Vacation rentals in Deerfield

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Top-rated vacation rentals in Deerfield

Guests agree: these stays are highly rated for location, cleanliness, and more.

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Top guest favorite
Yurt in Cambridge
4.98 out of 5 average rating, 266 reviews

YurtSimple

YurtSimple is where life slows down and people unplug. It’s forest bathing in nature. It’s getting away from it all to spend time with a partner, by oneself, and sometimes with pets. You’ll be driving past YurtCation (about 300 feet past YurtCation) to get to YurtSimple. YurtCation is 20’ in diameter and YurtSimple is 16’ in diameter. Wood and charcoal are provided. You may cook on the indoor wood stove top, or visit any number of great restaurants 2 miles away. You can even order pizza delivery

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Guest favorite
A neatly arranged bedroom features a spacious bed with soft linens and accent pillows. Natural light fills the room through two large windows. A small bedside table with a lamp stands next to the bed, and a vintage-style ladder is positioned at the foot of the bed.
Home in Marshall
4.93 out of 5 average rating, 107 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

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Top guest favorite
Farm stay in Cambridge
4.99 out of 5 average rating, 113 reviews

Stay With Horses Escape Near Madison

Get ready for a quiet and peaceful stay. Take your pick: - 1King+1Queen Bed & 1 bath for 4 people - 1King+2Queen Beds & 2 baths for 6. (+$125 per night, contact host for payment) This home is attached to a barn with 6 Icelandic horses! Wake up to Icelandic horses just outside your window. A scenic escape with quiet mornings, fuzzy horses, and a one-of-a-kind IamGlytja experience - only 25 minutes from Madison - No horse riding allowed, owners to supervise all horse visits - No smoking / parties

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Top guest favorite
A vibrant garden features a variety of colorful flowers and lush greenery, with natural stone pavers integrated into the landscaping. The guest suite's exterior is visible in the background, framed by flourishing flora and a peaceful atmosphere.
Guest suite in Deerfield
4.97 out of 5 average rating, 75 reviews

Glacial Drumlin Guest Suite

Welcome friends to our quiet corner of the marsh! Guest suite includes a private perennial garden entrance and patio along with a cozy kitchen, living room, bedroom and full bath. Enjoy walking through the prairie, visiting the creek, and hiking/biking the state trail while still being close to Madison, WI. Conveniently located across the street from the Glacial Drumlin State Trail 18 miles to Alliant Energy Center 17 miles to WI State Capitol Easy access to Highway 12/18 and Interstate 94

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Guest favorite
A screened porch features a glass-top table surrounded by four chairs, offering a view of the expansive green lawn and trees beyond. The wood flooring adds warmth to the space, while the surrounding screens provide a barrier from the outdoors.
Home in Deerfield
4.94 out of 5 average rating, 35 reviews

High Quality/Value 4+ Bed 3 Bath 20 min -Madison

Very nice clean and comfortable place. Search YouTube "217 Oak Savannah Walkthrough Deerfield Wisconsin" to see 8 minute video. Stay truly first class in this newly constructed high end Condo just 20 minutes east of Madison near the nicest bike/hike trail in Wisconsin where you can bike to beaches and a brewery! Pricing is per side - 2 available. No One Under 24 can book - ID Proof. Be honest with headcount - cameras on property. Identical 4 bedroom 3 bathroom condo airbnb.com/h/221oaksav

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Top guest favorite
Home in Madison
4.97 out of 5 average rating, 270 reviews

Lakeview Loft - Downtown Madison

Stay in the heart of Madison, enjoying exclusive access to our 3rd floor suite with lake views. Located on a quiet street along the Lake Loop bike path/Lake Monona, and close to Willy Street (0.3 mi), the Sylvee (1.1 mi), the Capitol (1.7 mi), Monona Terrace (1.6 mi), and Camp Randall (3.3 mi). Self check-in with keypad and ample parking. Wifi is over 500 Mbps download/upload speeds. #ZTRHP1-2022-00022 Note: Loft is accessed by 3 flights of stairs! Space has coffee bar only (no kitchen).

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Top guest favorite
Cabin in Fort Atkinson
4.92 out of 5 average rating, 181 reviews

Cozy Lakefront Cottage With The Best View

Location, Location, Location! Incredible views! Retreat to this cozy Lake Koshkonong cottage with vaulted ceiling and southern exposure. Enjoy spectacular sunsets and views of the 10,000 acre lake from the north shore. Fish, hunt, boat, ski, swim, snowmobile, or simply soak up the sun and take in the view from this quiet retreat on a dead-end street. Fresh paint, bedding, and furniture make this little gem very comfortable. Great Walleye ice fishing right in front of this property!

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Top guest favorite
A cozy living area features a white-bricked fireplace with an arch-shaped mirror above it. A round table with two chairs stands adjacent to the fireplace, while a light blue chair is positioned nearby. Soft natural light enters through the window, enhancing the serene atmosphere.
Guesthouse in Sun Prairie
4.98 out of 5 average rating, 406 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!

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Top guest favorite
The tranquil scene captures a vibrant sunset over the lake, reflecting hues of orange and gold on the water's surface. Silhouetted against the colorful sky, two ducks glide peacefully by the shoreline, framed by a quiet lake house and rocky beach area.
Home in Milton
4.99 out of 5 average rating, 146 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.

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Guest favorite
Cabin in Edgerton
4.84 out of 5 average rating, 309 reviews

The Overlook on Lake Koshkonong - Custom Log Cabin

Custom Log cabin on Lake Koshkonong. Great yard for campfires & lawn games; over-sized deck to enjoy sunsets and breathtaking lake views. Lake access at public boat launch just down the road for swimming, fishing, or kayaking. Full bath with large suite featuring a king size bed & two single beds can accommodate up to 5 guests. Full bath with stand up shower in lower level and washer/dryer on site also. Kayak rentals included. Lawn games, poker table, board games & more available!

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Top guest favorite
A bright dining area is highlighted by a wooden table surrounded by chairs. A chandelier hangs above the table, while natural light enters through sliding glass doors leading to an outdoor space. A nearby console table displays decorative items, enhancing the open atmosphere.
Home in Cambridge
4.94 out of 5 average rating, 106 reviews

Quiet country retreat

Peaceful solitude or exciting sightseeing? You’ll have the best of both worlds at this quiet country home located just outside Madison on 10 magnificent acres. After, enjoying your morning coffee, take a stroll on the grounds and enjoy the sweeping views of the pastoral landscape. Then head into Wisconsin’s state capital (23 minutes by car) for an exciting day of sightseeing. Or visit the quaint town of Cambridge (8 minutes by car) to explore its unique pottery and antique shops.

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Top guest favorite
The Orchard House is illuminated against a twilight sky, showcasing its wooden exterior. Large glass doors reveal a cozy interior with soft glowing lights. A tranquil setting is framed by surrounding trees and open grassland.
Home in Stoughton
4.98 out of 5 average rating, 56 reviews

The Orchard House

In a complex world that makes so many demands your time and attention, the Orchard House is a simple, Nordic-inspired refuge where you can be restored, reconnected, and refreshed. Midweek special: $1000 for 5 nights, Sunday evening through Friday morning. The Orchard House is a private retreat set on 30 acres in the Wisconsin countryside, just 20 minutes from Madison. A wood -fired hot tub set in a secluded forest clearing is available year round for outdoor soaking.

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