Rockland Holiday Rentals

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Holiday Rentals in Rockland

Bayfront Cottage is a 3 bedroom house on Richmond Bay.

8.4 out of 10, Very good, (26)
"We were up in the are for Oktoberfest Race Weekend at Lacrosse Fairgrounds Speedway. Property had everything you needed, as we were not there a ton. Just sleeping and showers. Would be a great place during the summer, with a riverfront back yard, and plenty of space to hang out and have a fire, etc."
Bayfront Cottage is a 3 bedroom house on Richmond Bay.

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

9.0 out of 10, Wonderful, (73)
"You’ll love it here. Close to many attractions. "
Lakeside Haven Home On Birch Lake, Sleeps Up To 12 People.

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

10.0 out of 10, Exceptional, (380)
"Awesome property, secluded, private, great views. House was just as listed, use of garage was a huge plus for our extra gear. Would definitely stay here in the future!"
Secluded, Romantic, Family Friendly And Cozy, Last House In The Valley.

Riverview Cabin home!

9.6 out of 10, Exceptional, (40)
"Pictures are accurate. The kitchen needs a little updating but worked out just fine. Well stocked. If you're planning on staying here in the summer be weary of all the insects from the river. We were not able to use the firepit or the grill because there were too many flies everywhere. The property around the house can use a little cleaning/sprucing up. "
Riverview Cabin home!

River Front Property

9.8 out of 10, Exceptional, (78)
"This property was perfect for my family. Large open rooms with large windows. My kids enjoyed the rotary phone that actually worked. They had never seen one before. Overall, our experience was great. We will definitely come back when we come back to this area. The host was very prompt with their reply to our questions. Highly recommend this property "
River Front Property

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

10.0 out of 10, Exceptional, (70)
"Have stayed in the past and fits our needs very well. Owner very responsive and always kind. We love our weekend girls getaway trip. A lot of space for all! "
Driftless Area Country House: large deck, spring fed creek, Amish area

Your Home Away From Home

9.6 out of 10, Exceptional, (132)
"Beautiful location and private area. Loved the little stream on the property!"
Your Home Away From Home

Cozy Newly Built Cabin with Scenic Views

10.0 out of 10, Exceptional, (51)
"What a cute spot! We loved staying at Chad & Vicki’s cabin. It offers all the amenities you’d appreciate having at home, while still feeling like a modern cabin getaway. Just enough space, nice furnishings, bed and pillows are comfy, cable TV and WiFi . . . But then you step out the door and take in the rolling land that is the Driftless, and you know you’re somewhere special. We’d definitely stay again! With close proximity to a few of the more popular towns in the area, this is a great...
Cozy Newly Built Cabin with Scenic Views

Enjoy this newly remodeled house located on Lake Onalaska.

10.0 out of 10, Exceptional, (109)
"Quiet, cozy, clean, easy to locate and in centet of all towns, trails and parks."
Enjoy this newly remodeled house located on Lake Onalaska.

Main Street Lodge

10.0 out of 10, Exceptional, (237)
"Third time staying, and we love it. Very comfortable and accommodating. I could wish for an elevator for those in our group with mobility issues. Location allows easy walkable access to many desirable businesses in downtown Viroqua."
Main Street Lodge

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

10.0 out of 10, Exceptional, (56)
"We had a wonderful stay at Chut’s Landing in LaCrosse, Wisconsin. We loved the layout of the house, the decor, design, and use of space. It was so clean!! We loved the king bed, the comfy living room furniture, the WiFi, beautiful bathroom, wonderful kitchen, nice breakfast bar! We had a wonderful time. Emily & Rick have thought of everything. Your place is very well-appointed. It was very quiet& peaceful. Beautiful views. Very calm & relaxing. It made for a really welcoming stay. We hope to...
Marina getaway located on the back sloughs of the mighty Mississippi.

Cabin in Beautiful Timber Coulee

10.0 out of 10, Exceptional, (72)
"Property was as described and very clean."
Cabin in Beautiful Timber Coulee

The Historic A.C. Carter House - River Romance on the La Crosse Historical Tour!

9.6 out of 10, Exceptional, (81)
"Just as described with great communication from host."
The Historic A.C. Carter House - River Romance on the La Crosse Historical Tour!

Pool 8 River House , A Couples' Retreat!

