Search Cottages in Portland

Start date: Check-in selected.
To Date
End date: Check-out
    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

Next weekend
26 Sep - 28 Sep
In two weeks
3 Oct - 5 Oct
In one month
17 Oct - 19 Oct
In two months
14 Nov - 16 Nov

Cottages in Portland

Our top choices for Portland cottages

Charming 3-bedroom cottage in tranquil South Portland with WiFi
Exterior

Charming 3-bedroom cottage in tranquil South Portland with WiFi

2.0 star property
10.0 out of 10, Exceptional, (1)
"checkin was easy and the house was lovely. additionally we were invited to pick things from the vegetable garden."
Charming 3-bedroom cottage in tranquil South Portland with WiFi
Historic Casco Bay Home on Great Diamond Island
Outdoor dining

Historic Casco Bay Home on Great Diamond Island

3.0 star property
Historic Casco Bay Home on Great Diamond Island
Near Portland trails: Walkable Apartment w/ Deck
House (1 Bedroom) | Interior

Near Portland trails: Walkable Apartment w/ Deck

3.0 star property
Near Portland trails: Walkable Apartment w/ Deck
Spacious Portland Home: Walk Downtown!
House (3 Bedrooms) | Interior

Spacious Portland Home: Walk Downtown!

3.0 star property
Spacious Portland Home: Walk Downtown!
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

Portland Regency Hotel & Spa

Portland Regency Hotel & Spa

10/10 Excellent
"We were a 3-10 minute from almost everything. "
Melinda 6-night trip
Posted 2 days ago
Portland Regency Hotel & Spa

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 4 cottages in Portland. Whether you're vacationing with the family or organizing 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 traveler styles. As for epic deals? We've got them too!