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Vacation Rentals in South Portland, Maine

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about South Portland

Search vacation deals on homes, villas, cabins, cottages, apartments and condos in destinations all over the world. Click the "rental results" tab to browse South Portland, Maine vacation rentals and inquire about your favorites. If you cant find what youre looking for, consider nearby destinations, or come back for a visit - vacation home rentals in South Portland are added and updated every week!

Compared to hotels, South Portland vacation rentals are much more family-friendly and flexible, offering a lot more space, a lot more savings, and a lot more amenities - like private pools, gourmet kitchens, and pet-friendly accommodations! Tip: Save money by taking advantage of cheap weekly rates.

South Portland, Maine Vacation Rentals and Tourism

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Check out more areas which feature homes, villas, cabins, cottages, or condos.

South Portland things to do

 

Lucky Catch Cruises

Simply Amazing! My wife booked us a tour on the Lucky Catch during our recent vacation to Maine. We took the lighthouse/lobstering tour at 10:30am and we...read more

 

Portland Head Lighthouse and Museum

This place is simply stunning; I can definitely see why people want to come and take photos and bask in the beautiful landscape of this lighthouse and it's...read more

 

Eastern Promenade

I stayed at the Marriott Residence right down the street from the Eastern Promenade and really enjoyed walking down here for the fireworks. I realize it's...read more

 

Fort Williams Park

Fort Williams Park, or my pet name for it Fort Willy, has always been and continues to be one of my most favorite places. Whenever I am entertaining out of...read more

 

Casco Bay Lines

I loved my experience taking the Sunset Run when I visited Maine in May. I can't give it five stars because there was no narration (I guess there were less...read more

 

Wadsworth-Longfellow House

Very cool museum. The price was right and it was a perfect stop over for some culture while in Portland. We arrived about 45 minutes before closing and had...read more

 

Portland Sea Dogs

It's really weird for me to write a review about the Portland Sea Dogs that's independent from Hadlock Field (since to me the two are symbiotic of each...read more

 

Children's Museum & Theatre of Maine

This is a great place for children 6 months on up! Most of their exhibits are interactive so the children are busy while learning. I was looking for a place...read more

 

Blue

Blue seems to get skipped over when planning a night out and, while I can understand why (I'll get to this in a minute), it's also one of my favorite spots...read more

 

Two Lights State Park

This is a magical place. There are tunnel-like archways or trees and bushes, little hidden nooks with picnic tables for a secluded picnic, and an abundance...read more

 

Crescent Beach State Park

I have lived in Maine for a little over 7 months now and I am really glad I found this beach! There isn't much scenery and clean beaches from my neck of...read more

 

Portland Museum of Art

The first thing I noticed about this museum is how helpful and friendly the docents are. After we paid for our admission, a docent took out a map of the...read more

 

Cycle Mania

At first I thought the bikes, the employees, and the whole store was too elite for me and my casual recreational interest in road biking. I previously...read more

 

Greener Postures Yoga

I have been wanting to get back to yoga for some time now. I have been cycling and recently decided that my 40+ year old overweight body needs to complete a...read more

 

Victoria Mansion

People, let me tell you; I am an old house enthusiast. I have toured house museums across the country, from South Carolina to Pennsylvania to Colorado. I've...read more

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Casco Cottage at Willard Beach
South Portland House Rental Picture
  • bedrooms 2
  • community Willard Beach
  • rental type House
  • owner badgeowner badge
  • sleeps 4
  • baths 1
  • rates (USD) $150 - $175 /nt
    $850 - $1,000 /wk
 
 
 
 
 

6 reviews write a review

Cottage on Coolidge
South Portland House Rental Picture
  • bedrooms 2
  • community Willard Beach
  • rental type House
  • sleeps 5
  • baths 1
  • rates (USD) $200 /nt
    $1,000 /wk
 
 
 
 
 

1 reviews write a review

Willard Beach Area - 2 Beautifully Renovated Townhouses
South Portland Townhome Rental Picture
  • bedrooms 5
  • community Willard Beach
  • rental type Townhome
  • owner badgeowner badge
  • sleeps 10
  • baths 3
  • rates (USD) $300 /nt
    $1,200 /wk
 
 
 
 
 

5 reviews write a review

The Painted Lady of Willard Beach
South Portland Apartment Rental Picture
  • bedrooms 1
  • community Willard Beach
  • rental type Apartment
  • sleeps 3
  • baths 1
  • rates (USD) $700 - $840 /wk
    $2,500 - $3,200 /mth
 
 
 
 
 

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Chart House at Harriet Street - 2 newly renovated townhouses
South Portland House Rental Picture
  • bedrooms 6
  • community Willard Beach
  • rental type House
  • sleeps 12
  • baths 2
  • rates (USD) $300 /nt
    $1,000 /wk
 
 
 
 
 

1 reviews write a review

Beautiful Willard Beach Carriage House
South Portland Cottage Rental Picture
  • bedrooms 1
  • community
  • rental type Cottage
  • sleeps 6
  • baths 1
  • rates (USD) $1,200 /wk
 
 
 
 
 

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The Foghorn Cottage, Modern, Clean, and Comfortable in Willard Beach
South Portland Cottage Rental Picture
  • bedrooms 2
  • rental type Cottage
  • sleeps 6
  • baths 1
  • rates (USD) $195 /nt
    $1,200 /wk
 
 
 
 
 

3 reviews write a review

Gorgeous Two Story, 2 Bedroom, Pet & Baby Friendly, 2 min. Walk From The Beach
South Portland Townhome Rental Picture
  • bedrooms 2
  • rental type Townhome
  • sleeps 4
  • baths ½
  • rates (USD) $175 - $229 /nt
    $1,100 - $1,600 /wk
    $2,900 /mth
 
 
 
 
 

8 reviews write a review

Quiet Beautiful Home With Perfect Access To The Beaches And The City Of Portland
South Portland House Rental Picture
  • bedrooms 4
  • rental type House
  • sleeps 9
  • baths 2
  • rates (USD) $1,450 - $2,250 /wk
    $3,500 - $9,000 /mth
 
 
 
 
 

3 reviews write a review

The Birdhouse at Willard Beach ~ a Maine cottage at the beach
South Portland Cottage Rental Picture
  • bedrooms 3
  • rental type Cottage
  • owner badgeowner badge
  • sleeps 5
  • baths 1
  • rates (USD) $180 - $185 /nt
    $975 - $1,200 /wk
 
 
 
 
 

42 reviews write a review

Charming 2BR, Walk To Beach, Pet-Friendly
South Portland House Rental Picture
  • bedrooms 2
  • rental type House
  • sleeps 4
  • baths 1
  • rates (USD) $160 - $250 /nt
    $960 - $1,575 /wk
 
 
 
 
 

2 reviews write a review