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Woodland Vacation Rentals

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Check prices for these dates

In two weeks
Oct 23 - Oct 25
In two months
Dec 4 - Dec 6
In three months
Jan 1 - Jan 3
In four months
Jan 29 - Jan 31

Our top choices for Woodland vacation rentals

A covered patio with outdoor furniture, a pond, and a view of a lake and trees.

1. Rock River Access! Peaceful Horicon Studio

Rock River Access! Peaceful Horicon Studio
3.0 star property
Horicon
$264 nightly
The price is $279
Oct 25 - Oct 26
Total with taxes and fees
Rock River Access! Peaceful Horicon Studio
A room with a wooden floor, a red sofa, a small table with a lamp, and a painting on the wall.

2. 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, (11 reviews)
"Nice place for a Hartford golf trip."
United States
sean s.
$369 nightly
The price is $415
Oct 30 - Oct 31
Total with taxes and fees
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.

3. Gleason's Chouse

Gleason's Chouse
Campbellsport
10.0 out of 10, Exceptional, (50 reviews)
"We had a wonderful stay! Loved the decor! Connie and Jim are wonderful hosts."
United States
Sara Z.
$189 nightly
The price is $199
Oct 12 - Oct 13
Total with taxes and fees
Gleason's Chouse
A covered patio with outdoor furniture, a pond, and a view of a lake and trees.

4. Rock River Access! Peaceful Horicon Studio

Rock River Access! Peaceful Horicon Studio
Horicon
9.0 out of 10, Wonderful, (23 reviews)
"Simply gorgeous property. Perfect for a couple trying to relax! It's perfect. "
United States
Alex K.
$268 nightly
The price is $283
Oct 25 - Oct 26
Total with taxes and fees
Rock River Access! Peaceful Horicon Studio
A hot tub under a covered area with a wooden roof, surrounded by a white fence, trees, and a clear sky.

5. 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.
$300 nightly
The price is $339
Oct 13 - Oct 14
Total with taxes and fees
Private Hot Tub • Bright Home Near Downtown
The Blue Belle

6. Charming Historic Upper Walk to Downtown & Lakes

Charming Historic Upper Walk to Downtown & Lakes
Oconomowoc
10.0 out of 10, Exceptional, (42 reviews)
"Beautiful, comfortable house within easy walking distance of downtown and the beach. Thoughtful hosts with great communication. Thanks for a great return stay!"
United States
Mark G.
$474 nightly
The price is $536
Oct 11 - Oct 12
Total with taxes and fees
Charming Historic Upper Walk to Downtown & Lakes
Exterior

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

Relax & Reboot in this Charming 2-Bedroom Townhome
Ixonia
9.8 out of 10, Exceptional, (6 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.
$372 nightly
The price is $392
Oct 11 - Oct 12
Total with taxes and fees
Relax & Reboot in this Charming 2-Bedroom Townhome
A spacious interior with a stone staircase, a large window, and a cozy seating area.

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

Eclectic Hubertus Home w/ Game Room & Fire Pit!
Hubertus
9.8 out of 10, Exceptional, (28 reviews)
"We had a wonderful stay! It was the perfect Thanksgiving getaway for our family. "
United States
Mikaela M.
$739 nightly
The price is $780
Oct 12 - Oct 13
Total with taxes and fees
Eclectic Hubertus Home w/ Game Room & Fire Pit!
Three Adirondack chairs on a wooden deck with a view of the sunset over a body of water.

9. 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, (30 reviews)
"Host was excellent and amenities were great! "
United States
Andre V.
$614 nightly
The price is $679
Oct 12 - Oct 13
Total with taxes and fees
The Gatsby Getaway - Your Charming 100 Year Old Lakeside Retreat in Beaver Dam
A two-story house with a balcony, a front porch, and a visible garage.

10. Sytlish Retreat Near Wedding Venues & Downtown

Sytlish Retreat Near Wedding Venues & Downtown
Oconomowoc
10.0 out of 10, Exceptional, (30 reviews)
"Nicely remodeled home that was perfect for our trip to Oconomowoc"
United States
Carl G.
$581 nightly
The price is $656
Oct 12 - Oct 13
Total with taxes and fees
Sytlish Retreat Near Wedding Venues & 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.

11. Historic, 4-bedroom house in charming Hartford

Historic, 4-bedroom house in charming Hartford
Hartford
$794 nightly
The price is $893
Oct 15 - Oct 16
Total with taxes and fees
Historic, 4-bedroom house in charming Hartford
A wooden deck with a glass railing overlooking a snowy landscape with trees.

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

Eclectic Hubertus Home w/ Game Room & Fire Pit!
3.0 star property
Hubertus
$732 nightly
The price is $772
Oct 12 - Oct 13
Total with taxes and fees
Eclectic Hubertus Home w/ Game Room & Fire Pit!
A two-story house with a front porch, a chimney, and a garage.

13. 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
$1,314 nightly
The price is $1,386
Nov 1 - Nov 2
Total with taxes and fees
4 bedroom house 7 min.to Erin Hills SAND VALLEY GOLF COURSE HOLY HILL WHISTLING
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 Woodland Hotel Reviews

Cobblestone Hotel & Suites - Hartford

Cobblestone Hotel & Suites - Hartford

8/10 Good
"Very friendly staff and location in a town with options for drinks, shopping and food. Nice quaint little town with a short drive to Holly Hill"
Robert 1-night trip
Posted less than an hour ago
Cobblestone Hotel & Suites - Hartford

Find out more about Woodland

Everything you need to know about Woodland vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Woodland vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. 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 vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Woodland vacation 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 low season months. For more hustle and bustle, you may prefer to visit Woodland in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $199 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Woodland rentals

At Expedia, we put the best Woodland vacation 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 vacation.

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.

Explore a world of travel with Expedia

Frequently asked questions

Can I find vacation rentals in Woodland?

Yes, there are vacation rentals close to top sights in Woodland, or you can select a more secluded option if you're looking for relaxation.

What are some of the best vacation rentals that Woodland has to offer?

Kohl Manor Luxury Lake 8br year round retreat Pool, Cinema, Arcade on LacLaBelle: This vacation home rental outside of Woodland is located on a lake and has an indoor pool, a fireplace, and a barbecue grill 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 you can cook with friends or family. It offers a balcony, a garden, and a selection of games so you can immerse yourself in your vacation.

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 larger area.

What are vacation rentals like in Woodland?

Vacation rentals are private properties you can book for several days or longer in Woodland. Vacation rentals provide amenities like kitchens and laundry facilities so you'll have all the comforts of home. If you're concerned about a clean environment, vacation rentals can offer a sense of privacy away from shared hotel elevators and busy reception areas while still allowing you a great travel experience. You'll also get more space in a vacation rental than in a standard hotel, which makes a vacation rental a great option for family trips or small group gatherings.