Portland Vacation Rentals

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Vacation Rentals in Portland

Secluded, Romantic, Family Friendly And Cozy, Last House In The Valley.

10.0 out of 10, Exceptional, (384)
"This is the second year that we have stayed at this property. Everyone loves the setting. Hosts are friendly and very helpful. Enough room so we can spread out. Kitchen is fully furnished."
Secluded, Romantic, Family Friendly And Cozy, Last House In The Valley.

Cozy Newly Built Cabin with Scenic Views

10.0 out of 10, Exceptional, (57)
"Very clean and quiet in the driftless area of Wisconsin!Nice new construction and close to entertainment, class A trout streams, the Norwegian heritage center, wine, food and drink."
Cozy Newly Built Cabin with Scenic Views

Cozy first floor at the heart of downtown Viroqua

10.0 out of 10, Exceptional, (33)
"Very cozy and comfortable. Clean and nicely decorated. Excellent location, can walk to many places. We will come back!"
The price is CA $137
CA $257 total
includes taxes & fees
Apr 2 - Apr 3
Cozy first floor at the heart of downtown Viroqua

Lakeside Haven Home On Birch Lake, Sleeps Up To 12 People.

9.0 out of 10, Wonderful, (77)
"We are a five woman pool team, and this house gives us plenty of room to spread out, relax, play games, and we love th hot tub location in this cabin as opposed to the others. Any noise does not affect the others that may be sleeping. Two TV's is a plus and plenty of linens. Thank you for the opportunity to enjoy this wonderful cabin!"
Lakeside Haven Home On Birch Lake, Sleeps Up To 12 People.

Comfort & Elegance in a Historic La Crosse, Wisconsin Mansion

9.8 out of 10, Exceptional, (21)
"Loved the history of the property plus the modern amenities and updates!"
The price is CA $279
CA $360 total
includes taxes & fees
Apr 1 - Apr 2
Comfort & Elegance in a Historic La Crosse, Wisconsin Mansion

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

8.8 out of 10, Excellent, (31)
"The Paradise cabin was comfy and cozy! Having three bedrooms with four beds was perfect for the four of us. We walked around the pond in the new-fallen snow, cooked some delicious meals, enjoyed the spacious hot tub, and most importantly, hung out in the living room in front of the fireplace - lovely! We will be returning!"
Lakeside cabin with Hot Tub and full kitchen! Sleeps up to 12 people.

Arcadian Cabin at Bishop Branch, creek-front, public land access, great location

10.0 out of 10, Exceptional, (239)
"We had a wonderful stay. Great hosts and a perfect cabin."
Arcadian Cabin at Bishop Branch, creek-front, public land access, great location

Riverview Cabin home!

9.6 out of 10, Exceptional, (43)
"Very nice 6 guys was very comfortable and clean. Convenient location to town LaCross Convention Center..One thing, we wanted to sweep and clean but could not find vacuum or broom and dust pan..Also the lower level bathroom we had one of our guys slip and fall. After his shower I guess the floor out side the shower is slick but it caused no serious injury’s,Overall was very nice acomadations."
Riverview Cabin home!

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

10.0 out of 10, Exceptional, (1)
"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

Birch Lake Secluded Getaway- Serenity home 5 bedroom sleeps up to 14

8.8 out of 10, Excellent, (40)
"This is our second time staying here. It had everything we needed for our group and plenty of space to spread out. Showering took some time as the water pressure was not good in any of the bathrooms, but we managed."
Birch Lake Secluded Getaway- Serenity home 5 bedroom sleeps up to 14

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

10.0 out of 10, Exceptional, (29)
"Very good stay. Excellent accommodateions.great overall"
The price is CA $215
CA $565 total
includes taxes & fees
Apr 7 - Apr 8
Spacious & Immaculate Dog-Friendly Gem, Near UWL, Washer/Dryer & Fire Pit!

The Honey Haven

10.0 out of 10, Exceptional, (32)
"Super clean, new, and fresh. It was a great weekend get away to relax and unwind. "
The price is CA $229
CA $362 total
includes taxes & fees
Apr 1 - Apr 2
The Honey Haven

Wagonwheel Ranch

2.0 star property
10.0 out of 10, Exceptional, (3)
"Ideal spot for a family gathering of three couples -- plenty of space; plenty of those small food items you put in refrigerator door (but don't want to buy for just a two night stay). Chris is a very responsive host. And if you come with two EV's, there are two external outlets (both 110v) for slow charging. A bonus. Nearest charger is in the Food Coop parking lot in Viroqua - no charge. "
Wagonwheel Ranch

