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Rockland Holiday Rentals

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Check prices for these dates

In two weeks
30 Oct - 1 Nov
In two months
11 Dec - 13 Dec
In three months
8 Jan - 10 Jan
In four months
5 Feb - 7 Feb

Our top choices for Rockland holiday rentals

A cabin with a wooden interior, a fireplace, a sofa, a kitchen area, and large windows.

1. Your adventure begins the second you arrive!

Your adventure begins the second you arrive!
Norwalk
10.0 out of 10, Exceptional, (34 reviews)
"A great place to get away and relax."
United States
Betsy D.
The price is HK$1,413
HK$1,706 total
includes taxes & fees
18 Nov - 19 Nov
Your adventure begins the second you arrive!
A cozy wooden gazebo with a cushioned bench, string lights, and a patterned rug.

2. Nostalgic Retro Cottage, Blocks Away from Mississippi River. Full Fenced in Yard

Nostalgic Retro Cottage, Blocks Away from Mississippi River. Full Fenced in Yard
Northside
9.8 out of 10, Exceptional, (69 reviews)
"I"
United States
Charlie
The price is HK$715
HK$1,319 total
includes taxes & fees
22 Oct - 23 Oct
Nostalgic Retro Cottage, Blocks Away from Mississippi River. Full Fenced in Yard
A kitchen with white cabinets, a stove, a microwave, and a dining table with chairs.

3. Cottage & Den on a Working WI Wedding Venue

Cottage & Den on a Working WI Wedding Venue
Sparta
The price is HK$1,122
HK$1,896 total
includes taxes & fees
20 Oct - 21 Oct
Cottage & Den on a Working WI Wedding Venue
A wooden cabin with a porch, deck, and outdoor seating area.

4. Private cabin on the beautiful Kickapoo River Valley near Wildcat Mountain Park.

Private cabin on the beautiful Kickapoo River Valley near Wildcat Mountain Park.
Ontario
10.0 out of 10, Exceptional, (8 reviews)
"Great host, beautiful property! Would definitely go back!"
United States
Bridgette B.
The price is HK$981
HK$1,424 total
includes taxes & fees
19 Oct - 20 Oct
Private cabin on the beautiful Kickapoo River Valley near Wildcat Mountain Park.
A wooden deck with a barbecue grill, overlooking a river and autumn foliage.

5. Blakley Hobbit Small Cabin

Blakley Hobbit Small Cabin
Viola
7.6 out of 10, Good, (58 reviews)
"fishing cabin."
United States
joe
Blakley Hobbit Small Cabin
A modern interior with a wooden ceiling, a grey sofa, a staircase, and a kitchen area.

6. The Incline

The Incline
Norwalk
10.0 out of 10, Exceptional, (7 reviews)
"This place is a perfect couples getaway! "
United States
Kurt T.
The price is HK$2,354
HK$2,840 total
includes taxes & fees
19 Oct - 20 Oct
The Incline
Fun decorations throughout the apartment. Ask us how you can rent the full floor!

7. Modern Downtown La Crosse Apartment

Modern Downtown La Crosse Apartment
Historic Downtown La Crosse
9.4 out of 10, Exceptional, (75 reviews)
"Nice, quiet property that's in a great location."
United States
Jacob P.
The price is HK$855
HK$2,879 total
includes taxes & fees
19 Oct - 20 Oct
Modern Downtown La Crosse Apartment
A compact kitchen with wooden walls, a sink, a microwave, a kettle, and a refrigerator.

8. The James a Pleasant 1-bedroom cabin in the Driftless Area near charming Viroqua

The James a Pleasant 1-bedroom cabin in the Driftless Area near charming Viroqua
Viroqua
10.0 out of 10, Exceptional, (1 review)
"We love this place- it's simple,comfortable,clean and everything you need is availableKathe is an excellent host. Our arrival time kept changing and she was very kind and available. We are definitely returning and this will be our go to as we come to this area every few months."
United States
Debbie S.
The price is HK$883
HK$1,097 total
includes taxes & fees
26 Oct - 27 Oct
The James a Pleasant 1-bedroom cabin in the Driftless Area near charming Viroqua
A rustic wooden cabin with a front porch, a staircase, and a small deck area.

9. Blakley Hobbit Large Cabin

Blakley Hobbit Large Cabin
Viola
8.2 out of 10, Very good, (48 reviews)
"A quiet spot w excellent scenery along the Kickapoo River. Great communication w host & easy check-in/out process."
United States
Rebecca B.
The price is HK$706
HK$1,325 total
includes taxes & fees
19 Oct - 20 Oct
Blakley Hobbit Large Cabin
A calm river with boats docked on the right, a clear sky, and dense trees on the left.

10. 2-bedroom house boat in beautiful La Crosse with AC comfort

2-bedroom house boat in beautiful La Crosse with AC comfort
West La Crosse
10.0 out of 10, Exceptional, (15 reviews)
"Excellent stay. Very relaxing and we caught some fish right off the back of the houseboat!"
United States
Tom B.
The price is HK$1,187
HK$2,178 total
includes taxes & fees
19 Oct - 20 Oct
2-bedroom house boat in beautiful La Crosse with AC comfort
Property grounds

11. Downtown La Crosse Apartment: Modern, Spacious & Central!

Downtown La Crosse Apartment: Modern, Spacious & Central!
Historic Downtown La Crosse
8.4 out of 10, Very good, (5 reviews)
"Our host was amazing and the house was exactly what we needed. "
United States
Manuel M.
The price is HK$855
HK$2,879 total
includes taxes & fees
19 Oct - 20 Oct
Downtown La Crosse Apartment: Modern, Spacious & Central!
An outdoor deck with a table and four chairs, overlooking a body of water and surrounded by bare trees.

