A lighthouse, rocky coastline, and a sunset over the ocean.

Search South Portland Cottage Rentals from CA $266

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Check prices for these dates

In two weeks
Sep 18 - Sep 20
In two months
Oct 30 - Nov 1
In three months
Nov 27 - Nov 29
In four months
Dec 25 - Dec 27

Our top choices for South Portland cottages

Exterior

1. 4br2ba House parking A Peaceful Oasis on Munjoy Hill

4br2ba House parking A Peaceful Oasis on Munjoy Hill
Munjoy Hill
10.0 out of 10, Exceptional, (18 reviews)
"Great place with beautiful interiors Impeccably clean!"
United States
Janet S.
The price is CA $475
CA $810 total
includes taxes & fees
Oct 6 - Oct 7
4br2ba House parking A Peaceful Oasis on Munjoy Hill
Exterior

2. Charming Rustic Cottage

Charming Rustic Cottage
Old Orchard Beach
The price is CA $216
CA $266 total
includes taxes & fees
Sep 12 - Sep 13
Charming Rustic Cottage
2 bedrooms, iron/ironing board, WiFi (free), bed sheets

3. Renovated 2Bd Cottage 10min walk to Beach.<br>- Pet friendly<br>- FREE parking<br>- 2 queen beds and futon<br>- smart TVs

Renovated 2Bd Cottage 10min walk to Beach.<br>- Pet friendly<br>- FREE parking<br>- 2 queen beds and futon<br>- smart TVs
Old Orchard Beach
7.2 out of 10, Good, (12 reviews)
"Was as advertised."
United States
Andrew H.
The price is CA $134
CA $391 total
includes taxes & fees
Sep 29 - Sep 30
Renovated 2Bd Cottage 10min walk to Beach.<br>- Pet friendly<br>- FREE parking<br>- 2 queen beds and futon<br>- smart TVs
Exterior

4. Cottages by the Sea #1 by Bayley Vacation Rentals

Cottages by the Sea #1 by Bayley Vacation Rentals
Surfside
9.8 out of 10, Exceptional, (9 reviews)
"Clean place, had everything we needed, and can’t beat the location. Will definitely be back."
United States
Matthew J.
Cottages by the Sea #1 by Bayley Vacation Rentals
Exterior

5. Little Miss Cottages - One Bedroom Cottage

Little Miss Cottages - One Bedroom Cottage
Old Orchard Beach
9.0 out of 10, Wonderful, (18 reviews)
"It was very clean and it’s pet friendly. The host went above and beyond and was truly friendly while doing so. A great location and quiet at this time of year. The bed was very comfortable. The shower nice and hot. I would rent that seaside shanty again. "
United States
Lynne B.
The price is CA $197
CA $505 total
includes taxes & fees
Sep 7 - Sep 8
Little Miss Cottages - One Bedroom Cottage
Exterior

6. Nautical View

Nautical View
Old Orchard Beach
10.0 out of 10, Exceptional, (20 reviews)
"Beautiful place!"
United States
Louise P.
The price is CA $233
CA $1,144 total
includes taxes & fees
Sep 23 - Sep 24
Nautical View
Property grounds

7. Cheerful 1 bedroom cottage only 50ft from beach

Cheerful 1 bedroom cottage only 50ft from beach
Old Orchard Beach
9.6 out of 10, Exceptional, (5 reviews)
"We loved the area. We loved the cottage feel. We only wished it had bigger fridge and a better cook top. Other then that it was great."
United States
Chris A.
The price is CA $248
CA $434 total
includes taxes & fees
Sep 15 - Sep 16
Cheerful 1 bedroom cottage only 50ft from beach
Interior

8. Large 2BD cottage 10 min to Pier & Beach Sleeps 6<br>- FREE parking<br>- 2 queen beds and futons in the living room<br>- smart TVs<br>- washer and dryer in the unit<br>- picnic table and grill (shared)

