
House vacation 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

LUX Designer Private Waterfront
Waterfront GLASS cabin with privacy professionally designed, escape to somewhere really special. Crooked river acres surrounding the house with the river wrapping around the property. Dock with direct access to Sebago lake and state park just minutes away, Outdoor shower, hot tub, hammocks, BIG walk-in shower w/ window. Heated bath floors, ac. See through Fireplace. The property has its own sandy swimming beach, pets are welcome. Come enjoy privacy and the space to run around seconds to Sebago.

Amazing Bay View Home with Hot Tub
This enchanting 2-bedroom home is a coastal dream come true! Luxurious and well-appointed, Casco Bay House sleeps up to six, provides a five-star stay, offers all of the comforts of home AND a relaxing hot tub spa. With stunning views of the water, the house also has easy access to dining, shopping, and sightseeing in Portland's lively Old Port district (just 5 minutes away). Whether you seek quiet tranquility or want to hit the town, this waterside house is the perfect home away from home!

Cottage style home 2 blocks from the beach!
Comfortable Cottage style home with 3 bedrooms, private baths. Many amenities. Two living areas for everyone's comfort, a beautiful kitchen, a large private outdoor patio with multiple seating, a fire pit and a gas grill. Backyard is partially shared. We are close to the Portland nightlife, airport, shopping, restaurants and family-friendly activities. We are in a community that offers biking , running routes, parks and History. Warm, welcoming home. In law attached with private entrance.

Oceanfront w/ Stunning views and Private Deck☀️🏖
Welcome to the Beach House on the Rocks, your very own oceanfront retreat! This beautiful, 1350 sq ft house is nestled right next to the ocean. With panoramic views and the ocean just steps away, you won’t forget this one of a kind experience. Tucked away in the hidden gem of Camp Ellis, you’ll enjoy a lively beach scene in the summer and a tranquil retreat in the off season. Just a short trip away to Old Orchard Beach and 30 min to Portland you’ll never be in need of fun activities.

Distinctive Home & Garden
Beautiful renovated Victorian with artistic interior, hardwood floors, gourmet kitchen, patio, mature garden. Within minutes of downtown, restaurants, shopping & Back Cove. Comfortable & fully equipped. Our home was featured in Old Port magazine. Please search the article by inserting "oldport/people/urban-oasis" We have been inspected by the City of Portland and are in compliance with all safety and alarm requirements. Officially licensed to operate as an Airbnb site. # 20185315-ST

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.

Back Cove Cape Escape
Please note: We have a 3 Night Minimum for Holiday weekends. This charming and well appointed home is more than meets the eye. Master suite, fireplace, first floor bedroom and bath, deck, hot tub, there is nothing else you need. All walking distance to Back Cove and 2 miles to Portland's Old Port. Our space is ideally suited for 2-4 adults. Quiet gatherings best suit our home and neighborhood. We will consider renting to 6 (case by case), however there is an additional charge .

The Barnhouse with hot tub
Get away with your whole family at this peaceful home in the country. Hear the frogs chirping in the pond, birds tweeting in the treetops and watch chickens roam around. Enjoy the clear, starry nights while relaxing in the hot tub or cozying up by the fire. Centrally located between coast and mountains. Head a hour north to take the family hiking or on the slopes to enjoy the mountains. Head 40 minutes south to take in the coast and see the iconic Maine lighthouse.

Birch Ledge Guesthouse--Four Season Maine Getaway
Both rustic and elegant, the Birch Ledge Guest House offers a cozy place to relax and recharge, whatever the season. The first floor features a spacious living room (with queen sized pull-out-couch), dining area, and small kitchen. The bathroom has a walk-in shower. The second floor is a loft accessible by a spiral staircase and has a comfy queen and two twin sized beds. The guesthouse is surrounded by quiet forest and is an easy 30 minute drive to Portland.

2 bed house w/king bed, pets & off-street parking!
Welcome to the 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 • 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

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.
Popular amenities for South Portland house rentals
House rentals with a pool

Treehouse Farm - Sebago

Faith Lane with community pool

Upscale OOB Beach House | Seasonal Heated Pool

Cozy Maine Church • Fire Pit • Hammock • WoodStove

"Good Vibes" 4 Wonderful Seasons @ Portland Home!

Designers Dream Home with Pool!

There's No Place Like Home

The Hurkle Durkle House
Weekly house rentals

Modern Cottage with Peeks of Ocean Views

South Portland Gem • 5 mins to Beach & Old Port

Monthly/Nightly Winter Rental- cozy & pet friendly

Sweet Home Near Food & Old Port

South Portland home

Charming Cottage house, 2 bedrooms & Jacuzzi tub

Cozy Lakefront Cabin-Private Dock-Kayaks-Firepit

Studio w/private entrance
Private house rentals

Waterfront Cottage in Freeport

Beautifully, Gambrel style home

Cozy home available at a discounted rate!

Windham Wind Down-Lakefront, Dock, Kayaks, & SUPs

Lobster Boats & Harbor View Pine Point Home

Water views, privacy, decks, minutes to Portland

Enchanting 3BR Farmhouse Retreat Nature Getaway

Modern Guest House + garden patio on Munjoy Hill
When is the best time to visit South Portland?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | € 173 | € 172 | € 172 | € 183 | € 241 | € 270 | € 302 | € 306 | € 258 | € 176 | € 172 | € 172 |
| 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 vacation rentals
Explore 140 vacation rentals in South Portland

Nightly prices starting at
South Portland vacation rentals start at € 34 per night before taxes and fees

Verified guest reviews
Over 5,510 verified reviews to help you choose

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

Pet-friendly vacation rentals
Find 50 rentals that welcome pets

Rentals with dedicated workspaces
70 properties have a dedicated workspace

Wi-Fi availability
130 of South Portland vacation rentals include wi-fi 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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- Family-friendly rentals South Portland
- Rentals with a patio South Portland
- Rentals with a fire pit South Portland
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- House rentals Cumberland County
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- Ogunquit Beach
- Sebago Lake
- Wells Beach
- Scarborough Beach
- York Harbor Beach
- Long Sands Beach
- Popham Beach State Park
- Popham Beach, Phippsburg
- Pemaquid Beach
- East End Beach
- Pemaquid Point Lighthouse
- Dunegrass Golf Club
- King Pine Ski Area
- Willard Beach
- Funtown Splashtown USA
- Coastal Maine Botanical Gardens
- Wolfe's Neck Woods State Park
- Cliff House Beach
- Short Sands Beach
- Wentworth by the Sea Country Club
- Parsons Beach
- Crescent Beach State Park
- Ferry Beach
- Laudholm Beach




