Portland Holiday Rentals

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Check prices for these dates

In two weeks
23 Jan - 25 Jan
In two months
6 Mar - 8 Mar
In three months
3 Apr - 5 Apr
In four months
1 May - 3 May

Our top choices for Portland holiday rentals

Property grounds
Blakley Hobbit Campground-Tent spot #10

Camping in Viola

Blakley Hobbit Campground-Tent spot #10
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.
The price is HK$156
HK$329 total
includes taxes & fees
18 Jan - 19 Jan
Blakley Hobbit Campground-Tent spot #10
Exterior detail
Cozy first floor at the heart of downtown Viroqua

Apartment in Viroqua

Cozy first floor at the heart of downtown 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.
The price is HK$740
HK$1,390 total
includes taxes & fees
12 Jan - 13 Jan
Cozy first floor at the heart of downtown Viroqua
1 bedroom, WiFi, bed sheets
Hidden Gem - 1BR/1Bath in Lax WI

Apartment in Holy Trinity-Longfellow

Hidden Gem - 1BR/1Bath in Lax WI
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
The price is HK$849
HK$1,290 total
includes taxes & fees
11 Jan - 12 Jan
Hidden Gem - 1BR/1Bath in Lax WI
Property grounds
Blakley Hobbit Campground-Tent spot #9

Camping in Viola

Blakley Hobbit Campground-Tent spot #9
10.0 out of 10, Exceptional, (1 review)
The price is HK$156
HK$329 total
includes taxes & fees
11 Jan - 12 Jan
Blakley Hobbit Campground-Tent spot #9
Property grounds
Blakley Hobbit Campground-Tent spot #4

Camping in Viola

Blakley Hobbit Campground-Tent spot #4
10.0 out of 10, Exceptional, (2 reviews)
"A great spot for a getaway weekend. 20 minutes to viroqua"
United States
Luke S.
The price is HK$156
HK$329 total
includes taxes & fees
11 Jan - 12 Jan
Blakley Hobbit Campground-Tent spot #4
Exterior
Place of Peace - the Artist's Refuge

Holiday Home in La Farge

Place of Peace - the Artist's Refuge
9.8 out of 10, Exceptional, (17 reviews)
"Great location. Near a super apple orchard (J and R Country Ridge Orchard). Beautiful area, quiet evenings and peaceful mornings! "
United States
Kirk M.
The price is HK$1,017
HK$1,928 total
includes taxes & fees
11 Jan - 12 Jan
Place of Peace - the Artist's Refuge
Interior
The Honey Haven

Holiday Home in Westby

The Honey Haven
10.0 out of 10, Exceptional, (47 reviews)
"Wonderful! Beautiful, serene place, clean environment, perfect!"
United States
Karen S.
The price is HK$1,247
HK$1,965 total
includes taxes & fees
12 Jan - 13 Jan
The Honey Haven
Property grounds
Blakley Hobbit Campground-Tent spot #8

Camping in Viola

Blakley Hobbit Campground-Tent spot #8
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.
The price is HK$156
HK$329 total
includes taxes & fees
11 Jan - 12 Jan
Blakley Hobbit Campground-Tent spot #8
Property grounds
Blakley Hobbit Campground-RV spot #4

Camping in Viola

Blakley Hobbit Campground-RV spot #4
10.0 out of 10, Exceptional, (1 review)
"Lovely spot right on river. Trout fishing all around area."
United States
Brett
The price is HK$390
HK$575 total
includes taxes & fees
11 Jan - 12 Jan
Blakley Hobbit Campground-RV spot #4
Property grounds
Blakley Hobbit Campground-RV spot #1

Camping in Viola

Blakley Hobbit Campground-RV spot #1
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 HK$390
HK$575 total
includes taxes & fees
11 Jan - 12 Jan
Blakley Hobbit Campground-RV spot #1
1 bedroom, desk, free WiFi, bed sheets
Quaint cabin overlooking the creek below and wetlands in the valley basin.

