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Portland Holiday Rentals

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Our top choices for Portland holiday rentals

1. Falcon Retreats

Falcon Retreats
3.0 star property
Sharbot Lake
10.0 out of 10, Exceptional, (3 reviews)
"Was a wonderful vacation. Went for a week and the landscape was very peaceful. Would definitely recommend!"
Canada
James
The price is NZ$403
includes taxes & fees
28 Sept - 29 Sept
Falcon Retreats

2. The Nest | Off-Grid Tiny House in the Forest!

The Nest | Off-Grid Tiny House in the Forest!
Lombardy
10.0 out of 10, Exceptional, (1 review)
"The most lovely experience! Thank you so much for creating such a cozy place to make memories! "
Canada
Jaden R.
The price is NZ$222
includes taxes & fees
12 Oct - 13 Oct
The Nest | Off-Grid Tiny House in the Forest!

3. The Sheriff's Quarters

The Sheriff's Quarters
Perth
9.8 out of 10, Exceptional, (48 reviews)
"Great accommodations. Everything we needed!"
Canada
Joan
The price is NZ$292
includes taxes & fees
4 Oct - 5 Oct
The Sheriff's Quarters

4. The Haven on Halton

The Haven on Halton
Perth
10.0 out of 10, Exceptional, (41 reviews)
"Great host, excellent property "
Canada
STEFAN C.
The price is NZ$501
includes taxes & fees
28 Sept - 29 Sept
The Haven on Halton

5. Luxury Tay River Aberlour Apartment Downtown Perth

Luxury Tay River Aberlour Apartment Downtown Perth
Perth
The price is NZ$386
includes taxes & fees
28 Sept - 29 Sept
Luxury Tay River Aberlour Apartment Downtown Perth

6. Modern Heritage Oasis with Stunning Tay Basin & Fountain View

Modern Heritage Oasis with Stunning Tay Basin & Fountain View
Perth
10.0 out of 10, Exceptional, (15 reviews)
"The lodging was in an excellent location close to the water and walking paths as well as the shopping and restaurants."
United States
Tanya H.
The price is NZ$378
includes taxes & fees
25 Oct - 26 Oct
Modern Heritage Oasis with Stunning Tay Basin & Fountain View

7. Stylish Heritage Downtown Gem near Stewart Park and Tay Basin

Stylish Heritage Downtown Gem near Stewart Park and Tay Basin
Perth
10.0 out of 10, Exceptional, (5 reviews)
"Great suite, Steps to many restaurants and cafe’s. Host Randa was gracious and made sure we had everything we needed. Do yourself a favour and be sure to visit her Art gallery and cafe below. We look forward to returning."
Canada
Michael H
The price is NZ$378
includes taxes & fees
25 Oct - 26 Oct
Stylish Heritage Downtown Gem near Stewart Park and Tay Basin

8. Falcon Retreats - Lanner

Falcon Retreats - Lanner
Sharbot Lake
8.0 out of 10, Very good, (2 reviews)
"Extremely friendly and helpful owner who went above and beyond making our stay perfect. Was a great cottage vacay with beautiful lakeside access and would definitely recommend for anyone looking for a quiet getaway into nature.Pool was very clean and perfect for the hot summer days. We also had our dogs with us which in discussing with the owner he was very accommodating in ensuring our entire family had a great stay."
United States
Brendan S.
The price is NZ$547
includes taxes & fees
14 Oct - 15 Oct
Falcon Retreats - Lanner

9. Luxury Tay River Macallan Apartment Downtown Perth

Luxury Tay River Macallan Apartment Downtown Perth
Perth
8.0 out of 10, Very good, (1 review)
"Location was perfect, cleanliness, parking all very good. Overall a great place to stay."
Canada
Catherine
The price is NZ$419
includes taxes & fees
28 Sept - 29 Sept
Luxury Tay River Macallan Apartment Downtown Perth

