Holiday Homes in South Portland

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Check prices for these dates

Next weekend
31 Oct - 2 Nov
In two weeks
7 Nov - 9 Nov
In one month
21 Nov - 23 Nov
In two months
19 Dec - 21 Dec

Featured Holiday Homes in South Portland

Private kitchen
Spacious and Centrally Located! Two Connected Apartments- Sleeps 11
Spacious and Centrally Located! Two Connected Apartments- Sleeps 11
The price is NZ$1,041
includes taxes & fees
4 Nov - 5 Nov
Spacious and Centrally Located! Two Connected Apartments- Sleeps 11
Property grounds
Willard Square Family Home
Willard Square Family Home
9.6 out of 10, Exceptional, (8)
"A funky place. Liked the decor. "
United States
Gerald H.
Willard Square Family Home
Fridge, microwave, oven, stovetop
Modern Getaway by the Sea
Modern Getaway by the Sea
10.0 out of 10, Exceptional, (2)
"Had a nice stay! House was great."
United States
Karen T.
The price is NZ$1,006
includes taxes & fees
28 Oct - 29 Oct
Modern Getaway by the Sea
Fridge, microwave, oven, stovetop
New home with hot tub, walkable to Old Orchard Beach!
New home with hot tub, walkable to Old Orchard Beach!
10.0 out of 10, Exceptional, (1)
"Great house, new, very clean. "
United States
Todd B.
New home with hot tub, walkable to Old Orchard Beach!
Beach nearby, sun-loungers, beach towels
Beach House ∆ Prime Location ∆ Steps to the Ocean
Beach House ∆ Prime Location ∆ Steps to the Ocean
10.0 out of 10, Exceptional, (52)
"We loved everything about our stay here. Perfect location right on Old Orchard Beach. The house is perfect for what we needed/wanted. Wish we could have stayed longer. We would definitely come back for a longer stay next time we’re in Maine. "
United States
Chanmaly V.
The price is NZ$844
includes taxes & fees
22 Oct - 23 Oct
Beach House ∆ Prime Location ∆ Steps to the Ocean
3 bedrooms, desk, iron/ironing board, travel cot
3BR Coastal Gem with a 5 Min Drive to Ocean Fun
3BR Coastal Gem with a 5 Min Drive to Ocean Fun
10.0 out of 10, Exceptional, (5)
"I loved that the hosts live nearby and responded quickly when we needed anything. Having a washer and dryer onsite is great for longer stays. Beds were comfortable and plenty of blankets and pillows. Highly recommend this property."
United States
Terry
The price is NZ$721
includes taxes & fees
22 Oct - 23 Oct
3BR Coastal Gem with a 5 Min Drive to Ocean Fun
Private kitchen
Spacious Portland Home + Parking
Spacious Portland Home + Parking
10.0 out of 10, Exceptional, (1)
"we used the house has home base for several outings in Portland. Great location and easy parking."
United States
Ellen M.
The price is NZ$1,127
includes taxes & fees
22 Oct - 23 Oct
Spacious Portland Home + Parking
Fridge, microwave, coffee/tea maker, cookware/dishes/utensils
Adorable Seaside Cottage
Adorable Seaside Cottage
8.0 out of 10, Very good, (1)
"Overall nice small place, owner responded quickly to issues. "
United States
Qi L.
The price is NZ$577
includes taxes & fees
18 Nov - 19 Nov
Adorable Seaside Cottage
Dining
The Sea Gaze - 5BR with Beach Path
The Sea Gaze - 5BR with Beach Path
10.0 out of 10, Exceptional, (1)
"Beautiful house and great location "
United States
Nicole K.
The Sea Gaze - 5BR with Beach Path
Living area
The Eagle's Nest ♦ Rooftop Deck ♦ Close to Beach
The Eagle's Nest ♦ Rooftop Deck ♦ Close to Beach
9.4 out of 10, Exceptional, (12)
"The property was in a good location from everything available in the beach area and the house had enough space to accommodate all 12 of us."
United States
Wayne R.
The price is NZ$833
includes taxes & fees
28 Oct - 29 Oct
The Eagle's Nest ♦ Rooftop Deck ♦ Close to Beach
Private kitchen
Spacious 5BR Family Dream with Private Beach Access
Spacious 5BR Family Dream with Private Beach Access
10.0 out of 10, Exceptional, (1)
"Great property! Spacious and comfortable.Nice location."
United States
rebecca c.
The price is NZ$906
includes taxes & fees
22 Oct - 23 Oct
Spacious 5BR Family Dream with Private Beach Access
Aerial view
Mere Point Sunrise Views at Eastern Shore!
Mere Point Sunrise Views at Eastern Shore!
9.8 out of 10, Exceptional, (6)
"Such a beautiful home and peaceful location. We loved our stay and the host was responsive and helpful with any questions we had!"
United States
Diana H.
The price is NZ$812
includes taxes & fees
30 Oct - 31 Oct
Mere Point Sunrise Views at Eastern Shore!
Interior
