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Portland Vacation Rentals

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Check prices for these dates

In two weeks
Nov 27 - Nov 29
In two months
Jan 8 - Jan 10
In three months
Feb 5 - Feb 7
In four months
Mar 5 - Mar 7

Our top choices for Portland vacation homes

A dining area with a wooden table, white chairs, and a chandelier.

1. Charming 3-bedroom townhome with WiFi, AC in adorable Cashton

Charming 3-bedroom townhome with WiFi, AC in adorable Cashton
Cashton
9.6 out of 10, Exceptional, (4 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 CA $350
CA $563 total
includes taxes & fees
Nov 10 - Nov 11
Charming 3-bedroom townhome with WiFi, AC in adorable Cashton
A cozy living room with a wooden ceiling, a grey sofa, and a view through a glass door to an outdoor patio.

2. Secluded Rustic Cabin

Secluded Rustic Cabin
Cashton
9.8 out of 10, Exceptional, (61 reviews)
"This was our second year staying at this property and we loved it as much as we did last time. It’s clean, well cared for and well stocked. The owner is very easy to reach and the check in and checkout process doesn’t get much easier. The location is absolutely spectacular."
United States
Ally D.
The price is CA $413
CA $676 total
includes taxes & fees
Nov 10 - Nov 11
Secluded Rustic Cabin
A modern living room with a staircase, a dark door, a grey armchair, and a coffee table with decorative items.

3. The Honey Haven

The Honey Haven
Westby
10.0 out of 10, Exceptional, (64 reviews)
"This was my second time staying at the Honey Haven and I would love to stay again. The host does a wonderful job keeping the property in great shape and the area that the property is in is so special."
United States
Eric R.
The price is CA $237
CA $337 total
includes taxes & fees
Nov 10 - Nov 11
The Honey Haven
A spacious living area with a wooden floor, a dining table with chairs, a sofa, and a television.

4. 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
9.2 out of 10, Wonderful, (21 reviews)
"Property fit our needs perfectly and check in and check out was easy!"
United States
Scott C.
The price is CA $254
CA $402 total
includes taxes & fees
Nov 10 - Nov 11
Blakley Hobbit Charming 2-bedroom country house with AC, WiFi in soothing Viola
A modern living room with a large window, a sofa, a coffee table, and a chair.

5. “The Ridgeline” – Luxury private home, on 4 acres

“The Ridgeline” – Luxury private home, on 4 acres
Viroqua
The price is CA $320
CA $521 total
includes taxes & fees
Nov 15 - Nov 16
“The Ridgeline” – Luxury private home, on 4 acres
A modern bar area with a large flat-screen TV displaying a beach scene, wooden cabinets, neon signs, and comfortable seating.

6. 1950s Charm | Walk to UW-La Crosse

1950s Charm | Walk to UW-La Crosse
Holy Trinity-Longfellow
9.6 out of 10, Exceptional, (46 reviews)
"Walkable to grocery store, gas station and Restraunts which was super helpful since the rental car company was closed when we arrived at the airport due to our flight being delayed.Would definitely stay again"
United States
Kim M.
The price is CA $231
CA $678 total
includes taxes & fees
Nov 18 - Nov 19
1950s Charm | Walk to UW-La Crosse
A covered deck with outdoor furniture, a small table, and a grill.

7. 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, (36 reviews)
"Great location for our family outing. Plenty of room for everyone and a nice deck for relaxing outside. Easy ride to the Kickapoo River as well as surrounding towns for a little bumming."
United States
Dawn C.
The price is CA $705
CA $1,212 total
includes taxes & fees
Nov 24 - Nov 25
Spacious & secluded grand home near Kickapoo River, Bike Trails, & ATV routes
A spacious living area with a wooden floor, a curved staircase, a sofa set, and large windows offering a view.

8. Garden Ridge Retreat- Farm Stay

Garden Ridge Retreat- Farm Stay
Viroqua
10.0 out of 10, Exceptional, (21 reviews)
"Great, spacious location!"
United States
Rodney W.
The price is CA $411
CA $756 total
includes taxes & fees
Nov 17 - Nov 18
Garden Ridge Retreat- Farm Stay
A two-story Victorian-style house with a front porch, a staircase, and a well-maintained lawn.

9. 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, (89 reviews)
"Beautiful place to stay! Very clean and really cool with all the history!"
United States
Robert P.
The price is CA $261
CA $324 total
includes taxes & fees
Nov 11 - Nov 12
Comfort & Elegance in a Historic La Crosse, Wisconsin Mansion
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

Spark by Hilton La Crosse Onalaska

Spark by Hilton La Crosse Onalaska

10/10 Excellent
"The room was so comfortable and spacious. Breakfast was very good, and someone came in multiple times to dust the crumbs off the counter and be sure everything was good! We love Spark!"
Kristin 1-night trip
Posted 6 hours ago
Spark by Hilton La Crosse Onalaska

Find out more about Portland

Portland Vacation Homes information

Number of reviews
253
Accommodation
84 Vacation Homes
Lowest Price
CA $337
Highest Price
CA $1,212

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