Portland Vacation Rentals

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Vacation 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, (45)
"Easiest check-in, perfectly met expectations and needs."
The price is ¥9,571
¥17,866 total
includes taxes & fees
Aug 18 - Aug 19
Blakley Hobbit Small Cabin

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

9.8 out of 10, Exceptional, (12)
"Home is located in a great area with all the amenities needed. Very nice home!"
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, (12)
"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.

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 ¥19,216
¥36,275 total
includes taxes & fees
Aug 17 - Aug 18
Place of Peace - the Artist's Refuge

Comfort & Elegance in a Historic La Crosse, Wisconsin Mansion

9.8 out of 10, Exceptional, (34)
"House was amazing and was exactly as advertised. Would definitely stay again."
The price is ¥25,842
¥33,783 total
includes taxes & fees
Aug 20 - Aug 21
Comfort & Elegance in a Historic La Crosse, Wisconsin Mansion

Blakley Hobbit Large Cabin

8.4 out of 10, Very Good, (36)
"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 ¥13,253
¥24,856 total
includes taxes & fees
Aug 17 - Aug 18
Blakley Hobbit Large Cabin

Peaceful Country Comfort W Panoramic Views of Big Creek Valley

10.0 out of 10, Exceptional, (134)
"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

Quiet countryside shipping container home. Relax or enjoy outdoor recreation

10.0 out of 10, Exceptional, (73)
"Really enjoyed staying here. Thank you!"
Quiet countryside shipping container home. Relax or enjoy outdoor recreation

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 ¥26,505
¥46,139 total
includes taxes & fees
Aug 17 - Aug 18
Blakley Hobbit Charming 2-bedroom country house with AC, WiFi in soothing Viola

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

8.8 out of 10, Excellent, (88)
"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, (147)
"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, (71)
"Loved the place! Clean, cozy and comfortable. Will absolutely stay again if in the area. "
Cozy Newly Built Cabin with Scenic Views

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

10.0 out of 10, Exceptional, (255)
"We had a wonderful stay. Great hosts and a perfect cabin."
Arcadian Cabin at Bishop Branch, creek-front, public land access, great location

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, (396)
"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, (232)
"Great place to stay, the area was beautiful and the place was immaculate!"
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 ¥18,406
¥41,998 total
includes taxes & fees
Aug 17 - Aug 18
Jake's Place

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

9.0 out of 10, Wonderful, (39)
"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, (39)
"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
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 vacation rental in Portland?

Yes, you can find vacation rentals near top sights in Portland, or you can choose a secluded option if you're looking for relaxation.

What are some of the best vacation rentals in Portland?

Lakeside Haven Home On Birch Lake, Sleeps Up To 12 People.: This vacation home rental near Portland is located on the beach and has a fireplace, a balcony, and a barbecue grill to put you at ease in your new surroundings. It has 3 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. It offers a garden, a selection of games, and a hot tub so you can immerse yourself in your vacation.

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 larger area.

What are vacation rentals like in Portland?

Vacation rentals are privately owned accommodations you can reserve for a few days or a quick weekend in Portland. Vacation rentals feature extras such as patios, hot tubs, and fire pits so you'll have all the conveniences of home. If you're concerned about a sanitized environment, a vacation rental can provide a sense of privacy away from shared hotel elevators and bustling concierge desks while still allowing you the experience of travel. You'll also find more space in a vacation rental than in a traditional hotel, which makes a vacation rental a great choice for a family trip or a small group gathering.