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Deerfield Vacation Rentals

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Aug 8 - Aug 9
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Vacation Rentals in Deerfield

Plan your reunion/gathering now in beautiful rural South Central Wisconsin
Enjoy a relaxing moment on the covered porch with a seating area and comfortable sofas.

Plan your reunion/gathering now in beautiful rural South Central Wisconsin

10.0 out of 10, Exceptional, (162)
"Oak House is a unique property ideally suited for family gatherings - this was our fourth stay. The house is roomy, well appointed, and decorated for the holidays. It also has access to nature trails for daily walks. The location has quiet privacy with quick access to activities in Madison. The property manager Rachel is very responsive. We highly recommend a stay here. "
Plan your reunion/gathering now in beautiful rural South Central Wisconsin
Exceptional 4 Bed 3 Bath next to woods -Comfortable! - 21 min to Madison Hot Tub
Stairs lead to an upper floor with a carpet runner and handrail.

Exceptional 4 Bed 3 Bath next to woods -Comfortable! - 21 min to Madison Hot Tub

10.0 out of 10, Exceptional, (130)
"Clean, quiet neighborhood, and plenty of space for our whole crew during Ironman weekend. Would recommend for anyone visiting the Madison area. "
Exceptional 4 Bed 3 Bath next to woods -Comfortable! - 21 min to Madison Hot Tub
The Dylin
Relax in a stylish lounge area with a comfortable sofa, round coffee table, and large windows.

The Dylin

4.0 star property
9.2 out of 10, Wonderful, (82)
"Nice, clean, well-equipped and well-decorated rooms. "
The Dylin
One Bedroom King with Den with views of Lake Monona in the heart of downtown.
Saddleback building features a brick facade and multiple windows on each floor.

One Bedroom King with Den with views of Lake Monona in the heart of downtown.

9.6 out of 10, Exceptional, (27)
"The property was beautiful, safe, and in a perfect location for the event we were attending!"
The price is ￥40,996
￥54,140 total
includes taxes & fees
Sep 1 - Sep 2
One Bedroom King with Den with views of Lake Monona in the heart of downtown.
Remodeled home with pontoon rental 2 decks Private beach playground volleyball
Enjoy cooking in this well-equipped kitchen with a stove, sink, and dishwasher.

Remodeled home with pontoon rental 2 decks Private beach playground volleyball

10.0 out of 10, Exceptional, (3)
"We really enjoyed this house! Short walk to the beautiful lake. Friendly neighbors and lots of wildlife in the area. The house had plenty of room for everyone and everything we needed for the week. Will definitely stay here again when in the area!"
Remodeled home with pontoon rental 2 decks Private beach playground volleyball
Private Pool - HOT TUB - Sauna - Game Room - Pets
Terrace/patio

Private Pool - HOT TUB - Sauna - Game Room - Pets

10.0 out of 10, Exceptional, (1)
"The Sun Prairie house perfectly met the goals for our family gathering of six adults and golden retriever for social and private space and so many entertainment options! The house was spotless, the neighborhood quiet, with Woodmans close by for shopping. We had 5 days of sunshine, golfing nearby courses, enjoying afternoon pool time, evening hot tub, and bug-free outdoor dining-so private and relaxing! We never ran out of room for food/drinks in the large volume fridge (loved the beverage...
Private Pool - HOT TUB - Sauna - Game Room - Pets
Adorable home w lake front- Paddle boats & kayaks ava, and 2 bathrooms!
Relax on the deck with seating and a view of the surrounding area.

Adorable home w lake front- Paddle boats & kayaks ava, and 2 bathrooms!

9.8 out of 10, Exceptional, (160)
"Great stay that was super clean! Would definitely recommend and plan to stay again!"
Adorable home w lake front- Paddle boats & kayaks ava, and 2 bathrooms!
Two bedroom suite with city views in the heart of downtown Madison
Enjoy a meal at the kitchen island with a cutting board, or relax in the adjacent seating area with a view of the city skyline.

