Portland Vacation Rentals

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Check prices for these dates

In two weeks
Mar 20 - Mar 22
In two months
May 1 - May 3
In three months
May 29 - May 31
In four months
Jun 26 - Jun 28

Our top choices for Portland vacation rentals

1 bedroom, desk, free WiFi, bed sheets

Your adventure begins the second you arrive!

Your adventure begins the second you arrive!
Norwalk
10.0 out of 10, Exceptional, (24 reviews)
"Beautiful relaxing getaway!"
United States
Amanda M.
The price is ￥38,217
￥45,297 total
includes taxes & fees
Mar 5 - Mar 6
Your adventure begins the second you arrive!
Exterior

Place of Peace - the Artist's Refuge

Place of Peace - the Artist's Refuge
La Farge
9.8 out of 10, Exceptional, (17 reviews)
"Easy in and out, the house had everything we needed, and the view was amazing!"
United States
shoua x.
The price is ￥20,524
￥39,076 total
includes taxes & fees
Mar 5 - Mar 6
Place of Peace - the Artist's Refuge
Exterior

Blakley Hobbit Large Cabin

Blakley Hobbit Large Cabin
Viola
8.0 out of 10, Very Good, (40 reviews)
"House was exactly as described. Easy to find. Fun for the kids!"
United States
Emily K.
The price is ￥14,154
￥26,547 total
includes taxes & fees
Mar 16 - Mar 17
Blakley Hobbit Large Cabin
Terrace/patio

Blakley Hobbit Small Cabin

Blakley Hobbit Small Cabin
Viola
7.8 out of 10, Good, (51 reviews)
"Enjoy our stay."
United States
Sondra M.
The price is ￥10,223
￥19,082 total
includes taxes & fees
Mar 22 - Mar 23
Blakley Hobbit Small Cabin
Interior

The Honey Haven

The Honey Haven
Westby
10.0 out of 10, Exceptional, (47 reviews)
"Quiet, clean, nestled in nature!"
United States
jim g.
The price is ￥25,163
￥39,821 total
includes taxes & fees
Mar 25 - Mar 26
The Honey Haven
Smart TV, fireplace

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

Blakley Hobbit Charming 2-bedroom country house with AC, WiFi in soothing Viola
Viola
9.6 out of 10, Exceptional, (8 reviews)
"Beautiful place. We loved the access to the river. "
United States
dwaterman21
The price is ￥28,309
￥49,113 total
includes taxes & fees
Mar 5 - Mar 6
Blakley Hobbit Charming 2-bedroom country house with AC, WiFi in soothing Viola
Smart TV, fireplace, books, stereo

Stylish 1 bedroom cottage along the Mississippi River

Stylish 1 bedroom cottage along the Mississippi River
Stoddard
9.6 out of 10, Exceptional, (26 reviews)
"Very clean and well appointed. We enjoyed the convenient location to La Crosse and the many area hiking opportunities. It is on the highway and the railroad is right next to that, just so you know. It didn't bother us much, but we weren't there during the day much either."
United States
Michelle S.
The price is ￥13,840
￥17,920 total
includes taxes & fees
Mar 5 - Mar 6
Stylish 1 bedroom cottage along the Mississippi River
Exterior

Wagonwheel Ranch

Wagonwheel Ranch
Viroqua
9.8 out of 10, Exceptional, (18 reviews)
"Quiet location nice setting. Great host "
United States
Josh K.
The price is ￥43,878
￥80,803 total
includes taxes & fees
Mar 5 - Mar 6
Wagonwheel Ranch
Exterior detail

Cozy first floor at the heart of downtown Viroqua

Cozy first floor at the heart of downtown Viroqua
Viroqua
10.0 out of 10, Exceptional, (54 reviews)
"Wonderful place! Clean, full of amenities, within walking distance to everything downtown has to offer."
United States
Alina L.
The price is ￥14,941
￥28,057 total
includes taxes & fees
Apr 1 - Apr 2
Cozy first floor at the heart of downtown Viroqua
1 bedroom, WiFi, bed sheets

Hidden Gem - 1BR/1Bath in Lax WI

Hidden Gem - 1BR/1Bath in Lax WI
Holy Trinity-Longfellow
9.6 out of 10, Exceptional, (16 reviews)
"A lovely, spacious, clean apartment above a yummy restaurant in a quiet residential neighborhood. We stayed there when we were in town for a 6-hour race in Goose Island State Park, and it was perfect! "
United States
Amy
The price is ￥17,142
￥26,043 total
includes taxes & fees
Mar 14 - Mar 15
Hidden Gem - 1BR/1Bath in Lax WI
Private kitchen

Jake's Place

Jake's Place
Powell-Poage-Hamilton
9.8 out of 10, Exceptional, (8 reviews)
"Great place, great location. Very clean & practical! "
United States
Cori C.
The price is ￥23,591
￥51,547 total
includes taxes & fees
Mar 15 - Mar 16
Jake's Place
Interior

