
House holiday rentals in South Portland
Find and book unique houses on Airbnb
Top-rated house rentals in South Portland
Guests agree: these houses 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

"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

comfy cozy house with yard and central location
Your home away from home! Great location to explore Portland. Cozy house has a large back yard with fire pit . Super comfortable bed, fast WiFi and Roku TV. The kitchen has the essentials, a keurig and a selection of coffee. Walking distance to the farmers market, Hadlock field and The Holy Donut. Close to the Old Port's shops, restaurants and Breweries. The Jetport, 295, Maine Turnpike, and Maine Med are nearby. Parking for two vehicles, one behind the other. Permit “sthr0050202022”

Entire house w/king bed & parking near downtown!
Welcome to our 1840s Farm Hand’s House 800sqft West End house • off-street parking directly behind house (plz confirm car size) • King bed in primary bedroom • 90 walk score • dog friendly! (fee applies) • fast wifi • fully stocked kitchen • 3 min drive to S. Portland • 10 min drive to beaches • 5 min walk to renowned restaurants & coffee • 10 min walk to Old Port • Free W/D in first floor • Residential street • 1840s house with some quirks Max 3 adults unless you message ahead

LUX Designer Private Waterfront Hot Tub - Secluded
Escape to a luxurious, privately designed glass-walled waterfront cabin on 3+ secluded acres along the Crooked River in Naples, Maine. The river wraps around, offering total privacy, your own sandy beach, dock with direct Sebago Lake access, and state park minutes away. Unwind in the year-round hot tub, outdoor shower, hammocks, or by the see-through fireplace. Luxe bath with heated floors, huge walk-in shower w/ scenic window. AC, pets welcome. Perfect peaceful retreat—come recharge!

Higgins Beach *New* Beach Home & Private Offices
Custom designed contemporary at the beach. Perfect for a relaxing getaway, visiting family and friends or working remotely. Chef's kitchen w/ high end appliances, granite countertops, enclosed porch grill area. 3 bedrooms and 2 private offices Huge windows and amazing views from all of the rooms highlight the natural beauty of high tides, sun rises and sun sets. Wonderful beachfront walks and beautiful surroundings inside and out. Easy proximity to Portland's Old Port.

Beautiful Home In Gorham Maine
Well appointed, bright and sunny apartment for two people in a quiet neighborhood. Large private back yard, formal gardens and pond, elevated deck, well stocked kitchen. 25 mins. to downtown Portland and the seacoast area. Minutes to local nature trails, swimming, kayaking, dining, supermarket & bakeries. ** NO PROFILE/REVIEWS? please provide a little info about whose coming, ie, name/age/occupation, reason of visit, etc, and any other info you wish to provide. Thank you!

Mary J. Eastburn House-Eastburn Suite
City of Portland Reg. No. : STHR-002888-2021 Perched on a quiet street corner on Portland's Western Promenade, this historic residence enjoys what Longfellow called the "rarefied air of this little town by the sea," spectacular sunsets, and commanding views of the White Mountains. Built in 1891, the Mary J. Eastburn House now offers 3 private and exclusive guest suites for those who enjoy the grandeur of the past, updated with the luxuries and technology of the present.

3 bedroom house in the heart of Portland
New urban 2000 sq ft home in Portland's vibrant up and coming East End/ Munjoy Hill neighborhood. Mid-century style decor. Open concept kitchen/dining/ living area, 3 spacious bedrooms plus a quiet office/study. 2 balconies with views west to Back Cove. 2 car garage and plenty of free off street parking. There are restaurants and bars with great food and live music close by. There is a convenience store around the corner for any last minute needs.

Adorable Beach House Across the Street From Beach!
Time for a beach vacation! Cozy home right across the street from Pine Point! Stroll the seven miles of quiet, sandy, residential beach, or bring your bike for a quick ride to the Pier at Old Orchard Beach. Located within a block are several restaurants and a gift shop. Just 20 minutes drive to the heart of Portland, you won't want to miss the local breweries and shopping in Old Port. Kayak rental nearby. Be sure to check out our other listings!

