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Compare 198 Cottages in South Portland with updated reviews, rates, and availability.

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

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
The Great Escape - Picturesque Sebago Lake
Backyard

The Great Escape - Picturesque Sebago Lake

9.8 out of 10, Exceptional, (43)
"Great property located on an amazing lake sebago great amenities."
The Great Escape - Picturesque Sebago Lake
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!
Charming Lakefront Cottage with Screened Porch, Firepit, Canoe & WiFi - 1 Dog OK

Charming Lakefront Cottage with Screened Porch, Firepit, Canoe & WiFi - 1 Dog OK

8.8 out of 10, Excellent, (6)
"I needed to find a rental where I could meet up with family from Mass and visit a sister in the Portland area as well as have some good adventures in the area before heading back to Florida. This was a good pick for what was needed - a cottage on Sebago Lake. We had a good time there."
Charming Lakefront Cottage with Screened Porch, Firepit, Canoe & WiFi - 1 Dog OK
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
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
The Outlet House, Comfortable Cottage
Interior

The Outlet House, Comfortable Cottage

9.8 out of 10, Exceptional, (36)
"Location was perfect for our annual Christmas shopping trip. Had everything we needed. "
The Outlet House, Comfortable Cottage
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!!
Cape Porpoise village with harbor views. Walk to shops and restaurants.
Exterior

Cape Porpoise village with harbor views. Walk to shops and restaurants.

10.0 out of 10, Exceptional, (46)
"It is with great pleasure to leave a review of 35 Langsford home. This is a warm, exquisitely decorated home with outstanding appliances and a magnificent large kitchen area supplied with everything you need. The craftsmanship and attention to detailed is well noted. The setting is beautiful. Everything is top of the line! The host is easily assessable. Brian, you have outdone youself! 5 STAR PLUS...!!"
Cape Porpoise village with harbor views. Walk to shops and restaurants.
Experience the Magic of Maine in 3 BR Cottage loaded with Amenities Inc. Pool

Experience the Magic of Maine in 3 BR Cottage loaded with 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."
Experience the Magic of Maine in 3 BR Cottage loaded with Amenities Inc. Pool
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
Modern Cottage in resort community -- 2 shared pools, game room, fitness center.
Open concept kitchen fully equipped

Modern Cottage in resort community -- 2 shared pools, game room, fitness center.

10.0 out of 10, Exceptional, (4)
"Beautiful cottage, very clean and comfortable. It was nice that the back faced the woods. The large pool had very few people using it so we had two nights of using it with our guests with no one around. Everyone was very friendly, did not encounter anyone who did not wave. Lisa was wonderful, very helpful and attentive."
Modern Cottage in resort community -- 2 shared pools, game room, fitness center.
Maine Waterfront Home w/ Fire Pit & Scenic Views!
Property grounds

Maine Waterfront Home w/ Fire Pit & Scenic Views!

3.0 star property
Maine Waterfront Home w/ Fire Pit & Scenic Views!
Cozy cottage fully renovate with open concept on Forest Lake close to I95
Exterior

Cozy cottage fully renovate with open concept on Forest Lake close to I95

10.0 out of 10, Exceptional, (1)
"The little “camp” was spotless, the decor modern and impressive, attention to every detail and comfort well-thought out, and amenities numerous. There were cozy spots for reading or gazing out at the lake. The deck allowed for serious star-gazing. The location is quiet, yet a short drive from bustling Portland or quieter towns. I enjoyed kayaking on the lovely, clear, clean lake, as well as long walks on the camp roads. Check-in/checkout was a breeze. An idyllic getaway!!"
Cozy cottage fully renovate with open concept on Forest Lake close to I95
Family cottage on Deer Pond within 30 min to Southern ME beaches and activities!
Property grounds

Family cottage on Deer Pond within 30 min to Southern ME beaches and activities!

10.0 out of 10, Exceptional, (6)
"Fantastic communication with the host/owner. The property was clean and comfortable. Definitely would stay there again! "
Family cottage on Deer Pond within 30 min to Southern ME beaches and activities!
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
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, (114)
"This location is EVERYTHING!!! Right on the beach, cozy accommodations with spacious bedrooms was perfect for the 4 of us - with the 3rd bedroom, we could've included another couple! Host John was lovely!!!"
Charming 110-year former Inn 10' from the Ocean!
Gorgeous ocean-front home with stunning beach views

Gorgeous ocean-front home with stunning beach views

9.6 out of 10, Exceptional, (100)
"The view and location are amazing. The house was very comfortable for the three adults on our trip. It’s also very suitable for a family with kids as one of the rooms has two bunk bed sets. It’s comfortable, cozy, and completely relaxing. Within walking distance of the pier and entertainment. Great place to stay. "
Gorgeous ocean-front home with stunning beach views
Quintessential Maine Beach Cottage
Sunset over the marsh from the adirondack chairs. So relaxing!

Quintessential Maine Beach Cottage

10.0 out of 10, Exceptional, (105)
"Great spot, the dog loved it too"
Quintessential Maine Beach Cottage
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.