Best apartment offers in South Portland, ME

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South Portland, ME apartments
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470 Holiday apartments South Portland, ME

Best family friendly South Portland, ME Holiday Apartments and Self Catering Accommodations

Among the 470 accommodations in South Portland, ME, here are the 4 best family friendly holiday apartments

Charming 2-bedroom Back Cove Retreat - South Portland, ME
10 93 reviews
South Portland, ME
22/08 – 05/09
SG$602/nightTotal: SG$8428 (14 )

Charming 2-bedroom Back Cove Retreat

1 2
apartment , Portland
This two-bedroom Portland apartment, situated in Back Cove, is approximately 6.4 kilometres from Portland city centre, offering easy access to Payson Park and Back Cove trails.
The self-catering flat features an open-plan living/dining area, a fully equipped kitchen including dishwasher, and accommodates up to four guests, with added amenities such as a highchair and travel cot for families.
Arlie's Digs! - One Block To Willard Beach! - South Portland, ME
9.8 73 reviews
South Portland, ME
21/10 – 31/10
SG$555/nightTotal: SG$5550 (10 )

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

2 3
apartment , South Portland
This ground-floor flat is located in Willard Square, a short walk from Portland's beach and Scratch Bakery, and within 2 kilometres of the Portland Headlight, Fort Williams Park, and the Old Port. The accommodation has received excellent ratings for cleanliness, location, and user experience.
The flat is spacious with two bedrooms, a living room with seating for six, and a separate dining room. It offers a fully equipped kitchen, a private deck with a table and chairs, access to a large, grassy backyard, and dedicated parking for two cars.
The Globe House On Munjoy Hill - Walk To Breweries - South Portland, ME
9.9 324 reviews
South Portland, ME
21/10 – 31/10
SG$582/nightTotal: SG$5820 (10 )

The Globe House On Munjoy Hill - Walk To Breweries

2 3
apartment , Portland
This family-friendly house is located in Portland, a short walk from Casco Bay and the Eastern Promenade, with the Portland Observatory and Maine Narrow Gauge Railroad Company and Museum within a 2.4 kilometre radius. The house has received excellent ratings for location, cleanliness, and overall experience, making it an ideal choice for travellers looking for a comfortable and enjoyable stay.
The property spans 102 square metres and comfortably accommodates up to 6 guests in its 2 bedrooms and 1 bathroom. Guests can enjoy a range of amenities, including a fully equipped kitchen, a garden, a jacuzzi, and free Wi-Fi, along with the convenience of parking and a pet-friendly environment.
The Hill House - South Portland, ME
10 7 reviews
South Portland, ME
13/10 – 25/10
SG$401/nightTotal: SG$4812 (12 )

The Hill House

1 2
apartment , Portland
This brand new Portland apartment is centrally located in Munjoy Hill, offering easy access to the city's attractions and boasting incredible sunset views over the Portland skyline.
The self-catering flat sleeps two, features a full kitchen, air conditioning, parking, and is excellently rated for cleanliness and location; nearby shops, restaurants and parks provide ample entertainment options.

Best Holiday Apartments and Self Catering Accommodations in South Portland, ME with a pool

Among the 470 accommodations in South Portland, ME, here are the 4 best apartments with a pool

Tower Suite Plus: Hot Tub, W/d, Parking, Spa Bath - South Portland, ME
9.9 77 reviews
South Portland, ME
21/08 – 24/08
SG$636/nightTotal: SG$1908 (3 )

Tower Suite Plus: Hot Tub, W/d, Parking, Spa Bath

1 4
apartment , Portland
This charming apartment is situated in a historic Victorian house in Portland, just 6 kilometres from the city centre and 3 kilometres from the airport and train station. It has received excellent ratings for its location, cleanliness, and overall experience.
The apartment is spacious and comfortably accommodates up to four guests, with two bedrooms, a modern bathroom, and a lounge/kitchenette. Guests can enjoy access to a shared hot tub, outdoor fire pit, and a large garden with picnic tables, as well as a Level 2 EV charging station.
Luxury Retreat In Back Cove | 10 Min To Downtown - South Portland, ME
10 98 reviews
South Portland, ME
21/08 – 24/08
SG$871/nightTotal: SG$2613 (3 )

Luxury Retreat In Back Cove | 10 Min To Downtown

1 4
apartment , Portland
This studio apartment is located in the Back Cove neighbourhood of Portland, a peaceful residential area just 3.2 kilometres from the city centre. It has received excellent ratings for cleanliness, location and user experience.
The apartment is a one-bedroom studio, ideal for a couple, featuring a spacious open floor plan with three large dormers, exposed collar ties and oversized windows. The studio is equipped with a kitchenette, a king-sized bed, a marble rain shower, a deep soaking tub, a garden, a swimming pool and a fitness centre.
Gorgeous 3-bedroom House With A Pool In Charming Portland - South Portland, ME
South Portland, ME
13/10 – 25/10
SG$880/nightTotal: SG$10560 (12 )

Gorgeous 3-bedroom House With A Pool In Charming Portland

3 2
apartment , Portland
This Portland property is situated in the North Deering neighbourhood, offering proximity to cultural sites such as Thompson's Point and the Maine Narrow Gauge Railroad, with Southworth Planetarium and Portland Observatory also nearby.
This three-bedroom flat accommodates up to six guests and features a private outdoor space with a swimming pool, garden, and barbecue, alongside essential amenities like air conditioning, internet, and parking.
Back Yard Paradise - South Portland, ME
9.5 75 reviews
South Portland, ME
21/10 – 31/10
SG$557/nightTotal: SG$5570 (10 )

Back Yard Paradise

4 3
apartment , Portland
This waterfront property is ideally located in Portland, within easy reach of attractions like the Tate House Museum and Casco Bay, and just a short drive from the Children's Museum and Theatre of Maine. The accommodation has consistently received excellent ratings for its location, cleanliness, and overall experience.
This three-bedroom house comfortably accommodates up to seven guests. The property offers a range of amenities, including a private pool, a spacious garden, and a modern kitchen, perfect for families or groups looking for a relaxing and enjoyable stay.

