Search Vacation Homes in South Portland

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Vacation Homes in South Portland

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

Vacation Home in South Portland

10.0 out of 10, Exceptional, (2)
"Had a nice stay! House was great."
United States
Karen T.
$417 nightly
The price is $444
Dec 10 - Dec 11
Total with taxes and fees
Modern Getaway by the Sea
Private kitchen
SAUNA - Spacious and Centrally Located! Two Connected Apartments- Sleeps 11

Vacation Home in South Portland

$575 nightly
The price is $626
Dec 10 - Dec 11
Total with taxes and fees
SAUNA - Spacious and Centrally Located! Two Connected Apartments- Sleeps 11
Fridge, microwave, stovetop, coffee/tea maker
The Outlet Studio, Rustic Comfort w Fireplace

Vacation Home in 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.
$146 nightly
The price is $159
Dec 10 - Dec 11
Total with taxes and fees
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

Vacation Home in 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
$349 nightly
The price is $353
Dec 10 - Dec 11
Total with taxes and fees
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

Vacation Home in 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.
$443 nightly
The price is $483
Dec 10 - Dec 11
Total with taxes and fees
Beach House ∆ Prime Location ∆ Steps to the Ocean
Fridge, microwave, oven, stovetop
Huge Historic Downtown Townhome

Vacation Home in 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.
$389 nightly
The price is $424
Dec 16 - Dec 17
Total with taxes and fees
Huge Historic Downtown Townhome
Beach
Upscale Spacious OOB Beach House - Seasonal Heated Pool

Vacation Home in 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.
$434 nightly
The price is $474
Dec 10 - Dec 11
Total with taxes and fees
Upscale Spacious OOB Beach House - Seasonal Heated Pool
Private kitchen
Spacious Portland Home + Parking

Vacation Home in 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.
$532 nightly
The price is $580
Dec 10 - Dec 11
Total with taxes and fees
Spacious Portland Home + Parking
Terrace/patio
Modern & Sunny House Steps from the Promenade. Private Parking!

Vacation Home in Munjoy Hill

10.0 out of 10, Exceptional, (37)
"Perfect stay for a quick trip to Portland! "
United States
stacey p.
$303 nightly
The price is $330
Dec 10 - Dec 11
Total with taxes and fees
Modern & Sunny House Steps from the Promenade. Private Parking!
Private kitchen
Classic New England Waterfront

Vacation Home in Harpswell

10.0 out of 10, Exceptional, (2)
"Great property"
United States
Scott D.
$651 nightly
The price is $710
Dec 10 - Dec 11
Total with taxes and fees
Classic New England Waterfront
Interior
Spacious Country Home Freeport, Only 5 min to LL Bean!

Vacation Home in 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.
$477 nightly
The price is $498
Dec 10 - Dec 11
Total with taxes and fees
Spacious Country Home Freeport, Only 5 min to LL Bean!
Fridge, microwave, oven, stovetop
Beautiful Stay in Downtown Freeport, Beautiful Stay in Downtown Freeport

Vacation Home in 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.
$657 nightly
The price is $687
Dec 15 - Dec 16
Total with taxes and fees
Beautiful Stay in Downtown Freeport, Beautiful Stay in Downtown Freeport
1 bedroom, internet, bed sheets
Charming 1-bedroom ADU in wonderful Portland neighborhood

Vacation Home in Back Cove

$210 nightly
The price is $229
Dec 10 - Dec 11
Total with taxes and fees
Charming 1-bedroom ADU in wonderful Portland neighborhood
Living area
The Eagle's Nest ♦ Rooftop Deck ♦ Close to Beach

Vacation Home in 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.
$434 nightly
The price is $474
Dec 10 - Dec 11
Total with taxes and fees
The Eagle's Nest ♦ Rooftop Deck ♦ Close to Beach
Interior
Plush 5BR OOB Haven w/ Fire Pit

Vacation Home in 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.
$511 nightly
The price is $557
Dec 10 - Dec 11
Total with taxes and fees
Plush 5BR OOB Haven w/ Fire Pit
Fridge, microwave, stovetop, dishwasher
The 87th Townhome - Local Landmark

Vacation Home in West End

8.8 out of 10, Excellent, (3)
"Great location"
United States
Mark J.
$387 nightly
The price is $422
Dec 16 - Dec 17
Total with taxes and fees
The 87th Townhome - Local Landmark
Beach nearby
Charming Victorian beach house 5 bedrooms. 50 steps to the beach

Vacation Home in 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.
$799 nightly
The price is $871
Dec 10 - Dec 11
Total with taxes and fees
Charming Victorian beach house 5 bedrooms. 50 steps to the beach
Property grounds
Modern Cottage with Peeks of Ocean Views

Vacation Home in 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.
$434 nightly
The price is $438
Dec 14 - Dec 15
Total with taxes and fees
Modern Cottage with Peeks of Ocean Views
Property grounds
A historic treasure in Southern Maine, very unique and spacious

Vacation Home in 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.
$898 nightly
The price is $979
Dec 10 - Dec 11
Total with taxes and fees
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

Vacation Home in Biddeford

10.0 out of 10, Exceptional, (8)
"We have stayed three times and will be back"
United States
Michael W.
$609 nightly
The price is $663
Dec 10 - Dec 11
Total with taxes and fees
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

Holiday Inn Express Hotel & Suites South Portland by IHG

Holiday Inn Express Hotel & Suites South Portland by IHG

10/10 Excellent
"The bed was super comfortable!"
Jennifer 1-night trip
Posted 1 day ago
Holiday Inn Express Hotel & Suites South Portland by IHG

Find out more about South Portland

South Portland Vacation Homes information

Number of reviews
232
Accommodation
731 Vacation Homes
Lowest Price
$159
Highest Price
$979

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