Holiday Homes in South Portland

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Featured Holiday Homes in South Portland

Full sized home
Fridge, microwave, oven, stovetop
Full sized home
9.6 out of 10, Exceptional, (4)
"Great place to stay. Host was helpful and responsive."
The price is NZ$558
includes taxes & fees
27 June - 28 June
Full sized home
Orchard Beach Elegance: Spacious Yard & Patio
Beach
Orchard Beach Elegance: Spacious Yard & Patio
10.0 out of 10, Exceptional, (11)
"Stay was great , Immaculate rental and fully equipped."
Orchard Beach Elegance: Spacious Yard & Patio
New Listing! Private 3 Bedroom Oceanfront Home, Peaks Island, Maine
Sun-loungers, beach towels
New Listing! Private 3 Bedroom Oceanfront Home, Peaks Island, Maine
10.0 out of 10, Exceptional, (1)
"We absolutely loved our stay at House at Table Rock. The sun-filled living room and deck with spectacular ocean views was the perfect way to wake up with our morning coffee. Host Jen’s beautiful home is very comfortable with fully equipped kitchen essentials and everything we needed for our island getaway. From the front deck, we watched lobstermen at work, sailboats, and the ferries carrying people from island to Island. This island home is a treasure and we can’t wait to come back next year!"
New Listing! Private 3 Bedroom Oceanfront Home, Peaks Island, Maine
Lakefront home with sunrise views, private dock, kayaks, paddle boards, WFH desk
Exterior
Lakefront home with sunrise views, private dock, kayaks, paddle boards, WFH desk
9.4 out of 10, Exceptional, (19)
"The place was clean, beautiful, and centrally located to shops, restaurants and bars. It was tucked away and quiet right on the lake. Would highly recommend!"
Lakefront home with sunrise views, private dock, kayaks, paddle boards, WFH desk
One queen bed unit 16 at Belkis beach motel
1 bedroom, free WiFi, bed sheets
One queen bed unit 16 at Belkis beach motel
6.8 out of 10, (3)
"We have stayed here twice and it work perfect for us. Close to the beach and convenient. Staff are friendly and accommodating. Will stay here again."
One queen bed unit 16 at Belkis beach motel
Charming Cottage Steps to Pine Point Bch - 1 mile OOB outside Scarborough w/ AC
Exterior
Charming Cottage Steps to Pine Point Bch - 1 mile OOB outside Scarborough w/ AC
9.8 out of 10, Exceptional, (12)
"This is a great spot to stay no matter what time of the year!! Completely enjoyed my stay!!"
The price is NZ$1,192
includes taxes & fees
19 July - 20 July
Charming Cottage Steps to Pine Point Bch - 1 mile OOB outside Scarborough w/ AC
The Moonglow! A beautiful ocean view house in Biddeford!
Terrace/patio
The Moonglow! A beautiful ocean view house in Biddeford!
9.8 out of 10, Exceptional, (84)
"The property was as advertised. The view on the top floor and deck made the stay for us. Nice quiet beach."
The Moonglow! A beautiful ocean view house in Biddeford!
Beach and City Escape! Updated Getaway - Near Beach & Dining & ALL THE FUN
Exterior
Beach and City Escape! Updated Getaway - Near Beach & Dining & ALL THE FUN
9.4 out of 10, Exceptional, (37)
"My husband, daughter, son-in -law, 8mth old grandson and I came from NC for a visit back home to Maine where my husband and I are from. It was a great little home for a week. Clean and spacious. Only down fall was uncomfortable beds and sharing a single bathroom for four adults. We enjoyed the oob area and the beach. It was super hot for being mid June in Maine. But the AC worked great! Thank you for a great stay!"
The price is NZ$1,367
includes taxes & fees
7 July - 8 July
Beach and City Escape! Updated Getaway - Near Beach & Dining & ALL THE FUN
Spacious, private 2nd floor 2bed apartment in Yarmouth Village.
Exterior
Spacious, private 2nd floor 2bed apartment in Yarmouth Village.
9.6 out of 10, Exceptional, (23)
"We were in Maine for a soccer tournament in the area. This location was perfectly located and had all the amenities of being at home. We definitely recommend to anyone"
Spacious, private 2nd floor 2bed apartment in Yarmouth Village.
beautiful rooms at Belkis Beach Motel
Outdoor pool, a heated pool
beautiful rooms at Belkis Beach Motel
6.8 out of 10, (16)
"Overall okay experience. Spent more time away from motel."
beautiful rooms at Belkis Beach Motel
Enchanting 3BR Farmhouse Retreat Nature Getaway
Fridge, microwave, oven, stovetop
Enchanting 3BR Farmhouse Retreat Nature Getaway
6.0 out of 10, (2)
"Great place! Wonderul property for my family of 5. Great communication with property manager. Will definitely come back again. Great location"
Enchanting 3BR Farmhouse Retreat Nature Getaway
Private 3BR waterfront home, hot tub, pool table, sandy beach, BBQ, w/d, wifi
TV
Private 3BR waterfront home, hot tub, pool table, sandy beach, BBQ, w/d, wifi
Private 3BR waterfront home, hot tub, pool table, sandy beach, BBQ, w/d, wifi
Luxurious Penthouse with Modern Design in Downtown
Interior
Luxurious Penthouse with Modern Design in Downtown
Luxurious Penthouse with Modern Design in Downtown
Elegant condo - walk to Portland's best restaurants & Old Port
Private kitchen
Elegant condo - walk to Portland's best restaurants & Old Port
9.4 out of 10, Exceptional, (48)
"My two sisters and I loved everything about the place especially the kitchen and the temperature control via AC or heat. The only concern about the place is that it took 1-3 tries each time we had to unlock the front door by code. There was supposed to be music to help but couldn't really hear anything. May need some attention but have to admit we never alerted anyone at the time thinking it was related to our ineptitude! I tried to do this review on the Vacasa site but the page never came up...
The price is NZ$796
includes taxes & fees
23 July - 24 July
Elegant condo - walk to Portland's best restaurants & Old Port
Luxurious house with golf course views, firepit, pergola, deck, and central AC
Outdoor dining
Luxurious house with golf course views, firepit, pergola, deck, and central AC
9.0 out of 10, Wonderful, (52)
"It's our second time at this great home, and that's just what is it, a great home. Not at all sterile like so many other offerings. Certainly looking forward to another stay."
Luxurious house with golf course views, firepit, pergola, deck, and central AC
Serenity between the lakes and seashore
Exterior
Serenity between the lakes and seashore
9.8 out of 10, Exceptional, (9)
"Kitchen fully stocked. Comfortable beds. Comfy little getaway. David is great at responding right away with any issues. Only negative review is it has portable air instead of central air, but honestly the ceiling fans are great."
The price is NZ$627
includes taxes & fees
30 June - 1 July
Serenity between the lakes and seashore
Ultra Luxury Estate w/Ocean Views! Steps to Beach!
Fridge, microwave, oven, stovetop
Ultra Luxury Estate w/Ocean Views! Steps to Beach!
Ultra Luxury Estate w/Ocean Views! Steps to Beach!
Dog-Friendly Old Orchard Beach Home < 1 Mi to Pier
TV, DVD player, books
Dog-Friendly Old Orchard Beach Home < 1 Mi to Pier
9.2 out of 10, Wonderful, (5)
"Loved the location. Back yard was perfect for our puppies. Easy walk to OOB. Nice neigbors."
Dog-Friendly Old Orchard Beach Home < 1 Mi to Pier
Historic West End Neighborhood
Exterior
Historic West End Neighborhood
10.0 out of 10, Exceptional, (102)
"We were in Portland for our daughter’s grad school graduation, and our accommodations were perfect. Jim was an awesome host! Thank you so much for the use of you home."
Historic West End Neighborhood
Family beach home within a 15 minute walk of Maine's nicest beaches
Property grounds
Family beach home within a 15 minute walk of Maine's nicest beaches
9.4 out of 10, Exceptional, (13)
"Great location! Stocked kitchen!! Clean beautiful home! Close to everything but nice quiet neighborhood! Loved it! Thank you for letting us stay! Hope to return next year!"
Family beach home within a 15 minute walk of Maine's nicest beaches
Don't see what you're looking for?
See all available properties in South Portland
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.

