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Compare 79 Vacation Homes in Portland with updated reviews, rates, and availability.

8th Street Blues! 3 Bed, 2 Bath near downtown LaCrosse

10.0 out of 10, Exceptional, (135)
"Lots of sleeping and living space for our family, with a well-equipped kitchen. Great location - close to many different dining and entertainment options. We had a great time in this little house and would enjoy staying here again!"
8th Street Blues! 3 Bed, 2 Bath near downtown LaCrosse

Blakley Hobbit Charming 2-bedroom country house with AC, WiFi in soothing Viola

8.8 out of 10, Excellent, (3)
"Nice place across from a campground. "
The price is SAR 675
SAR 1,175 total
includes taxes & fees
6 Jun - 7 Jun
Blakley Hobbit Charming 2-bedroom country house with AC, WiFi in soothing Viola

Sleeps up to 14 people, 5 minutes from downtown, handicap accessible.

9.2 out of 10, Wonderful, (7)
"Our family stayed here for a family reunion and were pleased with the property. Even hosted a family dinner with plenty of room. Would stay here again."
Sleeps up to 14 people, 5 minutes from downtown, handicap accessible.

Cobblestone Cottage, 4 Bedroom, centrally located

9.8 out of 10, Exceptional, (16)
"Property matched photos. It was very well stocked. Communication was excellent. A great stay. "
Cobblestone Cottage, 4 Bedroom, centrally located

Queen Anne Stay

10.0 out of 10, Exceptional, (1)
"The house has lots of space and is just blocks from great dining and bars. Will absolutely book this again for future trips to Viroqua. "
Queen Anne Stay

Secluded luxury House in the Hills w/king bed

10.0 out of 10, Exceptional, (26)
"Perfect for the friend group to relax and catch up with each other. Close to activities in Lacrosse. Quiet and peaceful location. "
Secluded luxury House in the Hills w/king bed

Country home-just steps from Coon Creek and a short drive to Mississippi River

10.0 out of 10, Exceptional, (23)
"This was a great place to stay while enjoying a weekend with family. It had everything we needed in a beautiful location."
Country home-just steps from Coon Creek and a short drive to Mississippi River

Charming 3-bedroom house with WiFi and AC in beautiful La Crosse

9.8 out of 10, Exceptional, (7)
"Excellent communication from our host! He was very accommodating to my last minute requests (early arrival and ski team dinner). The entire house was immaculate. We loved the view, especially in the morning with coffee in the seating area off of the kitchen. I wish that we had more time to spend in the game room or relaxing in front of the fireplace. Thank you for a wonderful weekend!"
Charming 3-bedroom house with WiFi and AC in beautiful La Crosse

Timber Coulee Creek in backyard, king size bed, grill on deck, large garage.

10.0 out of 10, Exceptional, (32)
"Would try to stay here on my next trip."
Timber Coulee Creek in backyard, king size bed, grill on deck, large garage.

Soaker Tub & Sunset Sugarloaf Retreat

10.0 out of 10, Exceptional, (11)
"Beautiful property, absolutely everything about this place is amazing!"
Soaker Tub & Sunset Sugarloaf Retreat

Ideal spot minutes from Kickapoo Valley Reserve, Wildcat StatePark & fly fishing

9.4 out of 10, Exceptional, (33)
"Family enjoyed our family time together."
Ideal spot minutes from Kickapoo Valley Reserve, Wildcat StatePark & fly fishing

Cozy and charming. Your home away from home in the heart of Viroqua.

10.0 out of 10, Exceptional, (12)
"It was really nice to stay at the little yellow house and relax after being out, hunting in the cold the entire day. The host is extremely responsive, friendly, and accommodating. We would love to stay again in the future if available."
Cozy and charming. Your home away from home in the heart of Viroqua.

Spacious & Immaculate Dog-Friendly Gem, Near UWL, Washer/Dryer & Fire Pit!

10.0 out of 10, Exceptional, (33)
"This was a great place to stay. Clean, big enough for several family members and functional. "
The price is SAR 649
SAR 1,592 total
includes taxes & fees
4 Jun - 5 Jun
Spacious & Immaculate Dog-Friendly Gem, Near UWL, Washer/Dryer & Fire Pit!

Secluded, Romantic, Family Friendly and Cozy, Last House in the Valley.

10.0 out of 10, Exceptional, (387)
"Beautiful location, owners are so friendly. "
Secluded, Romantic, Family Friendly and Cozy, Last House in the Valley.

Comfort & Elegance in a Historic La Crosse, Wisconsin Mansion

9.8 out of 10, Exceptional, (23)
"This property offers a great space for collaboration and team building. "
The price is SAR 731
SAR 953 total
includes taxes & fees
3 Jun - 4 Jun
Comfort & Elegance in a Historic La Crosse, Wisconsin Mansion

Spacious Stoddard Retreat on Mississippi River!

10.0 out of 10, Exceptional, (15)
"Relaxing and comfortable weekend getaway. Awesome location. "
Spacious Stoddard Retreat on Mississippi River!

Lakeside cabin with Hot Tub and full kitchen! Sleeps up to 12 people.

8.8 out of 10, Excellent, (31)
"2nd time staying at Birch Lake. It is so beautiful and peaceful. Great spot for a girl's weekend!"
Lakeside cabin with Hot Tub and full kitchen! Sleeps up to 12 people.

Wilson Schoolhouse Inn----- Ideal For Family Gatherings Or 2-3 Couples

10.0 out of 10, Exceptional, (103)
"Beautiful place full of history and nestled in the forest. Quiet place with awesome ambiance, open concept floor plan and close to town, the river, hiking trails and downhill skiing. Dick and Lisbeth were wonderful and very accommodating, will definitely stay with them again."
Wilson Schoolhouse Inn----- Ideal For Family Gatherings Or 2-3 Couples

2-bedroom vacation home just 10 minutes from Viroqua's charming downtown

10.0 out of 10, Exceptional, (57)
"We enjoyed our time at this property. Rather small seating area in the living room but it was fine for the 3 of us. Nice sleeping area on the second floor. You get the feeling of being in the woodsey outdoors but just a quick 2 mile drive into town. "
2-bedroom vacation home just 10 minutes from Viroqua's charming downtown

The Honey Haven

10.0 out of 10, Exceptional, (38)
"We’ve now been to the Honey Haven twice, and both times it was a lovely visit. The place is clean and homey, and the hosts are helpful! "
The price is SAR 600
SAR 950 total
includes taxes & fees
2 Jun - 3 Jun
The Honey Haven
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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Other property types in Portland

Country Living at its Finest

9.8 out of 10, Exceptional, (204)
"We enjoyed the wood features of this cozy cabin and the well stocked kitchen."
Country Living at its Finest

Blakley Hobbit Large Cabin

8.2 out of 10, Very Good, (33)
"We enjoyed our stay, spending most of our time kayaking and hiking!! Beautiful quiet area and clean accommodations."
The price is SAR 338
SAR 633 total
includes taxes & fees
1 Jun - 2 Jun
Blakley Hobbit Large Cabin

Beautiful secluded cabin with amazing country views

9.6 out of 10, Exceptional, (21)
"The cabin was very clean and so comfortable. The most beautiful views to wake up to and we had so much fun walking the field in the backyard. Our little girl had such a blast - we all did! Can’t wait to return! "
Beautiful secluded cabin with amazing country views
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.