Portland Holiday Rentals

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

    Change your mind

    Book hotels with free cancellation

    Treat yourself

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

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

Tonight
27 Oct - 28 Oct
Tomorrow
28 Oct - 29 Oct
This weekend
31 Oct - 2 Nov
Next weekend
7 Nov - 9 Nov

Holiday Rentals in Portland

Living area
The Weldon Hotel
The Weldon Hotel
4.5 star property
9.8 out of 10, Exceptional, (85)
"Loved this place and would definitely stay here next time we go back."
United States
Eleni
The price is S$359
includes taxes & fees
9 Nov - 10 Nov
The Weldon Hotel
Outdoor dining
Gray Woodland Escape Golf, Pool & Cinema 5 Bedroom Home
Gray Woodland Escape Golf, Pool & Cinema 5 Bedroom Home
3.0 star property
The price is S$1,029
includes taxes & fees
11 Nov - 12 Nov
Gray Woodland Escape Golf, Pool & Cinema 5 Bedroom Home
Property grounds
Sebago Escape Limit 12 5 Bedroom Home by RedAwning
Sebago Escape Limit 12 5 Bedroom Home by RedAwning
3.0 star property
The price is S$2,079
includes taxes & fees
30 Oct - 31 Oct
Sebago Escape Limit 12 5 Bedroom Home by RedAwning
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

Holiday Inn Portland-By the Bay by IHG

Holiday Inn Portland-By the Bay by IHG

10/10 Excellent
"Great staff"
Holly 2-night trip
Posted 1 day ago
Holiday Inn Portland-By the Bay by IHG

Explore a world of travel with Expedia

Frequently asked questions

Can I find a holiday rental in Portland?

Yes, there are holiday rentals in Portland close to Bayside Bowl, or you can select a more secluded option if you're looking for a relaxing stay. Tourists who visit Portland speak highly of the bustling port and array of shops. The acclaimed theatre scene and great live music are some other things you might like to check out during your trip.

How many holiday rentals are there in Portland?

Choose from 86 Expedia holiday rentals in Portland for a memorable holiday.

What can I see and do in Portland?

Bayside Bowl and Portland Observatory are a couple of the family-friendly sights, whereas cultural attractions include Merrill Auditorium and Portland Museum of Art. While here, Fore Street Gallery and Casco Bay Lines Ferry Terminal are other places worth a visit.

What are holiday rentals like in Portland?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Portland. Holiday rentals provide amenities like kitchens and laundry facilities so you'll be comfy for your stay. If you're concerned about cleanliness, a holiday rental can offer a sense of safety away from shared hotel lifts and busy front desks while still allowing you a great travel experience. You'll also find more space in a holiday rental than in a traditional hotel, which makes a holiday rental a great choice for small groups.