10.0 out of 10, Exceptional, (51)
"Wonderful little stay on the Mississippi River. The most AMAZING sunrises to wake up to ... as well as beautiful moon rises over the river. We will definitely be back! Fun little bars in town if you wish to step out ... had a blast. Ran down to the meat market across the border in IA, and that was a hoot! Very CLEAN and had every thing you need in a kitchen to cook anything. Wonderful host!"
Pool 8 River House , A Couples' Retreat!

Historic Downtown Top Floor 2BR Apartment

9.6 out of 10, Exceptional, (15)
"We really liked being within walking distance from everything we wanted to do!"
Historic Downtown Top Floor 2BR Apartment

Studio apartment overlooking the beautiful Mississippi River

10.0 out of 10, Exceptional, (105)
"Great place to stay, room to park with your boat, friendly host, beautifull views of the mississippi river"
Studio apartment overlooking the beautiful Mississippi River

Blakley Hobbit Large Cabin

8.4 out of 10, Very good, (31)
"If you're looking for a place just to sleep and be one with nature this is it! Kinda like glamping. There was mice poop everywhere, it's that time of year, didn't scare us. But their was no forks, towels, napkins, they only provided 1 trash bag we went through in a hurry and had to use grocery bags for garbage. Ran to gas station for forks and paper towels. The oven dorsnt wirk, so took 4 hours tobake a 20min bitter braid. Other than thst a good place to rough it and relax"
Blakley Hobbit Large Cabin

Luxury loft condo downtown La Crosse!

9.8 out of 10, Exceptional, (47)
"We enjoyed our stay at this light-filled, comfortable and well-equipped loft. Outfitted with comfortable furniture and beds, we felt at completely at home. The spacious balcony is a great place for morning coffee and, later, a glass of wine to watch the sunset. We’ll book this loft again when we return to La Crosse. "
Luxury loft condo downtown La Crosse!

Riverfront Twin Home

10.0 out of 10, Exceptional, (18)
"The place was very clean and conveniently located to downtown. "
The price is AU$511
includes taxes & fees
1 Dec - 2 Dec
Riverfront Twin Home

This big old charming house Viroqua

10.0 out of 10, Exceptional, (16)
"My sister and my kiddos came to visit my elderly mother. It was a great stay. Great space with large rooms. Clean and well maintained. "
This big old charming house Viroqua
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 Rockland you may be interested in

Stoney Creek Hotel La Crosse - Onalaska

2.5 star property
9.0 out of 10, Wonderful, (1508)
"Enjoyed our stay. Friendly and helpful staff. Pool area and arcade great for families with kids. "
The price is AU$225
includes taxes & fees
1 Dec - 2 Dec
Stoney Creek Hotel La Crosse - Onalaska

Stay Suites

2.5 star property
8.2 out of 10, Very good, (1173)
"Hotel is under renovations. Decent stay for 1 night. We chose to ignore any of the problems because they told us at the desk about the renovations. "
The price is AU$120
includes taxes & fees
1 Dec - 2 Dec
Stay Suites

GrandStay Hotel & Suites

2.5 star property
8.8 out of 10, Excellent, (1148)
"Great place to stay, very clean and extremely friendly and helpful staff."
The price is AU$175
includes taxes & fees
1 Dec - 2 Dec
GrandStay Hotel & 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.
Beautiful view of the beach with palm trees

Black Friday: Members save 30%+

Members save 30%+ on selected hotels until 4 Dec (property time) with our Black Friday deals. Stay by 15 Dec 2025.

Frequently asked questions

Can I find holiday rentals in Rockland?

Yes, there are holiday rentals close to the most popular sights in Rockland, 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 Rockland has to offer?

Bayfront Cottage is a 3 bedroom house on Richmond Bay.: This holiday home rental outside of Rockland has air conditioning and WiFi to help you feel perfectly comfortable in your new surroundings.

What can I see and do in Rockland?

While exploring the area, visit family-friendly sights like Children's Museum of La Crosse, or get outside and enjoy nature at Gaylord Park. In the wider area, you’ll find LaCrosse River Trail and La Crosse Fairgrounds Speedway.

What are holiday rentals like in Rockland?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Rockland. Holiday rentals offer amenities such as laundry facilities and kitchens so you'll have all the conveniences of home. If you're concerned about cleanliness, a holiday rental can provide a sense of security away from public hotel lifts and busy reception areas while still allowing you the enjoyment of travel. You'll also get more space in a holiday rental than in a hotel, which is another reason why a holiday rental is an attractive choice for family gatherings.