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The best holiday rentals in South Portland

Check out our pick of great holiday rentals in South Portland

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Review score

Superb: 9+ Very good: 8+ Good: 7+ Pleasant: 6+
Our top picks Lowest price first Star rating and price Top reviewed

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The holiday home has 1 bedroom, a TV with cable channels, a fully equipped kitchen with a dishwasher and an oven, a washing machine, and 1 bathroom with an a bath or shower. For added privacy, the accommodation features a private entrance.

nice cottage, comfortable living room and bedroom.

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7.6
Good
5 reviews
Price from
£186
per night

Set in Portland, 24 km from Funtown Splashtown USA and 400 metres from Merrill Auditorium, Portside Elegance, Chic Urban Haven offers air conditioning. The property features city views and is 1.4 km from Portland Observatory and 22 km from Aquaboggan Water Park. Free WiFi is available throughout the property and East End Beach is 2.4 km away.

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9.5
Exceptional
2 reviews
Price from
£344
per night

Set in Portland, 2.1 km from East End Beach and 24 km from Funtown Splashtown USA, The Docent's Collection offers accommodation with free WiFi in a historic building. The air-conditioned accommodation is 500 metres from Merrill Auditorium. The accommodation features a 24-hour front desk and a lift for guests.

The apartment was fantastic. It's so big I couldn't find the third bedroom! Nicely appointed.

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9.3
Superb
83 reviews
Price from
£251
per night

Situated in Portland, 1.2 km from Merrill Auditorium and 1.9 km from Portland Observatory, Cumberland Casa - B offers air conditioning. The property is set 21 km from Aquaboggan Water Park, 26 km from Palace Playland and 26 km from Old Orchard Beach Pier. Free WiFi is available throughout the property and Funtown Splashtown USA is 24 km away.

Great location, right in downtown Portland. Beautiful little apartment with a brilliantly stocked bathroom and kitchen which included everything I needed for a three week stay. Lovely, comfortable bed and lots of storage space through the apartment as well. Low ceilings may be an issue for anyone over 6ft. The apartment itself was cute and cosy - but multiple issues with Vacasa management company means I would avoid ever returning.

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6.2
Review score
5 reviews
Price from
£183
per night

Cumberland Casa - A, a property with a garden, is located in Portland, 1.2 km from Merrill Auditorium, 1.9 km from Portland Observatory, as well as 21 km from Aquaboggan Water Park. Featuring an ATM, this property also provides guests with a children's playground. Free WiFi is available throughout the property and Funtown Splashtown USA is 24 km away.

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5.5
Review score
2 reviews
Price from
£201
per night

Situated in Portland in the Maine region, with East End Beach and Portland Observatory nearby, Crow's Nest features accommodation with free private parking. The property is set 23 km from Aquaboggan Water Park, 28 km from Palace Playland and 28 km from Old Orchard Beach Pier. The property is non-smoking and is located 25 km from Funtown Splashtown USA.

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9
Superb
1 reviews
Price from
£440
per night

The holiday home has 1 bedroom, a TV with cable channels, a fully equipped kitchen with an oven and a microwave, and 1 bathroom with an a bath or shower. Towels and bed linen are available in the holiday home. The accommodation offers a fireplace.

Beautiful views, ample living space, clean and comfortable, cozy bedroom with a wood stove, and a kitchen with plenty of dishes, pots, pans, and utensils.

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8
Very good
10 reviews
Price from
£182
per night

Located in Portland in the Maine region, with East End Beach and Portland Observatory nearby, Island View House BnB Self Check-In provides accommodation with free WiFi and free private parking. The property is set 26 km from Funtown Splashtown USA, 23 km from Aquaboggan Water Park and 28 km from Palace Playland. Every room has a flat-screen TV with streaming services.

Comfortable, well-appointed, spotlessly clean and good location.

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9
Superb
29 reviews
Price from
£213
per night

West End Inn is located in Portland, 1 km from Victoria Mansion.

Each room at this bed and breakfast is air conditioned and comes with a flat-screen TV with cable channels. Rooms come with a private bathroom fitted with a shower. Extras include free toiletries and a hairdryer. West End Inn features free WiFi .

Great breakfast, great service, beautiful inn.

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9.3
Superb
110 reviews
Price from
£205
per night

A Foodies Delight and Cumberland Charm is situated in Portland, 25 km from Funtown Splashtown USA, 400 metres from Portland Observatory, and 700 metres from Merrill Auditorium. There is a private entrance at the holiday home for the convenience of those who stay. Free WiFi is available throughout the property and East End Beach is 1.5 km away.

Great space, good to have washer/dryer, location was a bit rough but only 15mins walk to downtown.

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7.8
Good
13 reviews
Price from
£340
per night

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