
Vacation rentals with breakfast in South Portland
Find and book unique breakfast rentals on Airbnb
Quick stats about vacation rentals with breakfast included in South Portland

Total vacation rentals
Explore 30 vacation rentals in South Portland

Nightly prices starting at
South Portland vacation rentals start at ﺩ.ﺇ220 per night before taxes and fees

Verified guest reviews
Over 3,480 verified reviews to help you choose

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wi-Fi availability
30 of South Portland vacation rentals include wi-fi access

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

4.8 Average rating
South Portland stays are highly rated by guests—averaging 4.8 out of 5!
Top-rated breakfast rentals in South Portland
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

Top Deck - Portland Property with Views!
Views, Views, Views! 2 huge decks overlooking water and city skyline. This home is adjacent to Payson’s Park – Portland’s largest park. 5-7 min ride to downtown Portland and the Old Port’s fabulous bars and restaurants. The main floor has bedroom with bath, kitchen, and living room. The upstairs has a large bedroom with bath, open room that can be used as 2nd living room or a 3rd/4th bedroom space. Sleeps 10 – 12. Off street parking 6-8. Large yard. Portland License #STHR-002587-2020

"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

Brenda and Phil's Place
Your rooms are isolated from the rest of the house on the second floor with a separate entrance that opens to a shared hall and laundry. The bedroom is large with an en suite bathroom and queen. The living room/ bunk room has two single beds, fridge, toaster, microwave. We have a wonderful, wooded location near Maine beaches and the University of New England. We are just minutes from Hills Beach and Fortunes Rocks Beach. Kennebunkport the city of Portland and Old Orchard beach are close.

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.

Spacious, airy apt., steps from Eastern Promenade
Spacious and full of light, with everything you need for a comfortable stay. Keyless entry. Private deck. One bedroom with double bed. Fully updated bathroom with tub and shower. Fully updated kitchen. Large living area with Queen bed, sofa, and AC wall unit. Just steps from the beautiful Eastern Promenade and East End Beach which is great for swimming, paddling and kayaking. A quick walk to island ferries and The Old Port, markets, restaurants. License number: STHR-005953-2024

Lakefront Getaway
Looking for a quiet peaceful getaway? Our Maine post and beam home is set on 7 acres of lake front. Great getaway to enjoy marshmallows and a roaring fire, kayaking, canoeing, swimming, boating or enjoy a great movie. For downhill skiers proximity to King Pine, Sunday River, Shawnee Peak and Black Mountain. Cross country and snow shoeing on property and on the lake. If you have a snow mobile- great trails available. Finally, great shopping in nearby North Conway at the outlets.

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.

Sokokis Lake House
The perfect place for friends & family getaways. The boat dock & fire pit are perfect for relaxing. It has everything you want: fully stocked kitchen, linens, towels, grill, dock, stand up paddle board, kayaks, life jackets, games, books wifi, cable, smart tvs, free parking & many more amenities. 2 hours from Boston 45 min to Portland, Lake Winnipesaukee, Old Orchard Beach, Sebago. Snowmobiling & lake in the back yard! Groceries, restaurants, & general store all within 1/2 mile.

Charming Victorian farmhouse 1880's bedrooms-2
Victorian farmhouse 1880's Stay in an "era gone by". Private 2 bedroom. Original hardwood floors. Original pocket doors. Sleeps 6. Has living room, kitchen, dinning area 1 bathroom with tub , study area. Charming town, population 4000+. smoke free house. Private keyless entry. The blue door. Free wifi, cable, roku. Has keurig coffee maker with free coffee, dishes, pots, pans, silverware, nu-wave cooktop, toaster, microwave, fridge, pack n play. Queen beds. W & D private.

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!

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.
Popular amenities for South Portland breakfast rentals
House rentals with breakfast

Comfortable beach house across from walkable beach

Cute Cape- 3Bdrm/2Bath *Drakes Island*Wells Maine

Entire Guest Suite, Secluded Beach Hideaway!

Cabin over the Pond

BELLA VISTA - DIRECT OCEANFRONT at Elm Cove

Lakefront Maine House Featured in Magazines

Harper's Holiday 5 mins to beach!

Village Oasis
Apartment rentals with breakfast

West End 1 Bedroom Apartment, sunny & bright

Not your average beach house!

Charming 1 Bedroom Flat in the Heart of Portland

Lovely 1 Bedroom West End Flat

Seawalk B and B on Ogunquit Moody line

Perfect Get-A-Way

Luxury Retreat In Back Cove | 10 Min to Downtown

Sweet West End Flat
Bed and breakfast rentals with breakfast

Room 1 -Spacious King Bed and Restful B & B

BeaconLight Guest House - Queen/ Private Bath # 10

Dog friendly quiet room and full bath.

Bayberry Room

Cozy Island room in a charming home

Two Queen Bedrooms Suite in Charming B&B

Charming Perkins House CarriageHome

"The Lighthouse Cove Spa"
When is the best time to visit South Portland?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | ﺩ.ﺇ441 | ﺩ.ﺇ466 | ﺩ.ﺇ496 | ﺩ.ﺇ477 | ﺩ.ﺇ507 | ﺩ.ﺇ540 | ﺩ.ﺇ665 | ﺩ.ﺇ632 | ﺩ.ﺇ573 | ﺩ.ﺇ569 | ﺩ.ﺇ437 | ﺩ.ﺇ437 |
| Avg. temp | -4°C | -3°C | 1°C | 7°C | 13°C | 18°C | 21°C | 21°C | 16°C | 10°C | 4°C | -1°C |
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- Rentals with breakfast Cumberland County
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- Sebago Lake
- Ogunquit Beach
- Wells Beach
- Long Sands Beach
- Popham Beach, Phippsburg
- York Harbor Beach
- Scarborough Beach
- Willard Beach
- Popham Beach State Park
- Pemaquid Beach
- Short Sands Beach
- East End Beach
- Pemaquid Point Lighthouse
- Gooch's Beach
- King Pine Ski Area
- Footbridge Beach
- Coastal Maine Botanical Gardens
- Wolfe's Neck Woods State Park
- Crescent Beach State Park
- Funtown Splashtown USA
- Pleasant Mountain Ski Area
- Palace Playland
- Hills Beach
- Portland Museum of Art
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