A cityscape with a prominent church steeple, various buildings, and lush green trees.

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Check prices for these dates

In two weeks
21 Aug - 23 Aug
In two months
2 Oct - 4 Oct
In three months
30 Oct - 1 Nov
In four months
27 Nov - 29 Nov

Our top choices for 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, (16 reviews)
"Ani was very friendly and communicative and the place was comfortable and inviting. We had a great stay!"
United States
Cristina Q.
The price is £474
includes taxes & fees
18 Aug - 19 Aug
4br2ba House parking A Peaceful Oasis on Munjoy Hill
Exterior

2. Sweet comfy cottage on Small Point Road

Sweet comfy cottage on Small Point Road
Small Point
9.4 out of 10, Exceptional, (3 reviews)
"Lovely home with plenty of space and seating. Not the most comfortable of beds but we enjoyed the space. Perfect location and would love to stay again. "
United States
Liz J.
The price is £405
includes taxes & fees
30 Aug - 31 Aug
Sweet comfy cottage on Small Point Road
House (2 Bedrooms) | Interior

3. 1 Mi to Maine Street! Mcm-style Home in Brunswick

1 Mi to Maine Street! Mcm-style Home in Brunswick
3.0 star property
Brunswick
The price is £216
includes taxes & fees
25 Aug - 26 Aug
1 Mi to Maine Street! Mcm-style Home in Brunswick
Exterior

4. Little Miss Cottages - One Bedroom Cottage

Little Miss Cottages - One Bedroom Cottage
Old Orchard Beach
9.2 out of 10, Wonderful, (11 reviews)
"Clean, very good communication with the host."
United States
Brandon F.
The price is £335
includes taxes & fees
1 Sept - 2 Sept
Little Miss Cottages - One Bedroom Cottage
2 bedrooms, iron/ironing board, free WiFi, bed sheets

5. 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 £255
includes taxes & fees
1 Sept - 2 Sept
Renovated 2Bd Cottage 10min walk to Beach.<br>- Pet friendly<br>- FREE parking<br>- 2 queen beds and futon<br>- smart TVs
Exterior

6. Charming Rustic Cottage

Charming Rustic Cottage
Old Orchard Beach
The price is £172
includes taxes & fees
13 Aug - 14 Aug
Charming Rustic Cottage
Exterior

7. Cottage by the Sea #3 by Bayley Vacation Rentals

Cottage by the Sea #3 by Bayley Vacation Rentals
Surfside
8.6 out of 10, Excellent, (4 reviews)
"Great location and cottage! Views of the beach are unbeatable."
United States
Nathan M.
Cottage by the Sea #3 by Bayley Vacation Rentals
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, (41 reviews)
"Clean and convenient. Perfect little place to stay for a spring break in OOB"
United States
Anneliese H.
The price is £312
includes taxes & fees
3 Sept - 4 Sept
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
8.0 out of 10, Very good, (24 reviews)
"Was the perfect place to unwind. Close enough to walk to beach, restaurants and shops. Enjoyed our stay emensly!"
United States
Maria H.
The price is £303
includes taxes & fees
1 Sept - 2 Sept
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
Beach nearby

10. 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
9.6 out of 10, Exceptional, (5 reviews)
"Great location to the beach and the pier! "
United States
Pamela C.
The price is £438
includes taxes & fees
14 Aug - 15 Aug
Cozy one bedroom cottage, 50 feet from the beach in OOB.
Property grounds

11. 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 £438
includes taxes & fees
14 Aug - 15 Aug
Cheerful 1 bedroom cottage only 50ft from beach
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 £463
includes taxes & fees
3 Sept - 4 Sept
Attractive 1 bedroom cabin only 50 ft from beach
Exterior

13. Attractive 1 bedroom cabin only 50 ft from beach

Attractive 1 bedroom cabin only 50 ft from beach
Old Orchard Beach
The price is £432
includes taxes & fees
11 Aug - 12 Aug
Attractive 1 bedroom cabin only 50 ft from beach
Exterior

14. 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 £591
includes taxes & fees
18 Aug - 19 Aug
Adorable 1 bedroom cabin only 50 ft from beach#1
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 Portland Hotel Reviews

Clarion Hotel Portland Airport ME

Clarion Hotel Portland Airport ME

10/10 Excellent
"We were there for a short time. We had no complaints."
Melinda 1-night trip
Posted less than an hour ago
Clarion Hotel Portland Airport ME

Find out more about Portland

Portland Cottages information

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Frequently asked questions

How much do cottages in Portland cost?
Cottages in Portland range between and per night. These stays offer a chance to get reacquainted with nature — at a price you can afford. 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.
How many cottages are there in Portland?
Pick from cottages in Portland. Whether you're holidaying with the family or organising a weekend break with your best buds, Expedia can help you find the ideal space to enjoy the surrounding nature.
Why book your cottage in Portland with Expedia?
Reserving a cottage in Portland is as easy as working out your travel dates and choosing an ideal place for outdoor fun and relaxation. From ritzy retreats to affordable stays and cottages that have perks like a hot tub, Expedia has something for all traveller styles. As for epic deals? We've got them too!
How can I find cheap cottages in Portland?
The easiest way to spot cheap cottages in Portland is with Expedia's handy filter tool. Narrow your search by star rating, budget and amenities to access awesome bargains with only a few clicks.
What is there to do in Portland near my cottage?
Portland has enough experiences and activities to keep you going for weeks, beginning with Hadlock Field. Deering Oaks Park, Cathedral Church of Saint Luke and Riverside Municipal Golf Course are other wonderful attractions. If you're in town a while, Fitzpatrick Stadium and Southworth Planetarium are nice final touches to your itinerary.

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