Portland Holiday Rentals

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Holiday Rentals in Portland

Place of Peace - the Artist's Refuge

10.0 out of 10, Exceptional, (4)
"What a beautiful location! We went hiking and enjoyed the scenery. Loved the baby cows across the road. Thank you for sharing with us!"
The price is AU$385
includes taxes & fees
24 July - 25 July
Place of Peace - the Artist's Refuge

Spacious & secluded grand home near Kickapoo River, Bike Trails, & ATV routes

9.6 out of 10, Exceptional, (20)
"This property was just beautiful we loved everything about it! The owner was very kind. I would highly recommend this place to anyone."
The price is AU$1,313
includes taxes & fees
28 July - 29 July
Spacious & secluded grand home near Kickapoo River, Bike Trails, & ATV routes

Charming 2-bedroom house with AC, WiFi in serene Norwalk

9.2 out of 10, Wonderful, (5)
"Nice clean property"
The price is AU$394
includes taxes & fees
20 Aug - 21 Aug
Charming 2-bedroom house with AC, WiFi in serene Norwalk

Blakley Hobbit Charming 2-bedroom country house with AC, WiFi in soothing Viola

9.0 out of 10, Wonderful, (4)
"Quiet Place"
The price is AU$484
includes taxes & fees
21 Aug - 22 Aug
Blakley Hobbit Charming 2-bedroom country house with AC, WiFi in soothing Viola

Charming 3-bedroom townhome with WiFi, AC in adorable Cashton

2.0 star property
8.0 out of 10, Very good, (1)
The price is AU$585
includes taxes & fees
30 July - 31 July
Charming 3-bedroom townhome with WiFi, AC in adorable Cashton

The Honey Haven

10.0 out of 10, Exceptional, (40)
"This VRBO was a wonderfully clean and comfortable retreat in the driftless. The owners (and their dog) were very friendly, and the location was beautiful."
The price is AU$393
includes taxes & fees
11 Aug - 12 Aug
The Honey Haven

Secluded Rustic Cabin

9.8 out of 10, Exceptional, (47)
"Very nicely secluded. Would stay again."
The price is AU$657
includes taxes & fees
30 July - 31 July
Secluded Rustic Cabin

Chic Mid-Century 3BR Near UW Campus

9.2 out of 10, Wonderful, (29)
"Great place would highly recommend"
The price is AU$665
includes taxes & fees
24 July - 25 July
Chic Mid-Century 3BR Near UW Campus

Spacious & Immaculate Dog-Friendly Gem, Near UWL, Washer/Dryer & Fire Pit!

10.0 out of 10, Exceptional, (37)
"Fantastic home. Excellent communication from Beth! Wonderful trip!"
The price is AU$647
includes taxes & fees
28 July - 29 July
Spacious & Immaculate Dog-Friendly Gem, Near UWL, Washer/Dryer & Fire Pit!

Downtown Boho Home w/Office, Yoga Studio,King Bed

9.0 out of 10, Wonderful, (2)
"Enjoyed our stay. The house was in a peaceful neighborhood. Property was clean and comfortable. Easy check in. No problems. "
The price is AU$725
includes taxes & fees
28 July - 29 July
Downtown Boho Home w/Office, Yoga Studio,King Bed

Jake's Place

9.6 out of 10, Exceptional, (5)
"Was so much better than the large groups of people at motels and quit"
The price is AU$456
includes taxes & fees
24 July - 25 July
Jake's Place

Comfort & Elegance in a Historic La Crosse, Wisconsin Mansion

9.8 out of 10, Exceptional, (29)
"House was amazing and was exactly as advertised. Would definitely stay again."
The price is AU$396
includes taxes & fees
10 Aug - 11 Aug
Comfort & Elegance in a Historic La Crosse, Wisconsin Mansion
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

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?

Spacious & Immaculate Dog-Friendly Gem, Near UWL, Washer/Dryer & Fire Pit!: This holiday home rental outside of Portland offers a fireplace, a patio and a BBQ to help you feel perfectly comfortable in your new surroundings. It has 5 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. Kick off your shoes and enjoy yourself with a garden and a selection of games.

What can I see and do in Portland?

While exploring the area, visit family-friendly sights like Dregne's Scandinavian Gifts, or get outside and enjoy nature at Norskedalen Nature and Heritage Center. Branches Winery and Elroy Sparta State Trail are a couple of places you'll find in the wider area.

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 feature extras such as WiFi and washers and dryers so you'll feel just like you're at home. If you're concerned about a clean environment, holiday rentals can offer a sense of safety away from shared hotel lifts and lobbies packed with people while still allowing you the excitement and enjoyment of travel. You'll also find more space in a holiday rental than in a traditional hotel, which makes a holiday rental a great option for families.