Portland Vacation Rentals

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Check prices for these dates

In two weeks
Apr 17 - Apr 19
In two months
May 29 - May 31
In three months
Jun 26 - Jun 28
In four months
Jul 24 - Jul 26

Our top choices for Portland vacation rentals

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.
$115 nightly
The price is $121
Apr 6 - Apr 7
Total with taxes and fees
Blakley Hobbit Small Cabin
Exterior

Blakley Hobbit Large Cabin

Blakley Hobbit Large Cabin
Viola
8.0 out of 10, Very Good, (40 reviews)
"We enjoyed our stay, spending most of our time kayaking and hiking!! Beautiful quiet area and clean accommodations."
United States
Denise R.
$160 nightly
The price is $169
Apr 6 - Apr 7
Total with taxes and fees
Blakley Hobbit Large Cabin
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, (26 reviews)
"Beautiful relaxing getaway!"
United States
Amanda M.
$235 nightly
The price is $248
Apr 6 - Apr 7
Total with taxes and fees
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.
$236 nightly
The price is $248
Apr 6 - Apr 7
Total with taxes and fees
Place of Peace - the Artist's Refuge
Interior

The Honey Haven

The Honey Haven
Westby
10.0 out of 10, Exceptional, (47 reviews)
"Excellent stay. Clean with beautiful surroundings and a great dog to greet you."
United States
Jason B.
$239 nightly
The price is $252
Apr 6 - Apr 7
Total with taxes and fees
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
$296 nightly
The price is $312
Apr 6 - Apr 7
Total with taxes and fees
Blakley Hobbit Charming 2-bedroom country house with AC, WiFi in soothing Viola
Exterior

Wagonwheel Ranch

Wagonwheel Ranch
Viroqua
9.8 out of 10, Exceptional, (19 reviews)
"Beautiful place"
United States
Francis H.
$456 nightly
The price is $481
Apr 6 - Apr 7
Total with taxes and fees
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.
$160 nightly
The price is $178
Apr 6 - Apr 7
Total with taxes and fees
Cozy first floor at the heart of downtown Viroqua
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
Apr 6 - Apr 7
Total with taxes and fees
Blakley Hobbit Campground-Tent 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, (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
$144 nightly
The price is $166
Apr 6 - Apr 7
Total with taxes and fees
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.
$286 nightly
The price is $329
Apr 6 - Apr 7
Total with taxes and fees
Jake's Place
Interior

4BR Blooms Near Downtown

4BR Blooms Near Downtown
Holy Trinity-Longfellow
9.4 out of 10, Exceptional, (34 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.
$350 nightly
The price is $402
Apr 7 - Apr 8
Total with taxes and fees
4BR Blooms Near Downtown
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)
"Great space for our group. Easy to find and get in. The group felt like the grill needed cleaning, more bath products are needed particularly in master bathroom and it would be nice if toilet paper had more plies. Would recommend to friends or family staying in the area in the future."
United States
Chris M.
$675 nightly
The price is $712
Apr 6 - Apr 7
Total with taxes and fees
Spacious & secluded grand home near Kickapoo River, Bike Trails, & ATV routes
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, (58 reviews)
"Amazing place that accommodated our party of 7Convenient location Had everything we needed "
United States
Kim G.
$209 nightly
The price is $240
Apr 6 - Apr 7
Total with taxes and fees
Comfort & Elegance in a Historic La Crosse, Wisconsin Mansion
2 bedrooms, WiFi, bed sheets

Farm Stay, convenient yet quiet - complete with cows in the backyard!

Farm Stay, convenient yet quiet - complete with cows in the backyard!
Bangor
$145 nightly
The price is $153
Apr 14 - Apr 15
Total with taxes and fees
Farm Stay, convenient yet quiet - complete with cows in the backyard!
Smart TV, fireplace, DVD player, music library

Secluded Rustic Cabin

Secluded Rustic Cabin
Cashton
9.8 out of 10, Exceptional, (55 reviews)
"The house and property were beautiful, we loved relaxing in the 3 seasons room and hot tub, enjoying the view of the fall colors, and getting away from it all. "
United States
Morgan K.
$466 nightly
The price is $491
Apr 6 - Apr 7
Total with taxes and fees
Secluded Rustic Cabin
Interior

Garden Ridge Retreat- Farm Stay

Garden Ridge Retreat- Farm Stay
Viroqua
10.0 out of 10, Exceptional, (8 reviews)
"The property was clean, well appointed, had everything we needed and the host was very responsive. The property has amazing landscape and scenery. Plenty of space for our two families to come together for fun, with space for some quiet as well. "
United States
Teri M.
$506 nightly
The price is $509
Apr 7 - Apr 8
Total with taxes and fees
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.
$278 nightly
The price is $294
Apr 6 - Apr 7
Total with taxes and fees
Your adventure begins the second you arrive!
Smart TV, fireplace, DVD player, foosball

Your adventure begins the second you arrive!

Your adventure begins the second you arrive!
Norwalk
9.0 out of 10, Wonderful, (2 reviews)
"We had the pleasure of getting a little snow during our stay which was awesome.But the roads from the cabin were sloppy with the melt the following day and we had trouble getting out to go for a grocery run. Kirsty and Kyle were very helpful and were kind enough to bring us some coffee and flour. Really great folks and a very beautiful and private location. Great space to reset from reality. Highly recommend."
United States
Nick W.
$356 nightly
The price is $375
Apr 6 - Apr 7
Total with taxes and fees
Your adventure begins the second you arrive!
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.
$70 nightly
The price is $74
Apr 6 - Apr 7
Total with taxes and fees
Blakley Hobbit Campground-RV spot #1
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

Holiday Inn Express & Suites Onalaska La Crosse Area by IHG

Holiday Inn Express & Suites Onalaska La Crosse Area by IHG

10/10 Excellent
"The room was clean, roomy, with modern touches"
Kathy 1-night trip
Posted 1 hour ago
Holiday Inn Express & Suites Onalaska La Crosse Area by IHG

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 $240 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?

Lakeside cabin with Hot Tub and full kitchen! Sleeps up to 12 people.: This vacation home rental near Portland is located on the beach and has a fireplace, a patio, 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 Jersey Valley County Park. 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.