Plush 5BR OOB Haven w/ Fire Pit
Plush 5BR OOB Haven w/ Fire Pit
10.0 out of 10, Exceptional, (1)
"We stayed for 3 nights and I can honestly say it was the cleanest place I ever stayed in Old Orchard Beach. The neighborhood was really quiet, so it was awesome for our little ones to go to sleep early. They had everything you could ever need for a trip, and more. The only complaint we have is the sink nasal spraying everywhere, which seemed to only be a water pressure issue, so no big deal at all. The host was very communicative for our upcoming trip. All things considered, we definitely will...
United States
Alex B.
The price is NZ$840
includes taxes & fees
2 Nov - 3 Nov
Plush 5BR OOB Haven w/ Fire Pit
Beach
Upscale Spacious OOB Beach House - Seasonal Heated Pool
Upscale Spacious OOB Beach House - Seasonal Heated Pool
10.0 out of 10, Exceptional, (10)
"We loved our stay - it was very clean and spacious in a charming neighborhood away from the hustle and bustle of the downtown/beach. I would strongly recommend! "
Canada
Kelsey S.
The price is NZ$856
includes taxes & fees
5 Nov - 6 Nov
Upscale Spacious OOB Beach House - Seasonal Heated Pool
Fridge, microwave, oven, stovetop
Huge Historic Downtown Townhome
Huge Historic Downtown Townhome
9.8 out of 10, Exceptional, (8)
"We gathered as a family to spend one night in Portland and we could not have been happier with the location. "
United States
Stephen M.
The price is NZ$887
includes taxes & fees
5 Nov - 6 Nov
Huge Historic Downtown Townhome
Aerial view
Orchid Harbor, Bailey Island 3BR
Orchid Harbor, Bailey Island 3BR
10.0 out of 10, Exceptional, (6)
"Orchid Harbor was perfect for my 3 week escape from life. Bailey Island is quiet and the house is comfortable and accommodating for family and friends.The outdoor seating along the ocean was our favorite place to be."
United States
Karen T.
The price is NZ$828
includes taxes & fees
2 Nov - 3 Nov
Orchid Harbor, Bailey Island 3BR
Dining
Orchard Peach-Newly Designed! Family and Pet Friendly
Orchard Peach-Newly Designed! Family and Pet Friendly
8.6 out of 10, Excellent, (4)
"A peaceful location, very convenient stay and walk to the beach! Amazing hosts- very kind and responsive. "
United States
Andrea B.
The price is NZ$897
includes taxes & fees
22 Oct - 23 Oct
Orchard Peach-Newly Designed! Family and Pet Friendly
Property grounds
OOB family Beach House w/private yard and deck! Pet friendly, parking, 4/BR 2/BA
OOB family Beach House w/private yard and deck! Pet friendly, parking, 4/BR 2/BA
10.0 out of 10, Exceptional, (5)
"Everything was great. One small suggestion it would be helpful to have a small binder in the house with info regarding Wi-Fi, Instructions on how to use TVs, and check in check out policies, ie trash day pick up. But great place to stay and would rent this house again. Yard was perfect too! Thank you"
United States
Ritchie L.
OOB family Beach House w/private yard and deck! Pet friendly, parking, 4/BR 2/BA
Fridge, microwave, oven, stovetop
The Harpswell House-Waterfront, SunRise, Big Yards, Classic & Luxury
The Harpswell House-Waterfront, SunRise, Big Yards, Classic & Luxury
10.0 out of 10, Exceptional, (2)
"Beautiful property, well equipped, lots of amenities, plenty of space for our large group."
United States
Edwin M.
The price is NZ$2,166
includes taxes & fees
2 Nov - 3 Nov
The Harpswell House-Waterfront, SunRise, Big Yards, Classic & Luxury
Property grounds
1200 sq ft ♦ West End Townhouse ♦ Perfect Location
1200 sq ft ♦ West End Townhouse ♦ Perfect Location
8.6 out of 10, Excellent, (56)
"Quiet, close to everything and east to find."
United States
Jesse M.
The price is NZ$552
includes taxes & fees
4 Nov - 5 Nov
1200 sq ft ♦ West End Townhouse ♦ Perfect Location
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

Clarion Hotel Portland

Clarion Hotel Portland

10/10 Excellent
"The free shuttle was right on time. We stayed here to catch a super early bus to NYC. We have stayed here before. The staff is friendly. The room is very comfortable and it's a great place to stay when you're catching a bus. "
Fabiola 1-night trip
Posted 1 day ago
Clarion Hotel Portland

Find out more about South Portland

South Portland Holiday Homes information

Number of reviews
175
Accommodation
761 Holiday Homes
Lowest Price
NZ$552
Highest Price
NZ$2,166

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