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Compare 189 Cottages in South Portland with updated reviews, rates, and availability.

Sensational House on Sebago Lake, Raymond, ME
Exterior

Sensational House on Sebago Lake, Raymond, ME

9.8 out of 10, Exceptional, (43)
"Great property located on an amazing lake sebago great amenities."
Sensational House on Sebago Lake, Raymond, ME
Updated Cottage - Steps to Pine Point Beach!
Living area

Updated Cottage - Steps to Pine Point Beach!

10.0 out of 10, Exceptional, (12)
"Loved the location and proximity to the ocean. The cottage was meticulously clean and had everything we needed for our stay. Highly recommend! "
Updated Cottage - Steps to Pine Point Beach!
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, (48)
"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
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
A Quiet Cottage close to beaches, Kennebunkport and Kennebunk. Polly’s Place.
Interior

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

10.0 out of 10, Exceptional, (23)
"A wonderful place to stay! The owners are very friendly, accommodating and happy to suggest places to go and places to eat. Great location for visiting Kennebunkport and Portland! Good location for a beautiful drive to drive to Camden as well for beautiful nature trails and historic sites. You won't regret staying here!"
A Quiet Cottage close to beaches, Kennebunkport and Kennebunk. Polly’s Place.
Kennebunkport Getaway w/ Grill: Walk to Beach!
Kennebunkport Vacation Rental | 3BR | 2BA | 1,600 Sq Ft | Stairs to Access

Kennebunkport Getaway w/ Grill: Walk to Beach!

10.0 out of 10, Exceptional, (5)
"The house was as advertised. Plenty of room for the 6 of us to sleep, eat and share time together. The location was perfect,allowing us to walk on the beach and drive easily to Kennebunk,Kennebunkport and Portland. Would definitely consider returning to this beautiful spot!"
Kennebunkport Getaway w/ Grill: Walk to Beach!
Private Contemporary Artist's Tree House on two acres with perennial gardens.
The floating two story private addition extends into the apple trees.

Private Contemporary Artist's Tree House on two acres with perennial gardens.

10.0 out of 10, Exceptional, (31)
"Very homey, very clean, comfortable bed. All we needed during our stay was procedez. The host was extremely responsive and courteous. We will like to visit again and I would stay here again."
Private Contemporary Artist's Tree House on two acres with perennial gardens.
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!
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
Classic Maine Beach Cottage **** Fabulous location!
Vibrant active local boating community

Classic Maine Beach Cottage **** Fabulous location!

9.2 out of 10, Wonderful, (24)
"Comfortable cottage with plenty of room. Very pleasant living space. We found it very convenient to the things we like to do, places we like to go. We would certainly come back"
The price is SAR 1,220
SAR 2,202 total
includes taxes & fees
2 Dec - 3 Dec
Classic Maine Beach Cottage **** Fabulous location!
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, (35)
"Nice clean quiet place but close to a lot of things."
The Outlet House, Comfortable Cottage
As much "an experience" as shelter, Kinsale delights everyone of all ages.

As much "an experience" as shelter, Kinsale delights everyone of all ages.

9.2 out of 10, Wonderful, (13)
"Fantastic !!!"
As much "an experience" as shelter, Kinsale delights everyone of all ages.
Quaint Retro Ash Cove Cottage
Room

Quaint Retro Ash Cove Cottage

9.6 out of 10, Exceptional, (15)
"a 12 on a 1=10 scale. Real Maine...void of pretense and dreaded pandemic migrants...wonderful folks own the property. "
Quaint Retro Ash Cove 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, (45)
"Great"
Cape Porpoise village with harbor views. Walk to shops and restaurants.
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, (111)
"We were two couples (in our 60’s) in Portland for a couple days visiting. John’s place was wonderful! We had plenty of space for the four of us with room to spare. Very comfortable and relaxing. We absolutely LOVED the front porch/deck. Very spacious and an amazing view of the beach and ocean! Bathroom and kitchen were not “updated” but it’s a 110 year old home so we really didn’t mind - everything worked and that’s what’s important. The apartment is upstairs and John lives downstairs. ...
Charming 110-year former Inn 10' from the Ocean!
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
Beachfront Luxury Grand Victorian Condo (Primetime View directly down the pier)
Beach

Beachfront Luxury Grand Victorian Condo (Primetime View directly down the pier)

9.8 out of 10, Exceptional, (115)
"Very relaxing getaway."
Beachfront Luxury Grand Victorian Condo (Primetime View directly down the pier)
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 SAR 1,220 and SAR 1,220 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.