Portland Vacation Rentals from ￥19,370: Search Short-Term Rentals

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Our top choices for Portland vacation rentals

Private cabin on the beautiful Kickapoo River Valley near Wildcat Mountain Park.

Ontario

Bridgette B.

￥28,802 total

includes taxes & fees

Jun 11 - Jun 12

Blakley Hobbit Small Cabin

Viola

Sondra M.

￥19,370 total

includes taxes & fees

Jun 15 - Jun 16

#4 Blakley Hobbit Campground-Tent spot

Viola

Luke S.

￥6,737 total

includes taxes & fees

Jun 4 - Jun 5

Blakley Hobbit Large Cabin

Viola

Jonathan C.

￥27,000 total

includes taxes & fees

Jun 7 - Jun 8

The Honey Haven

Westby

Jason B.

￥40,423 total

includes taxes & fees

Jun 16 - Jun 17

Place of Peace - the Artist's Refuge

La Farge

shoua x.

￥42,444 total

includes taxes & fees

Jun 21 - Jun 22

Your adventure begins the second you arrive!

Norwalk

Amanda M.

￥46,656 total

includes taxes & fees

Jun 11 - Jun 12

#10 Blakley Hobbit Campground-Tent spot

Viola

Huan B.

￥6,737 total

includes taxes & fees

Jun 4 - Jun 5

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Top Portland Hotel Reviews

Microtel Inn by Wyndham Onalaska/La Crosse

8/10 Good

"The Microtel was great for an inexpensive place to sleep. They are in the process of renovating so some of the hallways, stairways, etc had construction dust, which was understandable, but my room was redone and lovely with all fresh carpet and renovated. The bed was comfy and I slept well. The walls are a little thin so I heard my neighbors but they eventually quieted down and I played my sound machine and was able to fall asleep. The staff was helpful and I would recommend this hotel if you need a reasonably priced place to sleep."

Super 8 by Wyndham Sparta

2/10 Terrible

"If there was an option to give negative stars I would 100% do so. This hotel and staff were the worst encounter with "hospitality" I have encountered. The room was booked on hotels.com and once I checked into our pet friendly room, it was the most disgusting room I have been in. My daughter, cried at the thought of staying in a room that was so gross. I went back down to let them know that we would not be staying and they refused to check me out or offer a reimbursement. The clerk first said he could not do anything because it was booked through third party. Then later told me his manager would have to approve and when I asked him to call the mangers he flat refused. He offered me another room that was equally disgusting. Their " pool" that was advertised was a cess pool. That had a room that was housing dead plants. They informed me I needed to pay the pet deposit at which point I refused as we were not staying there. I contacted hotels.com and they were equally as helpful. So we started off our vacation biting it on 277$ as my family would not stay there. It was the worst way to start vacation. It was the very worst experience I have had dealing with anyone. So please don't stay there- you will thank me later"

Spark by Hilton La Crosse Onalaska

8/10 Good

"It was a nice stay. You could improve upon the type of snacks that are offered. Maybe a healthier variety of items and be better stocked. Also, when my friend was ready to check out, there was no one available to assist her. I think she just left the card keys at the desk. Maybe have a bell to ring or a sign stating no one is available."

Holiday Inn Express & Suites Onalaska La Crosse Area by IHG

4/10 Poor

"1) Don't ever do the hotel booking through Hotel.com (aka Expedia) because they lock in their own customer service policies, obliging the hotels to abide by what Expedia thinks of human relations. And believe me, Expedia does not give a happy carp about your stay. They got their fee when they made the booking, and their interest in you ended at that point. They don't care. They really don't. 2) I was appalled to learn that Holiday Inns was willing to lock themselves into such ridiculous Customer Service policies, even as their staff kept saying "we'd like to help you, but we can't. We're not allowed to." Say what?? Who is operating the hotel: Holiday Inns, or Expedia? How short-sighted is Holiday Inns to let a third party tell them how to run things. It was really disappointing to encounter such blame-shifting from the organization. Oh, the staff gave every indication of wanting to help us with our difficulty, but ultimately they were unable to do anything, even though they were always pleasant and sympathetic about it. I understand that the local staff has no ability to change policies which were set at the corporate level, and I do not fault them in this. So again, that Holiday Inns at the corporate level would agree to be bound to terms which they had to know were incompatible with what customer service really means, was an eye-opener about their short-sightedness and profit-seeking."

Find out more about Portland

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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?

Comfort & Elegance in a Historic La Crosse, Wisconsin Mansion: This vacation home rental near Portland offers a fireplace, a patio, and air-conditioning to help you feel perfectly comfortable in your new surroundings. It has 4 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family.

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 Elroy Sparta State Trail. Branches Winery and Vernon Vineyards 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.

Portland Vacation Rentals

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Portland vacation rentals

Private cabin on the beautiful Kickapoo River Valley near Wildcat Mountain Park.

Blakley Hobbit Small Cabin

#4 Blakley Hobbit Campground-Tent spot

Blakley Hobbit Large Cabin

The Honey Haven

Place of Peace - the Artist's Refuge

Your adventure begins the second you arrive!

#10 Blakley Hobbit Campground-Tent spot

Peaceful Country Comfort W Panoramic Views of Big Creek Valley

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

Cozy first floor at the heart of downtown Viroqua

#7 Blakley Hobbit Campground-Tent spot

#8 Blakley Hobbit Campground-Tent spot

#5 Blakley Hobbit Campground-Tent spot

#9 Blakley Hobbit Campground-Tent spot

Blakley Hobbit Campground-RV spot #4

Blakley Hobbit Campground-RV spot #1

Blakley Hobbit Campground-RV spot #2

Hidden Gem - 1BR/1Bath in Lax WI

#2 Blakley Hobbit Campground-Tent spot

Find vacation rentals that suit your style

Top Portland Hotel Reviews

Microtel Inn by Wyndham Onalaska/La Crosse

Find out more about Portland

Explore a world of travel with Expedia

Frequently asked questions

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