Select dates
Trip DatesTap to select your trip dates
Size
Bedrooms
Any
Bathrooms
Any
Guests
2 Guests
Show More
Amenities
Budget
Nightly Budget
$1,000+
$10
Language
English (CA)
Currency
$USD
Type
Home Type: Cottage
Rate
Nightly
Home Type
1 selected
Rental Sites
Any
Keywords
Ex: Beach, Downtown, Lake...
Apply Filters
Show Filters
Home Type: Cottage
Best Match
Guests
2
Bedrooms
0+
Bathrooms
0+
Availability
Instantly Bookable
Nightly Budget
$10 - $1,000+
Rate
Nightly
Weekly
Monthly
Amenities
Show More
Pets
Internet
Pool
Parking
HOME TYPE
Show More
House
Apartment
Hotel Room
Cabin
Keywords
Ex: Beach, Downtown, Lake...

49 South Portland Cottage Rentals

Tripping.com is the world's top vacation rental search engine, rated 9.6 out of 10 based on 50 user reviews.
Compare South Portland cottage rentals from 6 rental sites including HomeAway, Booking.com, TripAdvisor and more, from $34 a night.

New South Portland Cottage, 10 Minutes to Downtown, Great for Entertaining

  • 1
  • 1
$166
HomeAway
$166
VRBO

Sunset Cottage, Family-Friendly Oasis

  • 3
  • 1
$210
HomeAway
$210
VRBO
Listed on 4 Sites

Classic Island Cottage 20 Minutes By Ferry From Portland

  • 3
  • 1
$185
HomeAway
$185
VRBO
Listed on 4 Sites

The Birdhouse at Willard Beach ~ a Maine cottage at the beach

  • 3
  • 2
$235
HomeAway
$235
VRBO
Listed on 4 Sites

3 BR Vacation Home, Convenient Location & Beautiful Ocean Views

  • 3
  • 2
$500
HomeAway
$500
VRBO
Listed on 4 Sites

Charming Beach Bungalow - Willard Beach

  • 2
  • 2
$175
HomeAway
$175
VRBO
Listed on 4 Sites

The Woodbury Cottage: An Oceanfront Maine Island Escape

  • 3
  • 2
$428
HomeAway
$428
VRBO
Listed on 4 Sites

Vintage/Modern Urban Cottage in Portland, Maine

  • 2
  • 2
$325
HomeAway
$325
VRBO
Listed on 4 Sites

20 Second Walk to Willard Beach!

  • 2
  • 2
$175
HomeAway
$175
VRBO
Listed on 4 Sites

Perfect Vacation Cottage, Filled with Sunshine and Laughter

  • 3
  • 2
$171
HomeAway
$171
VRBO
Listed on 4 Sites

Charming Peaks Island Cottage

  • 1
  • 1
$119
HomeAway
$119
VRBO
Listed on 4 Sites

Cagasa Cottage: Oceanview, Handicap Friendly, on Seashore Ave

  • 3
  • 2
$280
HomeAway
$280
VRBO
Listed on 4 Sites

Ocean views, quaint cottage, 3BR 2B, wifi, sleeps 8, seats 10, quiet cul-de-sac

  • 3
  • 2
$215
HomeAway
$215
VRBO
Listed on 4 Sites

Cape Elizabeth Rocky Beach Front Cottage

  • 2
  • 1
$50
HomeAway
$50
VRBO
Listed on 4 Sites

Cozy 2 Bedroom Cottage Near Beach

  • 2
  • 2
$314
HomeAway
$314
VRBO
Listed on 4 Sites

Fabulous Turn Of The Century Cottage (with conveniences)

  • 4
  • 2
$450
HomeAway
$450
VRBO
Listed on 4 Sites

Steps From Willard Beach

  • 3
  • 2
$242
HomeAway
$242
VRBO
Listed on 4 Sites

Peaks Island Cottage/ The Snuggle Inn

  • 1
  • 1
$150
HomeAway
$150
VRBO
Listed on 4 Sites

Perfect Maine Cottage with spectacular ocean and lighthouse views

  • 3
  • 3
$607
HomeAway
$607
VRBO
Listed on 4 Sites

Wake up with the water at your doorstep!!!

