Search Vacation Homes in Portland

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
1 May - 3 May
In two months
12 Jun - 14 Jun
In three months
10 Jul - 12 Jul
In four months
7 Aug - 9 Aug

Our top choices for Portland vacation homes

Exterior

Place of Peace - the Artist's Refuge

Place of Peace - the Artist's Refuge
La Farge
9.6 out of 10, Exceptional, (18 reviews)
"Easy in and out, the house had everything we needed, and the view was amazing!"
United States
shoua x.
The price is AED 479
AED 913 total
includes taxes & fees
19 Apr - 20 Apr
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.
The price is AED 588
AED 930 total
includes taxes & fees
23 Apr - 24 Apr
The Honey Haven
Interior

Vintage Spring Getaway

Vintage Spring Getaway
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.
The price is AED 444
AED 1,537 total
includes taxes & fees
20 Apr - 21 Apr
Vintage Spring Getaway
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 AED 661
AED 1,151 total
includes taxes & fees
19 Apr - 20 Apr
Blakley Hobbit Charming 2-bedroom country house with AC, WiFi in soothing Viola
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 AED 551
AED 1,208 total
includes taxes & fees
17 May - 18 May
Jake's Place
Private kitchen

Historic 1922 Colonel May Schoolhouse

Historic 1922 Colonel May Schoolhouse
Viroqua
10.0 out of 10, Exceptional, (1 review)
The price is AED 926
AED 1,116 total
includes taxes & fees
20 Apr - 21 Apr
Historic 1922 Colonel May Schoolhouse
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 AED 909
AED 1,540 total
includes taxes & fees
22 Apr - 23 Apr
Charming 3-bedroom townhome with WiFi, AC in adorable Cashton
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)
"The house is very historic and has great amenities!"
United States
Kaylee R.
The price is AED 678
AED 881 total
includes taxes & fees
28 Apr - 29 Apr
Comfort & Elegance in a Historic La Crosse, Wisconsin Mansion
Interior

Garden Ridge Retreat- Luxury Farm Stay

Garden Ridge Retreat- Luxury Farm Stay
Viroqua
10.0 out of 10, Exceptional, (9 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.
The price is AED 893
AED 1,871 total
includes taxes & fees
19 Apr - 20 Apr
Garden Ridge Retreat- Luxury Farm Stay
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.
The price is AED 1,074
AED 1,804 total
includes taxes & fees
19 Apr - 20 Apr
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)
"Everyone had a great time!"
United States
Jim K.
Spacious & secluded grand home near Kickapoo River, Bike Trails, & ATV routes
Exterior

Large home space minutes from La Crosse

Large home space minutes from La Crosse
Onalaska
6.0 out of 10, (1 review)
"Pros: Good Host, great value and location, pet friendly, cleanCons: Listing said entire home, so did not realize host would be on the property. Listing should have mentioned kids that are very loud during our stay. Understandable with kids, but note should have been made as two people were unable to sleep. Not much room for parking with host’s vehicles. More clarity and details on the listing would significantly help."
United States
Dylan M.
The price is AED 331
AED 562 total
includes taxes & fees
22 Apr - 23 Apr
Large home space minutes from La Crosse
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Portland Hotel Reviews

Stoney Creek Hotel La Crosse - Onalaska

Stoney Creek Hotel La Crosse - Onalaska

8/10 Good
"The building and the rooms were all very clean."
Michelle 1-night trip
Posted 23 hours ago
Stoney Creek Hotel La Crosse - Onalaska