Woodford Holiday Rentals

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Holiday Rentals in Woodford

Nature Lover's Paradise In The Driftless Area Of Southern Wisconsin, USA.

10.0 out of 10, Exceptional, (364)
"Great host, super clean, beautiful!"
Nature Lover's Paradise In The Driftless Area Of Southern Wisconsin, USA.

Peace & Simplicity in a Little Red Cabin on the Farm

10.0 out of 10, Exceptional, (8)
The price is NZ$251
includes taxes & fees
13 Oct - 14 Oct
Peace & Simplicity in a Little Red Cabin on the Farm

Hamilton Goebel House 816 E Louisa St Darlington Wi

9.8 out of 10, Exceptional, (43)
"This was a wonderful property. The hosts were so accommodating and helpful. We had a great time."
The price is NZ$389
includes taxes & fees
7 Oct - 8 Oct
Hamilton Goebel House 816 E Louisa St Darlington Wi

One-of-a-kind house on 240 acres w/ prairie, woods & trout-stream - pet-friendly

10.0 out of 10, Exceptional, (55)
"Our second visit, and we enjoyed it just as much! The property is outstanding, and the host is great - we will be back. Very highly recommended."
One-of-a-kind house on 240 acres w/ prairie, woods & trout-stream - pet-friendly

3 Bedroom, 2 Bath House, Large Yard, 4 Miles From New Glarus, 10 Miles To Monroe

10.0 out of 10, Exceptional, (155)
"A comfy home in a quiet location, perfect for our weekend getaway. We've stayed here once before and would definitely come back again if it's available next time we're in the area. "
3 Bedroom, 2 Bath House, Large Yard, 4 Miles From New Glarus, 10 Miles To Monroe

Winter Special w/Indoor Parking in Unique New Glarus, see details below.

10.0 out of 10, Exceptional, (5)
"LOVELY PLACE! 3 comfy beds, nice bathrooms, living toom & large dining table easily accommodated our group. The kitchen was well stocked for us to prepare our meals. Great location, easy walking around the fun town!!"
The price is NZ$1,093
includes taxes & fees
19 Oct - 20 Oct
Winter Special w/Indoor Parking in Unique New Glarus, see details below.

Beautiful two story, downtown home, one block from the Square,

10.0 out of 10, Exceptional, (34)
"Everything was very clean and welcoming. The decor was cute and cozy. Overall great stay."
The price is NZ$496
includes taxes & fees
8 Oct - 9 Oct
Beautiful two story, downtown home, one block from the Square,

MJ's Penthouse ,a piece of paradise on Monroe's historic square

10.0 out of 10, Exceptional, (97)
"In town for girls getaway. This was our second stay at this location. Everything about the stay was perfect will definitely be back! Myron and Jane are great hosts. 10/10!!"
The price is NZ$466
includes taxes & fees
8 Oct - 9 Oct
MJ's Penthouse ,a piece of paradise on Monroe's historic square

The Windmill on Slough Rd. 2 bedroom 1.5 bath on quiet dead end road.

9.2 out of 10, Wonderful, (5)
The Windmill on Slough Rd. 2 bedroom 1.5 bath on quiet dead end road.

Historic Country Farmhouse for ANY Season!

10.0 out of 10, Exceptional, (45)
"Great weekend with girls. Host was very attentive. Location was great, close to shopping and wineries."
Historic Country Farmhouse for ANY Season!

Historic farmhouse with WiFi, dog-friendly, close to rec trails

2.0 star property
9.8 out of 10, Exceptional, (11)
"its perfect place for spend good time from city "
Historic farmhouse with WiFi, dog-friendly, close to rec trails

Authentic Swiss Chalet w/ private saltwater pool, sauna, grill, fire pit & more

9.8 out of 10, Exceptional, (11)
"We enjoyed our annual friend's gathering at this location. TONS of space for everyone to spread out and enjoy themselves!! Would be a fantastic place in the summer, as there's a pool."
Authentic Swiss Chalet w/ private saltwater pool, sauna, grill, fire pit & more

Destination Driftless- A Trailside Retreat

9.4 out of 10, Exceptional, (30)
"Great place to stay. We werent at the house much. Just to sleep and get ready. House decor is very cute."
Destination Driftless- A Trailside Retreat

Darlington River View House - Direct Trail Access

10.0 out of 10, Exceptional, (1)
"Everything was great!! House manager was very thorough, easy to contact and answered questions in a timely manner! The house was perfect for what we needed, house was clean and comfy! Would highly recommend to anyone wanting to stay in Darlington!"
Darlington River View House - Direct Trail Access

Lovely 3-bedroom house with WiFi in Darlington

2.0 out of 10, (1)
"This property was under construction still and the property manager was out of town and unreachable."
The price is NZ$374
includes taxes & fees
7 Oct - 8 Oct
Lovely 3-bedroom house with WiFi in Darlington

Sugar River Suite - Your Sweet Escape in the Heart of it All!

10.0 out of 10, Exceptional, (18)
"Great place for a getaway! This was clean, downtown, close to everything and perfect. "
Sugar River Suite - Your Sweet Escape in the Heart of it All!

Beautifully updated home close to downtown New Glarus

10.0 out of 10, Exceptional, (63)
"very clean and convenient"
Beautifully updated home close to downtown New Glarus

Less than one mile from the ATV Trail with a hot tub on deck to end your day!

10.0 out of 10, Exceptional, (5)
"Awesome place to stay, very clean and roomy"
Less than one mile from the ATV Trail with a hot tub on deck to end your day!

Cozy 2-bedroom RV in charming Apple River with AC

Cozy 2-bedroom RV in charming Apple River with AC

Wisconsin Farmhouse Stay: Utv, Boat, Snowmobile!

3.0 star property
Wisconsin Farmhouse Stay: Utv, Boat, Snowmobile!
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 Woodford Hotel Reviews

Find out more about Woodford

Find out more about Woodford

Everything you need to know about Woodford 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 Woodford 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 Woodford holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Woodford holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Woodford. 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 depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Woodford 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 Woodford holiday rentals we have selected for you start as low as NZ$251 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Woodford rentals

At Expedia, we put the best Woodford 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 Woodford 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 Woodford 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 Woodford. 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 Woodford?

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

Nature Lover's Paradise In The Driftless Area Of Southern Wisconsin, USA.: This holiday home rental outside of Woodford is located in a rural location, and has a fireplace, a patio and a BBQ to put you at ease 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. You can relax into your holiday with a private garden and a selection of games.

What’s there to see and do in Woodford?

While exploring the area, visit family-friendly sights like Roelli Cheese Haus, or get outside and enjoy nature at Yellowstone Lake State Park. Cadiz Springs State Recreation Area and Historic Cheesemaking Center are a couple of places you'll find in the wider area.

What’s a holiday rental in Woodford like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Woodford. Holiday rentals provide amenities such as WiFi and washers and dryers so you'll have all the comforts of home. If you're concerned about a clean environment, holiday rentals can offer a sense of seclusion away from public hotel lifts and busy reception areas while still allowing you to travel. You'll also have more space in a holiday rental than in a traditional hotel, which is another reason why a holiday rental is an attractive option for a small group gathering.