Two bedroom suite with city views in the heart of downtown Madison

9.8 out of 10, Exceptional, (33)
"Perfect for a weekend in Madison. A good location close to everything. "
The price is ￥48,343
￥63,814 total
includes taxes & fees
Sep 1 - Sep 2
Two bedroom suite with city views in the heart of downtown Madison
Waterfront w/ Private Pier! Excellent Fishing Year Round! Sunsets & Swimming
Relax in a serene lakeside retreat with a view of a peaceful waterway and a space for work or relaxation.

Waterfront w/ Private Pier! Excellent Fishing Year Round! Sunsets & Swimming

9.4 out of 10, Exceptional, (103)
"Some things to note - 2 bedrooms with nice bed 1 bed in a loft upstairs not as private as a bedroom and then ( this "
Waterfront w/ Private Pier! Excellent Fishing Year Round! Sunsets & Swimming
One Bedroom King with Den with views of the heart of downtown.
Standing tall with a historic central dome, this building offers a glimpse into the past.

One Bedroom King with Den with views of the heart of downtown.

2.0 star property
10.0 out of 10, Exceptional, (23)
"Super clean, well lit, and beautiful view! Would definitely stay again."
The price is ￥39,527
￥52,274 total
includes taxes & fees
Sep 1 - Sep 2
One Bedroom King with Den with views of the heart of downtown.
Doty ★ Walk to Everything -Hotel Quality- Downtown
Enjoy cooking in this well-equipped kitchen with a dishwasher, oven, and gas stove.

Doty ★ Walk to Everything -Hotel Quality- Downtown

9.8 out of 10, Exceptional, (33)
"Had a great stay!"
Doty ★ Walk to Everything -Hotel Quality- Downtown
Lakeside Retreat at Lake Ripley - Swimming, Dock, Kayaks, & PONTOON RENTAL
Enjoy al fresco dining with a view of the surrounding landscape from this outdoor dining area featuring a table and chairs.

Lakeside Retreat at Lake Ripley - Swimming, Dock, Kayaks, & PONTOON RENTAL

10.0 out of 10, Exceptional, (32)
"Peaceful, quiet"
Lakeside Retreat at Lake Ripley - Swimming, Dock, Kayaks, & PONTOON RENTAL
Log Cabin at Lake Koshkonong - “The Overlook”
Guests can enjoy a serene garden setting with a rustic shed, paved patio, and seating area.

Log Cabin at Lake Koshkonong - “The Overlook”

9.2 out of 10, Wonderful, (36)
"It was very comfortable, clean, and well equipped. The balcony on the second floor was really nice. Kitchen was a great size for the cabin."
The price is ￥16,531
￥31,238 total
includes taxes & fees
Aug 13 - Aug 14
Log Cabin at Lake Koshkonong - “The Overlook”
ONE OF A KIND vacation rental with a view
Stylish building surrounded by lush greenery, featuring a glass facade and brick architecture.

ONE OF A KIND vacation rental with a view

10.0 out of 10, Exceptional, (139)
"This is our second stay and will gladly come back. It is easy to maneuver around Madison and the house is a spectacular vintage 80’s home. "
ONE OF A KIND vacation rental with a view
Charming 2-bedroom cottage on Lake Koshkonong in Fort Atkinson, Wi.
Enjoy meals in this dining area with a large table and six chairs, offering a view of the outdoors.

Charming 2-bedroom cottage on Lake Koshkonong in Fort Atkinson, Wi.

10.0 out of 10, Exceptional, (3)
"The cottage was great. We enjoyed sitting the deck looking out on the water watching the boats. Very peaceful "
Charming 2-bedroom cottage on Lake Koshkonong in Fort Atkinson, Wi.
Waterfront - Hot Tub - Sauna - Game Room - Pets
Relax on the deck overlooking the calm water, where you can soak in the hot tub or enjoy a drink at the bar.

