Compare Vacation Rentals & Airbnb in South Portland, ME

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South Portland, ME vacation rentals
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469 Rentals and Airbnb in South Portland, ME

Best family friendly South Portland, ME vacation rentals

Among the 469 accommodations in South Portland, ME, here are the 4 best family friendly rentals

Spacious 1br W/ In-unit Laundry - South Portland, ME
9.8 132 reviews
South Portland, ME
14/08 – 16/08
$619/nighttotal: $1238 (2 )

Spacious 1br W/ In-unit Laundry

1 2
apartment , Portland
This Oakdale flat is conveniently located in Portland, Maine, a short distance from the University of Southern Maine and within easy walking distance of Back Bay, Bird & Co., and Rose Foods.
The one-bedroom, one-bathroom apartment sleeps four guests and features a fully equipped kitchen, free on-street parking, and a smart lock entry system; nearby attractions include Thompson's Point entertainment venue, easily accessible by a short taxi ride.
Forest City Oasis And Spa - South Portland, ME
South Portland, ME
13/10 – 25/10
$747/nighttotal: $8964 (12 )

Forest City Oasis And Spa

2 2
apartment , South Portland
This artist's flat is situated in South Portland, a 5-minute drive from the centre of Portland, and close to attractions such as the Maine Military Museum and the Portland Museum of Art.
This property accommodates up to six guests and offers a garden with a pond and waterfalls, an outdoor bathtub and shower, a sauna, fire pits, and an indoor jacuzzi bathtub.
Guesthouse Retreat Just Minutes From The Beaches! - South Portland, ME
South Portland, ME
13/10 – 25/10
$443/nighttotal: $5316 (12 )

Guesthouse Retreat Just Minutes From The Beaches!

1 2
apartment , Scarborough
This apartment is located in a rural setting in Scarborough, 6.4 kilometres from the town's beaches and a short drive from Prouts Neck, Portland Headlight, and Downtown Portland.
This 84 square metre apartment, suitable for up to three guests, offers one bedroom, one bathroom, a fully equipped kitchen with a dishwasher, air conditioning, a private deck with marsh views, and is equipped with internet and parking, with a pack n play and highchair available on request.
Ocean Front Estate. 15 Min To Portland. - South Portland, ME
9.6 7 reviews
South Portland, ME
22/08 – 05/09
$8017/nighttotal: $112238 (14 )

Ocean Front Estate. 15 Min To Portland.

5 2
apartment , Scarborough
This Scarborough holiday home is located just a 15-minute walk from Casco Bay and Higgins Beach, offering easy access to the beautiful coastline. It has received excellent guest reviews, making it a popular choice for families and groups.
The property is spacious, with 929 square metres of floor space and capacity for up to 10 guests. It offers a range of amenities, including a private pool, fitness centre, and a garden with barbecue facilities, providing plenty of opportunities for relaxation and entertainment.

Best South Portland, ME vacation rentals with a pool

Among the 469 accommodations in South Portland, ME, here are the 4 best rentals with a pool

Coastal Retreat - Sauna, Hot Tub & Swim Spa - Near Beaches And Downtown Portland - South Portland, ME
10 17 reviews
South Portland, ME
13/10 – 25/10
$1296/nighttotal: $15552 (12 )

Coastal Retreat - Sauna, Hot Tub & Swim Spa - Near Beaches And Downtown Portland

3 2
apartment , Scarborough
This Scarborough holiday home, minutes from beaches and Portland's Old Port, offers easy access to attractions such as Thompson's Point and Old Orchard Beach.
Sleeping five guests, this three-bedroom, one-bathroom property boasts a private solar-powered spa with a heated indoor fitness pool (90°F), hot tub, sauna, and fire pit, alongside a four-season sunroom, kitchen with dishwasher, and free internet access.
Good Vibes Portland Home - 4 Wonderful Seasons - South Portland, ME
8.7 7 reviews
South Portland, ME
21/10 – 31/10
$598/nighttotal: $5980 (10 )

Good Vibes Portland Home - 4 Wonderful Seasons

3 3
house , Portland
This holiday home is located in Portland, just 5 kilometres from the Portland Observatory and 27 kilometres from Funtown Splashtown USA. This makes it a great base for exploring the city and the surrounding area.
The property is a 3-bedroom house, with a floor area of 134 square metres, and can accommodate up to 15 guests. It comes with a private pool, a fully equipped kitchen, a garden, parking, and a washing machine.
Private Bungalow W/ Hot Tub, Free Parking & Pool - South Portland, ME
9.9 951 reviews
South Portland, ME
27/06 – 28/06
$568/nightfor 1 night

