Holiday houses in Deerfield

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Top-rated holiday rentals in Deerfield

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Guest favourite
Home in Marshall
4.94 out of 5 average rating, 103 reviews

1898 Farmhouse on 75 acres - MJ's Farm

Nestled down a winding country road, relax and unwind on a traditional Wisconsin farm surrounded by a 2,296 acre Wildlife Area. Our farmhouse is licensed by Dane County & a short 20 minute drive to Madison! You will want a car so you can explore, the UW Campus, Allient Energy Center, WI State Capitol, Madison Farmers Market and much more. Relax, unwind, grill, play horse shoes or sit by the fire pit. Enjoy your privacy but know there is a farm manager close by and I am happy to help

Top Guest favourite
The exterior of the bungalow showcases a charming yellow facade, complemented by a welcoming front porch. Lush green grass and well-kept shrubs frame the entrance, while tall trees provide shade in the background. The overall setting reflects a peaceful neighborhood vibe.
Home in McFarland
4.9 out of 5 average rating, 146 reviews

Cozy Magnolia Style 2-Bedroom Home with Loft

Cozy 2BR 1900's bungalow with beautiful backyard. Step into the Magnolia style living and dining room with decorative crown molding and new floors. Large bedroom with plenty of storage and finished attic for the kids or additional guests. Mudroom with laundry and relaxing front porch add to this spacious home. Outside is the true GEM, with adorable patio area just waiting for fire pit gatherings. Located close to parks, canoe/kayak launch, eateries, and shopping. Quick drive to downtown Madison!

Guest favourite
An open living area showcases warm wooden flooring with a patterned area rug. A kitchen island is located in the foreground, while a comfortable seating arrangement is visible near large glass doors. A dining table with high-backed chairs is positioned adjacent to the seating area.
Home in Cambridge
4.93 out of 5 average rating, 109 reviews

Lake Ripley Getaway

This is the perfect place to unwind, located at the crest of a quiet circle, in a wooded lakeside neighborhood. Whatever you’re looking for, you can find it all in this beautiful and tranquil getaway. Vacationers can enjoy skiing, biking and exploring the gorgeous CamRock trail system. Lake Ripley, the sparkling gem of Cambridge, is loaded with fish for summer fun or ice-fishing. Shop our adorable downtown, with a thriving art scene. Our quaint little town is a slice of heaven in a busy world.

Top Guest favourite
A two-story home with a mix of stone and wood siding sits on a grassy lot. Large windows allow natural light inside. A paved driveway leads to the garage, with trees and a view of open land in the background.
Guest suite in Sun Prairie
4.89 out of 5 average rating, 400 reviews

Entire Lower Level, Countryside Garden Suite

Welcome to our home! We have upgraded our Garden (lower) Level to host travelers much like ourselves and long-term guests. The view of our backyard is incredible! You will find yourself lost in the country, yet less than ten minutes from all the excitement that Madison has to offer. Along with a private drive and entrance, you will have 1,000 square feet of comfort all to yourselves. This property is perfect for a quiet getaway we all need from time to time. All designed with you in mind.

Top Guest favourite
The historic home features a classic Victorian design, showcasing intricate architectural details and a welcoming porch. Surrounded by landscaped gardens, it presents a blend of charm and elegance, with large windows that invite natural light into the living spaces.
Home in Wales
4.94 out of 5 average rating, 195 reviews

Beautifully Restored Historic Victorian

Whether this is for a single, couple, or small group, your stay at this historic home will truly be memorable. You’ll love the MBR suite featuring a gas fireplace, whirlpool tub, and double walk-in custom tile shower. There is an additional very nice full bath/shower on the main floor. The finished lower level has two separate rooms, each with a quality double futon with bedding available for your guests. For this attractive price, the upper 4 bedrooms are locked but may be opened for more

Top Guest favourite
The living room features a gas fireplace set into a neutral wall, complemented by two armchairs and a green couch. Natural light streams through large windows, showcasing a reading nook with a bench. Shelves display decorative items and a smart TV is mounted above the fireplace.
Loft in Monroe
4.98 out of 5 average rating, 216 reviews

Loft 3 - On The Historic Monroe Square

Loft 3 is 40 steps (2 flights of stairs) above the Monroe Square. It's a climb, but the view is totally worth it! Newly remodeled in 2021, and reminiscent of the 1859 character of the building, this space is cute, cozy, and truly one of a kind. Literally a couple steps away from your entryway is Sunrise Donut Cafe, featuring customized donuts and a full menu of excellent coffee items. From there, explore the rest of the Square for food, drinks, and shopping in a quaint Main Street atmosphere.