10. Deluxe Loft with Stunning Water - Free On-Site EV Charging

Deluxe Loft with Stunning Water - Free On-Site EV Charging
Perth
10.0 out of 10, Exceptional, (11 reviews)
"Great spot in the historic main street. Lots of shops and restaurants nearby. Luxury apartment was exactly as advertised."
Canada
Doug
The price is NZ$529
includes taxes & fees
4 Oct - 5 Oct
Deluxe Loft with Stunning Water - Free On-Site EV Charging

11. Restored stonehouse in the heart of Perth.

Restored stonehouse in the heart of Perth.
Perth
9.8 out of 10, Exceptional, (29 reviews)
"Lovely high quality appliances and decor. "
Canada
Michelle C.
The price is NZ$753
includes taxes & fees
27 Sept - 28 Sept
Restored stonehouse in the heart of Perth.

12. Falcon Retreats – Kestrel

Falcon Retreats – Kestrel
Sharbot Lake
8.8 out of 10, Excellent, (5 reviews)
The price is NZ$530
includes taxes & fees
20 Oct - 21 Oct
Falcon Retreats – Kestrel

13. Designer Maisonnette with Stunning Tay Basin and Fountain View

Designer Maisonnette with Stunning Tay Basin and Fountain View
Perth
10.0 out of 10, Exceptional, (8 reviews)
"We loved the property. It was so unique and quaint. Great getaway "
Canada
Alison B.
The price is NZ$411
includes taxes & fees
21 Oct - 22 Oct
Designer Maisonnette with Stunning Tay Basin and Fountain View

14. Falcon Retreats – Peregrine

Falcon Retreats – Peregrine
Sharbot Lake
The price is NZ$659
includes taxes & fees
29 Sept - 30 Sept
Falcon Retreats – Peregrine

15. Falcon Retreats - Saker

Falcon Retreats - Saker
Sharbot Lake
The price is NZ$658
includes taxes & fees
30 Sept - 1 Oct
Falcon Retreats - Saker

16. Falcon Retreats - Pygmy

Falcon Retreats - Pygmy
Sharbot Lake
The price is NZ$668
includes taxes & fees
20 Oct - 21 Oct
Falcon Retreats - Pygmy

17. Waterfront Nature Escape • Hot Tub

Waterfront Nature Escape • Hot Tub
Tay Valley
10.0 out of 10, Exceptional, (1 review)
"Awesome spot. Great location"
United States
Steve W.
The price is NZ$1,349
includes taxes & fees
3 Oct - 4 Oct
Waterfront Nature Escape • Hot Tub
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

Find out more about Portland

You always said you would go on a dream holiday someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannonball into the deep end. Go ahead, unplug and unwind in style. When you book one of our Portland holiday rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your holiday just got upgraded.

As much as you love your vacation rental, it’s always good to get out and explore to soak up Portland. Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in Portland. Seeing all the best attractions is bound to make you fall in love with Portland. Who knows, you may even be tempted to extend your stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true. 

It’s your escape so why share it? You deserve your own slice of paradise. Booking your holiday rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in Portland short-term rentals, that won’t be hard to do.

Frequently asked questions

Can I find a holiday rental in Portland?

Yes, there are holiday rentals close to the most popular sights in Portland, or you can select a more secluded option if you're looking for a relaxing stay.

What are some of the best holiday rentals that Portland has to offer?

The Haven on Halton: This holiday home rental outside of Portland offers a fireplace, a patio and air conditioning to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a dishwasher, a fridge and a stovetop. Make the most of garden in this rental home to help you unwind.

What’s there to see and do in Portland?

Big Rideau Lake and Portland Beach are a couple of lovely local spots to get outside and enjoy nature. Other places in town to visit include Rideau Lakes Public Library - Portland Branch and Bayview Yacht Harbour.

What’s a holiday rental in Portland like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Portland. Holiday rentals offer amenities such as laundry facilities and kitchens so you'll have a home away from home. If you're concerned about a clean environment, a holiday rental can provide a sense of privacy away from shared hotel lifts and bustling concierge desks while still allowing you the excitement and enjoyment of travel. You'll also find more space in a holiday rental than in a standard hotel, which makes a holiday rental a great choice for a small group gathering.