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South Portland Vacation Rentals

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Check prices for these dates

In two weeks
10 Jul - 12 Jul
In two months
21 Aug - 23 Aug
In three months
18 Sep - 20 Sep
In four months
16 Oct - 18 Oct

Our top choices for South Portland vacation rentals

Outdoor dining

Peaceful & minutes from the Old Port with private parking

Peaceful & minutes from the Old Port with private parking
Knightville
9.6 out of 10, Exceptional, (10 reviews)
"Apartment was very cute, clean, and just what I was looking for. Jennifer was very accommodating and understanding "
United States
Jolee S.
The price is SAR 725
SAR 1,240 total
includes taxes & fees
29 Jun - 30 Jun
Peaceful & minutes from the Old Port with private parking
Smart TV, fireplace, books

Willard Beach: Cozy Apartment with a King Size Bed

Willard Beach: Cozy Apartment with a King Size Bed
Willard Beach
10.0 out of 10, Exceptional, (1 review)
"Lovely and quiet. Just what I had hoped for. "
United States
Heather R.
The price is SAR 872
SAR 1,617 total
includes taxes & fees
21 Jul - 22 Jul
Willard Beach: Cozy Apartment with a King Size Bed
Interior

Sunny Spot with Private Parking.

Sunny Spot with Private Parking.
Knightville
9.8 out of 10, Exceptional, (27 reviews)
"Cute property.. also really suitable for long stay as the amenities were complete and near groceries and some restaurants and cafes.. convenient!"
United States
Giana
The price is SAR 965
SAR 1,506 total
includes taxes & fees
6 Jul - 7 Jul
Sunny Spot with Private Parking.
TV

The Coastal Connection

The Coastal Connection
Thorton Heights
9.0 out of 10, Wonderful, (2 reviews)
"Very convenient, comfortable, and bright apartment. We appreciated that dogs were allowed as well."
United States
Sheryl S.
The price is SAR 754
SAR 1,641 total
includes taxes & fees
28 Jun - 29 Jun
The Coastal Connection
Beach nearby

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

Arlie`s Digs! - One Block To Willard Beach!
Willard Beach
10.0 out of 10, Exceptional, (64 reviews)
"Beautiful place, perfect location! "
United States
Melissa M.
The price is SAR 1,614
SAR 2,806 total
includes taxes & fees
15 Jul - 16 Jul
Arlie`s Digs! - One Block To Willard Beach!
Exterior

Willard Square Family Home

Willard Square Family Home
Willard Beach
9.6 out of 10, Exceptional, (10 reviews)
"Great location, close to Old Port. Great bakery/coffee and ice cream next door. House was clean and comfortable!"
United States
Steve S.
The price is SAR 1,787
SAR 3,092 total
includes taxes & fees
13 Jul - 14 Jul
Willard Square Family Home
Living area

SAUNA - Spacious and Centrally Located! Two Connected Apartments- Sleeps 11

SAUNA - Spacious and Centrally Located! Two Connected Apartments- Sleeps 11
Ligonia
10.0 out of 10, Exceptional, (1 review)
"Incredibly welcoming house! Very nicely furnished and prepared for guests. Couldn’t be more grateful for the thoughtfulness and accessibility to the property. We kept saying how impressed we were with how many towels were available! A lot of small details were paid attention to by the host! Thank you so much!"
United States
Patrick S.
The price is SAR 2,309
SAR 4,239 total
includes taxes & fees
15 Jul - 16 Jul
SAUNA - Spacious and Centrally Located! Two Connected Apartments- Sleeps 11
Interior

Willard Beach–Apartment Near Portland & Parks

Willard Beach–Apartment Near Portland & Parks
Willard Beach
10.0 out of 10, Exceptional, (5 reviews)
"Excellent in every way."
United States
Robert B.
Willard Beach–Apartment Near Portland & Parks
Honeymoon Studio | Egyptian cotton sheets, premium bedding, down comforters, bed sheets

Fortland Island Campground

Fortland Island Campground
1.0 star property
Portland
10.0 out of 10, Exceptional, (3 reviews)
"It was very quiet and liked the experience of staying in a camp like setting."
United States
leela srinivas
The price is SAR 1,365
SAR 1,488 total
includes taxes & fees
2 Jul - 3 Jul
Fortland Island Campground
1 bedroom, WiFi, bed sheets

Studio Apartment near downtown Walkable!

Studio Apartment near downtown Walkable!
West Bayside
8.4 out of 10, Very Good, (7 reviews)
"Maine Oyster Company was a highlight of the trip! "
United Kingdom
Tyler P.
The price is SAR 591
SAR 898 total
includes taxes & fees
22 Jul - 23 Jul
Studio Apartment near downtown Walkable!
2 bedrooms, WiFi, bed sheets

Large, luxurious geodesic dome - 04

Large, luxurious geodesic dome - 04
Freeport
10.0 out of 10, Exceptional, (3 reviews)
"Pet friendly and the experience is just amazing. Thank you for having us! "
United States
Rene B.
The price is SAR 976
SAR 1,588 total
includes taxes & fees
29 Jun - 30 Jun
Large, luxurious geodesic dome - 04
Outdoor dining

Sebago Lake Cottage on Raymond Cape

Sebago Lake Cottage on Raymond Cape
Raymond
10.0 out of 10, Exceptional, (48 reviews)
"This little cabin was so clean and comfortable!! Very well equipped kitchenette. Comfortable bed too. Everything we needed and more!"
United States
Teresa G.
Sebago Lake Cottage on Raymond Cape
Smart TV

Beautiful 1st Floor Apartment & Amazing Shower

Beautiful 1st Floor Apartment & Amazing Shower
Parkside
9.2 out of 10, Wonderful, (29 reviews)
"This was a clean and good location for our stay. "
United States
Jocelyn R.
The price is SAR 801
SAR 1,233 total
includes taxes & fees
29 Jun - 30 Jun
Beautiful 1st Floor Apartment & Amazing Shower
Sun loungers

The Saco Suite - Downtown, Dog Friendly, Sleeps 4, Walk to Bars & Restaurants!

