Woodland Holiday Rentals

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Check prices for these dates

In two weeks
27 Nov - 29 Nov
In two months
8 Jan - 10 Jan
In three months
5 Feb - 7 Feb
In four months
5 Mar - 7 Mar

Our top choices for Woodland holiday rentals

A room with a wooden floor, a red sofa, a small table with a lamp, and a painting on the wall.

1. King Bed! Family-Friendly, Minutes from Holy Hill, Hiking+Skiing + Golf

King Bed! Family-Friendly, Minutes from Holy Hill, Hiking+Skiing + Golf
Hartford
10.0 out of 10, Exceptional, (12 reviews)
"Great place."
United States
Shawn T.
The price is AU$529
includes taxes & fees
27 Nov - 28 Nov
King Bed! Family-Friendly, Minutes from Holy Hill, Hiking+Skiing + Golf
A spacious, multi-level interior with a balcony, a laundry room, and various decorative items.

2. Gleason's Chouse

Gleason's Chouse
Campbellsport
10.0 out of 10, Exceptional, (53 reviews)
"We had a wonderful stay! Loved the decor! Connie and Jim are wonderful hosts."
United States
Sara Z.
The price is AU$290
includes taxes & fees
16 Nov - 17 Nov
Gleason's Chouse
A hot tub under a covered area with a wooden roof, surrounded by a white fence, trees, and a clear sky.

3. Private Hot Tub • Bright Home Near Downtown

Private Hot Tub • Bright Home Near Downtown
Oconomowoc
10.0 out of 10, Exceptional, (6 reviews)
"Our stay was wonderful. Our host was very responsive to questions, and the home was welcoming and had all needed amenities. "
United States
Heather F.
The price is AU$480
includes taxes & fees
15 Nov - 16 Nov
Private Hot Tub • Bright Home Near Downtown
A spacious living area with a wooden staircase, a round table with a book and certificates, and a cozy seating area with a sofa and chairs.

4. Historic, 4-bedroom house in charming Hartford

Historic, 4-bedroom house in charming Hartford
Hartford
10.0 out of 10, Exceptional, (2 reviews)
"Beautiful place, easy check in and out, host was very commentating"
United States
Katrina S.
The price is AU$1,214
includes taxes & fees
17 Nov - 18 Nov
Historic, 4-bedroom house in charming Hartford
Three Adirondack chairs on a wooden deck with a view of the sunset over a body of water.

5. The Gatsby Getaway - Your Charming 100 Year Old Lakeside Retreat in Beaver Dam

The Gatsby Getaway - Your Charming 100 Year Old Lakeside Retreat in Beaver Dam
Beaver Dam
10.0 out of 10, Exceptional, (34 reviews)
"Host was excellent and amenities were great! "
United States
Andre V.
The price is AU$799
includes taxes & fees
16 Nov - 17 Nov
The Gatsby Getaway - Your Charming 100 Year Old Lakeside Retreat in Beaver Dam
A spacious interior with a stone staircase, a large window, and a cozy seating area.

6. Eclectic Hubertus Home w/ Game Room & Fire Pit!

Eclectic Hubertus Home w/ Game Room & Fire Pit!
Hubertus
9.8 out of 10, Exceptional, (29 reviews)
"The house was fun and amazing! Our family loved the sprawling layout and the hip retro vibe! Excellent value for the price! Wish we could have stayed longer! Would highly recommend!"
United States
Humphries D.
The price is AU$1,069
includes taxes & fees
22 Nov - 23 Nov
Eclectic Hubertus Home w/ Game Room & Fire Pit!
A residential backyard with a fire pit, outdoor seating, and string lights.

7. Sytlish Retreat Near Wedding Venues & Downtown

Sytlish Retreat Near Wedding Venues & Downtown
Oconomowoc
10.0 out of 10, Exceptional, (32 reviews)
"Nicely remodeled home that was perfect for our trip to Oconomowoc"
United States
Carl G.
The price is AU$845
includes taxes & fees
18 Nov - 19 Nov
Sytlish Retreat Near Wedding Venues & Downtown
Exterior

8. Relax & Reboot in this Charming 2-Bedroom Townhome

Relax & Reboot in this Charming 2-Bedroom Townhome
Ixonia
9.2 out of 10, Wonderful, (7 reviews)
"The house worked out just perfect for us! The surrounding grounds are beautiful also. A’Lisa was a very nice host and very easy to get into contact with. We will definitely be back!"
United States
Jon S.
The price is AU$558
includes taxes & fees
15 Nov - 16 Nov
Relax & Reboot in this Charming 2-Bedroom Townhome
A wooden deck with a glass railing overlooking a snowy landscape with trees.

9. Eclectic Hubertus Home w/ Game Room & Fire Pit!

Eclectic Hubertus Home w/ Game Room & Fire Pit!
3.0 star property
Hubertus
The price is AU$1,128
includes taxes & fees
16 Nov - 17 Nov
Eclectic Hubertus Home w/ Game Room & Fire Pit!
A two-story house with a front porch, a chimney, and a garage.

10. 4 bedroom house 7 min.to Erin Hills SAND VALLEY GOLF COURSE HOLY HILL WHISTLING

4 bedroom house 7 min.to Erin Hills SAND VALLEY GOLF COURSE HOLY HILL WHISTLING
Hartford
The price is AU$1,717
includes taxes & fees
19 Nov - 20 Nov
4 bedroom house 7 min.to Erin Hills SAND VALLEY GOLF COURSE HOLY HILL WHISTLING
A modern kitchen with a central island, stainless steel appliances, and a dining area with a sofa and chairs.

11. Spacious Family Escape Near Lakes in Wisconsin

Spacious Family Escape Near Lakes in Wisconsin
Oconomowoc
The price is AU$850
includes taxes & fees
18 Nov - 19 Nov
Spacious Family Escape Near Lakes in Wisconsin
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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Find out more about Woodland

Everything you need to know about Woodland holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Woodland holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Woodland holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search.

Woodland holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Woodland. If you’re looking for a little peace, consider booking during the quieter months, such as . For more hustle and bustle, you may prefer to visit in .

Prices vary throughout the year and depend on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Woodland holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Woodland holiday rentals we have selected for you start as low as AU$290 per night. Entering your travel dates in the search wizard might find you even better deals!

How to find incredible deals on Woodland rentals

At Expedia, we put the best Woodland holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Woodland rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Woodland holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Woodland. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Frequently Asked Questions

Can I find holiday rentals in Woodland?

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

Kohl Manor Luxury Lake 8br year round retreat Pool, Cinema, Arcade on LacLaBelle: This holiday home rental outside of Woodland is located on a lake, and has an indoor pool, a fireplace and a BBQ to put you at ease in your new surroundings. It has 8 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. It offers a balcony, a garden and a selection of games so that you can immerse yourself in your holiday.

What can I see and do in Woodland?

While exploring the area, visit family-friendly sights like Sleeping Dragon Ranch, or get outside and enjoy nature at Horicon Marsh Education and Visitor Center. Schaure Arts and Activities Center and Erin Hills Golf Course are a couple of places you'll find in the wider area.

What are holiday rentals like in Woodland?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Woodland. Holiday rentals offer amenities such as patios, hot tubs and fire pits so you'll have everything you want. If you're concerned about a clean environment, holiday rentals can provide a sense of seclusion away from shared hotel lifts and busy lobbies while still allowing you the enjoyment of travel. You'll also have more space in a holiday rental than in a traditional hotel, which makes a holiday rental a popular option for family trips or small group gatherings.