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49 South Portland Cottage Rentals

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Compare South Portland cottage rentals from 6 rental sites including HomeAway, Booking.com, TripAdvisor and more, ranging from $49 to $2600 a night.
$250/night

The Treehouse - Charming Peaks Island Maine Cottage

  • 2
  • 3
$250
HomeAway
$250
VRBO
$250
VacationRentals
Listed on 4 Sites
$142/night

Private Oceanfront Cottage, Sweeping Views 100 feet from water

  • 1
  • 1
$142
HomeAway
$142
VRBO
$142
VacationRentals
Listed on 4 Sites
Contact Owner

The Perfect Island Getaway! Steps to the beach and spectacular sunsets

  • 3
  • 2
Contact Owner
HomeAway
$200
VRBO
$200
VacationRentals
Listed on 4 Sites
$142/night

Cozy 3 Bedroom, 1 Bath Cottage, 5 Min Walk To Willard Beach

  • 3
  • 1
$142
HomeAway
$142
VRBO
$142
VacationRentals
Listed on 4 Sites
$185/night

Classic Island Cottage 20 Minutes By Ferry From Portland

  • 3
  • 1
$185
HomeAway
$185
VRBO
$185
VacationRentals
Listed on 4 Sites
$139/night

Peaks Island Cottage/ The Snuggle Inn

  • 1
  • 1
$139
HomeAway
$139
VRBO
$139
VacationRentals
Listed on 4 Sites
$428/night

Breath-Taking Waterfront Cottage with Boat Dock

  • 1
  • 1
$428
HomeAway
$428
VRBO
$428
VacationRentals
Listed on 4 Sites
$300/night

Classic Family Cottage, Gorgeous View from Porch, Peaceful Location

  • 6
  • 3
$300
HomeAway
$300
VRBO
$300
VacationRentals
Listed on 4 Sites
$400/night

Enjoy Sweeping Waterfront View, Watch Lobster Boats from Porch

  • 4
  • 3
$400
HomeAway
$400
VRBO
$400
VacationRentals
Listed on 4 Sites
$235/night

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

  • 3
  • 2
$235
HomeAway
$235
VRBO
$235
VacationRentals
Listed on 4 Sites
$200/night

Maine Cottage Seaside

  • 2
  • 1
$200
HomeAway
$200
VRBO
$200
VacationRentals
Listed on 4 Sites
$190/night

Oceanside Carriage House/ Dog Friendly -

  • 1
  • 1
$190
HomeAway
$190
VRBO
$190
VacationRentals
Listed on 4 Sites
$285/night

Diamond Cove Cottage / Great Diamond Island Maine

  • 3
  • 2
$285
HomeAway
$285
VRBO
$285
VacationRentals
Listed on 4 Sites
$173/night

Cozy Island Hideaway

  • 2
  • 2
$173
HomeAway
$173
VRBO
$173
VacationRentals
Listed on 4 Sites
$278/night

Beach and Sunsets

  • 3
  • 2
$278
HomeAway
$278
VRBO
$278
VacationRentals
Listed on 4 Sites
$500/night

3 BR Vacation Home, Convenient Location & Beautiful Ocean Views

  • 3
  • 2
$500
HomeAway
$500
VRBO
$500
VacationRentals
Listed on 4 Sites
$200/night

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

  • 3
  • 2
$200
HomeAway
$200
VRBO
$200
VacationRentals
Listed on 4 Sites
$428/night

Maine Oceanfront Cottage

  • 3
  • 3
$428
HomeAway
$428
VRBO
$428
VacationRentals
Listed on 4 Sites
$171/night

Perfect Vacation Cottage, Filled with Sunshine and Laughter

  • 3
  • 2
$171
HomeAway
$171
VRBO
$171
VacationRentals
Listed on 4 Sites
$175/night

Charming Beach Bungalow - Willard Beach

  • 2
  • 2
$175
HomeAway
$175
VRBO
$175
VacationRentals
Listed on 4 Sites
$450/night

Fabulous Turn Of The Century Cottage (with conveniences)

  • 4
  • 2
$450
HomeAway
$450
VRBO
$450
VacationRentals
Listed on 4 Sites
$285/night

A Coastal Hideaway in the Heart of Two Lights, Cape Elizabeth

  • 2
  • 2
$285
HomeAway
$285
VRBO
$285
VacationRentals
Listed on 4 Sites
$457/night

Lovely Family-Friendly Beachfront on Cushings Island

  • 6
  • 3
$457
HomeAway
$457
VRBO
$457
VacationRentals
Listed on 4 Sites
$242/night

Steps From Willard Beach

  • 3
  • 2
$242
HomeAway
$242
VRBO
$242
VacationRentals
Listed on 4 Sites
$357/night

Beachfront Island Cottage with Panoramic Water Views

  • 5
  • 1
$357
HomeAway
$357
VRBO
$357
VacationRentals
Listed on 4 Sites
$428/night

The Woodbury Cottage: An Oceanfront Maine Island Escape

  • 3
  • 2
$428
HomeAway
$428
VRBO
$428
VacationRentals
Listed on 4 Sites
$300/night

Five minute walk to Willard Beach, sleeps six!

  • 3
  • 2
$300
HomeAway
$300
VRBO
$300
VacationRentals
Listed on 4 Sites
$119/night

Charming Peaks Island Cottage

  • 1
  • 1
$119
HomeAway
$119
VRBO
$119
VacationRentals
Listed on 4 Sites
$314/night

Cozy 2 Bedroom Cottage Near Beach

  • 2
  • 2
$314
HomeAway
$314
VRBO
$314
VacationRentals
Listed on 4 Sites
$325/night

Vintage/Modern Urban Cottage in Portland, Maine

  • 2
  • 2
$325
HomeAway
$325
VRBO
$325
VacationRentals
Listed on 4 Sites
$242/night

Peaks Island Victorian Cottage

  • 3
  • 2
$242
HomeAway
$242
VRBO
$242
VacationRentals
Listed on 4 Sites
$300/night

Willard Beach Cottage for up to 8 Guests

  • 3
  • 2
$300
HomeAway
$300
VRBO
$300
VacationRentals
Listed on 4 Sites
$165/night

20 Second Walk to Willard Beach!

  • 2
  • 2
$165
HomeAway
$165
VRBO
$165
VacationRentals
Listed on 4 Sites
$285/night

Historic Island Cottage, 5BR

  • 5
  • 3
$285
HomeAway
$285
VRBO
$285
VacationRentals
Listed on 4 Sites
$215/night

Ocean views, quaint cottage, 3BR 2B, wifi, sleeps 6, seats 10, quiet cul-de-sac

  • 3
  • 2
$215
HomeAway
$215
VRBO
$215
VacationRentals
Listed on 4 Sites
$428/night

Oceanfront Cottage with Spectacular Views of Casco Bay

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

Information about South Portland

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