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Check prices for these dates

Next weekend
25 Apr - 27 Apr
In two weeks
2 May - 4 May
In one month
16 May - 18 May
In two months
13 Jun - 15 Jun

Compare 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 property was a great place for an off-season vacation. The home was exactly as described, very clean and extremely comfortable. It is located in a quiet residential neighborhood within easy walking distance to the beach, stores and amenities. The property owner/manager was responsive when we ran into an issue and resolved it in a timely manner. I will absolutely keep this as an option for future vacations and weekends at Old Orchard Beach!"
The price is AED 588
AED 1,077 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, (13)
"We had a great experience at the house ice fishing and caught some great lake trout! House was very clean! "
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)
"We sat and watched a major winter storm outside the window. Very exciting from within a cozy house. We enjoyed staying in a house where you could feel somebody's presence, rather than the "accessorized" vacation homes with welcoming signs from the Dollar store etc. Only thing lacking--place needs a new key box because the existing one is hard enough to use that it feels like it won't work. Gorgeous place!"
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)
"Owner should get new cleaners. House smelled like dog urine. Bathroom smelled like human urine. Had to clean floors and bathroom…lots of dirt…not sure the last time floors were I’m mopped. Dog hair on sheets. Beds were not comfortable so be prepared. Parking is a challenge. One paid parking spot in front ($36/day). Can park super close to house for 2nd spot. Owner not very responsive. Had to constantly message for arrival info and didn’t get it until 10 mins after checkin time. No instructions...
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, (24)
"I cannot remember a time when I felt more welcome. Everything we needed for our stay at Polly's Place was easily within reach from the moment we walked through the door. The homeowners thought of everything, including the tiniest details, to make our family's stay over Thanksgiving comfortable and happy. The kitchen and bathroom are fully stocked, the bedrooms are comfortable, and the other areas (living room, dining room, and sun porch/family room) were great spots for our family to spread out...
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, (38)
"This is a perfect haven for a couple, or a small group of family or friends. Everything is as nice as it's presented here at VRBO. Clean, spacious, and well-appointed. Owner was very responsive and quickly addressed a minor heating issue and it was resolved. Highly recommended!"
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 was my second time renting out this place. I came because I had a good experience the first time. The second time not so much. First I will list the pros Pros: good location from the beach . Love the porch and beach gear to borrow Cons: Parking is tight especially when you have all three renting out the different places. Also, the pictures look totally different from the couches that are actually there. Definitely outdated and ready to fall apart. Even hang my clothes in the room, where...
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)
"Overall this location is a great spot for those that dont need many amenities. There is no tv and no ac but the view and the breeze from the water make up for that! The space was clean and there was a grill plus Cooks Lobster house was a quick walk down the street! "
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, (30)
"This property was spectacular! Beautiful views, clean, spacious and comfortable. Great space to share with a larger group. The Host was very responsive. It was an amazing experience even in the winter. "
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)
"Beautiful clean house right on Jordan Bay, Sebago Lake. Wonderful spot to get on the lake for some ice fishing! Would love to come back. Four stars overall only because neither of the two fire places worked and one of the entrance doors was broken upon arrival."
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)
"We loved the cottage, moved in very late day so didn’t notice the floors till sunny next morning…..the floors had never been vacuumed. Other than that, we really liked the cottage."
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)
"We had a great Thanksgiving here with my family. This looks like a very small cottage but looks are deceiving because it's huge inside. Fabulous layout and great communication with the owner. Only thing we didn't like is it's very close to the ocean but you can't get access to it. owner..this was"
The price is AED 1,194
AED 2,158 total
includes taxes & fees
21 Apr - 22 Apr
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)
"Cute and cozy spot to relax while seeing the sights of Southern Maine and Portland."
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)
"My wife and I stay for a long weekend, had a great time! Anything you might need is provided, watched the sun rise over the lake right from the dinning table, enjoyed the gas fireplace at night. Off the beaten path but not really 5min and your on the main drag with a multitude of stores. I'm sure its even nicer in the warm weather."
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)
"What a wonderful little cottage. The neighborhood is a mix of houses and it’s 5 minutes away from the beach. Peter was so quick to respond to me as well. What a wonderful host. "
The price is AED 569
AED 1,509 total
includes taxes & fees
15 May - 16 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
9.6 out of 10, Exceptional, (54)
"A great place to stay if you’re in town for several days. Felt like my own apt and loved the extra living space to chill after a busy week of work travels. "
The price is AED 601
AED 930 total
includes taxes & fees
29 Apr - 30 Apr
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, (103)
"Loved the property, location and views"
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, (124)
"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 1,121 total
includes taxes & fees
16 Apr - 17 Apr
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.