Cabin in Norwalk

Quaint cabin overlooking the creek below and wetlands in the valley basin.
10.0 out of 10, Exceptional, (22 reviews)
"Beautiful relaxing getaway!"
United States
Amanda M.
The price is HK$1,893
HK$2,244 total
includes taxes & fees
19 Jan - 20 Jan
Quaint cabin overlooking the creek below and wetlands in the valley basin.
Smart TV, fireplace
Blakley Hobbit Charming 2-bedroom country house with AC, WiFi in soothing Viola

Holiday Home in Viola

Blakley Hobbit Charming 2-bedroom country house with AC, WiFi in soothing Viola
9.6 out of 10, Exceptional, (8 reviews)
"Beautiful place. We loved the access to the river. "
United States
dwaterman21
The price is HK$1,403
HK$2,442 total
includes taxes & fees
11 Jan - 12 Jan
Blakley Hobbit Charming 2-bedroom country house with AC, WiFi in soothing Viola
Private kitchen
Jake's Place

Holiday Home in Powell-Poage-Hamilton

Jake's Place
9.8 out of 10, Exceptional, (8 reviews)
"Great place, great location. Very clean & practical! "
United States
Cori C.
The price is HK$1,169
HK$2,455 total
includes taxes & fees
11 Jan - 12 Jan
Jake's Place
TV
Farm Stay, convenient yet quiet - complete with cows in the backyard!

Mobile Home in Bangor

Farm Stay, convenient yet quiet - complete with cows in the backyard!
2.0 star property
The price is HK$792
HK$1,205 total
includes taxes & fees
12 Jan - 13 Jan
Farm Stay, convenient yet quiet - complete with cows in the backyard!
Exterior
Comfort & Elegance in a Historic La Crosse, Wisconsin Mansion

Holiday Home in Historic Downtown La Crosse

Comfort & Elegance in a Historic La Crosse, Wisconsin Mansion
9.8 out of 10, Exceptional, (52 reviews)
"Amazing house, great location, excellent host!"
United States
Ed R.
The price is HK$1,438
HK$1,886 total
includes taxes & fees
14 Jan - 15 Jan
Comfort & Elegance in a Historic La Crosse, Wisconsin Mansion
Dining
Charming 3-bedroom townhome with WiFi, AC in adorable Cashton

Holiday Home in Cashton

Charming 3-bedroom townhome with WiFi, AC in adorable Cashton
2.0 star property
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 HK$1,929
HK$3,268 total
includes taxes & fees
17 Jan - 18 Jan
Charming 3-bedroom townhome with WiFi, AC in adorable Cashton
Smart TV, fireplace, stereo
Ready to become a real love bird? Beautiful cabin to wake up hearing song birds

Cabin in Norwalk

Ready to become a real love bird? Beautiful cabin to wake up hearing song birds
10.0 out of 10, Exceptional, (3 reviews)
"Easy check in. Beautiful cabin. We will be back for sure!"
United States
Dana S. S.
The price is HK$2,245
HK$2,706 total
includes taxes & fees
12 Jan - 13 Jan
Ready to become a real love bird? Beautiful cabin to wake up hearing song birds
Property grounds
Blakley Hobbit Campground-Tent spot #3

Camping in Viola

Blakley Hobbit Campground-Tent spot #3
The price is HK$156
HK$329 total
includes taxes & fees
11 Jan - 12 Jan
Blakley Hobbit Campground-Tent spot #3
Smart TV, fireplace, DVD player, music library
Secluded Rustic Cabin

Holiday Home in Cashton

Secluded Rustic Cabin
9.8 out of 10, Exceptional, (54 reviews)
"So relaxing and an amazing house"
United States
Ann W.
The price is HK$2,279
HK$3,802 total
includes taxes & fees
11 Jan - 12 Jan
Secluded Rustic Cabin
Property grounds
Blakley Hobbit Campground-Tent spot #6

Camping in Viola

Blakley Hobbit Campground-Tent spot #6
The price is HK$156
HK$329 total
includes taxes & fees
13 Jan - 14 Jan
Blakley Hobbit Campground-Tent spot #6
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

Microtel Inn by Wyndham Onalaska/La Crosse

Microtel Inn by Wyndham Onalaska/La Crosse

10/10 Excellent
"Very amenable with available staff."
Betsy 2-night trip
Posted 4 days ago
Microtel Inn by Wyndham Onalaska/La Crosse

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:

  • View our selection of featured holiday rentals in Portland
  • Use the map to find apartments and other holiday homes in the Portland neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Portland while they last

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

Frequently asked questions

Can I find a holiday rental in Portland?

Yes, there are holiday rentals close to the most popular sights in Portland, or you can select a more secluded option if you're looking for a relaxing stay.

What are some of the best holiday rentals that Portland has to offer?

Comfort & Elegance in a Historic La Crosse, Wisconsin Mansion: This holiday home rental outside of 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 that 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 wider area.

What are holiday rentals like in Portland?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Portland. Holiday rentals feature extras such as WiFi and washers and dryers so you'll feel just like you're at home. If you're concerned about a clean environment, holiday rentals can offer a sense of safety away from shared hotel lifts and lobbies packed with people while still allowing you the excitement and enjoyment of travel. You'll also find more space in a holiday rental than in a traditional hotel, which makes a holiday rental a great option for families.