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Check prices for these dates

In two weeks
26 Dec - 28 Dec
In two months
6 Feb - 8 Feb
In three months
6 Mar - 8 Mar
In four months
3 Apr - 5 Apr

Vacation Homes in South Portland

Fridge, microwave, oven, stovetop
Modern Getaway by the Sea

Modern Getaway by the Sea

South Portland
10.0 out of 10, Exceptional, (2)
"Had a nice stay! House was great."
United States
Karen T.
The price is AED 918
AED 1,630 total
includes taxes & fees
9 Dec - 10 Dec
Modern Getaway by the Sea
Private kitchen
SAUNA - Spacious and Centrally Located! Two Connected Apartments- Sleeps 11

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

South Portland
The price is AED 845
AED 2,426 total
includes taxes & fees
5 Jan - 6 January 2026
SAUNA - Spacious and Centrally Located! Two Connected Apartments- Sleeps 11
Fridge, microwave, stovetop, coffee/tea maker
The Outlet Studio, Rustic Comfort w Fireplace

The Outlet Studio, Rustic Comfort w Fireplace

Freeport
10.0 out of 10, Exceptional, (11)
"Very comfortable, clean, with a spacious bathroom and within walking distance of downtown Freeport and Bow Street Market"
United States
Deanna S.
The price is AED 298
AED 585 total
includes taxes & fees
9 Dec - 10 Dec
The Outlet Studio, Rustic Comfort w Fireplace
3 bedrooms, desk, iron/ironing board, travel crib
3BR Coastal Gem with a 5 Min Drive to Ocean Fun

3BR Coastal Gem with a 5 Min Drive to Ocean Fun

Old Orchard Beach
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 AED 400
AED 1,305 total
includes taxes & fees
9 Dec - 10 Dec
3BR Coastal Gem with a 5 Min Drive to Ocean Fun
Beach nearby, sun loungers, beach towels
Beach House ∆ Prime Location ∆ Steps to the Ocean

Beach House ∆ Prime Location ∆ Steps to the Ocean

Old Orchard Beach
10.0 out of 10, Exceptional, (55)
"It was clean and neat and just steps to the beach. It had everything you could possibly need."
United States
Mare E.
The price is AED 521
AED 1,785 total
includes taxes & fees
9 Dec - 10 Dec
Beach House ∆ Prime Location ∆ Steps to the Ocean
Fridge, microwave, oven, stovetop
Huge Historic Downtown Townhome

Huge Historic Downtown Townhome

West End
9.8 out of 10, Exceptional, (8)
"The house is so charming and in an excellent location! It is walking distance to many options, on a quiet, beautiful street with comfortable beds and a well appointed kitchen. Easy booking and communication throughout! "
United States
Siobhain C.
The price is AED 571
AED 1,599 total
includes taxes & fees
17 Dec - 18 Dec
Huge Historic Downtown Townhome
Beach
Upscale Spacious OOB Beach House - Seasonal Heated Pool

Upscale Spacious OOB Beach House - Seasonal Heated Pool

Old Orchard Beach
10.0 out of 10, Exceptional, (11)
"We had a good stay. We enjoyed the home, it was clean, the housekeeper was there when we arrived though. I wish it was more lighting downstairs. Very quiet area. "
United States
Mika C.
The price is AED 494
AED 1,739 total
includes taxes & fees
15 Dec - 16 Dec
Upscale Spacious OOB Beach House - Seasonal Heated Pool
Private kitchen
Spacious Portland Home + Parking

Spacious Portland Home + Parking

Parkside
9.0 out of 10, Wonderful, (2)
"we used the house has home base for several outings in Portland. Great location and easy parking."
United States
Ellen M.
The price is AED 606
AED 2,130 total
includes taxes & fees
9 Dec - 10 Dec
Spacious Portland Home + Parking
Terrace/patio
Modern & Sunny House Steps from the Promenade. Private Parking!

Modern & Sunny House Steps from the Promenade. Private Parking!

Munjoy Hill
10.0 out of 10, Exceptional, (37)
"Perfect stay for a quick trip to Portland! "
United States
stacey p.
The price is AED 584
AED 1,213 total
includes taxes & fees
9 Dec - 10 Dec
Modern & Sunny House Steps from the Promenade. Private Parking!
Private kitchen
Classic New England Waterfront

Classic New England Waterfront

Harpswell
10.0 out of 10, Exceptional, (2)
"Great property"
United States
Scott D.
The price is AED 918
AED 2,606 total
includes taxes & fees
9 Dec - 10 Dec
Classic New England Waterfront
Interior
Spacious Country Home Freeport, Only 5 min to LL Bean!

Spacious Country Home Freeport, Only 5 min to LL Bean!

