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Portland Vacation Rentals

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Check prices for these dates

In two weeks
Jul 24 - Jul 26
In two months
Sep 4 - Sep 6
In three months
Oct 2 - Oct 4
In four months
Oct 30 - Nov 1

Our top choices for Portland vacation rentals

Property grounds

#10 Blakley Hobbit Campground-Tent spot

#10 Blakley Hobbit Campground-Tent spot
Viola
10.0 out of 10, Exceptional, (3 reviews)
"Great location"
United States
Huan B.
$40 nightly
The price is $42
Jul 13 - Jul 14
Total with taxes and fees
#10 Blakley Hobbit Campground-Tent spot
Terrace/patio

Blakley Hobbit Small Cabin

Blakley Hobbit Small Cabin
Viola
7.8 out of 10, Good, (55 reviews)
"Enjoy our stay."
United States
Sondra M.
$115 nightly
The price is $121
Jul 14 - Jul 15
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, (43 reviews)
"Very peaceful, charming rustic cabin. I highly recommend and we plan to come back. "
United States
Jonathan C.
$160 nightly
The price is $169
Jul 13 - Jul 14
Total with taxes and fees
Blakley Hobbit Large Cabin
Exterior

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

Private cabin on the beautiful Kickapoo River Valley near Wildcat Mountain Park.
Ontario
10.0 out of 10, Exceptional, (3 reviews)
"Great host, beautiful property! Would definitely go back!"
United States
Bridgette B.
$183 nightly
The price is $193
Jul 13 - Jul 14
Total with taxes and fees
Private cabin on the beautiful Kickapoo River Valley near Wildcat Mountain Park.
Interior

Your adventure begins the second you arrive!

Your adventure begins the second you arrive!
Norwalk
10.0 out of 10, Exceptional, (30 reviews)
"Enjoyed our weekend away. Definitely coming back and trying the other cabins. "
United States
Samantha N.
$212 nightly
The price is $224
Jul 14 - Jul 15
Total with taxes and fees
Your adventure begins the second you arrive!
Exterior detail

Cozy first floor at the heart of downtown Viroqua

Cozy first floor at the heart of downtown Viroqua
Viroqua
9.8 out of 10, Exceptional, (58 reviews)
"Nice place to stay right in town perfect for a couple "
United States
Pete G.
$182 nightly
The price is $203
Jul 14 - Jul 15
Total with taxes and fees
Cozy first floor at the heart of downtown Viroqua
TV

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

Farm Stay, convenient yet quiet - complete with cows in the backyard!
Bangor
10.0 out of 10, Exceptional, (7 reviews)
"A quiet secluded life in the country, with the possibility of being useful to people to whom it is easy to do good, and who are not accustomed to have it done to them; then work which one hopes may be of some use; then rest, nature, books, music, love for one's neighbor - such is my idea of The countryside holds the key to simplicity, peace, and renewal. Such a delightful stay. Highly recommend . Our daughter is buying a house in this area can’t wait to see the fall colors come fall.❤️"
United States
George
$143 nightly
The price is $150
Jul 14 - Jul 15
Total with taxes and fees
Farm Stay, convenient yet quiet - complete with cows in the backyard!
Property grounds

Peaceful Country Comfort W Panoramic Views of Big Creek Valley

Peaceful Country Comfort W Panoramic Views of Big Creek Valley
Sparta
10.0 out of 10, Exceptional, (150 reviews)
"Our host was so welcoming, their property so beautiful and peaceful. "
United States
Wendy H.
$174 nightly
The price is $184
Jul 14 - Jul 15
Total with taxes and fees
Peaceful Country Comfort W Panoramic Views of Big Creek Valley
Interior

Warm Season Haven | Scenic Bluffs

Warm Season Haven | Scenic Bluffs
Holy Trinity-Longfellow
9.4 out of 10, Exceptional, (39 reviews)
"Lovely atmosphere- great location. It was perfect for our family getaway to visit our son in college."
United States
Lynn M.
$396 nightly
The price is $455
Jul 14 - Jul 15
Total with taxes and fees
Warm Season Haven | Scenic Bluffs
Property grounds

#9 Blakley Hobbit Campground-Tent spot

#9 Blakley Hobbit Campground-Tent spot
Viola
10.0 out of 10, Exceptional, (1 review)
$40 nightly
The price is $42
Jul 13 - Jul 14
Total with taxes and fees
#9 Blakley Hobbit Campground-Tent spot
Interior

The Honey Haven

The Honey Haven
Westby
10.0 out of 10, Exceptional, (52 reviews)
"Excellent stay. Clean with beautiful surroundings and a great dog to greet you."
United States
Jason B.
$240 nightly
The price is $253
Jul 20 - Jul 21
Total with taxes and fees
The Honey Haven
Property grounds

#8 Blakley Hobbit Campground-Tent spot

#8 Blakley Hobbit Campground-Tent spot
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
Jul 13 - Jul 14
Total with taxes and fees
#8 Blakley Hobbit Campground-Tent spot
Exterior

Cozy 5BR Duplex by Mayo, 50-ft Parking

Cozy 5BR Duplex by Mayo, 50-ft Parking
Holy Trinity-Longfellow
$327 nightly
The price is $376
Jul 13 - Jul 14
Total with taxes and fees
Cozy 5BR Duplex by Mayo, 50-ft Parking
Property grounds

#4 Blakley Hobbit Campground-Tent spot

#4 Blakley Hobbit Campground-Tent spot
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
Jul 13 - Jul 14
Total with taxes and fees
#4 Blakley Hobbit Campground-Tent spot
Property grounds

#7 Blakley Hobbit Campground-Tent spot

#7 Blakley Hobbit Campground-Tent spot
Viola
$40 nightly
The price is $42
Jul 13 - Jul 14
Total with taxes and fees
#7 Blakley Hobbit Campground-Tent spot
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
Jul 13 - Jul 14
Total with taxes and fees
Blakley Hobbit Campground-RV spot #4
Property grounds

#5 Blakley Hobbit Campground-Tent spot

#5 Blakley Hobbit Campground-Tent spot
Viola
$40 nightly
The price is $42
Jul 13 - Jul 14
Total with taxes and fees
#5 Blakley Hobbit Campground-Tent spot
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
9.0 out of 10, Wonderful, (14 reviews)
"Property was perfect for our dog. The house had everything youd need for your stay and the host was great! "
United States
Nicole Z.
$296 nightly
The price is $312
Jul 13 - Jul 14
Total with taxes and fees
Blakley Hobbit Charming 2-bedroom country house with AC, WiFi in soothing Viola
Smart TV, fireplace, stereo

The Incline

The Incline
Norwalk
10.0 out of 10, Exceptional, (5 reviews)
"This place is a perfect couples getaway! "
United States
Kurt T.
$341 nightly
The price is $360
Jul 13 - Jul 14
Total with taxes and fees
The Incline
Property grounds

#2 Blakley Hobbit Campground-Tent spot

#2 Blakley Hobbit Campground-Tent spot
Viola
$40 nightly
The price is $42
Jul 13 - Jul 14
Total with taxes and fees
#2 Blakley Hobbit Campground-Tent spot
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

Hampton Inn Lacrosse/Onalaska

Hampton Inn Lacrosse/Onalaska

10/10 Excellent
"When we arrived, the person at the front desk was kind and helpful. The breakfast staff were amazing, as well!"
JULIE 1-night trip
Posted less than an hour ago
Hampton Inn Lacrosse/Onalaska

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 $121 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?

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 Norskedalen Nature and Heritage Center. Elroy Sparta State Trail 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.