Historic Withee Home / 3rd Level / Sleeps 2

8.8 out of 10, Excellent, (6)
"The suite was nicely renovated for a historic building. There is a cute Christmas tree for the season. The furniture is retro and stylish but not very functional if you want to spend time in it like I did. Difficult to read a book on the couch or chairs, not able to lean back or put feet up. The tall dining table is also a book shelf, very cute, but need to straddle your legs around it.No counter space in the kitchen, but I used the shelf from kitchen to the living space to set my coffee and...
The price is CA $122
CA $219 total
includes taxes & fees
Apr 1 - Apr 2
Historic Withee Home / 3rd Level / Sleeps 2

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

10.0 out of 10, Exceptional, (131)
"Great stay. Small, cozy house. Super clean, beds were very comfortable "
8th Street Blues! 3 Bed, 2 Bath near downtown LaCrosse

Driftless Area Country House: large deck, spring fed creek, Amish area

10.0 out of 10, Exceptional, (74)
"This was a perfect fit for our group of 7 people! The property was well maintained and clean. We had enough space to spread out and "party" as much as 50 & 60 year olds do. The kitchen layout works well for shared meals and many games played on the dining room table. The front deck is perfect for napping in Spring Sunshine.The "Amish Walmart" was a fun adventure and we found quite a few good deals. Something to check out if in the area.We will hopefully be back again next spring for our...
Driftless Area Country House: large deck, spring fed creek, Amish area

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

10.0 out of 10, Exceptional, (1)
"Property just as described. Well maintained. Had an excellent stay."
The price is CA $258
CA $448 total
includes taxes & fees
Apr 1 - Apr 2
Charming 2-bedroom country house with AC, WiFi in soothing Viola

Two Bedroom airy modern apartment - Green Door

10.0 out of 10, Exceptional, (53)
"do it"
Two Bedroom airy modern apartment - Green Door

Cozy Pettinger Cabin @ Highest Elevation in CTY

10.0 out of 10, Exceptional, (5)
"Absolutely enjoyed our 2nd stay at Pettinger. Very clean very neat and very quiet. Just what we needed to recharge the batteries. I can’t say enough about this gem over looking the coulee region. If you want a little piece of heaven this is the place. "
Cozy Pettinger Cabin @ Highest Elevation in CTY

Your Home Away From Home

9.6 out of 10, Exceptional, (136)
"Clean home with very comfortable beds. Very quiet surroundings and the host had plenty of kitchenware. Would of been best if the coffee maker worked, better water pressure and cookie sheet for baking bacon in the morning. Otherwise we loved our stay. "
Your Home Away From Home
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 types of properties in Portland you may be interested in

Stoney Creek Hotel La Crosse - Onalaska

2.5 star property
9.0 out of 10, Wonderful, (1567)
"We really like this hotel for its rustic charm and feel. Everyone has always been very friendly and welcoming. We love that it is on the edge of town and the trails it has behind the hotel. "
The price is CA $185
CA $210 total
includes taxes & fees
Apr 6 - Apr 7
Stoney Creek Hotel La Crosse - Onalaska

AmericInn by Wyndham West Salem

2.5 star property
8.6 out of 10, Excellent, (881)
"The breakfast was manageable and simple. "
The price is CA $94
CA $104 total
includes taxes & fees
Apr 8 - Apr 9
AmericInn by Wyndham West Salem

Stay Suites

2.5 star property
8.2 out of 10, Very good, (1238)
"Great hotel for our quick trip to Onalaska. Room was very spacious and clean. "
The price is CA $84
CA $97 total
includes taxes & fees
Apr 1 - Apr 2
Stay Suites
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.

Frequently asked questions

Can I find a vacation rental in Portland?

Yes, you can find vacation rentals near top sights in Portland, or you can choose a secluded option if you're looking for relaxation.

What are some of the best vacation rentals in Portland?

Secluded, Romantic, Family Friendly And Cozy, Last House In The Valley.: This vacation home rental near Portland is located in a rural location and has a balcony, a selection of games, and a barbecue grill to put you at ease in your new surroundings. It has 5 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so 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. Elroy Sparta State Trail and Vernon Vineyards are a couple of places you'll find in the larger area.

What are vacation rentals like in Portland?

Vacation rentals are privately owned accommodations you can reserve for a few days or a quick weekend in Portland. Vacation rentals feature extras such as patios, hot tubs, and fire pits so you'll have all the conveniences of home. If you're concerned about a sanitized environment, a vacation rental can provide a sense of privacy away from shared hotel elevators and bustling concierge desks while still allowing you the experience of travel. You'll also find more space in a vacation rental than in a traditional hotel, which makes a vacation rental a great choice for a family trip or a small group gathering.