Help on Feeds

Vacation Rentals in South Portland, Maine

$100 $81
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

more destinations

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

South Portland things to do

 

Lucky Catch Cruises

WOOHOO! is RIGHT. What a great experience! A touch pricey at the end of the day ($30 per person - how are families of seven doing this?!), but for a two...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

 

Fort Williams Park

It was rather windy and cold here, which was surprising given that we were fine with our light layers during our day trip to Portland till we got to Fort...read more

 

Eastern Promenade

Oh come on. It's about as picturesque as it gets and happens to be in my back yard. Take a walk along the water, take in the views, grab a sammich from...read more

 

Casco Bay Lines

It was really crowded today but still ran pretty smooth. It was warm in the crowd but cooked off quickly once the ferry started moving. The view from the...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

Aside from my fear of germs, this place is great. My almost 2 year old son loves the baby/toddler playspace and what's not to love about a padded room?...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 place is, indeed, magical. There's a small fee to get in -- maybe $3 per person? -- but it's worth it. Just make sure you have cash on you so you don't...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

 

Cycle Mania

Called Gorham Bikes for a rental three times, left messages and no response. Called Cycle Mania and they picked up on the second ring and were more than...read more

 

Portland Museum of Art

I've been spoiled by the art museums in New York, Philly, Chicago, and DC, so I couldn't go as far as giving this museum five stars, but given the size of...read more

 

Greener Postures Yoga

I love Greener Postures. No weird culty pressure. The space is awesome and the staff is sweet.read more

 

Wadsworth-Longfellow House

Adjacent to the Maine Historical Society building, the Longfellow house is accessible only via an hour-long guided tour. Admission to the tour is $10 with...read more

 

Portland Schooner Company

We had a fantastic sunset cruise around the bay with a bottle of bubbles and a spectacular view. Yes, the $39 seemed a little steep but it was absolutely...read more

powered by:
rental results

availability


Weekly rate:

Min $0, Max $4000

$0
$2,000
$4,000+

Bedrooms: Min 0, Max 5

0
5+







Property Type:


legend

savings
freebies
has photos
has calendar
has swimming pool
has hot tub
pets allowed
owner badge

* Nightly rates and average rates per bedroom are based on actual rates in this area. Learn More .

DEAL!! Willard Beach Area - 2 Beautifully Renovated Townhouses
South Portland Townhome Rental Picture
  • Townhome Rental Deals and Discounts $200 off = $1,000 per week
  • bedrooms 5
  • community Willard Beach
  • rental type Townhome
  • owner badgeowner badge
  • sleeps 10
  • baths 3
  • rates (USD) $300 /nt
    $1,200 /wk
 
 
 
 
 

4 reviews write a review

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

The Happy Hut
South Portland House Rental Picture
  • bedrooms 3
  • community Willard Beach
  • rental type House
  • sleeps 6
  • baths 1
  • rates (USD) $1,200 /wk
    $3,000 /mth
 
 
 
 
 

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
 
 
 
 
 

write a review

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
 
 
 
 
 

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
 
 
 
 
 

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) $1,875 /wk
    $6,750 /mth
 
 
 
 
 

write a review

Gorgeous Two Story, Two Bedroom, Pet Friendly, Two Minute Walk From The Beach
South Portland Townhome Rental Picture
  • bedrooms 2
  • rental type Townhome
  • sleeps 4
  • baths ½
  • rates (USD) $150 - $200 /nt
    $975 - $1,400 /wk
    $2,900 /mth
 
 
 
 
 

7 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
 
 
 
 
 

39 reviews write a review

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
 
 
 
 
 

2 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