Romantic Mirror cabin in the woods
Stay at Hidden Pines Cabins. The Mirror cabin is Maines only 3 sided floor to ceiling mirrored glass cabin. Unwind in the hot tub while looking up at the sky full of stars. Take a sauna while surrounded by nature all around. Located in the majestic forest of mount Agamenticus, the extensive trail system is off of our road. Short drive to the Ogunquit/York beaches, Outlets at Kittery and near Portsmouth, Dover and Portland restaurant scenes.

House Your Group - 5 Minutes to Everything!
Our goal is to ensure our guests have a comfortable place to stay so they can focus on making the most of their visit. With four bedrooms, a large living room for everyone to gather, and an eat-in kitchen, this house is the ideal place to host your group. The kitchen is stocked with the essentials: dishes, cooking basics, and plenty of coffee. In addition, you can enjoy the private back deck and fenced in yard. Dogs are welcome as well!
Popular amenities for house rentals in South Portland
House rentals with a pool

Faith Lane with community pool

Bubbles & Pines - Pool, HotTub, Large Private Deck

*Close to Beach*POOL* *5 Star Reviews*

Unique Church Accommodation • Sebago Lake • Pool • Fire Pit

Designers Dream Home with Pool!

Walk to Beach+Pier | Pool, Tennis, Playground+More

There's No Place Like Home

OOB Oasis: 6BR Home w/ Private Pool Near Beach
Weekly house rentals

Private 2 Bedroom Ranch in Frenchtown

The White Oar Cottage

Maine Vacation Home on the Water

Falmouth Flats Ocean Escape

Spectacular Oceanfront Home w/ Private Cove

"Periwinkle" ~ a Charming Oceanfront Cottage

4BR Coastal Home w/ Porch + Parking Near Old Port

Luxe Architectural Gem near Portland/Lakes
Private house rentals

Oceanfront Cottage w/ Wharf & Kayaks – Harpswell

Whole house on a great island in Casco Bay!

In-Home Arcade | Hot Tub | Golf | Close to Beach

Spacious Lakehouse +Private Dock+Firepit+Kayaks

Moody Farm Retreat

Secret Carriage House in Perfect Location!

10 Mins To Portland & Beaches! 2 King Beds

Beautiful Biddeford Home
When is the best time to visit South Portland?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $238 SGD | $227 SGD | $255 SGD | $271 SGD | $358 SGD | $400 SGD | $447 SGD | $453 SGD | $382 SGD | $373 SGD | $287 SGD | $255 SGD |
| 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 |
Quick stats about house rentals in South Portland

Total holiday rentals
Explore 150 holiday rentals in South Portland

Nightly prices starting at
South Portland holiday rentals start at $38 SGD per night before taxes and fees

Verified guest reviews
Over 5,660 verified reviews to help you choose

Family-friendly holiday rentals
110 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 50 rentals that welcome pets

Rentals with dedicated workspaces
70 properties have a dedicated workspace

Wifi availability
140 of South Portland holiday rentals include wifi access

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

4.9 Average rating
South Portland stays are highly rated by guests – averaging 4.9 out of 5!
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- Rentals with beach access South Portland
- Boutique hotels South Portland
- Rentals with a firepit South Portland
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- Waterfront rentals South Portland
- Rentals with pools South Portland
- Apartment rentals South Portland
- Rentals with a fireplace South Portland
- Rentals with a hot tub South Portland
- Pet-friendly rentals South Portland
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- Rentals with a patio South Portland
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- Sebago Lake
- Ogunquit Beach
- Wells Beach
- Long Sands Beach
- Popham Beach, Phippsburg
- York Harbor Beach
- Scarborough Beach
- Willard Beach
- Pemaquid Beach
- Short Sands Beach
- Popham Beach State Park
- East End Beach
- Pemaquid Point Lighthouse
- Gooch's Beach
- King Pine Ski Area
- Footbridge Beach
- Wolfe's Neck Woods State Park
- Coastal Maine Botanical Gardens
- Crescent Beach State Park
- Funtown Splashtown USA
- Pleasant Mountain Ski Area
- Hills Beach
- Palace Playland
- Portland Museum of Art
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