Private Bungalow W/ Hot Tub, Free Parking & Pool

1 2
house , Portland
The Bungalow is a private, self-contained unit situated in Portland, Maine, a short distance from Thompson's Point, home to Bissell Brothers Brewery, the Children's Museum, and a concert venue. It has received excellent ratings for its location, cleanliness, and overall user experience.
The Bungalow is a one-bedroom, one-bathroom property that can accommodate up to two guests. It offers a range of amenities, including a fully equipped kitchen, a private garden, a shared hot tub and seasonal swimming pool, and high-speed Wi-Fi.
Portland Pool House - Minutes To The Old Port! - South Portland, ME
South Portland, ME
21/10 – 31/10
$742/nighttotal: $7420 (10 )

Portland Pool House - Minutes To The Old Port!

3 3
house , Portland
This Portland holiday home is located a short drive from the Old Port, offering convenient access to downtown attractions and beaches.
This detached house offers 200 square metres of air-conditioned living space with two bedrooms, two bathrooms, a kitchen, and a terrace, accommodating up to 11 guests with a private swimming pool and Wi-Fi.

Frequently Asked Questions about vacation rentals in South Portland, ME

  • When is the best time to book a vacation rental in South Portland, ME?

    The summer months are the busiest time for tourism in South Portland, so if you're looking for the best deals, it's best to book your vacation rental in the spring or autumn. The shoulder seasons offer a more relaxed atmosphere and you'll have less competition for the best rentals.
  • What are the best Airbnb and vacation rentals in South Portland, ME?

    Apartment Walking Distance To Willard Beach, Charming 110-year Former Inn 10' From The Ocean and Willard Beach: Cozy Apartment With A King Size Bed are the most popular Airbnb and vacation rentals in South Portland, ME among travelers.

  • What are the best budget-friendly activities in South Portland, ME?

    Take a stroll along the Eastern Promenade, a scenic park with stunning views of the city and the harbour. Grab a picnic lunch and enjoy the fresh air. The South Portland Public Library also offers a variety of free events and programs, including book clubs, lectures, and movie screenings. And of course, you can always enjoy a free walk along the beautiful coastline.
  • What are the most popular Airbnbs in South Portland, ME?

  • What are the best restaurants with local dishes in South Portland, ME?

    The Lobster Shack at Two Lights is a popular spot for fresh seafood, they have a great selection of lobster rolls and other Maine classics. For something a bit more casual, you can try the South Portland House of Pizza, they have a great menu of pizzas, subs and salads.
  • What are the best vacation rentals with a pool in South Portland, ME?

  • What are the best walking or cycling routes in South Portland, ME?

    The Eastern Promenade is a great place for a walk or bike ride, it offers stunning views of the city and the harbour. The South Portland Land Trust also has a network of trails that are perfect for exploring the local area. If you're looking for a longer ride, you can cycle along the Eastern Promenade Trail, it's a 4.5km paved trail that runs along the waterfront.
  • What are the best rentals for families and kids in South Portland, ME?

  • Are there pet-friendly attractions in South Portland, ME?

    Many of the beaches in South Portland are dog-friendly, including Willard Beach State Park. The South Portland Land Trust also has a number of trails that are open to dogs, just make sure to keep them on a leash.
  • What are the best rentals or Airbnbs with a jacuzzi in South Portland, ME?

  • What are the benefits of choosing a vacation rental in South Portland, ME?

    Vacation rentals offer more space and privacy than a hotel room, and they're often a more affordable option, especially if you're travelling with a family or a group of friends. You also have the convenience of being able to cook your own meals and do your own laundry.
  • What are the top sports attractions and facilities in South Portland, ME?

    The South Portland Recreation Department offers a range of sports facilities, including a public swimming pool, a fitness centre and a number of sports fields. The city is also home to the South Portland High School, which has a number of sports teams, including football, basketball and baseball.

Destinations nearby

Best South Portland, ME vacation rentals with a balcony

Cozy Home In Westbrook Close To Beaches And Portland. - South Portland, ME
South Portland, ME
14/08 – 16/08
$2821/nighttotal: $5642 (2 )

Cozy Home In Westbrook Close To Beaches And Portland.