Freeport
9.6 out of 10, Exceptional, (15)
"It was a very relaxing house to stay in. Everything was provided in the kitchen, bathroom and bedrooms. Lots of room for all of us to mingle. "
United States
Carla S.
Spacious Country Home Freeport, Only 5 min to LL Bean!
Fridge, microwave, oven, stovetop
Beautiful Stay in Downtown Freeport, Beautiful Stay in Downtown Freeport

Beautiful Stay in Downtown Freeport, Beautiful Stay in Downtown Freeport

Freeport
10.0 out of 10, Exceptional, (4)
"We had a wonderful time in Freeport, getting some Christmas season shopping in and bring our 4 year old to the Sparkle weekend festivities. "
United States
David H.
The price is AED 901
AED 2,522 total
includes taxes & fees
15 Dec - 16 Dec
Beautiful Stay in Downtown Freeport, Beautiful Stay in Downtown Freeport
1 bedroom, internet, bed sheets
Charming 1-bedroom ADU in wonderful Portland neighborhood

Charming 1-bedroom ADU in wonderful Portland neighborhood

Back Cove
The price is AED 514
AED 841 total
includes taxes & fees
9 Dec - 10 Dec
Charming 1-bedroom ADU in wonderful Portland neighborhood
Living area
The Eagle's Nest ♦ Rooftop Deck ♦ Close to Beach

The Eagle's Nest ♦ Rooftop Deck ♦ Close to Beach

Old Orchard Beach
9.4 out of 10, Exceptional, (14)
"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 AED 609
AED 1,893 total
includes taxes & fees
9 Dec - 10 Dec
The Eagle's Nest ♦ Rooftop Deck ♦ Close to Beach
Interior
Plush 5BR OOB Haven w/ Fire Pit

Plush 5BR OOB Haven w/ Fire Pit

Old Orchard Beach
10.0 out of 10, Exceptional, (2)
"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 AED 787
AED 1,986 total
includes taxes & fees
9 Dec - 10 Dec
Plush 5BR OOB Haven w/ Fire Pit
Fridge, microwave, stovetop, dishwasher
The 87th Townhome - Local Landmark

The 87th Townhome - Local Landmark

West End
8.8 out of 10, Excellent, (3)
"Great location"
United States
Mark J.
The price is AED 583
AED 1,508 total
includes taxes & fees
9 Dec - 10 Dec
The 87th Townhome - Local Landmark
Beach nearby
Charming Victorian beach house 5 bedrooms. 50 steps to the beach

Charming Victorian beach house 5 bedrooms. 50 steps to the beach

Old Orchard Beach
9.6 out of 10, Exceptional, (18)
"We had a large group of friends gathered and this property fit us all comfortably! The closeness to the beach and to the pier was really great we were able to walk to everything we wanted to do there."
United States
Tara P.
The price is AED 1,465
AED 3,199 total
includes taxes & fees
9 Dec - 10 Dec
Charming Victorian beach house 5 bedrooms. 50 steps to the beach
Property grounds
Modern Cottage with Peeks of Ocean Views

Modern Cottage with Peeks of Ocean Views

Cape Elizabeth
10.0 out of 10, Exceptional, (1)
"Very cute property, perfect location! Had every amenity we could possibly need. The home was decorated so cutely and the shower was AMAZING! I’m coming back just for the shower! "
United States
Christina S.
The price is AED 1,047
AED 1,610 total
includes taxes & fees
14 Dec - 15 Dec
Modern Cottage with Peeks of Ocean Views
Property grounds
A historic treasure in Southern Maine, very unique and spacious

A historic treasure in Southern Maine, very unique and spacious

Biddeford
10.0 out of 10, Exceptional, (44)
"Communication was excellent and so thoughtful. We enjoyed everything about the house and location. "
United States
Ellen T.
The price is AED 1,891
AED 3,618 total
includes taxes & fees
9 Dec - 10 Dec
A historic treasure in Southern Maine, very unique and spacious
Fridge, microwave, oven, stovetop
Spacious Home Close to Beaches! 3BR, Dog & Family Friendly, 30 Mins to Portland

Spacious Home Close to Beaches! 3BR, Dog & Family Friendly, 30 Mins to Portland

Biddeford
10.0 out of 10, Exceptional, (8)
"We have stayed three times and will be back"
United States
Michael W.
The price is AED 818
AED 2,541 total
includes taxes & fees
9 Dec - 10 Dec
Spacious Home Close to Beaches! 3BR, Dog & Family Friendly, 30 Mins to 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.
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Top South Portland Hotel Reviews

Comfort Inn South Portland Airport

Comfort Inn South Portland Airport

10/10 Excellent
"The staff was very pleasant and helpful. The room was clean. "
Deborah 1-night trip
Posted 2 days ago
Comfort Inn South Portland Airport