
Vacation rentals in South Portland
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Top-rated vacation rentals in South Portland
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Cozy SoPo Condo
Welcome to this cozy one-bedroom apartment in Ferry Village, South Portland, Maine. This charming neighborhood is located just across the Casco Bay from Portland, and it's the perfect place to relax and admire the natural beauty of Maine. Enjoy a tour of our gardens and relax on the string light lit patio. The apartment is located on a quiet street, less than a mile walk from Willard Beach. Take a walk on the Greenway to Bug Light park or towards Knightville for some food and drink options.

Sopo Abode
Welcome to your garden oasis. Your home away from home. This elegantly styled garden level apartment in South Portland's crown jewel neighborhood, Sylvan Sites, is spacious, calm, and inviting. Have a sit in your private sauna, and take in the abundant birdsong of the neighborhood from your private back patio while you sip your morning coffee. Just down the road (5 minutes) to downtown Portland, Willard Beach, or Knightville, and 10-15 minutes to Scarborough and Cape Elizabeth beaches.

Willard Square - The View
5 minutes to the beach , private deck , cozy apartment just a stone's throw from Scratch Bakery. Grab a bagel, or my personal fave, almond horseshoe, and relax on the deck stroll to the beach. One bedroom apartment on the third floor, fully equipped kitchen. Everything you need for a weekend or a winter rental. The stairs are steep and may not be appropriate if you have mobility issues. sloped ceilings . First response is alaways , "It's so much bigger than the photos show. Fast wifi .

Apartment Walking Distance to Willard Beach
Our South Portland in-law suite is on a private floor & has its own private entrance at the back of the house. It is a 1 bedroom, 1 bathroom space with a fully stocked kitchenette and free parking. You'll love being only a 5 minute walk from Willard Beach and walking distance to 2 different lighthouses: Spring Point and Bug Light. You'll also be a 10 minute drive to Old Port. You'll have access to a shared, fenced-in backyard. South Portland Short Term Rental License #: STR2020-0022.

Luxury Apt, 7 min to Old Port, W/D, Parking
A sunny, private, spacious, recently renovated 1 BD apartment in a quiet neighborhood in South Portland. New kitchen and 2 luxury bathrooms with shared seasonal back patio. Enjoy the new Second Rodeo Cafe next door. Minutes to the beach and downtown Portland. Enjoy Bug Light Park, the Eastern Greenway Trail, and Scratch Bakery; you are close to it all. Please note: From December through March, we have off-street parking space for only one vehicle. We are owner-operated. Lic#2764

Rustic Willard Beach condo ten mins from Old Port!
Second-fl unit in historic 150-yr-old building one block from South Portland's premiere beach! Minutes away from historic Portland Head Light and Downtown Portland. Quaint, spacious and tucked away in charming Willard Square. Brand new kitchen and bathroom! Perfect for families, friends, or couples looking for a relaxing coastal retreat. World-famous Scratch Baking across the street, and the Old Port's incomparable restaurants, shopping and historic architecture across the Bay!

Sunny Spot with Private Parking
This cozy, 1 bedroom apartment is located in the peaceful neighborhood of Knightville. The Portland Peninsula, which includes the historic Old Port and the downtown arts district, is less than a 10-minute drive across the bridge. The perfect spot for a couple or a fun friend getaway! Several excellent dining spots, coffee shops, and markets are all within walking distance from the house. Bike rentals are 2 blocks away! The local beach is a 5-minute drive /10-minute bike ride.

Cape Elizabeth Garden Apt+Beach+Close to Portland!
Bright, airy, two-story, 1000 sf apartment, with view of gardens. Off-street parking and private entrance. First floor living area with kitchenette, and sofa-bed, for additional guests. Second floor king bedroom with full bath. Ideally located a short walk to Kettle Cove Beach, and just minutes from Two Lights State Park, Crescent Beach, Higgins Beach and Robinson Woods Trail. Portland - voted the best restaurant city in the US - is a 10 minute drive. STR Permit #210701.

Sunny and beautiful brick house apartment
This beautiful and cozy apartment was renovated by our own hands, with energy efficiency and craft in mind. The space is an opened kitchen/living room with 2 bedrooms. Reclaimed beams and old wood mix with fun colors and gorgeous full sunlight. A lush organic garden surrounds the house with backyard chickens. Set on a quiet street, walking distance to Willard Beach & Scratch bakery, 5 minutes to Portland Headlight and 10 minutes to Portland's Old Port.

Bright Guest Studio Near Lighthouses and Beach
This bright guest studio is steps from the Greenbelt Walkway. Walk (within 10 mins) to two lighthouses, Willard beach, Bug Light Park, Scratch Bakery, Willard Scoops ice cream and a variety of restaurants. Portland is an 8 minute drive or 20 minute bike over the bridge. The space is minimal, bright and airy with windows surrounding, an elevated bed with comfy queen mattress, fully equipped kitchen, washer/dryer, and cozy couch for lounging.

