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Check prices for these dates

Next weekend
28 Feb - 2 Mar
In two weeks
7 Mar - 9 Mar
In one month
21 Mar - 23 Mar
In two months
18 Apr - 20 Apr

Compare 200 Cottages in South Portland with updated reviews, rates, and availability.

PRIVATE OCEANFRONT COMPOUND with spectacular ocean views from nearly every room
THE GILLS GROUP has two additional cottages available for larger groups

PRIVATE OCEANFRONT COMPOUND with spectacular ocean views from nearly every room

10.0 out of 10, Exceptional, (99)
"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
Charming cottage short walk to beach!
1

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
Exterior

The Renaissance - Majestic Sebago Lake panorama

9.2 out of 10, Wonderful, (11)
"This house was close to Portland in a nice, quiet neighborhood. It had plenty of space for me, my wife, and four kids. I love the care the owners take to make sure we have the comforts of home. It's fully stocked up with towels, toilet paper, kitchen cookware, you name it. They also took the time to label all of the light switches so you know how to turn everything one. We were very happy with our stay and highly recommend. The home itself was nice, but the care the owners took to make...
The Renaissance - Majestic Sebago Lake panorama
Great Location! 5 min Walk to Beach/Pier-Cottage Sleeps 6;12 w/back unit
Open concept Living/Dining/Kitchen

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."
Great Location! 5 min Walk to Beach/Pier-Cottage Sleeps 6;12 w/back unit
Great Location! Walk to Beach/Pier in 5 minutes-Cottage Sleeps 6;12 w/front unit
Living area

Great Location! Walk to Beach/Pier in 5 minutes-Cottage Sleeps 6;12 w/front unit

9.8 out of 10, Exceptional, (49)
"the location was perfect. Close enough to walk to everything, but far enough to not be noisy from the crowds. The place was very clean and had all of the amenities we needed. I would 100% stay here again. The property manager was easy to contact and answered every question or concern in a very quick manner and was very kind. Highly recommend this property"
Great Location! Walk to Beach/Pier in 5 minutes-Cottage Sleeps 6;12 w/front unit
The Great Escape - Picturesque Sebago Lake
Backyard

The Great Escape - Picturesque Sebago Lake

9.8 out of 10, Exceptional, (44)
"Property was perfect for our stay."
The Great Escape - Picturesque Sebago Lake
Nautical View | Luxury Oceanside Cottage | Steps to Beach | Bayley Vacation Rentals
The exterior of your vacation rental

Nautical View | Luxury Oceanside Cottage | Steps to Beach | Bayley Vacation Rentals

10.0 out of 10, Exceptional, (17)
"Great property! Very close to the beach. The place was spotless and easy to find. Checking in was a breeze too. The only thing I would say was that it was very tight with 2 boys and a giant husband but the closet system thing that they have was very well thought out. "
Nautical View | Luxury Oceanside Cottage | Steps to Beach | Bayley Vacation Rentals
Cottages by the Sea #1 | Private Beach | Steps to Sand | Bayley Vacation Rentals
Outside of cottage | Steps to the sand

Cottages by the Sea #1 | Private Beach | Steps to Sand | Bayley Vacation Rentals

10.0 out of 10, Exceptional, (6)
"We had a wonderful stay - myself, my husband and my 6,4, and 2 year old children all enjoyed our time at the beach. We could have done without the harassment of the old lady from cottage 4 (owner perhaps?) telling us to get out at 10am. We were packing the car at 10:02 and trying to get the kids in - we were not in the cottage anymore everything was out. We left the property 10:11am. Her nagging and threats of charging extra were completely unnecessary. It was too bad to have to leave on...
Cottages by the Sea #1 | Private Beach | Steps to Sand | Bayley Vacation Rentals
Bright Beach Cottage, Waterviews, Dog Ok, Honeymoon, Weddings
Dining area with sweeping water views of our inner harbor "The Pool"

Bright Beach Cottage, Waterviews, Dog Ok, Honeymoon, Weddings

9.6 out of 10, Exceptional, (44)
"I absolutely loved staying at Sarah's cottage! It perfectly embodies quintessential coastal Maine style, with gorgeous views, breathtaking sunsets, and the beach right across the street. You can even hear the soothing sound of the ocean at night! I had never been to Biddeford Pool before, and I’m so happy I found this listing. I fell in love with both the town and this charming home. Sarah was incredibly responsive and accommodating throughout my stay. I definitely plan on returning!"
Bright Beach Cottage, Waterviews, Dog Ok, Honeymoon, Weddings
Sea Bisquit Cottage by the Ocean
Living area

Sea Bisquit Cottage by the Ocean

9.4 out of 10, Exceptional, (10)
"fine"
Sea Bisquit Cottage by the Ocean
Airy beach cottage steps away from Pine Point Beach!
Exterior

Airy beach cottage steps away from Pine Point Beach!

