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All Vacation Rentals
United States
Maine
South Portland
South Portland Cottage Rentals
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
All rental sites
$210
/
night
HomeAway
View
$210
/
night
VRBO
View
$210
/
night
VacationRentals
View
$210
/
night
OwnersDirect
View
Classic Island Cottage 20 Minutes By Ferry From Portland
3
1
$185
HomeAway
$185
VRBO
Listed on 4 Sites
All rental sites
$185
/
night
HomeAway
View
$185
/
night
VRBO
View
$185
/
night
VacationRentals
View
$185
/
night
OwnersDirect
View
The Birdhouse at Willard Beach ~ a Maine cottage at the beach
3
2
$235
HomeAway
$235
VRBO
Listed on 4 Sites
All rental sites
$235
/
night
HomeAway
View
$235
/
night
VRBO
View
$235
/
night
VacationRentals
View
$235
/
night
OwnersDirect
View
3 BR Vacation Home, Convenient Location & Beautiful Ocean Views
3
2
$500
HomeAway
$500
VRBO
Listed on 4 Sites
All rental sites
$500
/
night
HomeAway
View
$500
/
night
VRBO
View
$500
/
night
VacationRentals
View
$500
/
night
OwnersDirect
View
Charming Beach Bungalow - Willard Beach
2
2
$175
HomeAway
$175
VRBO
Listed on 4 Sites
All rental sites
$175
/
night
HomeAway
View
$175
/
night
VRBO
View
$175
/
night
VacationRentals
View
$175
/
night
OwnersDirect
View
The Woodbury Cottage: An Oceanfront Maine Island Escape
3
2
$428
HomeAway
$428
VRBO
Listed on 4 Sites
All rental sites
$428
/
night
HomeAway
View
$428
/
night
VRBO
View
$428
/
night
VacationRentals
View
$428
/
night
OwnersDirect
View
Vintage/Modern Urban Cottage in Portland, Maine
2
2
$325
HomeAway
$325
VRBO
Listed on 4 Sites
All rental sites
$325
/
night
HomeAway
View
$325
/
night
VRBO
View
$325
/
night
VacationRentals
View
$325
/
night
OwnersDirect
View
20 Second Walk to Willard Beach!
2
2
$175
HomeAway
$175
VRBO
Listed on 4 Sites
All rental sites
$175
/
night
HomeAway
View
$175
/
night
VRBO
View
$175
/
night
VacationRentals
View
$175
/
night
OwnersDirect
View
Perfect Vacation Cottage, Filled with Sunshine and Laughter
3
2
$171
HomeAway
$171
VRBO
Listed on 4 Sites
All rental sites
$171
/
night
HomeAway
View
$171
/
night
VRBO
View
$171
/
night
VacationRentals
View
$171
/
night
OwnersDirect
View
Charming Peaks Island Cottage
1
1
$119
HomeAway
$119
VRBO
Listed on 4 Sites
All rental sites
$119
/
night
HomeAway
View
$119
/
night
VRBO
View
$119
/
night
VacationRentals
View
$119
/
night
OwnersDirect
View
Cagasa Cottage: Oceanview, Handicap Friendly, on Seashore Ave
3
2
$280
HomeAway
$280
VRBO
Listed on 4 Sites
All rental sites
$280
/
night
HomeAway
View
$280
/
night
VRBO
View
$280
/
night
VacationRentals
View
$280
/
night
OwnersDirect
View
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
All rental sites
$215
/
night
HomeAway
View
$215
/
night
VRBO
View
$215
/
night
VacationRentals
View
$215
/
night
OwnersDirect
View
Cape Elizabeth Rocky Beach Front Cottage
2
1
$50
HomeAway
$50
VRBO
Listed on 4 Sites
All rental sites
$50
/
night
HomeAway
View
$50
/
night
VRBO
View
$50
/
night
VacationRentals
View
$50
/
night
OwnersDirect
View
Cozy 2 Bedroom Cottage Near Beach
2
2
$314
HomeAway
$314
VRBO
Listed on 4 Sites
All rental sites
$314
/
night
HomeAway
View
$314
/
night
VRBO
View
$314
/
night
VacationRentals
View
$314
/
night
OwnersDirect
View
Fabulous Turn Of The Century Cottage (with conveniences)
4
2
$450
HomeAway
$450
VRBO
Listed on 4 Sites
All rental sites
$450
/
night
HomeAway
View
$450
/
night
VRBO
View
$450
/
night
VacationRentals
View
$450
/
night
OwnersDirect
View
Steps From Willard Beach
3
2
$242
HomeAway
$242
VRBO
Listed on 4 Sites
All rental sites
$242
/
night
HomeAway
View
$242
/
night
VRBO
View
$242
/
night
VacationRentals
View
$242
/
night
OwnersDirect
View
Peaks Island Cottage/ The Snuggle Inn
1
1
$150
HomeAway
$150
VRBO
Listed on 4 Sites
All rental sites
$150
/
night
HomeAway
View
$150
/
night
VRBO
View
$150
/
night
VacationRentals
View
$150
/
night
OwnersDirect
View
Perfect Maine Cottage with spectacular ocean and lighthouse views
3
3
$607
HomeAway
$607
VRBO
Listed on 4 Sites
All rental sites
$607
/
night
HomeAway
View
$607
/
night
VRBO
View
$607
/
night
VacationRentals
View
$607
/
night
OwnersDirect
View
Wake up with the water at your doorstep!!!