Waterfront - Hot Tub - Sauna - Game Room - Pets

9.0 out of 10, Wonderful, (2)
"This rental made for the perfect group weekend getaway. From the great shuffleboard table to the vintage arcade games like NBA Jam, this place was on fire! The beautiful view of the wide river from the hot tub was so tranquil a member of our group asked what lake we were on. It’s the perfect distance from Madison and Chicago that you feel like you’ve truly gotten away, but close enough that lots of activities feel easily accessible. The house was clean and well stocked with everything needed to...
The price is ￥72,588
￥161,932 total
includes taxes & fees
Aug 11 - Aug 12
Waterfront - Hot Tub - Sauna - Game Room - Pets
Cozy cottage retreat that’s perfect for recharging.
Relax on the deck surrounded by lush greenery and trees, with a bench and outdoor lighting.

Cozy cottage retreat that’s perfect for recharging.

10.0 out of 10, Exceptional, (70)
"Clean, comfortable and well appointed for a multi day stay."
Cozy cottage retreat that’s perfect for recharging.
Studio queen with views of Lake Monona in the heart of downtown Madison
Stunning urban landmark with a prominent central dome.

Studio queen with views of Lake Monona in the heart of downtown Madison

9.4 out of 10, Exceptional, (9)
"The property location is great, walking distance to great restaurants, the Farmers market, and close to walking/running trails. "
The price is ￥30,710
￥40,562 total
includes taxes & fees
Sep 1 - Sep 2
Studio queen with views of Lake Monona in the heart of downtown Madison
Capital PrimeTime - 6 Miles from Madison w/ fireplace
Stunning two-story home with a central chimney, covered porch, and beautifully manicured lawns.

Capital PrimeTime - 6 Miles from Madison w/ fireplace

10.0 out of 10, Exceptional, (25)
"Would recommend - very good location, nice space, and great host!"
The price is ￥55,103
￥92,244 total
includes taxes & fees
Aug 10 - Aug 11
Capital PrimeTime - 6 Miles from Madison w/ fireplace
Kosh Cottage - Beach Vibes & Kayak Rides!
Relax in a serene bedroom with a large bed, bedside tables, and soft lighting.

Kosh Cottage - Beach Vibes & Kayak Rides!

2.0 star property
9.0 out of 10, Wonderful, (2)
"Adorable home perfect for our weekend away"
Kosh Cottage - Beach Vibes & Kayak Rides!
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 Deerfield Hotel Reviews

DoubleTree by Hilton Madison Downtown

DoubleTree by Hilton Madison Downtown

10/10 Excellent
"It was clean and nice "
Teddy 2-night trip
Posted 12 hours ago
DoubleTree by Hilton Madison Downtown

Frequently asked questions

Can I find a vacation rental in Deerfield?

Yes, we have vacation rentals close to popular local attractions in Deerfield, or you can choose a more secluded option if you want a relaxing place to stay.

What's the top vacation rental in Deerfield?

Relax in this clean cozy 3 bedroom, 2 bath home in the heart of Madison. Perfect: This vacation home rental outside of Deerfield is equipped with a barbecue grill, air-conditioning, and laundry facilities to help you feel comfortable during your stay. Kitchen amenities include a dishwasher, a stovetop, and a microwave.

How many vacation rentals will I find in Deerfield?

With 3 Expedia vacation rentals, you're sure to find just the right place for your Deerfield stay.

What can I see and do in Deerfield?

Explore the area and family-friendly sights such as Henry Vilas Zoo, or get out into nature at a spot like Olbrich Botanical Gardens. In the larger area, you’ll find Ho-Chunk Gaming Madison and Stoughton Opera House.

What are vacation rentals like in Deerfield?

Vacation rentals are private accommodations you can stay in for several days or longer in Deerfield. Vacation rentals offer amenities like laundry facilities and kitchens so you'll have all the comforts of home. If you're concerned about a clean environment, vacation rentals can provide a sense of seclusion away from public hotel elevators and busy reception areas while still allowing you a great travel experience. You'll also have more space in a vacation rental than in a traditional hotel, which is another reason why a vacation rental is a popular choice for family trips or small group gatherings.