Default HTG hotel image

Woodland Vacation Rentals

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
9 Oct - 11 Oct
In two months
20 Nov - 22 Nov
In three months
18 Dec - 20 Dec
In four months
15 Jan - 17 Jan

Our top choices for Woodland vacation rentals

Smart TV, books

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, (11 reviews)
"Nice place for a Hartford golf trip."
United States
sean s.
The price is AED 826
AED 1,843 total
includes taxes & fees
9 Oct - 10 Oct
King Bed! Family-Friendly, Minutes from Holy Hill, Hiking+Skiing + Golf
Interior

2. Gleason's Chouse

Gleason's Chouse
Campbellsport
10.0 out of 10, Exceptional, (49 reviews)
"We had a wonderful stay! Loved the decor! Connie and Jim are wonderful hosts."
United States
Sara Z.
The price is AED 496
AED 709 total
includes taxes & fees
27 Sep - 28 Sep
Gleason's Chouse
Exterior

3. 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.
The price is AED 1,139
AED 1,438 total
includes taxes & fees
25 Sep - 26 Sep
Relax & Reboot in this Charming 2-Bedroom Townhome
Interior

4. Historic, 4-bedroom house in charming Hartford

Historic, 4-bedroom house in charming Hartford
Hartford
The price is AED 2,185
AED 3,281 total
includes taxes & fees
28 Sep - 29 Sep
Historic, 4-bedroom house in charming Hartford
Outdoor spa tub

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.
The price is AED 656
AED 1,244 total
includes taxes & fees
29 Sep - 30 Sep
Private Hot Tub • Bright Home Near Downtown
Exterior

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.
The price is AED 782
AED 1,967 total
includes taxes & fees
27 Sep - 28 Sep
Charming Historic Upper Walk to Downtown & Lakes
Interior

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

Eclectic Hubertus Home w/ Game Room & Fire Pit!
Hubertus
9.8 out of 10, Exceptional, (27 reviews)
"We had a wonderful stay! It was the perfect Thanksgiving getaway for our family. "
United States
Mikaela M.
The price is AED 1,006
AED 2,864 total
includes taxes & fees
27 Sep - 28 Sep
Eclectic Hubertus Home w/ Game Room & Fire Pit!
House (3 Bedrooms) | Interior

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

Eclectic Hubertus Home w/ Game Room & Fire Pit!
3.0 star property
Hubertus
The price is AED 1,227
AED 2,835 total
includes taxes & fees
27 Sep - 28 Sep
Eclectic Hubertus Home w/ Game Room & Fire Pit!
Exterior

9. Sytlish Retreat Near Wedding Venues & Downtown

Sytlish Retreat Near Wedding Venues & Downtown
Oconomowoc
10.0 out of 10, Exceptional, (29 reviews)
"Incredible stay in such a beautiful home! "
United States
Saarah B.
The price is AED 1,395
AED 2,759 total
includes taxes & fees
30 Sep - 1 Oct
Sytlish Retreat Near Wedding Venues & Downtown
Terrace/patio

10. 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.
The price is AED 1,107
AED 2,466 total
includes taxes & fees
20 Oct - 21 Oct
The Gatsby Getaway - Your Charming 100 Year Old Lakeside Retreat in Beaver Dam
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Woodland Hotel Reviews

AmericInn by Wyndham West Bend

AmericInn by Wyndham West Bend

8/10 Good
"The staff were very nice and the breakfast is good. My room was clean, but it is showing signs of age. The mattress was worn and the bathroom was showing signs of age. Other than that, the building and grounds are well maintained. I will definitely come back again."
Joanne 3-night trip
Posted 1 hour ago
AmericInn by Wyndham West Bend

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 Sinissippi Lake. Erin Hills Golf Course and Little Switzerland 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.