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Portland Vacation Rentals

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Check prices for these dates

In two weeks
Sep 18 - Sep 20
In two months
Oct 30 - Nov 1
In three months
Nov 27 - Nov 29
In four months
Dec 25 - Dec 27

Our top choices for Portland vacation homes

A cozy living room with a wooden ceiling, a grey sofa, and a view through a glass door to an outdoor patio.

1. Secluded Rustic Cabin

Secluded Rustic Cabin
Cashton
9.8 out of 10, Exceptional, (58 reviews)
"What a wonderful property! "
United States
Becky K.
The price is CA $405
CA $694 total
includes taxes & fees
Sep 8 - Sep 9
Secluded Rustic Cabin
A dining area with a wooden table, white chairs, and a chandelier.

2. 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 CA $294
CA $516 total
includes taxes & fees
Sep 8 - Sep 9
Charming 3-bedroom townhome with WiFi, AC in adorable Cashton
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, (59 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 $221
CA $347 total
includes taxes & fees
Sep 8 - Sep 9
The Honey Haven
A modern bar area with a large flat-screen TV displaying a beach scene, wooden cabinets, neon signs, and comfortable seating.

4. Bright 4BR Retreat | UW-La Crosse

Bright 4BR Retreat | UW-La Crosse
Holy Trinity-Longfellow
9.4 out of 10, Exceptional, (43 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 $208
CA $632 total
includes taxes & fees
Sep 9 - Sep 10
Bright 4BR Retreat | UW-La Crosse
A spacious living area with a wooden floor, a dining table with chairs, a sofa, and a television.

5. 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, (18 reviews)
"excellent out of the way retreat close to things we wanted to do and great place for us and our cats, the hot tub was a great treat"
United States
Joseph W.
The price is CA $249
CA $434 total
includes taxes & fees
Sep 28 - Sep 29
Blakley Hobbit Charming 2-bedroom country house with AC, WiFi in soothing Viola
A covered deck with outdoor furniture, a small table, and a grill.

6. 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, (32 reviews)
"Everyone had a great time!"
United States
Jim K.
The price is CA $472
CA $986 total
includes taxes & fees
Sep 9 - Sep 10
Spacious & secluded grand home near Kickapoo River, Bike Trails, & ATV routes
A two-story house with a balcony, surrounded by a forest.

7. Cozy, quiet Cabin near Kickapoo River & Wildcat Mountain. Perfect for fisherman.

Cozy, quiet Cabin near Kickapoo River & Wildcat Mountain. Perfect for fisherman.
Ontario
9.8 out of 10, Exceptional, (10 reviews)
"Really nice quiet place. Perfect for our hunting trip. "
United States
Kolin C.
The price is CA $241
CA $455 total
includes taxes & fees
Sep 22 - Sep 23
Cozy, quiet Cabin near Kickapoo River & Wildcat Mountain. Perfect for fisherman.
A two-story Victorian-style house with a front porch, a staircase, and a well-maintained lawn.

8. 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, (79 reviews)
"Beautiful place to stay! Very clean and really cool with all the history!"
United States
Robert P.
The price is CA $255
CA $332 total
includes taxes & fees
Sep 8 - Sep 9
Comfort & Elegance in a Historic La Crosse, Wisconsin Mansion
A spacious living area with a wooden floor, a curved staircase, a sofa set, and large windows offering a view.

9. Garden Ridge Retreat- Farm Stay

Garden Ridge Retreat- Farm Stay
Viroqua
10.0 out of 10, Exceptional, (17 reviews)
"Host family was extremely nice easy to work with and very accommodating."
United States
Pat B.
The price is CA $374
CA $741 total
includes taxes & fees
Sep 21 - Sep 22
Garden Ridge Retreat- Farm Stay
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
"Very clean and modern hotel, very quiet overnight, the window shades provide a very dark environment for sleeping in if desired, the provided continental breakfast had lots of nice options, though it was pretty crowded when we were down there, front desk personnel was very helpful, would definitely stay here again if in the area."
Glenn 1-night trip
Posted less than an hour ago
Holiday Inn Express & Suites Onalaska La Crosse Area by IHG

Find out more about Portland

Portland Vacation Homes information

Number of reviews
286
Accommodation
84 Vacation Homes
Lowest Price
CA $332
Highest Price
CA $986

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