Large 2BD cottage 10 min to Pier & Beach Sleeps 6<br>- FREE parking<br>- 2 queen beds and futons in the living room<br>- smart TVs<br>- washer and dryer in the unit<br>- picnic table and grill (shared)
Old Orchard Beach
9.0 out of 10, Wonderful, (45 reviews)
"Clean and convenient. Perfect little place to stay for a spring break in OOB"
United States
Anneliese H.
The price is CA $150
CA $469 total
includes taxes & fees
Sep 29 - Sep 30
Large 2BD cottage 10 min to Pier & Beach Sleeps 6<br>- FREE parking<br>- 2 queen beds and futons in the living room<br>- smart TVs<br>- washer and dryer in the unit<br>- picnic table and grill (shared)
Beach

9. Updated 2 BD cottage. 10 min walk to Pier & Beach<br>- FREE parking<br>- 2 Queen beds and a futon<br>- Fast fiber Wifi<br>- ACs<br>- 2 smart TVs

Updated 2 BD cottage. 10 min walk to Pier & Beach<br>- FREE parking<br>- 2 Queen beds and a futon<br>- Fast fiber Wifi<br>- ACs<br>- 2 smart TVs
Old Orchard Beach
8.2 out of 10, Very good, (26 reviews)
"Even though the property was small it was spacious for two people especially my husband and I we had an awesome awesome week there the host was unbelievably kind the woman Kathy that clean the unit was exceptional and very very nice the neighborhood was peaceful and it was very convenient to the pier and all the shops definitely will be staying there from now on every year it was awesome"
United States
Catherine
The price is CA $164
CA $429 total
includes taxes & fees
Sep 29 - Sep 30
Updated 2 BD cottage. 10 min walk to Pier & Beach<br>- FREE parking<br>- 2 Queen beds and a futon<br>- Fast fiber Wifi<br>- ACs<br>- 2 smart TVs
Exterior

10. Dog Friendly, Relaxing Cottage Stay • Steps Away from The Beach

Dog Friendly, Relaxing Cottage Stay • Steps Away from The Beach
Old Orchard Beach
9.8 out of 10, Exceptional, (90 reviews)
"Our group of four golf spouses spent the weekend at this lovely vacation home. Location was fantastic - very convenient to multiple golf courses. House was impeccably decorated and nicely appointed. We will be back!"
United States
Susan V.
The price is CA $324
CA $532 total
includes taxes & fees
Sep 20 - Sep 21
Dog Friendly, Relaxing Cottage Stay • Steps Away from The Beach
Exterior

11. Adorable 1 bedroom cabin only 50 ft from beach#1

Adorable 1 bedroom cabin only 50 ft from beach#1
Old Orchard Beach
9.8 out of 10, Exceptional, (8 reviews)
"It was the perfect little place to stay for our anniversary!"
United States
Haley W.
The price is CA $248
CA $434 total
includes taxes & fees
Sep 14 - Sep 15
Adorable 1 bedroom cabin only 50 ft from beach#1
Beach nearby

12. Attractive 1 bedroom cabin only 50 ft from beach

Attractive 1 bedroom cabin only 50 ft from beach
Old Orchard Beach
10.0 out of 10, Exceptional, (3 reviews)
"Great place! Loved being on the end so we only had one neighbor. No crazy list of things to do at check out was much appreciated."
United States
Mandy H.
The price is CA $248
CA $434 total
includes taxes & fees
Sep 14 - Sep 15
Attractive 1 bedroom cabin only 50 ft from beach
Cottage (2 Bedrooms) | Interior

13. 'osprey Cottage' South Freeport Home on Casco Bay!

'osprey Cottage' South Freeport Home on Casco Bay!
3.0 star property
Freeport
The price is CA $547
CA $850 total
includes taxes & fees
Sep 30 - Oct 1
'osprey Cottage' South Freeport Home on Casco Bay!
Exterior

14. Attractive 1 bedroom cabin only 50 ft from beach

Attractive 1 bedroom cabin only 50 ft from beach
Old Orchard Beach
The price is CA $248
CA $434 total
includes taxes & fees
Sep 16 - Sep 17
Attractive 1 bedroom cabin only 50 ft from beach
Beach nearby

15. Cozy one bedroom cottage, 50 feet from the beach in OOB.

Cozy one bedroom cottage, 50 feet from the beach in OOB.
Old Orchard Beach
9.8 out of 10, Exceptional, (6 reviews)
"Great location to the beach and the pier! "
United States
Pamela C.
The price is CA $248
CA $434 total
includes taxes & fees
Sep 21 - Sep 22
Cozy one bedroom cottage, 50 feet from the beach in OOB.
Exterior

