Holiday Rentals in Portland

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Holiday Rentals in Portland

Blakley Hobbit Large Cabin

8.4 out of 10, Very good, (37)
"We loved this spot and will definitely be booking it again. The cabin has everythinf you need for a quick easy vacation. "
The price is €148
includes taxes & fees
26 Aug - 27 Aug
Blakley Hobbit Large Cabin

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

9.2 out of 10, Wonderful, (5)
"Nice place across from a campground. "
The price is €275
includes taxes & fees
26 Aug - 27 Aug
Blakley Hobbit Charming 2-bedroom country house with AC, WiFi in soothing Viola

Blakley Hobbit Small Cabin

7.8 out of 10, Good, (45)
"Very nice place. 10/10 would stay again"
The price is €107
includes taxes & fees
28 Aug - 29 Aug
Blakley Hobbit Small Cabin

Quiet countryside shipping container home. Relax or enjoy outdoor recreation

10.0 out of 10, Exceptional, (74)
"Excellent, will definitely return"
Quiet countryside shipping container home. Relax or enjoy outdoor recreation

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

10.0 out of 10, Exceptional, (148)
"Enjoyed our stay. House worked out great- the number of beds/bedrooms and having 2 bathrooms was wonderful. Close to the downtown- easy 30 minute walk."
8th Street Blues! 3 Bed, 2 Bath near downtown LaCrosse

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

10.0 out of 10, Exceptional, (39)
"House was perfect, clean and cozy! Will definitely book again!"
Spacious & Immaculate Dog-Friendly Gem, Near UWL, Washer/Dryer & Fire Pit!

Fly Fishing in the Driftless Region - Bishop Creek Cabin with a View

9.8 out of 10, Exceptional, (141)
"Great spot for trout fishing and a great place to stay and relax on the porch after a full day exploring the many trout streams."
Fly Fishing in the Driftless Region - Bishop Creek Cabin with a View

Jake's Place

9.6 out of 10, Exceptional, (5)
"Was so much better than the large groups of people at motels and quit"
The price is €247
includes taxes & fees
26 Aug - 27 Aug
Jake's Place

Peaceful Country Comfort W Panoramic Views of Big Creek Valley

10.0 out of 10, Exceptional, (134)
"We biked the Elroy Sparta Bike trail. Great location for that in an absolute beautiful location! Very clean and 2 nice bathrooms. Would stay again for sure!"
Peaceful Country Comfort W Panoramic Views of Big Creek Valley

Wagonwheel Ranch

2.0 star property
9.8 out of 10, Exceptional, (12)
"Beautiful place in a beautiful area"
Wagonwheel Ranch

Comfort & Elegance in a Historic La Crosse, Wisconsin Mansion

9.8 out of 10, Exceptional, (34)
"House was amazing and was exactly as advertised. Would definitely stay again."
The price is €211
includes taxes & fees
26 Aug - 27 Aug
Comfort & Elegance in a Historic La Crosse, Wisconsin Mansion

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

10.0 out of 10, Exceptional, (256)
"We had a wonderful stay. Great hosts and a perfect cabin."
Arcadian Cabin at Bishop Branch, creek-front, public land access, great location

Country Pines Cottage - 1000 SQ/FT in the country - Peaceful & Relaxing

10.0 out of 10, Exceptional, (179)
"This is the third time staying at this very quaint, super clean VRBO. I would highly recommend this well cared for place. "
Country Pines Cottage - 1000 SQ/FT in the country - Peaceful & Relaxing

Cozy Newly Built Cabin with Scenic Views

10.0 out of 10, Exceptional, (74)
"Loved the place! Clean, cozy and comfortable. Will absolutely stay again if in the area. "
Cozy Newly Built Cabin with Scenic Views

Campus-Area 3BR | Panoramic Bluffs

9.2 out of 10, Wonderful, (30)
"Great place would highly recommend"
The price is €388
includes taxes & fees
1 Sept - 2 Sept
Campus-Area 3BR | Panoramic Bluffs

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

10.0 out of 10, Exceptional, (399)
"Had a wonderful stay at the property! "
Secluded, Romantic, Family Friendly and Cozy, Last House in the Valley.

Downtown Boho Home w/Office, Yoga Studio,King Bed

9.4 out of 10, Exceptional, (3)
"Enjoyed our stay. The house was in a peaceful neighborhood. Property was clean and comfortable. Easy check in. No problems. "
Downtown Boho Home w/Office, Yoga Studio,King Bed

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

10.0 out of 10, Exceptional, (67)
"Slept so well because it felt like home! The birds chirping in the morning was so nice. Could have windows open with nice breeze and sun didn’t blast in. Was able to answer any questions right away. "
Marina getaway located on the back sloughs of the mighty Mississippi.

Tranquil Amish-built cabin near Wildcat State Park

9.8 out of 10, Exceptional, (6)
"Nice quiet place to stay, WIFI would be Nic as there in no cell service."
Tranquil Amish-built cabin near Wildcat State Park

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

9.8 out of 10, Exceptional, (12)
"Home is located in a great area with all the amenities needed. Very nice home!"
Charming 3-bedroom house with WiFi and AC in beautiful La Crosse
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

Frequently asked questions

Can I find a holiday rental in Portland?

Yes, there are holiday rentals close to the most popular sights in Portland, or you can select a more secluded option if you're looking for a relaxing stay.

What are some of the best holiday rentals that Portland has to offer?

Charming 3-bedroom house with WiFi and AC in beautiful La Crosse: This holiday home rental outside of Portland offers a fireplace, a selection of games and air conditioning to help you feel perfectly comfortable in your new surroundings. It has 3 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that 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 wider area.

What are holiday rentals like in Portland?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Portland. Holiday rentals feature extras such as WiFi and washers and dryers so you'll feel just like you're at home. If you're concerned about a clean environment, holiday rentals can offer a sense of safety away from shared hotel lifts and lobbies packed with people while still allowing you the excitement and enjoyment of travel. You'll also find more space in a holiday rental than in a traditional hotel, which makes a holiday rental a great option for families.