9.8 out of 10, Exceptional, (22)
"Pine Point Beach is a beautiful beach and the location of the house was very convenient and worked well for our family. The outdoor space at the home could use some updating and additional seating. The lack of dressers and space to put clothing was a challenge for our family. "
Airy beach cottage steps away from Pine Point Beach!
The Outlet House, Comfortable Cottage
Interior

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
Lakefront cabin with shared firepit & access to Sebago Lake

Lakefront cabin with shared firepit & access to Sebago Lake

8.0 out of 10, Very Good, (10)
"very nice!"
Lakefront cabin with shared firepit & access to Sebago Lake
Charming Cottage loaded w/ Amenities Inc. Pool

Charming Cottage loaded w/ Amenities Inc. Pool

10.0 out of 10, Exceptional, (9)
"The house was immaculate! This was our annual girlfriend’s getaway for three 70+ ladies. We were situated close to everything and the property manager was wonderful. For future reference please provide enough washcloths, tissues and garbage bags. This property is perfect for any type of getaway."
Charming Cottage loaded w/ Amenities Inc. Pool
PRIVATE OCEANFRONT RETREAT - enjoy the peace and quiet of an historic Maine home
The view from the front door at The Gills cottage. THE GILLS GROUP

PRIVATE OCEANFRONT RETREAT - enjoy the peace and quiet of an historic Maine home

9.6 out of 10, Exceptional, (61)
"Dating from 1918, vacationing in this cottage was a quiet visual delight. The view from the front porch, overlooking the evergreen trees and blueberry bushes, out to the ever-changing ocean will stay in my mind throughout the year. The house itself is much the way it has always been, simple, rustic and quiet; off the beaten path, a retreat with few conveniences, a great place to look and contemplate, to read and draw. For us, it was perfect."
PRIVATE OCEANFRONT RETREAT - enjoy the peace and quiet of an historic Maine home
Little Miss Cottages
Exterior

Little Miss Cottages

2.5 star property
8.4 out of 10, Very Good, (82)
"We stayed because they accept pets. Good place the 24/7 laundry was useable but not everything working"
Little Miss Cottages
Charming 3BR, 1.5BA beachfront cottage with multi-level decks

Charming 3BR, 1.5BA beachfront cottage with multi-level decks

9.2 out of 10, Wonderful, (31)
"Wonderful "
Charming 3BR, 1.5BA beachfront cottage with multi-level decks
Updated Long Island Maine Cottage
Interior

Updated Long Island Maine Cottage

10.0 out of 10, Exceptional, (4)
"We really enjoyed our stay at Chaz' Long Island house. It is open and airy and maintains its 100 year old charm even as it's been updated. It sits in a great, grassy yard with plenty of bright light and has a terrific, large deck on the front. The golf cart ride to all beaches is short and lovely!"
Updated Long Island Maine Cottage
Stunning Ocean Views, newly renovated cottage-close to preserves, trails, and Harpswell Beaches
Stunning views from the deck!

Stunning Ocean Views, newly renovated cottage-close to preserves, trails, and Harpswell Beaches

Stunning Ocean Views, newly renovated cottage-close to preserves, trails, and Harpswell Beaches
EXPERIENCE MAINE. No metric for a unique over the water indulgence. LIVE IT UP!!
Deck, Pier & floating dock for swimmers boaters nature lovers & sun worshipers.

EXPERIENCE MAINE. No metric for a unique over the water indulgence. LIVE IT UP!!

9.6 out of 10, Exceptional, (23)
"Beautiful view, close to town. Could use some attention…. Blown lightbulbs and fix tv remote that has 1/2 page instructions how to use since it’s broken. Could use a smart tv or at least a firestick. But it was a pretty old house!"
EXPERIENCE MAINE. No metric for a unique over the water indulgence. LIVE IT UP!!
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

Charming 110-year former Inn 10' from the Ocean!
A cruise ship goes by at sunset

Charming 110-year former Inn 10' from the Ocean!

9.8 out of 10, Exceptional, (116)
"Stunning location. Dog friendly beach. Lighthouse in walking distance. "
Charming 110-year former Inn 10' from the Ocean!
The Weldon Hotel
Front of property

The Weldon Hotel

4.0 star property
9.4 out of 10, Exceptional, (36)
"Overall, the stay was great. The lower-level suite was a bit noisy, as we were at ground level; however, I would highly recommend staying here if you are looking for full amenities and a short commute to everything in downtown Portland. "
The price is AED 534
AED 582 total
includes taxes & fees
6 Mar - 7 Mar
The Weldon Hotel
Gorgeous ocean-front home with stunning beach views

Gorgeous ocean-front home with stunning beach views

9.6 out of 10, Exceptional, (101)
"We stayed to visit family in the area. The location was excellent and we loved the ocean view. Everything was very clean, except under the sofa in the living room. We searched for a dropped puzzle piece and "
Gorgeous ocean-front home with stunning beach views
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.

Frequently asked questions

How much do cottages in South Portland cost?
Prices for cottages in South Portland range between and per night. Whatever your budget, you’ll find a perfect place to relax and reconnect with nature. These prices were available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.
Why book your cottage in South Portland with Expedia?
Booking a cottage in South Portland is as easy as working out your travel dates and choosing an ideal place for a vacation in nature. From upscale retreats to affordable properties and cottages that include perks like free WiFi, Expedia has something for all styles. As for terrific deals? We’ve got them too!
How can I find cheap cottages in South Portland?
Expedia is here to help you track down cheap cottages in South Portland. To lock in your perfect stay in a few quick clicks, use the filter tool to refine your search by amenities, budget and star rating.