12. Riverfront Twin Home

Riverfront Twin Home
La Crosse
10.0 out of 10, Exceptional, (65 reviews)
"Perfect place for a quick weekend getaway"
United States
Jack H.
The price is HK$1,059
HK$2,410 total
includes taxes & fees
19 Oct - 20 Oct
Riverfront Twin Home
Two dogs sitting on a grassy field with a pond and trees in the background.

13. #9 Blakley Hobbit Campground-Tent spot

#9 Blakley Hobbit Campground-Tent spot
Viola
10.0 out of 10, Exceptional, (1 review)
The price is HK$157
HK$331 total
includes taxes & fees
19 Oct - 20 Oct
#9 Blakley Hobbit Campground-Tent spot
A swimming pool with a water fountain, surrounded by a covered area and trees.

14. French Island w/Hot Tub, Kayak, Lake View, EV

French Island w/Hot Tub, Kayak, Lake View, EV
La Crosse
9.8 out of 10, Exceptional, (24 reviews)
"Enjoyed our stay in this peaceful, quiet neighborhood."
United States
Colleen C.
The price is HK$1,020
HK$2,483 total
includes taxes & fees
20 Oct - 21 Oct
French Island w/Hot Tub, Kayak, Lake View, EV
55" smart samsung curve tv with sound-bar. Hulu Live included

15. Modern Flat in Downtown La Crosse

Modern Flat in Downtown La Crosse
Historic Downtown La Crosse
9.8 out of 10, Exceptional, (58 reviews)
"Great place to stay in the heart of downtown La Crosse! "
United States
Kelly O.
Modern Flat in Downtown La Crosse
A cozy living room with a wooden ceiling, a grey sofa, and a view through a glass door to an outdoor patio.

16. Secluded Rustic Cabin

Secluded Rustic Cabin
Cashton
9.8 out of 10, Exceptional, (60 reviews)
"This was our second year staying at this property and we loved it as much as we did last time. It’s clean, well cared for and well stocked. The owner is very easy to reach and the check in and checkout process doesn’t get much easier. The location is absolutely spectacular."
United States
Ally D.
The price is HK$2,296
HK$3,954 total
includes taxes & fees
19 Oct - 20 Oct
Secluded Rustic Cabin
A dining area with a wooden table, white chairs, and a chandelier.

17. Charming 3-bedroom townhome with WiFi, AC in adorable Cashton

Charming 3-bedroom townhome with WiFi, AC in adorable Cashton
Cashton
9.6 out of 10, Exceptional, (4 reviews)
"Was in town for a wedding, it was a comfortable place. The master bedroom bed was comfortable and everything was very clean."
United States
Catherine T.
The price is HK$1,589
HK$2,861 total
includes taxes & fees
19 Oct - 20 Oct
Charming 3-bedroom townhome with WiFi, AC in adorable Cashton
A grey door with a window above it and a doorbell on the right side.

18. Cozy first floor at the heart of downtown Viroqua

Cozy first floor at the heart of downtown Viroqua
Viroqua
10.0 out of 10, Exceptional, (62 reviews)
"Nice place to stay right in town perfect for a couple "
United States
Pete G.
The price is HK$777
HK$1,444 total
includes taxes & fees
20 Oct - 21 Oct
Cozy first floor at the heart of downtown Viroqua
A modern bar area with a large flat-screen TV displaying a beach scene, wooden cabinets, neon signs, and comfortable seating.

19. Vintage Gem Near College & Downtown

Vintage Gem Near College & Downtown
Holy Trinity-Longfellow
9.4 out of 10, Exceptional, (43 reviews)
"Walkable to grocery store, gas station and Restraunts which was super helpful since the rental car company was closed when we arrived at the airport due to our flight being delayed.Would definitely stay again"
United States
Kim M.
The price is HK$1,191
HK$3,931 total
includes taxes & fees
25 Oct - 26 Oct
Vintage Gem Near College & Downtown
A modern living room with a staircase, a dark door, a grey armchair, and a coffee table with decorative items.

20. The Honey Haven

The Honey Haven
Westby
10.0 out of 10, Exceptional, (63 reviews)
"This was my second time staying at the Honey Haven and I would love to stay again. The host does a wonderful job keeping the property in great shape and the area that the property is in is so special."
United States
Eric R.
The price is HK$1,256
HK$1,987 total
includes taxes & fees
20 Oct - 21 Oct
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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Top Rockland Hotel Reviews

Quality Inn La Crosse North

Quality Inn La Crosse North

8/10 Good
"Hotel was clean, staff was friendly and breakfast was great. The property could use some updates."
Josh 1-night trip
Posted 4 hours ago
Quality Inn La Crosse North

Find out more about Rockland

Search for holiday rentals in Rockland on Expedia! You can easily find your home rentals, villas, holiday apartments in Rockland using one of the methods below:

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Look no further and take a look at our great range of rental properties in Rockland!

Frequently asked questions

Can I find holiday rentals in Rockland?

Yes, there are holiday rentals in Rockland close to Gaylord Park, 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?

Comfort & Elegance in a Historic La Crosse, Wisconsin Mansion: This holiday home rental outside of Rockland offers a fireplace, a patio and air conditioning to help you feel perfectly comfortable in your new surroundings. It has 4 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 Rockland?

While exploring the area, visit family-friendly sights like Gaylord Park, or get outside and enjoy nature at LaCrosse River Trail. In the wider area, you’ll find Elroy Sparta State 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.