Portland Vacation Rentals

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Check prices for these dates

In two weeks
Feb 13 - Feb 15
In two months
Mar 27 - Mar 29
In three months
Apr 24 - Apr 26
In four months
May 22 - May 24

Our top choices for Portland vacation rentals

Property grounds

Blakley Hobbit Campground-Tent spot #9

Blakley Hobbit Campground-Tent spot #9
Viola
10.0 out of 10, Exceptional, (1 review)
$40 nightly
The price is $42
Jan 28 - Jan 29
Total with taxes and fees
Blakley Hobbit Campground-Tent spot #9
Property grounds

Blakley Hobbit Campground-Tent spot #10

Blakley Hobbit Campground-Tent spot #10
Viola
10.0 out of 10, Exceptional, (3 reviews)
"The tent sites are right along the river. Not all of them have a fire pit, picnic table or grill but this is a lovely quiet serene spot to camp. "
United States
Deborah S.
$40 nightly
The price is $42
Jan 28 - Jan 29
Total with taxes and fees
Blakley Hobbit Campground-Tent spot #10
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
$297 nightly
The price is $313
Jan 28 - Jan 29
Total with taxes and fees
Blakley Hobbit Charming 2-bedroom country house with AC, WiFi in soothing Viola
Property grounds

Blakley Hobbit Campground-Tent spot #8

Blakley Hobbit Campground-Tent spot #8
Viola
9.0 out of 10, Wonderful, (2 reviews)
"We enjoyed the campground very much. A little lacking in facilities but location makes up for it in spades!"
United States
Nicholas B.
$40 nightly
The price is $42
Jan 28 - Jan 29
Total with taxes and fees
Blakley Hobbit Campground-Tent spot #8
Property grounds

Blakley Hobbit Campground-Tent spot #4

Blakley Hobbit Campground-Tent spot #4
Viola
10.0 out of 10, Exceptional, (2 reviews)
"A great spot for a getaway weekend. 20 minutes to viroqua"
United States
Luke S.
$40 nightly
The price is $42
Jan 28 - Jan 29
Total with taxes and fees
Blakley Hobbit Campground-Tent spot #4
Smart TV, fireplace, stereo

The best place for star gazing all night.

The best place for star gazing all night.
Norwalk
10.0 out of 10, Exceptional, (9 reviews)
"Just a quick get away for the weekend. Close access to local restaurants, breweries, beautiful landscape."
United States
Heidi C.
$322 nightly
The price is $340
Jan 28 - Jan 29
Total with taxes and fees
The best place for star gazing all night.
1 bedroom, desk, free WiFi, bed sheets

Quaint cabin overlooking the creek below and wetlands in the valley basin.

Quaint cabin overlooking the creek below and wetlands in the valley basin.
Norwalk
10.0 out of 10, Exceptional, (22 reviews)
"Beautiful relaxing getaway!"
United States
Amanda M.
$278 nightly
The price is $293
Jan 28 - Jan 29
Total with taxes and fees
Quaint cabin overlooking the creek below and wetlands in the valley basin.
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, (52 reviews)
"Wonderful place! Clean, full of amenities, within walking distance to everything downtown has to offer."
United States
Alina L.
$160 nightly
The price is $178
Jan 28 - Jan 29
Total with taxes and fees
Cozy first floor at the heart of downtown Viroqua
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.
$240 nightly
The price is $253
Jan 28 - Jan 29
Total with taxes and fees
The Honey Haven
Property grounds

Blakley Hobbit Campground-Tent spot #3

Blakley Hobbit Campground-Tent spot #3
Viola
$40 nightly
The price is $42
Jan 28 - Jan 29
Total with taxes and fees
Blakley Hobbit Campground-Tent spot #3
Property grounds

Blakley Hobbit Campground-Tent spot #5

Blakley Hobbit Campground-Tent spot #5
Viola
$40 nightly
The price is $42
Jan 28 - Jan 29
Total with taxes and fees
Blakley Hobbit Campground-Tent spot #5
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.
$429 nightly
The price is $453
Feb 14 - Feb 15
Total with taxes and fees
Charming 3-bedroom townhome with WiFi, AC in adorable Cashton
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.
$675 nightly
The price is $712
Jan 29 - Jan 30
Total with taxes and fees
Spacious & secluded grand home near Kickapoo River, Bike Trails, & ATV routes
Smart TV, fireplace, DVD player, music library

Secluded Rustic Cabin

Secluded Rustic Cabin
Cashton
9.8 out of 10, Exceptional, (54 reviews)
"So relaxing and an amazing house"
United States
Ann W.
$465 nightly
The price is $490
Jan 28 - Jan 29
Total with taxes and fees
Secluded Rustic Cabin
Property grounds

Blakley Hobbit Campground-Tent spot #2

Blakley Hobbit Campground-Tent spot #2
Viola
$40 nightly
The price is $42
Jan 28 - Jan 29
Total with taxes and fees
Blakley Hobbit Campground-Tent spot #2
Property grounds

Blakley Hobbit Campground-Tent spot #6

Blakley Hobbit Campground-Tent spot #6
Viola
$40 nightly
The price is $42
Jan 28 - Jan 29
Total with taxes and fees
Blakley Hobbit Campground-Tent spot #6
Property grounds

Blakley Hobbit Campground-Tent spot #7

Blakley Hobbit Campground-Tent spot #7
Viola
$40 nightly
The price is $42
Jan 28 - Jan 29
Total with taxes and fees
Blakley Hobbit Campground-Tent spot #7
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.
$286 nightly
The price is $329
Jan 28 - Jan 29
Total with taxes and fees
Jake's Place
Property grounds

Blakley Hobbit Campground-RV spot #4

Blakley Hobbit Campground-RV spot #4
Viola
10.0 out of 10, Exceptional, (1 review)
"Lovely spot right on river. Trout fishing all around area."
United States
Brett
$70 nightly
The price is $74
Jan 28 - Jan 29
Total with taxes and fees
Blakley Hobbit Campground-RV spot #4
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, (15 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
$144 nightly
The price is $166
Jan 28 - Jan 29
Total with taxes and fees
Hidden Gem - 1BR/1Bath in Lax WI
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

Sparta Inn

Sparta Inn

10/10 Excellent
"The people and accommodations were outstanding! Well worth the stay for the money!"
Gordon 2-night trip
Posted 2 days ago
Sparta Inn

Find out more about Portland

Everything you need to know about Portland vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Portland vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Portland vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Portland vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Portland. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Portland in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $236 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Portland rentals

At Expedia, we put the best Portland vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Portland rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Portland vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Portland. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Explore a world of travel with Expedia

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?

Secluded, Romantic, Family Friendly and Cozy, Last House in the Valley.: This vacation home rental near Portland is located in a rural location and has a balcony, a selection of games, and a barbecue grill to put you at ease in your new surroundings. It has 5 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 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.