4
3
$575
HomeAway
$575
VRBO
Listed on 4 Sites
All rental sites
$575
/
night
HomeAway
View
$575
/
night
VRBO
View
$575
/
night
VacationRentals
View
$575
/
night
OwnersDirect
View
Diamond Cove Cottage / Great Diamond Island Maine
3
2
$300
HomeAway
$300
VRBO
Listed on 4 Sites
All rental sites
$300
/
night
HomeAway
View
$300
/
night
VRBO
View
$300
/
night
VacationRentals
View
$300
/
night
OwnersDirect
View
Belle Isle Cottage, Vacation Home, Sleeps Six, Family & Pet Friendly!
3
2
$200
HomeAway
$200
VRBO
Listed on 4 Sites
All rental sites
$200
/
night
HomeAway
View
$200
/
night
VRBO
View
$200
/
night
VacationRentals
View
$200
/
night
OwnersDirect
View
Peaks Island Victorian Cottage
3
2
$242
HomeAway
$242
VRBO
Listed on 4 Sites
All rental sites
$242
/
night
HomeAway
View
$242
/
night
VRBO
View
$242
/
night
VacationRentals
View
$242
/
night
OwnersDirect
View
Oceanfront Cottage with Spectacular Views of Casco Bay
3
2
$428
HomeAway
$428
VRBO
Listed on 4 Sites
All rental sites
$428
/
night
HomeAway
View
$428
/
night
VRBO
View
$428
/
night
VacationRentals
View
$428
/
night
OwnersDirect
View
Classic Turn of the Century Island Summer Cottage
5
3
$292
HomeAway
$292
VRBO
Listed on 4 Sites
All rental sites
$292
/
night
HomeAway
View
$292
/
night
VRBO
View
$292
/
night
VacationRentals
View
$292
/
night
OwnersDirect
View
Beach and Sunsets
3
2
$278
HomeAway
$278
VRBO
Listed on 4 Sites
All rental sites
$278
/
night
HomeAway
View
$278
/
night
VRBO
View
$278
/
night
VacationRentals
View
$278
/
night
OwnersDirect
View
The Treehouse - Charming Pet-Friendly Peaks Island Maine Cottage
2
3
$250
HomeAway
$250
VRBO
Listed on 4 Sites
All rental sites
$250
/
night
HomeAway
View
$250
/
night
VRBO
View
$250
/
night
VacationRentals
View
$250
/
night
OwnersDirect
View
Enjoy Sweeping Waterfront View, Watch Lobster Boats from Porch
4
3
$400
HomeAway
$400
VRBO
Listed on 4 Sites
All rental sites
$400
/
night
HomeAway
View
$400
/
night
VRBO
View
$400
/
night
VacationRentals
View
$400
/
night
OwnersDirect
View
Willard Beach Cottage for up to 8 Guests
3
2
$300
HomeAway
$300
VRBO
Listed on 4 Sites
All rental sites
$300
/
night
HomeAway
View
$300
/
night
VRBO
View
$300
/
night
VacationRentals
View
$300
/
night
OwnersDirect
View
Maine Oceanfront Cottage
3
3
$428
HomeAway
$428
VRBO
Listed on 4 Sites
All rental sites
$428
/
night
HomeAway
View
$428
/
night
VRBO
View
$428
/
night
VacationRentals
View
$428
/
night
OwnersDirect
View
Lovely Family-Friendly Beachfront on Cushings Island
6
3
$457
HomeAway
$457
VRBO
Listed on 4 Sites
All rental sites
$457
/
night
HomeAway
View
$457
/
night
VRBO
View
$457
/
night
VacationRentals
View
$457
/
night
OwnersDirect
View
Magical Rambling 5 Bedroom Cottage Built 1904 By John Calvin Stevens
5
2
$500
HomeAway
$500
VRBO
Listed on 4 Sites
All rental sites
$500
/
night
HomeAway
View
$500
/
night
VRBO
View
$500
/
night
VacationRentals
View
$500
/
night
OwnersDirect
View
Charming 3 Bedrm Island Cottage, Near Playground, Pet Friendly
3
1
$200
HomeAway
$200
VRBO
Listed on 4 Sites
All rental sites
$200
/
night
HomeAway
View
$200
/
night
VRBO
View
$200
/
night
VacationRentals
View
$200
/
night
OwnersDirect
View
Historic Island Cottage, 5BR
5
3
$285
HomeAway
$285
VRBO
Listed on 4 Sites
All rental sites
$285
/
night
HomeAway
View
$285
/
night
VRBO
View
$285
/
night
VacationRentals
View
$285
/
night
OwnersDirect
View
3 BR/2 BA Quintessential Coastal Maine Cottage on Hannaford Cove Stunning Views
3
2
$420
HomeAway
$420
VRBO
Listed on 4 Sites
All rental sites
$420
/
night
HomeAway
View
$420
/
night
VRBO
View
$420
/
night
VacationRentals
View
$420
/
night
OwnersDirect
View
The Bungalow at Higgins Beach
2
1
$250
HomeAway
$250
VRBO
Listed on 4 Sites
All rental sites
$250
/
night
HomeAway
View
$250
/
night
VRBO
View
$250
/
night
VacationRentals
View
$250
/
night
OwnersDirect
View
1
2
South Portland Information
Other Rentals in South Portland
South Portland Vacation Rentals
South Portland Pet Friendly Rentals
South Portland Apartment Rentals
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