2 2
apartment , Westbrook
This Westbrook apartment is situated a short drive from Portland, offering easy access to Portland International Airport (16 kilometres away) and local historical sites such as the Tate House Museum and Neal S. Dow House.
This 158 square metre flat accommodates up to four guests, featuring two bedrooms, one bathroom, and amenities including a fridge, microwave, dishwasher, air conditioning, a swimming pool, terrace, garden, spa, and parking.
Workspace | Soaking Tub | W/d | 5 Min Downtown - South Portland, ME
9.2 7 reviews
South Portland, ME
21/10 – 31/10
$637/nighttotal: $6370 (10 )

Workspace | Soaking Tub | W/d | 5 Min Downtown

3 3
apartment , Portland
This Oakdale apartment in Portland, Maine is conveniently located a short walk from Casco Bay and the Southworth Planetarium, and within 1.6km of the University of Southern Maine and Deering Oaks Park.
The three-bedroom, two-bathroom dwelling sleeps eight guests and offers in-unit laundry facilities, free WiFi, and a fully equipped kitchen including a dishwasher, microwave, and stovetop; nearby attractions include Portland Transportation Centre (23-minute walk).
2br W/ Parking | 5 Min To Downtown - South Portland, ME
South Portland, ME
13/10 – 25/10
$472/nighttotal: $5664 (12 )

2br W/ Parking | 5 Min To Downtown

2 2
apartment , Portland
This downtown Portland flat offers a prime location, situated a 12-minute walk from Fitzpatrick Stadium and a 10-minute walk from Deering Oaks Park, providing convenient access to local attractions.
This pet-friendly two-bedroom apartment accommodates up to six guests with air conditioning, complimentary Wi-Fi, a fully equipped kitchen, and on-site parking.
Arlie`s Digs! - One Block To Willard Beach! - South Portland, ME
10 111 reviews
South Portland, ME
21/10 – 31/10
$632/nighttotal: $6320 (10 )

Arlie`s Digs! - One Block To Willard Beach!

2 3
apartment , South Portland
This two-bedroom flat is situated in Willard, South Portland, just a short walk from Casco Bay and Southern Maine Community College, and within 1.6 kilometres of Willard Beach and Fort Preble. It has received excellent guest ratings, making it a popular choice for travellers.
The 111 square metre flat comfortably accommodates up to five guests, and offers a range of amenities including a fully equipped kitchen, a private patio, free Wi-Fi, and parking. Guests can enjoy stunning views of Casco Bay, explore the nearby historic Fort Preble, or relax on the sandy shores of Willard Beach.

Best South Portland, ME vacation rentals with parking

Charming 2-bedroom Back Cove Retreat - South Portland, ME
10 1 review
South Portland, ME
22/08 – 05/09
$603/nighttotal: $8442 (14 )

Charming 2-bedroom Back Cove Retreat

2 2
apartment , Portland
This Back Cove apartment, less than 1.6km from Casco Bay and the University of New England, and under 3.2km from the University of Southern Maine and Eastern Promenade, offers a peaceful residential setting close to Portland's attractions.
The two-bedroom, one-bathroom flat sleeps four, features a garden, parking, air conditioning, and a fully equipped kitchen including a dishwasher, and is excellently rated; enjoy waterfront walks, kayaking, and nearby university campuses.
Private Entrance Residential Portland - South Portland, ME
8.8 6 reviews
South Portland, ME
14/08 – 16/08
$456/nighttotal: $912 (2 )

Private Entrance Residential Portland

1 2
apartment , Portland
This Portland flat is situated in the Deering Center district, offering a 5-minute walk to Casco Bay and a 5-minute drive to Thompson's Point.
This 46 square metre residence accommodates two guests, featuring one bedroom and one bathroom, with amenities including air conditioning, Wi-Fi, and a full kitchen.
Guesthouse Retreat Just Minutes From The Beaches! - South Portland, ME
10 72 reviews
South Portland, ME
13/10 – 25/10
$415/nighttotal: $4980 (12 )

Guesthouse Retreat Just Minutes From The Beaches!

1 2
apartment , Scarborough
This Barn Guesthouse offers a tranquil rural retreat in Scarborough, situated 6 kilometres from local beaches and a short drive from Prouts Neck, Portland Headlight, and Downtown Portland.
This sunny guesthouse apartment, accommodating up to three guests, features 12-foot vaulted ceilings, an open-concept living and dining area, a private deck, and a well-equipped kitchen, with laundry facilities and parking for two cars also available.
Beach Lovers' Dreamhouse - South Portland, ME
10 18 reviews
South Portland, ME
21/08 – 24/08
$931/nighttotal: $2793 (3 )

Beach Lovers' Dreamhouse

1 4
apartment , South Portland
This South Portland house, a short walk from Willard Beach and Casco Bay, offers easy access to local shops, restaurants, and the coastal village atmosphere.
The two-bedroom, two-bathroom property sleeps four guests and includes a full kitchen with dishwasher, private off-street parking for two cars, a garden with outdoor games, and air conditioning.
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