Search Portland Cottages

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Save instantly and earn perks with One Key
    Learn about One Key

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
20 Feb - 22 Feb
In two months
3 Apr - 5 Apr
In three months
1 May - 3 May
In four months
29 May - 31 May

Our top choices for Portland cottages

Exterior

3BR Cottage Parking A Peaceful Oasis on Munjoy Hill

3BR Cottage Parking A Peaceful Oasis on Munjoy Hill
Munjoy Hill
10.0 out of 10, Exceptional, (2 reviews)
"This is the best VRBO we have stayed at in the last three years of using this service. Everything was as advertised, our host was super helpful and Portland was delightful because of our great location."
United States
Greg F.
The price is £354
includes taxes & fees
10 Feb - 11 Feb
3BR Cottage Parking A Peaceful Oasis on Munjoy Hill
Exterior

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, (8 reviews)
"Beautiful Cottage in a great proximity to a lot! "
United States
Joe C.
The price is £421
includes taxes & fees
9 Mar - 10 Mar
4br2ba House parking A Peaceful Oasis on Munjoy Hill
Exterior

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 £410
includes taxes & fees
12 Feb - 13 Feb
Sweet comfy cottage on Small Point Road
Interior

Updated 2 BD cottage. 10 min walk to Pier & Beach sleeps 5

Updated 2 BD cottage. 10 min walk to Pier & Beach sleeps 5
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 £159
includes taxes & fees
16 Feb - 17 Feb
Updated 2 BD cottage. 10 min walk to Pier & Beach sleeps 5
Property grounds

Cheerful 1 bedroom cottage only 50ft from beach

Cheerful 1 bedroom cottage only 50ft from beach
Old Orchard Beach
10.0 out of 10, Exceptional, (2 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 £168
includes taxes & fees
8 Feb - 9 Feb
Cheerful 1 bedroom cottage only 50ft from beach
Exterior

Little Miss Cottages - One Bedroom Cottage

Little Miss Cottages - One Bedroom Cottage
Old Orchard Beach
10.0 out of 10, Exceptional, (2 reviews)
"Clean, very good communication with the host."
United States
Brandon F.
The price is £231
includes taxes & fees
7 Feb - 8 Feb
Little Miss Cottages - One Bedroom Cottage
Exterior

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, (65 reviews)
"Everything was nice & perfectly described. Great quiet neighborhood loved my stay & so did my Dogs thank you for a lovely stay"
United States
Teresa M.
The price is £178
includes taxes & fees
10 Feb - 11 Feb
Dog Friendly, Relaxing Cottage Stay • Steps Away from The Beach
Exterior detail

Renovated 2Bd Cottage 10min walk to Beach. Pets Ok

Renovated 2Bd Cottage 10min walk to Beach. Pets Ok
Old Orchard Beach
7.2 out of 10, Good, (12 reviews)
"Was as advertised."
United States
Andrew H.
The price is £143
includes taxes & fees
9 Feb - 10 Feb
Renovated 2Bd Cottage 10min walk to Beach. Pets Ok
Exterior detail

Clean cozy cottage 1 mile from beach.

Clean cozy cottage 1 mile from beach.
Old Orchard Beach
8.0 out of 10, Very good, (11 reviews)
"This house met all of our needs. It was updated and clean and has a nice little quiet enclosed back yard with a fire pit, grill and dining area. "
United States
Alyssa F.
The price is £291
includes taxes & fees
8 Feb - 9 Feb
Clean cozy cottage 1 mile from beach.
Exterior

Adorable 1 bedroom cabin only 50 ft from beach#1

Adorable 1 bedroom cabin only 50 ft from beach#1
Old Orchard Beach
10.0 out of 10, Exceptional, (3 reviews)
"The location was wonderful! The host was so communicative and kind!"
United States
Courtney W.
The price is £168
includes taxes & fees
8 Feb - 9 Feb
Adorable 1 bedroom cabin only 50 ft from beach#1
Beach nearby

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, (4 reviews)
"Great location to the beach and the pier! "
United States
Pamela C.
The price is £169
includes taxes & fees
8 Feb - 9 Feb
Cozy one bedroom cottage, 50 feet from the beach in OOB.
Exterior

Large 2BD cottage 10 min to Pier & Beach Pets ok

Large 2BD cottage 10 min to Pier & Beach Pets ok
Old Orchard Beach
9.0 out of 10, Wonderful, (37 reviews)
"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 £160
includes taxes & fees
19 Feb - 20 Feb
Large 2BD cottage 10 min to Pier & Beach Pets ok
Exterior

Spacious 2 bedroom cabin, 50ft from the beach

Spacious 2 bedroom cabin, 50ft from the beach
Old Orchard Beach
10.0 out of 10, Exceptional, (1 review)
"The amenities were perfect and the communication was excellent!"
United States
Dawn C.
The price is £219
includes taxes & fees
8 Feb - 9 Feb
Spacious 2 bedroom cabin, 50ft from the beach
Beach nearby

beautiful 1 bedroom cabin only 50 ft from beach

beautiful 1 bedroom cabin only 50 ft from beach
Old Orchard Beach
The price is £170
includes taxes & fees
9 Feb - 10 Feb
beautiful 1 bedroom cabin only 50 ft from beach
Beach nearby

Attractive 1 bedroom cabin only 50 ft from beach

Attractive 1 bedroom cabin only 50 ft from beach
Old Orchard Beach
The price is £169
includes taxes & fees
8 Feb - 9 Feb
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Portland Hotel Reviews

The Westin Portland Harborview

The Westin Portland Harborview

10/10 Excellent
"The room was clean and comfortable. Thr hotel itself was beautiful "
Kailey 1-night trip
Posted 2 days ago
The Westin Portland Harborview

Find out more about Portland

Portland Cottages information

Number of reviews
151
Accommodation
3 Cottages
Lowest Price
£143
Highest Price
£410

Frequently asked questions

How much do cottages in Portland cost?
Cottages in Portland range between £143 and £410 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.
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.

Explore a world of travel with Expedia