Portland Vacation Rentals

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Vacation Rentals in Portland

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

8.8 out of 10, Excellent, (31)
"Thank you! Will def stay again!!!"
Lakeside cabin with Hot Tub and full kitchen! Sleeps up to 12 people.

Cozy first floor at the heart of downtown Viroqua

10.0 out of 10, Exceptional, (35)
"Needed a place to stay for the weekend and this was a great accommodation. "
The price is CA $131
CA $246 total
includes taxes & fees
May 2 - May 3
Cozy first floor at the heart of downtown Viroqua

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

10.0 out of 10, Exceptional, (240)
"We loved our stay at The Arcadian. Perfect for nature lovers looking for outdoor activities, and also perfect for people who want to visit town nearby—at just 8 minutes away, it’s the best of both worlds. Jake and Becky were very courteous and communicative hosts as well. Highly recommend this experience. "
Arcadian Cabin at Bishop Branch, creek-front, public land access, great location

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

10.0 out of 10, Exceptional, (386)
"Beautiful location, owners are so friendly. "
Secluded, Romantic, Family Friendly and Cozy, Last House in the Valley.

The Honey Haven

10.0 out of 10, Exceptional, (35)
"Excellent stay and property!! Very clean and comfy beds!!"
The price is CA $221
CA $348 total
includes taxes & fees
May 13 - May 14
The Honey Haven

Cozy Newly Built Cabin with Scenic Views

10.0 out of 10, Exceptional, (60)
"The cabin, which is very well appointed, is a nice as the view. We enjoyed beautiful sunsets, long walks with the dogs, and visiting neighboring towns. Our stay was delightful."
Cozy Newly Built Cabin with Scenic Views

Blakley Hobbit Large Cabin

8.2 out of 10, Very good, (32)
"We enjoyed our stay, spending most of our time kayaking and hiking!! Beautiful quiet area and clean accommodations."
The price is CA $124
CA $233 total
includes taxes & fees
May 11 - May 12
Blakley Hobbit Large Cabin

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.

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

10.0 out of 10, Exceptional, (74)
"Not a ton of stuff to do in the area but a great place to catch up and have fun."
Driftless Area Country House: large deck, spring fed creek, Amish area

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

10.0 out of 10, Exceptional, (134)
"Great house. The house was full stocked with everything that we needed and more."
8th Street Blues! 3 Bed, 2 Bath near downtown LaCrosse

Wagonwheel Ranch

2.0 star property
10.0 out of 10, Exceptional, (3)
"Beautiful place in a beautiful area"
Wagonwheel Ranch

Riverview Cabin home!

9.6 out of 10, Exceptional, (44)
"This home was perfect for our group of 10. We were in town for a ski race at Mt. Lacrosse and the location of the home was perfect for easy access to the hill. There was plenty of room for everyone. We all enjoyed our stay."
Riverview Cabin home!

Your Home Away From Home

9.6 out of 10, Exceptional, (137)
"Beautiful location and private area. Loved the little stream on the property!"
Your Home Away From Home

Marina getaway located on the back sloughs of the mighty Mississippi.

10.0 out of 10, Exceptional, (58)
"We had a great stay! Perfect quiet place near everything!"
Marina getaway located on the back sloughs of the mighty Mississippi.

Cabin in Beautiful Timber Coulee

10.0 out of 10, Exceptional, (76)
"We had a great time staying at the cabin. The property is beautiful and the cabin is well-maintained and had all the things we needed for a wonderful weekend."
Cabin in Beautiful Timber Coulee

Beautiful secluded cabin with amazing country views

9.6 out of 10, Exceptional, (21)
"Great place to stay, out in the woods. We had a very calming weekend "
Beautiful secluded cabin with amazing country views

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 CA $269
CA $349 total
includes taxes & fees
May 13 - May 14
Comfort & Elegance in a Historic La Crosse, Wisconsin Mansion

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 $248
CA $432 total
includes taxes & fees
May 8 - May 9
Charming 2-bedroom country house with AC, WiFi in soothing Viola

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

10.0 out of 10, Exceptional, (32)
"This was a great place to stay. Clean, big enough for several family members and functional. "
The price is CA $207
CA $546 total
includes taxes & fees
May 5 - May 6
Spacious & Immaculate Dog-Friendly Gem, Near UWL, Washer/Dryer & Fire Pit!

Cozy Pettinger Cabin @ Highest Elevation in CTY

10.0 out of 10, Exceptional, (6)
"This is the best kept secret for a private getaway. Fantastic accommodations with a view that keeps you mesmerized! Thank you Tim for hosting us, we will definitely be back."
Cozy Pettinger Cabin @ Highest Elevation in CTY
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, (1485)
"Beautiful room, great view, comfortable bed, I would definitely stay here again!"
The price is CA $178
CA $202 total
includes taxes & fees
May 4 - May 5
Stoney Creek Hotel La Crosse - Onalaska

AmericInn by Wyndham West Salem

2.5 star property
8.6 out of 10, Excellent, (902)
"Overall a great place to stay"
The price is CA $90
CA $100 total
includes taxes & fees
May 7 - May 8
AmericInn by Wyndham West Salem

Baymont by Wyndham La Crosse/Onalaska

2.5 star property
8.0 out of 10, Very good, (1004)
"Stayed here before and rooms are very comfortable and clean."
The price is CA $98
CA $113 total
includes taxes & fees
Jun 1 - Jun 2
Baymont by Wyndham La Crosse/Onalaska
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. Branches Winery and Elroy Sparta State Trail 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.