South Portland Vacation Rentals

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Check prices for these dates

Next weekend
Aug 22 - Aug 24
In two weeks
Aug 29 - Aug 31
In one month
Sep 12 - Sep 14
In two months
Oct 10 - Oct 12

Browse Select South Portland Vacation Homes

Quintessential Maine Beach Cottage
Property grounds

Quintessential Maine Beach Cottage

10.0 out of 10, Exceptional, (126)
"Relaxing stay! "
Quintessential Maine Beach Cottage
Dog Friendly, Relaxing Cottage Stay • Steps Away from The Beach
Fridge, microwave, oven, stovetop

Dog Friendly, Relaxing Cottage Stay • Steps Away from The Beach

9.8 out of 10, Exceptional, (50)
"We enjoyed ourselves very much! Close to everything we wanted to do. Would stay again."
The price is CA $371
CA $565 total
includes taxes & fees
Aug 20 - Aug 21
Dog Friendly, Relaxing Cottage Stay • Steps Away from The Beach
4-bedroom vacation home steps to Old Orchard Beach Pier
Sun loungers, beach towels

4-bedroom vacation home steps to Old Orchard Beach Pier

10.0 out of 10, Exceptional, (12)
"Mitchells home was PERFECT.Always quick to communicate and very accommodating. If you are looking for a great place to stay I cant say enough good things. Well stocked he has thought of everything people need when away. He even has games to play which was a nice surprise. You wont regret staying bere! Thanks again so much Mitchell!!!"
4-bedroom vacation home steps to Old Orchard Beach Pier
Beach House ∆ Prime Location ∆ Steps to the Ocean
3 bedrooms, desk, iron/ironing board, travel crib

Beach House ∆ Prime Location ∆ Steps to the Ocean

10.0 out of 10, Exceptional, (44)
"The house is in a wonderful location with great views of the ocean from several rooms. The listing photos really do tell the story of this beautiful home. The beach is just a few steps away from the property. Attention to detail was obviously put in to ensure a wonderful guest experience. The home is very clean, there are practical amenities throughout (4 smart TV’s), and our host was super communicative and accommodating. Portland & Saco being a short drive away is just icing on the cake. Can’t...
The price is CA $581
CA $1,152 total
includes taxes & fees
Aug 31 - Sep 1
Beach House ∆ Prime Location ∆ Steps to the Ocean
Shady Potts Point Cottage Cooled by Ocean Breezes
Terrace/patio

Shady Potts Point Cottage Cooled by Ocean Breezes

9.8 out of 10, Exceptional, (83)
"Great stay in very clean house in a very quiet ocean side community. Perfect getaway!"
Shady Potts Point Cottage Cooled by Ocean Breezes
Sunny Modern Oasis in Portland’s Trendy East End
Exterior detail

Sunny Modern Oasis in Portland’s Trendy East End

10.0 out of 10, Exceptional, (53)
"This apartment was very clean, modern, and fairly private, located on a quite street, but still close enough to walk to shops, cafes, breweries. Only about half a mile from downtown. Would definitely stay again!"
Sunny Modern Oasis in Portland’s Trendy East End
Amazing Views, and Comfortable Spaces in this Well Appointed Sanctuary
Exterior

Amazing Views, and Comfortable Spaces in this Well Appointed Sanctuary

9.8 out of 10, Exceptional, (77)
"We had a great stay! Amazing weather and plenty of lobster."
Amazing Views, and Comfortable Spaces in this Well Appointed Sanctuary
Beachfront, Just steps and you're on the beach!
On the beach

Beachfront, Just steps and you're on the beach!

10.0 out of 10, Exceptional, (2)
"Excellent cottage with great interior space and couldn’t ask for a better location. "
Beachfront, Just steps and you're on the beach!
Elegant and efficient Island home 4 miles from downtown Portland
Outdoor dining

Elegant and efficient Island home 4 miles from downtown Portland

Elegant and efficient Island home 4 miles from downtown Portland
Spacious 7-bedroom house with WiFi and AC in fabulous Pine Point Scarborough
Private kitchen

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

2.0 star property
9.0 out of 10, Wonderful, (8)
The price is CA $2,064
CA $2,998 total
includes taxes & fees
Aug 17 - Aug 18
Spacious 7-bedroom house with WiFi and AC in fabulous Pine Point Scarborough
Cozy & Secluded Estate on 7 acres, Boasting Fresh Renovations!
Smart TV, video games, table tennis, books

Cozy & Secluded Estate on 7 acres, Boasting Fresh Renovations!

8.2 out of 10, Very good, (55)
"We had a large group and had more than enough beds and plenty of space to hang out. Would recommend for a big group or a family looking to spread out!"
Cozy & Secluded Estate on 7 acres, Boasting Fresh Renovations!
The Good Bones Abode
Property grounds

The Good Bones Abode

10.0 out of 10, Exceptional, (2)
"We enjoyed this well kept property with beautiful gardens. It was very pet friendly with a nice back yard area. We cooked steak on the grill one night."
The Good Bones Abode
Enchanting 3BR Farmhouse Retreat Nature Getaway
Fridge, microwave, oven, stovetop

Enchanting 3BR Farmhouse Retreat Nature Getaway

10.0 out of 10, Exceptional, (3)
"We really enjoyed this property. It was very clean, and very comfortable. We will visit again. "
Enchanting 3BR Farmhouse Retreat Nature Getaway
Large, light filled 4 bedroom house - walk to ocean and ferry
Terrace/patio

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

10.0 out of 10, Exceptional, (32)
"Comfortable place to stay and enjoy time with family. We enjoyed exploring Peaks Island and Portland. Everything we needed."
Large, light filled 4 bedroom house - walk to ocean and ferry
5 Star Back Cove Hide-Away 1 bedroom Back Cove apartment with water views!
Fridge, microwave, oven, stovetop

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

10.0 out of 10, Exceptional, (142)
"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!
Spacious 4-bedroom house located in the heart of Portland, ME.
Interior

Spacious 4-bedroom house located in the heart of Portland, ME.

10.0 out of 10, Exceptional, (1)
"Clean, comfortable. "
The price is CA $791
CA $1,371 total
includes taxes & fees
Sep 1 - Sep 2
Spacious 4-bedroom house located in the heart of Portland, ME.
New Cottage Perfect for a Peaceful and Quiet stay on the Ocean with Beach
On the beach

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

10.0 out of 10, Exceptional, (223)
"We enjoyed everything about our place!"
New Cottage Perfect for a Peaceful and Quiet stay on the Ocean with Beach
Modern Getaway by the Sea
Fridge, microwave, oven, stovetop

Modern Getaway by the Sea

The price is CA $585
CA $794 total
includes taxes & fees
Aug 12 - Aug 13
Modern Getaway by the Sea
Quaint Cottage Vacation
Exterior

Quaint Cottage Vacation

9.0 out of 10, Wonderful, (28)
"Had a great time!!"
Quaint Cottage Vacation
Sea View Escape #23 by Bayley Vacation Rentals
On the beach

Sea View Escape #23 by Bayley Vacation Rentals

9.4 out of 10, Exceptional, (26)
"Close to the beach, smaller but just want our family needed for a family getaway!!!! Great place, clean, perfect!!!"
Sea View Escape #23 by Bayley Vacation Rentals
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

Germaine Inn South Portland

Germaine Inn South Portland

10/10 Excellent
"Everything from Germaine Inn South Portland is pretty good rooms, facilities, pool etc.. I only whish they provide breakfast until 10AM instead of 9AM."
Ye Lin 2-night trip
Posted 16 hours ago
Germaine Inn South Portland