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Best South Portland, ME holiday apartments with air conditioning

Staycation Here!  Fast Wi-fi. - South Portland, ME
9.8 41 reviews
South Portland, ME
21/08 – 24/08
SG$570/nightTotal: SG$1710 (3 )

Staycation Here! Fast Wi-fi.

1 4
apartment , Portland
This Portland apartment rental is situated on the top floor of a four-unit building, conveniently located across from a park.
The spacious two-bedroom flat offers a large eat-in kitchen, a comfortable living area, a private porch, and parking for up to four guests, boasting fast Wi-Fi and all modern amenities.
Mary J. Eastburn House--mountain View Suite - South Portland, ME
9.9 106 reviews
South Portland, ME
21/08 – 24/08
SG$809/nightTotal: SG$2427 (3 )

Mary J. Eastburn House--mountain View Suite

2 4
apartment , Portland
This charming apartment is situated on the Western Promenade in Portland, a historic district with scenic views, just a short walk (1.5km) from the Eastern Promenade and the Old Port. Guests consistently rate the apartment excellent for its location, cleanliness, and overall experience.
The apartment, housed in the beautifully preserved Mary J. Eastburn House (built in 1891), offers two bedrooms and one bathroom, comfortably accommodating up to four guests. Enjoy modern amenities, including air conditioning, parking, and internet access, while being surrounded by historic charm and a peaceful, quiet location.
Private Entrance Residential Portland - South Portland, ME
9.0 3 reviews
South Portland, ME
14/08 – 16/08
SG$460/nightTotal: SG$920 (2 )

Private Entrance Residential Portland

1 2
apartment , Portland
This Portland apartment, situated in a residential area 4.3km from Merrill Auditorium, 5.4km from the Portland Observatory, and 6km from Portland International Airport, offers convenient access to major attractions.
The 46-square-metre flat features one bedroom, one bathroom, sleeps three guests, and includes a fully equipped kitchen, free Wi-Fi, private parking, air conditioning, and a balcony with garden views.
The Nest - South Portland, ME
10 35 reviews
South Portland, ME
13/10 – 25/10
SG$289/nightTotal: SG$3468 (12 )

The Nest

1 2
apartment , South Portland
This South Portland apartment, a self-contained flat in a quiet neighbourhood, is conveniently located approximately 16km from Portland city centre.
The one-bedroom property offers a private entrance, a kitchenette with fridge and microwave, air conditioning, parking, and a private back deck, sleeping up to two guests.

Best pet-friendly South Portland, ME holiday apartments

Among the 470 accommodations in South Portland, ME, here are the 4 best pet friendly holiday apartments

West End Oasis - South Portland, ME
9.9 64 reviews
South Portland, ME
13/10 – 25/10
SG$613/nightTotal: SG$7356 (12 )

West End Oasis

2 2
apartment , Portland
This Portland flat is located in a peaceful district, offering a quiet retreat with convenient access to local points of interest.
This 2-bedroom flat accommodates up to 5 guests and features a well-equipped kitchen, air conditioning, and a garden, with parking available, making it ideal for remote work or a relaxing break.
Lovely Cape Elizabeth Family Home 3 To 5 Miles To Portland & Beaches 3,700sf A/c - South Portland, ME
10 97 reviews
South Portland, ME
21/10 – 31/10
SG$1446/nightTotal: SG$14460 (10 )

Lovely Cape Elizabeth Family Home 3 To 5 Miles To Portland & Beaches 3,700sf A/c

5 3
apartment , Cape Elizabeth
This family-friendly holiday home is located in Cape Elizabeth, just 3 miles from Casco Bay and Crescent Beach State Park. It has received excellent ratings for user experience, location, and cleanliness.
The property offers 5 bedrooms and can comfortably accommodate up to 8 guests in its 344 square metres of space. Enjoy the garden with barbecue grills, relax in the jacuzzi, or have fun in the dedicated arcade/game room.
Crow's Nest - South Portland, ME
10 32 reviews
South Portland, ME
21/08 – 24/08
SG$1075/nightTotal: SG$3225 (3 )

Crow's Nest

2 4
apartment , Portland
Crow's Nest is situated in Portland, just 1.1 kilometres from the East End Beach and Portland Observatory, offering a blend of coastal charm and cultural exploration. The apartment has received excellent ratings for its location, cleanliness and overall experience.
This comfortable flat provides 120 square metres of space, accommodating up to four guests. It offers a range of amenities including a private garden, a terrace, parking, air conditioning, and internet access.
2 Bedroom Apartment On Top Floor In Portland's West End - South Portland, ME
10 74 reviews
South Portland, ME
21/10 – 31/10
SG$584/nightTotal: SG$5840 (10 )

2 Bedroom Apartment On Top Floor In Portland's West End

3 3
apartment , Portland
This recently renovated, top-floor flat is located in Portland's West End, a short walk from Longfellow Square's amenities and near the Neal S. Dow House and International Cryptozoology Museum.
This 65 square metre apartment accommodates up to 5 guests across two bedrooms and features a dishwasher, washing machine, dryer, and air conditioning, with dedicated parking available 200 metres away.
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