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Check prices for these dates

Next weekend
9 May - 11 May
In two weeks
16 May - 18 May
In one month
30 May - 1 Jun
In two months
27 Jun - 29 Jun

Compare 247 Cottages in South Portland with updated reviews, rates, and availability.

Large 2BD cottage 10 min to Pier & Beach Pets ok
Exterior

Large 2BD cottage 10 min to Pier & Beach Pets ok

9.4 out of 10, Exceptional, (27)
"This 2 bedroom cottage was perfect for our 3 day stay.Location was a 10 minute walk to the boardwalk.Would like to come back in the summer."
The price is AED 588
AED 1,061 total
includes taxes & fees
1 May - 2 May
Large 2BD cottage 10 min to Pier & Beach Pets ok
Charming cottage short walk to beach!
TV, fireplace

Charming cottage short walk to beach!

9.4 out of 10, Exceptional, (26)
"We had a great time on our recent stay here. short walk to the beach, quiet neighborhood. This home was fully stocked with all the amenities and truly felt like our home away from home. Check in/out was seamless and there was great communication the the host. If we ever plan to travel to the area again, we would definately stay here once more. "
Charming cottage short walk to beach!
The Renaissance - Majestic Sebago Lake panorama
Miscellaneous

The Renaissance - Majestic Sebago Lake panorama

9.4 out of 10, Exceptional, (14)
"Second time we are coming for a family holiday here and it was even better. "
The Renaissance - Majestic Sebago Lake panorama
PRIVATE OCEANFRONT COMPOUND with spectacular ocean views from nearly every room
Terrace/patio

PRIVATE OCEANFRONT COMPOUND with spectacular ocean views from nearly every room

10.0 out of 10, Exceptional, (100)
"This property is stunning, and the view is spectacular. If this were my house, I’d never leave! We had a fabulous time. "
PRIVATE OCEANFRONT COMPOUND with spectacular ocean views from nearly every room
100 feet from the ocean 3 bedroom cottage 420 friendly
Interior

100 feet from the ocean 3 bedroom cottage 420 friendly

8.6 out of 10, Excellent, (16)
"All good! "
100 feet from the ocean 3 bedroom cottage 420 friendly
Lakefront Cottage - private dock, large decks, large fire pit
Property grounds

Lakefront Cottage - private dock, large decks, large fire pit

9.4 out of 10, Exceptional, (24)
"Good location "
Lakefront Cottage - private dock, large decks, large fire pit
Cute 2+ Bedroom Cottage
Fridge, microwave, oven, stovetop

Cute 2+ Bedroom Cottage

9.6 out of 10, Exceptional, (14)
"Returned this year for our 2nd stay. Clean, comfortable and quiet. Will book again!"
Cute 2+ Bedroom Cottage
A Quiet Cottage close to beaches, Kennebunkport and Kennebunk. Polly’s Place.
Property grounds

A Quiet Cottage close to beaches, Kennebunkport and Kennebunk. Polly’s Place.

10.0 out of 10, Exceptional, (25)
"We had a great time exploring the area from this beautiful, peaceful location in the woods."
A Quiet Cottage close to beaches, Kennebunkport and Kennebunk. Polly’s Place.
15A Great Location! 5 min Walk to Beach/Pier-Cottage Sleeps 6;12 w/back unit
Point of interest

15A Great Location! 5 min Walk to Beach/Pier-Cottage Sleeps 6;12 w/back unit

9.8 out of 10, Exceptional, (49)
"Convenient to all that Old Orchard Beach has to offer. Great communication and offerings of beach chairs and beach towels. Wonderful time. Definitely recommend."
15A Great Location! 5 min Walk to Beach/Pier-Cottage Sleeps 6;12 w/back unit
The Outlet House, Comfortable Cottage
Fridge, microwave, oven, stovetop

The Outlet House, Comfortable Cottage

9.8 out of 10, Exceptional, (39)
"We booked this to be near our daughter and grandchildren in Freeport. It is a great location, large interior, quiet location."
The Outlet House, Comfortable Cottage
Classic Maine Cottage with the Comforts of Home
Fridge, microwave, oven, stovetop

Classic Maine Cottage with the Comforts of Home

9.2 out of 10, Wonderful, (10)
"This property was an excellent fit for our family. Fantastic location from the beach and within walking distance to the pier. We loved the neighborhood and spending time on the front porch. The rooms were spacious and we appreciated the large beds and futon couches in the livingroom. We will be back!"
Classic Maine Cottage with the Comforts of Home
Ole Greeley Cottage - Classic oceanfront, pet-friendly Bailey Island cottage
Fridge, microwave, oven, stovetop

