Holiday Rentals in Portland

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Holiday Rentals in Portland

Fly Fishing in the Driftless Region - Bishop Creek Cabin with a View

9.8 out of 10, Exceptional, (141)
"Great spot for trout fishing and a great place to stay and relax on the porch after a full day exploring the many trout streams."
Fly Fishing in the Driftless Region - Bishop Creek Cabin with a View

Blakley Hobbit Small Cabin

7.8 out of 10, Good, (44)
"Easiest check-in, perfectly met expectations and needs."
The price is €108
includes taxes & fees
8 Aug - 9 Aug
Blakley Hobbit Small Cabin

Charming 3-bedroom house with WiFi and AC in beautiful La Crosse

9.8 out of 10, Exceptional, (12)
"Great stay. Clean and comfortable. Would stay again."
Charming 3-bedroom house with WiFi and AC in beautiful La Crosse

Cozy Amish built cabin in the heart of the Kickapoo Valley Reserve State Park.

9.4 out of 10, Exceptional, (11)
"We stayed in Brian’s cabin for a family reunion in La Farge and had a wonderful stay. The cabin was spacious, cozy, clean, and tidy. Brian was also very friendly and helpful when he stopped by to welcome us and tell us all about the area. Lastly, I loved all the beds in the cabin - plenty of room for our big crew to sleep comfortably and soundly. Would love to come back soon."
Cozy Amish built cabin in the heart of the Kickapoo Valley Reserve State Park.

Arcadian Cabin at Bishop Branch, creek-front, public land access, great location

10.0 out of 10, Exceptional, (254)
"We had a wonderful stay. Great hosts and a perfect cabin."
Arcadian Cabin at Bishop Branch, creek-front, public land access, great location

Comfort & Elegance in a Historic La Crosse, Wisconsin Mansion

9.8 out of 10, Exceptional, (32)
"House was amazing and was exactly as advertised. Would definitely stay again."
The price is €200
includes taxes & fees
13 Aug - 14 Aug
Comfort & Elegance in a Historic La Crosse, Wisconsin Mansion

Blakley Hobbit Large Cabin

8.2 out of 10, Very good, (35)
"We loved this spot and will definitely be booking it again. The cabin has everythinf you need for a quick easy vacation. "
The price is €149
includes taxes & fees
31 Aug - 1 Sept
Blakley Hobbit Large Cabin

Peaceful Country Comfort W Panoramic Views of Big Creek Valley

10.0 out of 10, Exceptional, (132)
"We biked the Elroy Sparta Bike trail. Great location for that in an absolute beautiful location! Very clean and 2 nice bathrooms. Would stay again for sure!"
Peaceful Country Comfort W Panoramic Views of Big Creek Valley

Place of Peace - the Artist's Refuge

10.0 out of 10, Exceptional, (6)
"Wonderful accommodations. My husband and I stayed. Quiet, beautiful views, and close to Hillsboro. Well stocked kitchen, full size appliances, and the bath is beautiful. "
The price is €232
includes taxes & fees
7 Sept - 8 Sept
Place of Peace - the Artist's Refuge

Lakeside Haven Home On Birch Lake, Sleeps Up To 12 People.

8.8 out of 10, Excellent, (87)
"We enjoyed our stay at this spacious cabin overlooking a peaceful pond. While the water isn’t swimmable, it was still lovely to look at from the large deck, which was one of the highlights of the property. The hot tub was a nice touch, and the air conditioning worked well, keeping the home comfortable during our stay. The layout features one bedroom and bathroom on the upper level, with additional bedrooms downstairs. Be aware that this cabin is not handicap accessible. It has a metal spiral...
Lakeside Haven Home On Birch Lake, Sleeps Up To 12 People.

8th Street Blues! 3 Bed, 2 Bath near downtown LaCrosse

10.0 out of 10, Exceptional, (144)
"Enjoyed our stay. House worked out great- the number of beds/bedrooms and having 2 bathrooms was wonderful. Close to the downtown- easy 30 minute walk."
8th Street Blues! 3 Bed, 2 Bath near downtown LaCrosse

Cozy Newly Built Cabin with Scenic Views

10.0 out of 10, Exceptional, (70)
"Loved the place! Clean, cozy and comfortable. Will absolutely stay again if in the area. "
Cozy Newly Built Cabin with Scenic Views

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 €276
includes taxes & fees
2 Sept - 3 Sept
Blakley Hobbit Charming 2-bedroom country house with AC, WiFi in soothing Viola

Tranquil Amish-built cabin near Wildcat State Park

9.6 out of 10, Exceptional, (4)
"Nice quiet place to stay, WIFI would be Nic as there in no cell service."
Tranquil Amish-built cabin near Wildcat State Park

Secluded, Romantic, Family Friendly and Cozy, Last House in the Valley.

10.0 out of 10, Exceptional, (395)
"Had a wonderful stay at the property! "
Secluded, Romantic, Family Friendly and Cozy, Last House in the Valley.

Coulee Region beauty-"coulee" to describe valleys that dissect verdant ridgetops

10.0 out of 10, Exceptional, (231)
"Great place for a weekend getaway!"
Coulee Region beauty-"coulee" to describe valleys that dissect verdant ridgetops

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 €259
includes taxes & fees
11 Aug - 12 Aug
Jake's Place

Lakeside cabin with Hot Tub and full kitchen! Sleeps up to 12 people.

9.0 out of 10, Wonderful, (35)
"2nd time staying at Birch Lake. It is so beautiful and peaceful. Great spot for a girl's weekend!"
Lakeside cabin with Hot Tub and full kitchen! Sleeps up to 12 people.

Premium 3BR 3BA with Hot Tub & Pool, near all of LaCrosse's Top Rated Activities

9.8 out of 10, Exceptional, (38)
"Very nice property that we used for a weekend getaway."
Premium 3BR 3BA with Hot Tub & Pool, near all of LaCrosse's Top Rated Activities

Birch Lake Secluded Getaway- Serenity home 5 bedroom sleeps up to 14

8.6 out of 10, Excellent, (44)
"This is our second time staying here. It had everything we needed for our group and plenty of space to spread out. Showering took some time as the water pressure was not good in any of the bathrooms, but we managed."
Birch Lake Secluded Getaway- Serenity home 5 bedroom sleeps up to 14
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.