm Cove

Maine-Coast Waterfront: Families and Friends.

Isle Be Back!

Harper's Holiday 5 mins to beach!
Apartment rentals with breakfast

Lazy Lobster Hideaway Riverfront Sunset Views

Spacious, airy apt., steps from Eastern Promenade

Garden Level Apartment

Charming 1 Bedroom Flat in the Heart of Portland

Very cool studio apartment with sleeping loft

1 Block to Beach • Walk Downtown • Peaceful Escape

8 West, "Ground Floor Apartment"

Perfect Get-A-Way
Bed and breakfast rentals with breakfast

Dog friendly quiet room and full bath.

Bayberry Room

Room #3 with private bath at Mill Pond House B&B

Pryor House B&B, Historic Bath, ME

Two Queen Bedrooms Suite in Charming B&B

Island Room with a View

"The Lighthouse Cove Spa"

Stonehouse Manor at Popham Beach - Lake View Suite
Quick stats about vacation rentals with breakfast included in Southport

Total vacation rentals
Explore 20 vacation rentals in Southport

Nightly prices starting at
Southport vacation rentals start at G$41,837 GYD per night before taxes and fees

Verified guest reviews
Over 130 verified reviews to help you choose

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

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Southport rentals

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