16. Little Miss Cottages - Two Bedroom Cottage Suite - 9

Little Miss Cottages - Two Bedroom Cottage Suite - 9
Old Orchard Beach
5.4 out of 10, (3 reviews)
"WiFi and tv was spotty on a good day and non existent towards the end of our stay. If we were to go again I wouldn’t want to stay in suite 9. Some of the other cottages were a little more secluded and had a deck."
United States
Ralph B.
The price is CA $303
CA $675 total
includes taxes & fees
Oct 7 - Oct 8
Little Miss Cottages - Two Bedroom Cottage Suite - 9
Beach nearby

17. beautiful 1 bedroom cabin only 50 ft from beach

beautiful 1 bedroom cabin only 50 ft from beach
Old Orchard Beach
10.0 out of 10, Exceptional, (1 review)
"Being so close to the water was great. Place was a little smaller than we typically get but sufficient and was very clean. The owner was great to communicate with and quick to respond to questions. We particularly liked the shaded patio area in front."
United States
Allan S.
The price is CA $248
CA $439 total
includes taxes & fees
Sep 20 - Sep 21
beautiful 1 bedroom cabin only 50 ft from beach
Exterior

18. Spacious 2 bedroom cabin, 50ft from the beach

Spacious 2 bedroom cabin, 50ft from the beach
Old Orchard Beach
8.8 out of 10, Excellent, (3 reviews)
"Clean room, friendly host, a nice part of the beach that you walk out to."
United States
Beverley R.
The price is CA $317
CA $567 total
includes taxes & fees
Sep 8 - Sep 9
Spacious 2 bedroom cabin, 50ft from the beach
Outdoor dining

19. 'Osprey Cottage' South Freeport Home on Casco Bay!

'Osprey Cottage' South Freeport Home on Casco Bay!
Freeport
8.8 out of 10, Excellent, (23 reviews)
"This was an adorable cottage in a picturesque location. The cottage was clean and comfortable, right on the water. Additional friends stayed in the adjacent Heron cottage, and we joined them on the patio for a fire one evening as summer faded to autumn."
United States
John J.
The price is CA $455
CA $894 total
includes taxes & fees
Sep 30 - Oct 1
'Osprey Cottage' South Freeport Home on Casco Bay!
Shower, hair dryer, towels, soap

20. Cozy 1-bedroom cottage in soothing Standish with AC

Cozy 1-bedroom cottage in soothing Standish with AC
Standish
The price is CA $242
CA $483 total
includes taxes & fees
Sep 20 - Sep 21
Cozy 1-bedroom cottage in soothing Standish with AC
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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Top South Portland Hotel Reviews

Fireside Inn & Suites Portland

Fireside Inn & Suites Portland

8/10 Good
"amenties"
Christopher 1-night trip
Posted 7 hours ago
Fireside Inn & Suites Portland

Find out more about South Portland

South Portland Cottages information

Number of reviews
159
Accommodation
285 Cottages
Lowest Price
CA $266
Highest Price
CA $1,144

Frequently asked questions

How much do cottages in South Portland cost?
Rates for cottages in South Portland range between CA $266 and CA $1,144 per night. Whatever your budget, you're sure to find the ideal place to get reacquainted 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?
We think that a vacay should be hassle-free, so if you're searching for cottages in South Portland at an affordable price, Expedia can help. Stick to the budget and check in to a low-cost option far away from the hustle and bustle, or book a 5-star cottage to really spoil your favorite people.
How can I find cheap cottages in South Portland?
The best way to get cheap cottages in South Portland is with Expedia's useful filter tool. Narrow your search by amenities, star rating and budget to grab excellent rates with only a few clicks.
What is there to do in South Portland near my cottage?
South Portland has enough activities and experiences to keep you occupied for weeks (or months!), starting with Maine Military Museum. Lyric Music Theater, South Portland Historical Society Museum and Fort Preble are other impressive attractions. If you're lingering longer, Sable Oaks Golf Course and Maine Mall will add the finishing touches to your itinerary.

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