Top Guest favourite
A wooden deck sits beside a serene lake, surrounded by lily pads. Two lounge chairs are positioned on the grass, offering a peaceful spot to relax. Nearby, trees provide natural shade, enhancing the tranquil outdoor setting.
Yurt in Cambridge
4.98 out of 5 average rating, 626 reviews

YurtCation

YurtCation is a relaxing getaway with lake frontage and nature trails. There is another yurt about 300ft up the same driveway. There are a total of two yurts and two homes that have access to the same 17 acre lake. Each yurt is off the grid and has their own queen-sized comfy bed, wood stove, Weber grill w/charcoal, fire pit, firewood, fresh water, canoe, and clean Porto Potty. Pet Policy: Max two - Must be in your sight and supervised at all times or $500 fine and check out immediately.

Top Guest favourite
A spacious studio featuring two green upholstered benches arranged on a decorative area rug. Natural light floods the room through skylights, illuminating the cozy sleeping area with a large bed and a dining nook equipped with a small table and chairs.
Guest suite in Middleton
4.98 out of 5 average rating, 235 reviews

Quiet sunlit studio near vibrant downtown

This architect-designed studio is bathed in natural light, with skylights and a breakfast nook with a wrap-around window. Featuring an upscale bathroom with a walk-in shower, this comfortable space has all the amenities perfect for a quick weekend getaway or a week-long business trip. The studio adjoins a house and is up a flight of stairs through a separate outdoor entrance. Located just up the hill—a 5-minute walk—to Downtown Middleton and a 15-minute drive to UW and Downtown Madison.

Top Guest favourite
A spacious bed is adorned with textured decorative pillows in various patterns. The contrasting colors of the pillowcases complement the minimalist bedding. A sleek black lamp with a blue base is positioned on a nightstand, adding a pop of color to the serene sleeping area.
Apartment in Fort Atkinson
4.99 out of 5 average rating, 121 reviews

The Poet's Palace, an upscale, downtown flat.

This modern, yet eclectic apartment, has all the comforts of home. The decor is clean and chic, with just enough quirk! Located in downtown Fort Atkinson, some of the best restaurants, shops, and pubs are just outside your door or within a short stroll. Outdoor recreation opportunities are abundant, with the Glacial River Bike Trail, Fort River Walk, and numerous parks also within walking distance.Try your hand at fishing or launch a kayak from one of Fort Atkinson's public docks.

Top Guest favourite
Guesthouse in Sun Prairie
4.98 out of 5 average rating, 382 reviews

Charming Milkhouse Cottage, minutes from Madison!

Welcome to The Milkhouse Cottage! Serving as an original milkhouse from the late 1800s on our pre-civil war farmhouse property, you will feel the timeless elegance of the original character and the beautiful french cottage decor. Perfect for couples, travelers, or business persons -- come and unwind in the scenic heartland countryside and rustic elegance, all with the convenience of location -- we are a quick 15 minute drive from the airport and all that Madison has to offer!

Top Guest favourite
Home in Milton
4.99 out of 5 average rating, 128 reviews

Buoys UP! Lake Life & Sunsets

Looking to unwind & enjoy Lake Life-where weekends begin any day of the week-any season you choose? Here at Buoys UP! you will be able to do just that. Enjoy private access to our newly remodeled 2 bedroom lake house at Lake Koshkonong, WI. Overlook the private road this little gem is located on and enjoy the wonderful lake views and the beautiful sunsets. Stroll down the road for apx. a 2 minute walk to take advantage of your personal lake access Buoys UP! offers just for you.

Top Guest favourite
Guest suite in Madison
4.99 out of 5 average rating, 233 reviews

Peaceful 2 BR/1 BA w/ patio, fireplace, pool table

• 1400 sq. ft. lower level suite • Private backyard with patio & gas fire pit • Two TVs • Electric Fireplace • Pool table • Stocked kitchenette w/ bar seating area • Workspace • Blackout shades and curtains • Onsite parking in the driveway for one vehicle • Ample street parking • 16-min drive to UW campus and downtown • 9-min drive to the airport • 6-min drive to shopping and restaurants • Extremely safe neighborhood • License No. LICHMD-2022-00079 • Zone Permit ZTRHP1-2022-00005

Popular amenities for Deerfield holiday rentals

  1. Airbnb
  2. United States
  3. Wisconsin
  4. Dane County
  5. Deerfield