Other property types in South Portland

Charming 110-year former Inn 10' from the Ocean!
Property grounds
Charming 110-year former Inn 10' from the Ocean!
9.8 out of 10, Exceptional, (101)
"Perfect location. House could not be closer to the beach. You have your own large private balcony directly on the beach. Short drive to downtown Porland. There are a few close places to walk to also. We spent every night and morning on the balcony watching the boats go by and dogs playing on the beach early morning and nights. "
Charming 110-year former Inn 10' from the Ocean!
Come enjoy 7 miles of beaches in sunny OOB in this 2 bedroom condo.
Beach nearby, beach towels
Come enjoy 7 miles of beaches in sunny OOB in this 2 bedroom condo.
8.4 out of 10, Very good, (20)
"Our stay was great and the property was adorable and was exactly as listed! Super close to the beach and in a surprisingly quiet location! Isaiah was super easy to contact and was quick to respond with all my questions!"
The price is NZ$404
includes taxes & fees
25 June - 26 June
Come enjoy 7 miles of beaches in sunny OOB in this 2 bedroom condo.
Full sized home
Fridge, microwave, oven, stovetop
Full sized home
9.6 out of 10, Exceptional, (4)
"Great place to stay. Host was helpful and responsive."
The price is NZ$558
includes taxes & fees
27 June - 28 June
Full sized home
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.

South Portland Holiday Homes information

Number of reviews
366
Accommodation
600 Holiday Homes
Lowest Price
NZ$558
Highest Price
NZ$1,367

Recent Reviews in South Portland
Expedia verified reviews

Home2 Suites by Hilton Portland Airport

Home2 Suites by Hilton Portland Airport

5/5 Excellent
"Even though we spent only one night and had to checkout at four in the morning, everything we could’ve asked for us was there, including Room, lobby and staff. "
A verified traveller stayed at Home2 Suites by Hilton Portland Airport
Posted 22 hours ago
Home2 Suites by Hilton Portland Airport