  • 4
  • 3
$575
HomeAway
$575
VRBO
Listed on 4 Sites

Diamond Cove Cottage / Great Diamond Island Maine

  • 3
  • 2
$300
HomeAway
$300
VRBO
Listed on 4 Sites

Belle Isle Cottage, Vacation Home, Sleeps Six, Family & Pet Friendly!

  • 3
  • 2
$200
HomeAway
$200
VRBO
Listed on 4 Sites

Peaks Island Victorian Cottage

  • 3
  • 2
$242
HomeAway
$242
VRBO
Listed on 4 Sites

Oceanfront Cottage with Spectacular Views of Casco Bay

  • 3
  • 2
$428
HomeAway
$428
VRBO
Listed on 4 Sites

Classic Turn of the Century Island Summer Cottage

  • 5
  • 3
$292
HomeAway
$292
VRBO
Listed on 4 Sites

Beach and Sunsets

  • 3
  • 2
$278
HomeAway
$278
VRBO
Listed on 4 Sites

The Treehouse - Charming Pet-Friendly Peaks Island Maine Cottage

  • 2
  • 3
$250
HomeAway
$250
VRBO
Listed on 4 Sites

Enjoy Sweeping Waterfront View, Watch Lobster Boats from Porch

  • 4
  • 3
$400
HomeAway
$400
VRBO
Listed on 4 Sites

Willard Beach Cottage for up to 8 Guests

  • 3
  • 2
$300
HomeAway
$300
VRBO
Listed on 4 Sites

Maine Oceanfront Cottage

  • 3
  • 3
$428
HomeAway
$428
VRBO
Listed on 4 Sites

Lovely Family-Friendly Beachfront on Cushings Island

  • 6
  • 3
$457
HomeAway
$457
VRBO
Listed on 4 Sites

Magical Rambling 5 Bedroom Cottage Built 1904 By John Calvin Stevens

  • 5
  • 2
$500
HomeAway
$500
VRBO
Listed on 4 Sites

Charming 3 Bedrm Island Cottage, Near Playground, Pet Friendly

  • 3
  • 1
$200
HomeAway
$200
VRBO
Listed on 4 Sites

Historic Island Cottage, 5BR

  • 5
  • 3
$285
HomeAway
$285
VRBO
Listed on 4 Sites

3 BR/2 BA Quintessential Coastal Maine Cottage on Hannaford Cove Stunning Views

  • 3
  • 2
$420
HomeAway
$420
VRBO
Listed on 4 Sites

The Bungalow at Higgins Beach

  • 2
  • 1
$250
HomeAway
$250
VRBO
Listed on 4 Sites

South Portland Information

Other Rentals in South Portland

South Portland Vacation Rentals
South Portland Pet Friendly Rentals
South Portland Apartment Rentals
South Portland House Rentals
South Portland Booking.com Rentals
South Portland FlipKey Rentals
South Portland Beach Rentals

Destinations Close to South Portland

Old Orchard Beach Cottage Rentals
Ogunquit Cottage Rentals
Higgins Beach Cottage Rentals
Ferry Beach Cottage Rentals
Kennebunkport Cottage Rentals
South Freeport Cottage Rentals
Wells Cottage Rentals
Boothbay Harbor Cottage Rentals
Shapleigh Cottage Rentals
Saco Cottage Rentals

Top Destinations in Maine

Old Orchard Beach Cottage Rentals
Ogunquit Cottage Rentals
Higgins Beach Cottage Rentals
Bar Harbor Cottage Rentals
York Beach Cottage Rentals
Peaks Island Cottage Rentals
South Portland Cottage Rentals
Portland Cottage Rentals
Rockport Cottage Rentals
Ferry Beach Cottage Rentals
Canada (EN)
$ USD

© 2018 Tripping.com