Beautiful large studio on the ocean.
Our large, light, 2nd floor studio is airy and modern with a deck overlooking the garden, ocean and sunrise. We love to welcome guests so if you'd like to book please introduce yourselves and let us know who is coming. We are caring, unobtrusive hosts who value getting to know our guests a little beforehand. We think we have the best of both worlds here - the peace and beauty of Casco Bay, yet 5 minutes to the center of town.

Cozy 2 BR Apt in Walking Distance to Restaurants
This is a private two bedroom apartment in a great location (15 minutes to downtown Portland). The apartment is in walking distance to eateries, Riverbank Park, grocery stores and local breweries. It is also located across the street from the police station on a dead end street. The unit is child friendly and has a pack 'n Play and high chair. (Please note that linens are not provided for the Pack n’ Play.)
Popular amenities for South Portland vacation rentals
Stay near South Portland's top sights
Other great vacation rentals in South Portland

Waterfront Two Master Suite Penthouse with Rooftop

Desirable Location. Steps from the beach. Cozy

Newly built private guest suite off Shore Road

SAUNA Spacious 2BR New Listing Promo!

“StowAway” to Willard Square, South Portland

Cozy South Portland studio with King bed! REG107

The Knightcap

Comfy, cozy family beach rental!!
When is the best time to visit South Portland?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $187 CAD | $190 CAD | $193 CAD | $233 CAD | $262 CAD | $307 CAD | $354 CAD | $373 CAD | $311 CAD | $279 CAD | $225 CAD | $199 CAD |
| 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 |
Frequently Asked Questions
Where should I stay in South Portland?
Make yourself at home in South Portland by choosing from our most frequently booked neighborhoods. We have over 1,540 vacation rentals in West End, over 1,420 vacation rentals in Downtown Portland, and over 1,420 vacation rentals in Waterfront District.
Are there vacation rentals with a dedicated workspace in South Portland?
Yes! Work meets play with ease at over 310 vacation rentals in South Portland featuring dedicated workspaces. Stay connected and productive in your home away from home.
Are there pet-friendly vacation rentals in South Portland?
Four-legged friends are welcome in South Portland. Choose from more than 190 vacation rentals for guests traveling with pets.
Are there South Portland vacation rentals on Airbnb with pools?
Yes! Dive into the perfect getaway at one of over 20 vacation homes with pools in South Portland, available on Airbnb. Make a splash and soak up the sun in style!
How much does it cost to stay in house rentals in South Portland?
Experience the best of South Portland with our house rentals, starting at about $40 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
Are there family-friendly townhouse rentals in South Portland?
South Portland has more than 10 family-friendly townhouse rentals. Amenities on the property may include high chairs, travel cribs, or strollers.
Do house rentals in South Portland have a bbq area?
Absolutely! We offer over 40 house rentals with a bbq area in South Portland. Enjoy a tailored experience with all the comforts you desire.
Do boutique hotel rentals in South Portland have wifi?
Absolutely! We offer over 30 boutique hotel rentals with wifi in South Portland. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in South Portland have a gym?
Absolutely! We offer over 20 house rentals with a gym in South Portland. Enjoy a tailored experience with all the comforts you desire.
What are the most popular amenities for Apartment Rentals in South Portland?
Enhance your stay in our Apartment Rentals with the most popular amenities: over 260 homes with wifi, over 30 homes with a bbq area, and more. Indulge in the ultimate retreat, tailored to your preferences.
Quick stats about vacation rentals in South Portland

Total vacation rentals
Explore 600 vacation rentals in South Portland

Nightly prices starting at
South Portland vacation rentals start at $56 CAD per night before taxes and fees

Verified guest reviews
Over 71,030 verified reviews to help you choose

Family-friendly vacation rentals
280 properties offer extra space and kid-friendly amenities

Pet-friendly vacation rentals
Find 190 rentals that welcome pets

Vacation rentals with a pool
20 properties feature pools

Rentals with dedicated workspaces
310 properties have a dedicated workspace

Wifi availability
590 of South Portland vacation rentals include wifi access

Popular amenities for guests
Guests love Gym, BBQ grill, and Laptop-friendly workspace 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
- 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
- Funtown Splashtown USA
- King Pine Ski Area
- Willard Beach
- Coastal Maine Botanical Gardens
- Wolfe's Neck Woods State Park
- Short Sands Beach
- Wentworth by the Sea Country Club
- Cliff House Beach
- Parsons Beach
- Ferry Beach
- Crescent Beach State Park
- Laudholm Beach




