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Check prices for these dates

Next weekend
2 Jan - 4 Jan
In two weeks
9 Jan - 11 Jan
In one month
23 Jan - 25 Jan
In two months
20 Feb - 22 Feb

Our top choices for Portland cottages

Exterior
Sweet comfy cottage on Small Point Road

Cottage in Small Point

Sweet comfy cottage on Small Point Road
9.4 out of 10, Exceptional, (3)
"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 NZ$953
includes taxes & fees
6 Jan - 7 Jan 2026
Sweet comfy cottage on Small Point Road
Exterior detail
Renovated 2Bd Cottage 10min walk to Beach. Pets Ok

Cottage in Old Orchard Beach

Renovated 2Bd Cottage 10min walk to Beach. Pets Ok
7.2 out of 10, Good, (12)
"Was as advertised."
United States
Andrew H.
The price is NZ$328
includes taxes & fees
1 Jan - 2 Jan 2026
Renovated 2Bd Cottage 10min walk to Beach. Pets Ok
Property grounds
Cheerful 1 bedroom cottage only 50ft from beach

Cottage in Old Orchard Beach

Cheerful 1 bedroom cottage only 50ft from beach
10.0 out of 10, Exceptional, (2)
"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 NZ$334
includes taxes & fees
6 Jan - 7 Jan 2026
Cheerful 1 bedroom cottage only 50ft from beach
Exterior
Little Miss Cottages - One Bedroom Cottage

Cottage in Old Orchard Beach

Little Miss Cottages - One Bedroom Cottage
10.0 out of 10, Exceptional, (1)
"Clean, very good communication with the host."
United States
Brandon F.
The price is NZ$540
includes taxes & fees
21 Jan - 22 Jan 2026
Little Miss Cottages - One Bedroom Cottage
Interior
Updated 2 BD cottage. 10 min walk to Pier & Beach sleeps 5

Cottage in Old Orchard Beach

Updated 2 BD cottage. 10 min walk to Pier & Beach sleeps 5
8.0 out of 10, Very good, (24)
"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 NZ$364
includes taxes & fees
5 Jan - 6 Jan 2026
Updated 2 BD cottage. 10 min walk to Pier & Beach sleeps 5
Exterior
Large 2BD cottage 10 min to Pier & Beach Pets ok

Cottage in Old Orchard Beach

Large 2BD cottage 10 min to Pier & Beach Pets ok
9.0 out of 10, Wonderful, (36)
"Wondeful place to stay while in the area. EASY walk to the beach and all that the boardwalk area has to offer. "
United States
Steven D.
The price is NZ$373
includes taxes & fees
30 Dec - 31 Dec
Large 2BD cottage 10 min to Pier & Beach Pets ok
Exterior
The Rose Cottage, Charming Old Orchard Beach Cottage 25 Steps to Beach

Cottage in Surfside

The Rose Cottage, Charming Old Orchard Beach Cottage 25 Steps to Beach
10.0 out of 10, Exceptional, (3)
"Great place for a family retreat "
United States
joey r.
The price is NZ$1,226
includes taxes & fees
25 Dec - 26 Dec
The Rose Cottage, Charming Old Orchard Beach Cottage 25 Steps to Beach
Exterior
Adorable 1 bedroom cabin only 50 ft from beach#1

Cottage in Old Orchard Beach

Adorable 1 bedroom cabin only 50 ft from beach#1
10.0 out of 10, Exceptional, (3)
"The location was wonderful! The host was so communicative and kind!"
United States
Courtney W.
The price is NZ$334
includes taxes & fees
6 Jan - 7 Jan 2026
Adorable 1 bedroom cabin only 50 ft from beach#1
Beach nearby
Cozy one bedroom cottage, 50 feet from the beach in OOB.

Cottage in Old Orchard Beach

Cozy one bedroom cottage, 50 feet from the beach in OOB.
9.6 out of 10, Exceptional, (4)
"Great location to the beach and the pier! "
United States
Pamela C.
The price is NZ$334
includes taxes & fees
6 Jan - 7 Jan 2026
Cozy one bedroom cottage, 50 feet from the beach in OOB.
Exterior
Spacious 2 bedroom cabin, 50ft from the beach

Cottage in Old Orchard Beach

Spacious 2 bedroom cabin, 50ft from the beach
10.0 out of 10, Exceptional, (1)
"The amenities were perfect and the communication was excellent!"
United States
Dawn C.
The price is NZ$446
includes taxes & fees
5 Jan - 6 Jan 2026
Spacious 2 bedroom cabin, 50ft from the beach
Beach nearby
beautiful 1 bedroom cabin only 50 ft from beach

Cottage in Old Orchard Beach

beautiful 1 bedroom cabin only 50 ft from beach
The price is NZ$334
includes taxes & fees
6 Jan - 7 Jan 2026
beautiful 1 bedroom cabin only 50 ft from beach
Exterior
Attractive 1 bedroom cabin only 50 ft from beach

Cottage in Old Orchard Beach

Attractive 1 bedroom cabin only 50 ft from beach
The price is NZ$353
includes taxes & fees
5 Jan - 6 Jan 2026
Attractive 1 bedroom cabin only 50 ft from beach
Beach nearby
Attractive 1 bedroom cabin only 50 ft from beach

Cottage in Old Orchard Beach

Attractive 1 bedroom cabin only 50 ft from beach
The price is NZ$334
includes taxes & fees
6 Jan - 7 Jan 2026
Attractive 1 bedroom cabin only 50 ft from beach
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

Hilton Garden Inn Portland Downtown Waterfront

Hilton Garden Inn Portland Downtown Waterfront

10/10 Excellent
"Great service and clean hotel. Will stay again if In the area!"
Christopher 1-night trip
Posted 2 days ago
Hilton Garden Inn Portland Downtown Waterfront

Find out more about Portland

Portland Cottages information

Number of reviews
86
Accommodation
3 Cottages
Lowest Price
NZ$328
Highest Price
NZ$1,226

Frequently asked questions

How much do cottages in Portland cost?
Cottages in Portland range between NZ$328 and NZ$1,226 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 3 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.
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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