The Saco Suite - Downtown, Dog Friendly, Sleeps 4, Walk to Bars & Restaurants!
Downtown Saco
10.0 out of 10, Exceptional, (24 reviews)
"Great space, responsive host, great location!"
United States
Reed C.
The price is SAR 635
SAR 1,375 total
includes taxes & fees
30 Jun - 1 Jul
The Saco Suite - Downtown, Dog Friendly, Sleeps 4, Walk to Bars & Restaurants!
Property grounds

Modern, Luxurious Cabin in the Woods - 03

Modern, Luxurious Cabin in the Woods - 03
Freeport
10.0 out of 10, Exceptional, (7 reviews)
"This was a perfect little cabin. It was clean, well equipped with a nice kitchen and bathroom, quiet and wooded location, and comfy bed. "
United States
Chris B.
The price is SAR 848
SAR 1,379 total
includes taxes & fees
28 Jun - 29 Jun
Modern, Luxurious Cabin in the Woods - 03
Interior

1200 sq ft ♦ West End Townhouse ♦ Perfect Location

1200 sq ft ♦ West End Townhouse ♦ Perfect Location
West End
8.4 out of 10, Very Good, (60 reviews)
"Nice place. Good location."
United States
Rob M.
The price is SAR 386
SAR 1,403 total
includes taxes & fees
29 Jun - 30 Jun
1200 sq ft ♦ West End Townhouse ♦ Perfect Location
Terrace/patio

Full sized home

Full sized home
Harpswell
9.8 out of 10, Exceptional, (53 reviews)
"Wonderful stay!"
United States
Erika T.
The price is SAR 760
SAR 1,393 total
includes taxes & fees
1 Jul - 2 Jul
Full sized home
Smart TV

Nautical View

Nautical View
Old Orchard Beach
10.0 out of 10, Exceptional, (19 reviews)
"Beautiful place!"
United States
Louise P.
Nautical View
Beach nearby, sun loungers, beach towels

Serene Pine Point Escape — 1 Block to Beach, Marsh Views & Portland

Serene Pine Point Escape — 1 Block to Beach, Marsh Views & Portland
Pine Point
9.6 out of 10, Exceptional, (42 reviews)
"Beautiful, clean place to stay and dogs welcome "
United States
Anonymous traveler
The price is SAR 547
SAR 1,382 total
includes taxes & fees
19 Jul - 20 Jul
Serene Pine Point Escape — 1 Block to Beach, Marsh Views & Portland
Beach

Updated 2 BD cottage. 10 min walk to Pier & Beach

Updated 2 BD cottage. 10 min walk to Pier & Beach
Old Orchard Beach
8.0 out of 10, Very Good, (24 reviews)
"Was the perfect place to unwind. Close enough to walk to beach, restaurants and shops. Enjoyed our stay emensly!"
United States
Maria H.
The price is SAR 769
SAR 1,540 total
includes taxes & fees
26 Jun - 27 Jun
Updated 2 BD cottage. 10 min walk to Pier & Beach
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top South Portland Hotel Reviews

Cambria Hotel Portland Downtown-Old Port

Cambria Hotel Portland Downtown-Old Port

10/10 Excellent
"Love everything about this place. The Staffs, Cleanliness, and Location. All Amazing."
Jason 2-night trip
Posted 1 hour ago
Cambria Hotel Portland Downtown-Old Port

Frequently asked questions

Can I find vacation rentals in South Portland?

Yes, you can find vacation rentals close to the most popular sights in South Portland, or you can choose a more secluded option if you'd like a relaxing place to stay. Tourists like the array of shops and top-notch restaurants in South Portland. Allow some time to check out the waterfront during your trip.

What are some of the best vacation home rentals in South Portland?

Modern, Spacious Guest Suite Near the Ocean: Visitors like this South Portland vacation home rental. It is located on the beach and has a patio, a garden, and laundry facilities to put you at ease in your new surroundings. Kitchen amenities include a fridge, a microwave, and an electric kettle. Make the most of the selection of games in this rental home to help you unwind.

How many vacation rentals are there in South Portland?

With 30 Expedia vacation rentals, you're sure to find just the right place for your South Portland stay.

What can I see and do in South Portland?

Cultural attractions include Lyric Music Theater and South Portland Historical Society Museum, whereas Willard Beach and Casco Bay are a couple of picturesque spots to enjoy the outdoors. Other places in town to visit include Maine Mall and Fort Preble.

What are vacation rentals like in South Portland?

Vacation rentals are private properties you can reserve for several days or longer in South Portland. Vacation rentals feature amenities like WiFi and washers and dryers so you'll have everything you need. If you're concerned about a clean environment, a vacation rental can provide a sense of security away from shared hotel elevators and lobbies bustling with people while still allowing you a great travel experience. You'll also get more space in a vacation rental than in a standard hotel, which makes a vacation rental a popular option for a small group gathering.