Ole Greeley Cottage - Classic oceanfront, pet-friendly Bailey Island cottage

9.8 out of 10, Exceptional, (6)
"A rustic quaint adorable house. Great views of the water--everything was on the small size, but really do you need anything more?"
Ole Greeley Cottage - Classic oceanfront, pet-friendly Bailey Island cottage
Spectacular Oceanfront Property Offering Bold Panoramic Views of Saco Bay !
Terrace/patio

Spectacular Oceanfront Property Offering Bold Panoramic Views of Saco Bay !

10.0 out of 10, Exceptional, (31)
"The view is beautiful and has everything you need "
Spectacular Oceanfront Property Offering Bold Panoramic Views of Saco Bay !
The Great Escape - Picturesque Sebago Lake
Interior

The Great Escape - Picturesque Sebago Lake

9.8 out of 10, Exceptional, (46)
"Excellent stay!"
The Great Escape - Picturesque Sebago Lake
Dog-Friendly Lakefront Cottage w/Lake Access, Deck, Gas Grill, A/C
Marina

Dog-Friendly Lakefront Cottage w/Lake Access, Deck, Gas Grill, A/C

8.0 out of 10, Very Good, (15)
"Beautiful view, easy access for boating, a great location! The house is small but the 2 levels allowed us to fit 4 family members comfortably. Will plan to visit again!"
Dog-Friendly Lakefront Cottage w/Lake Access, Deck, Gas Grill, A/C
Classic Maine Beach Cottage **** Fabulous location!
Beach nearby, sun loungers

Classic Maine Beach Cottage **** Fabulous location!

9.2 out of 10, Wonderful, (25)
"Great stay at a cute property"
The price is AED 1,469
AED 2,518 total
includes taxes & fees
15 May - 16 May
Classic Maine Beach Cottage **** Fabulous location!
Sea Cottage at Fortunes Rocks
On the beach

Sea Cottage at Fortunes Rocks

9.8 out of 10, Exceptional, (77)
"Enjoyed our stay."
Sea Cottage at Fortunes Rocks
Cozy Year-round House right outside Portland Maine on Highland Lake.
Outdoor dining

Cozy Year-round House right outside Portland Maine on Highland Lake.

9.8 out of 10, Exceptional, (62)
"We really enjoyed our stay. The location couldn’t be any better and the host was very attentive. We would consider staying again. "
Cozy Year-round House right outside Portland Maine on Highland Lake.
Sea Ledge S - Enjoy beautiful sunsets from this charming Bailey Isl cottage
Property grounds

Sea Ledge S - Enjoy beautiful sunsets from this charming Bailey Isl cottage

9.4 out of 10, Exceptional, (16)
"Loved the location."
Sea Ledge S - Enjoy beautiful sunsets from this charming Bailey Isl cottage
Clean cozy cottage 1 mile from beach.
Fridge, microwave, oven, stovetop

Clean cozy cottage 1 mile from beach.

7.6 out of 10, Good, (9)
"Nice cute cottage."
The price is AED 569
AED 1,509 total
includes taxes & fees
22 May - 23 May
Clean cozy cottage 1 mile from beach.
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Other property types in South Portland

The Weldon Hotel
Deluxe Suite, 2 Bedrooms | Private kitchen | Full-size fridge, microwave, oven, stovetop

The Weldon Hotel

4.0 star property
9.8 out of 10, Exceptional, (56)
"Great hotel"
The price is AED 772
AED 1,117 total
includes taxes & fees
11 May - 12 May
The Weldon Hotel
Gorgeous ocean-front home with stunning beach views
On the beach

Gorgeous ocean-front home with stunning beach views

9.6 out of 10, Exceptional, (104)
"Lovely, clean & great location!"
Gorgeous ocean-front home with stunning beach views
Oceanfront Condo! Spectacular Views From Private Large Balcony
On the beach

Oceanfront Condo! Spectacular Views From Private Large Balcony

9.0 out of 10, Wonderful, (122)
"Great location! If you are looking for quiet time during the evening hours this isn’t the place for you as The Brunswick restaurant is directly below. If you like music and a great view, it’s an amazing spot! "
The price is AED 551
AED 1,105 total
includes taxes & fees
30 Apr - 1 May
Oceanfront Condo! Spectacular Views From Private Large Balcony
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.