4 BR w/ Bluff Views | Snow-Dusted Escape

4 BR w/ Bluff Views | Snow-Dusted Escape
Holy Trinity-Longfellow
9.4 out of 10, Exceptional, (33 reviews)
"Our stay was very nice. Tina was excellent in responding to a few of our needs. Lovey home and nicely decorated."
United States
Mary B.
The price is ￥22,420
￥70,277 total
includes taxes & fees
Mar 5 - Mar 6
4 BR w/ Bluff Views | Snow-Dusted Escape
Property grounds

Blakley Hobbit Campground-RV spot #1

Blakley Hobbit Campground-RV spot #1
Viola
9.0 out of 10, Wonderful, (2 reviews)
"Come up several times a year to this location nice mowed grass and close to river."
United States
Paul K.
The price is ￥7,864
￥11,615 total
includes taxes & fees
Mar 5 - Mar 6
Blakley Hobbit Campground-RV spot #1
Smart TV, video games, foosball, books

Valley Lodge w/Hot Tub & Arcade.

Valley Lodge w/Hot Tub & Arcade.
Coon Valley
10.0 out of 10, Exceptional, (10 reviews)
"Great place to stay and explore the region. King bed was super comfy and the hot tub so relaxing. House was clean and very spacious- we loved it!"
United States
Kelly H.
Valley Lodge w/Hot Tub & Arcade.
Exterior

Comfort & Elegance in a Historic La Crosse, Wisconsin Mansion

Comfort & Elegance in a Historic La Crosse, Wisconsin Mansion
Historic Downtown La Crosse
9.8 out of 10, Exceptional, (56 reviews)
"Loved the home! Perfect girls weekend!"
United States
Helen H.
The price is ￥29,016
￥37,710 total
includes taxes & fees
Mar 8 - Mar 9
Comfort & Elegance in a Historic La Crosse, Wisconsin Mansion
Dining

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

Charming 3-bedroom townhome with WiFi, AC in adorable Cashton
Cashton
9.0 out of 10, Wonderful, (2 reviews)
"Was in town for a wedding, it was a comfortable place. The master bedroom bed was comfortable and everything was very clean."
United States
Catherine T.
The price is ￥38,924
￥65,954 total
includes taxes & fees
Mar 14 - Mar 15
Charming 3-bedroom townhome with WiFi, AC in adorable Cashton
5 bedrooms, iron/ironing board, WiFi, bed sheets

Garden Ridge Retreat- Farm Stay

Garden Ridge Retreat- Farm Stay
Viroqua
10.0 out of 10, Exceptional, (8 reviews)
"Really enjoyed our stay. Great hosts no issues at all. Amazing views would definitely visit again "
United States
Joseph M.
The price is ￥30,573
￥70,987 total
includes taxes & fees
Mar 8 - Mar 9
Garden Ridge Retreat- Farm Stay
Smart TV, fireplace, stereo

Your adventure begins the second you arrive!

Your adventure begins the second you arrive!
Norwalk
10.0 out of 10, Exceptional, (5 reviews)
"Easy check in. Beautiful cabin. We will be back for sure!"
United States
Dana S. S.
The price is ￥45,294
￥54,589 total
includes taxes & fees
Mar 5 - Mar 6
Your adventure begins the second you arrive!
Smart TV, fireplace, DVD player, music library

Secluded Rustic Cabin

Secluded Rustic Cabin
Cashton
9.8 out of 10, Exceptional, (55 reviews)
"So relaxing and an amazing house"
United States
Ann W.
The price is ￥46,001
￥77,236 total
includes taxes & fees
Mar 15 - Mar 16
Secluded Rustic Cabin
Outdoor dining

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

Spacious & secluded grand home near Kickapoo River, Bike Trails, & ATV routes
Norwalk
9.6 out of 10, Exceptional, (23 reviews)
"Twelve guys on our annual motorcycle trip. Excellent facilities, beautiful setting, and great riding in the area. Awesome porch with a gas grill and plenty of chairs. We were all impressed with this property and would absolutely book it again in the future."
United States
Jerry K.
The price is ￥53,819
￥111,379 total
includes taxes & fees
Mar 6 - Mar 7
Spacious & secluded grand home near Kickapoo River, Bike Trails, & ATV routes
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

Baymont by Wyndham La Crosse/Onalaska

Baymont by Wyndham La Crosse/Onalaska

10/10 Excellent
"The hotel could use some updating but it is clean and the staff is friendly. Housekeeping even cleaned our room and changed our towels after the first night without us asking. We’ve stayed here before and will again. Thank you! "
Sue 2-night trip
Posted 8 hours ago
Baymont by Wyndham La Crosse/Onalaska

Find out more about Portland

Search for holiday rentals in Portland on Expedia! You can easily find your home rentals, villas, holiday apartments in Portland using one of the methods below:

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Look no further and take a look at our great range of rental properties in Portland!

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?

Wilson Schoolhouse Inn----- Ideal For Family Gatherings Or 2-3 Couples: This vacation home rental near Portland is located in the city center and has a garden, a barbecue grill, and air-conditioning to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge, and a stovetop. Make the most of the books in this rental home to help you unwind.

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. Elroy Sparta State Trail and LaCrosse River 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.