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Woodford Vacation Rentals

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Check prices for these dates

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

Our top choices for Woodford vacation rentals

A family standing in front of a stone building with a wooden porch and a number '816' above the entrance.

1. Hamilton Goebel House 816 E Louisa St Darlington Wi

Hamilton Goebel House 816 E Louisa St Darlington Wi
Darlington
9.8 out of 10, Exceptional, (52 reviews)
"Three couples stayed at this property. Very comfy beds. We all enjoyed our stay and already have plans to stay again in the fall. It is also close to the trails."
United States
Danette M.
The price is CA $144
CA $354 total
includes taxes & fees
Sep 29 - Sep 30
Hamilton Goebel House 816 E Louisa St Darlington Wi
A spacious living area with a wooden dining table, a sofa, and a hanging chair. There are large windows providing natural light and a view of the outside.

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

MJ's Penthouse ,a piece of paradise on Monroe's historic square
Monroe
10.0 out of 10, Exceptional, (111 reviews)
"The Penthouse is beautiful and the location is unbeatable! We had a wonderful stay and can't wait to come back."
United States
Andie
The price is CA $275
CA $386 total
includes taxes & fees
Sep 27 - Sep 28
MJ's Penthouse ,a piece of paradise on Monroe's historic square
A red cabin with a porch, surrounded by trees.

3. Peace & Simplicity in a Little Red Cabin on the Farm

Peace & Simplicity in a Little Red Cabin on the Farm
Lena
10.0 out of 10, Exceptional, (39 reviews)
"Great place to stay"
United States
Mike G.
The price is CA $197
CA $239 total
includes taxes & fees
Oct 12 - Oct 13
Peace & Simplicity in a Little Red Cabin on the Farm
A spacious kitchen with wooden cabinets, a central island, and a dining area with a table and chairs.

4. Lookout Loft over the Monroe Square

Lookout Loft over the Monroe Square
Monroe
10.0 out of 10, Exceptional, (4 reviews)
"Great property and host! Would stay there again."
United States
Ann S.
The price is CA $196
CA $372 total
includes taxes & fees
Oct 25 - Oct 26
Lookout Loft over the Monroe Square
A cozy living room with a brown leather sofa, a smaller brown leather chair, and a wooden coffee table with decorative items.

5. Home away from home right off the trail between Mineral Point and Darlington

Home away from home right off the trail between Mineral Point and Darlington
Mineral Point
10.0 out of 10, Exceptional, (10 reviews)
"Such a great stay! The space was incredibly clean, well-kept, and had everything we needed to feel comfortable right away. You can tell a lot of thought went into making it welcoming and easy to settle in."
United States
Kyla L.
The price is CA $263
CA $315 total
includes taxes & fees
Oct 13 - Oct 14
Home away from home right off the trail between Mineral Point and Darlington
A bedroom with a bed, a dresser, a mirror, a window with curtains, a chandelier, and a dining area visible through an open door.

6. Charming Downtown Two Bedroom w/ Fireplace

Charming Downtown Two Bedroom w/ Fireplace
New Glarus
10.0 out of 10, Exceptional, (26 reviews)
"Amazing location, nicely furnished and cozy!"
United States
Heather & Nick V.
The price is CA $202
CA $418 total
includes taxes & fees
Oct 21 - Oct 22
Charming Downtown Two Bedroom w/ Fireplace
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

Charming Downtown Two Bedroom w/ Fireplace

Charming Downtown Two Bedroom w/ Fireplace

10/10 Excellent
"Super cute and comfortable. A great place to stay, right in the heart of New Glarus, close to several bars, places to eat, and the Bakery. Would definitely stay here again!!"
Roy K. 2-night trip
Posted 16 hours ago
Charming Downtown Two Bedroom w/ Fireplace

Find out more about Woodford

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.

As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with Woodford. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.

It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.

Frequently asked questions

Can I find vacation rentals in Woodford?

Yes, we offer vacation rentals close to well known sights in Woodford, or you can select a more secluded option if you'd like a relaxing place to stay.

What's the top vacation rental in Woodford?

Nature Lover's Paradise In The Driftless Area Of Southern Wisconsin, USA.: This vacation home rental outside of Woodford is located in a rural location and has a fireplace, a patio, and a barbecue grill 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 you can cook with friends or family. You can relax into your vacation with a private yard 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. Minhas Craft Brewery and New Glarus Woods State Park are a couple of places you'll find in the larger area.

What’s a vacation rental in Woodford like?

Vacation rentals are private properties you can stay in for a long or short time in Woodford. Vacation rentals feature extras such as hot tubs, fire pits, and patios so you'll feel just like you're staying in your own home. If you're concerned about a sanitized environment, vacation rentals can offer a sense of seclusion away from public hotel elevators and busy front desks while still allowing you to travel. You'll also have more space in a vacation rental than in a standard hotel, which is another reason why a vacation rental is a great option for a family trip.