Holiday Homes in South Portland

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Featured Holiday Homes in South Portland and around

New Cottage Perfect for a Peaceful and Quiet stay on the Ocean with Beach

10.0 out of 10, Exceptional, (229)
"Beautiful views, very clean and enjoyed the oceanside vibe both inside and out! Easy walk to general store and walkable to Giant Stairs trail and Cedar Beach."
New Cottage Perfect for a Peaceful and Quiet stay on the Ocean with Beach

5 HOUSES AWAY FROM BEACH - DISCOUNTED FOR 08/16-08/23,08/23-08/30 AND SEPTEMBER

8.8 out of 10, Excellent, (6)
"Aucunes instructions de la part du proprio, clé, draps, serviettes. Nous avons dû chercher la clé longtemps. Manque de propreté, tapis sales, poussière, Proprio désagréable ."
5 HOUSES AWAY FROM BEACH - DISCOUNTED FOR 08/16-08/23,08/23-08/30 AND SEPTEMBER

Full sized home

9.8 out of 10, Exceptional, (43)
"The house was lovely. Very comfortable place. Within 15- 20 mins to a store or restaurants."
Full sized home

Spacious 7-bedroom house with WiFi and AC in fabulous Pine Point Scarborough

2.0 star property
9.2 out of 10, Wonderful, (13)
"Very responsive host, even got us a pack and play for our youngest! Perfect house for a beach stay! Would stay again! "
Spacious 7-bedroom house with WiFi and AC in fabulous Pine Point Scarborough

5 Star Back Cove Hide-Away 1 bedroom Back Cove apartment with water views!

10.0 out of 10, Exceptional, (149)
"This was our second stay at Beth’s home, and it certainly won’t be the last (as long as she’s willing to have us!) Everything is absolutely perfect. Beth is a thoughtful host, the location is perfect and the home is beautiful - you can’t go wrong!"
5 Star Back Cove Hide-Away 1 bedroom Back Cove apartment with water views!

Executive Falmouth Waterfront Home on the Presumpscot River

10.0 out of 10, Exceptional, (55)
"I visited Maine with several family members. We stayed in this lovely home and used it as a homebase. It is very well located and quite nicely equipped. "
Executive Falmouth Waterfront Home on the Presumpscot River

Sensational Beachfront Property Old Orchard Beach, with indoor elevator

9.6 out of 10, Exceptional, (64)
"Our stay was perfect. The house allowed for us to sleep 17 people comfortably, eat together, cook in teams for a progressive dinner and spread out all at the same time. Jason was quick to answer questions, and he provided excellent suggestions for places to eat and shop. We could not be more pleased with our stay. Thank you, Jason!!"
The price is €1,307
includes taxes & fees
19 Oct - 20 Oct
Sensational Beachfront Property Old Orchard Beach, with indoor elevator

Beach House ∆ Prime Location ∆ Steps to the Ocean

10.0 out of 10, Exceptional, (48)
"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. "
The price is €478
includes taxes & fees
22 Oct - 23 Oct
Beach House ∆ Prime Location ∆ Steps to the Ocean

Private Lakefront Estate with 180 Degree Views

10.0 out of 10, Exceptional, (7)
"This was a fabulous property in perfect location. The house and grounds were amazing. It was a sensational week."
Private Lakefront Estate with 180 Degree Views

The Moonglow! A beautiful ocean view house in Biddeford!

9.8 out of 10, Exceptional, (119)
"Great location! Loved the common space area, deck and beach. "
The Moonglow! A beautiful ocean view house in Biddeford!

The Perfect Beach Escape: Cozy 4-Bedroom Retreat

10.0 out of 10, Exceptional, (110)
"Great location, comfortable beds, games for the kids and great communication with the owner. "
The Perfect Beach Escape: Cozy 4-Bedroom Retreat

BEST BEACH LOCATION OCEANVIEW OOB 2 STOREY COTTAGE 3 BEDROOM &AMAZING PATIO AREA

10.0 out of 10, Exceptional, (34)
"So close to the beach, loved having coffee watching the sunrise. Clean, owner was friendly and helpful. Great vacation!"
BEST BEACH LOCATION OCEANVIEW OOB 2 STOREY COTTAGE 3 BEDROOM &AMAZING PATIO AREA

Quintessential Maine Beach Cottage

10.0 out of 10, Exceptional, (133)
"Never tire of the view of the marsh!"
Quintessential Maine Beach Cottage

Sunny Modern Oasis in Portland’s Trendy East End

10.0 out of 10, Exceptional, (57)
"Wonderful all around"
Sunny Modern Oasis in Portland’s Trendy East End

Beautiful house on the Harpswell Peninsula over looking Casco Bay

9.6 out of 10, Exceptional, (73)
"Great view, nice property, cool area in Harpswell. Great to stay at if you are in town for Live Well Farm. Lots of rooms, beds, and privacy. "
Beautiful house on the Harpswell Peninsula over looking Casco Bay

Gorgeous and Unique New England Beach House: Panoramic Views of Saco Bay!

10.0 out of 10, Exceptional, (97)
"Would love to stay here again!! "
Gorgeous and Unique New England Beach House: Panoramic Views of Saco Bay!

Spacious Historic Home | 7BR West End for Groups

10.0 out of 10, Exceptional, (6)
"Perfect accommodation for extended family to get together for a long weekend. House was comfortable and well-appointed with plenty of space, beds, towels etc. Air conditioning worked perfectly when needed."
The price is €1,401
includes taxes & fees
8 Oct - 9 Oct
Spacious Historic Home | 7BR West End for Groups

Large, light filled 4 bedroom house - walk to ocean and ferry

9.8 out of 10, Exceptional, (35)
"I stayed here for a weekend with a group of friends and it was a dream! So lovely!"
Large, light filled 4 bedroom house - walk to ocean and ferry

Elegant and efficient Island home 4 miles from downtown Portland

9.0 out of 10, Wonderful, (2)
"An ideal home away from home at our most favorite place in Maine. Plenty of extra touches to make guests feel welcome and comfortable. Owner is quick to respond to any questions, and went well above-and-beyond to help us out when we experienced an unforeseen situation. I am so very grateful! I hope we can book this wonderful home again next summer. Thank you!"
Elegant and efficient Island home 4 miles from downtown Portland

ENJOY YOUR SUMMER AT BEACH ROSE COTTAGE IN OLD ORCHARD BEACH!

9.8 out of 10, Exceptional, (46)
"Cleanest and updated house we have stayed in, I highly recommend. "
ENJOY YOUR SUMMER AT BEACH ROSE COTTAGE IN OLD ORCHARD 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

Find out more about South Portland

Find out more about South Portland

South Portland Holiday Homes information

Number of reviews
1,271
Accommodation
805 Holiday Homes
Lowest Price
€478
Highest Price
€1,401

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