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Deerfield Vacation Rentals

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In two weeks
Dec 12 - Dec 14
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Jan 23 - Jan 25
In three months
Feb 20 - Feb 22
In four months
Mar 20 - Mar 22

Vacation Rentals in Deerfield

Terrace/patio
Exceptional 4 Bed 3 Bath Hot tub next to woods -Comfortable! - 21 min to Madison

Condo in Deerfield

10.0 out of 10, Exceptional, (133)
"Clean, quiet neighborhood, and plenty of space for our whole crew during Ironman weekend. Would recommend for anyone visiting the Madison area. "
United States
Alex T.
Exceptional 4 Bed 3 Bath Hot tub next to woods -Comfortable! - 21 min to Madison
Exterior
Cozy 4+ Bed 3 Bath Screened in Porch, Fire Pit, yard games - 19 min to Madison

Condo in Deerfield

10.0 out of 10, Exceptional, (37)
"This property worked great for everyone. The layout with multiple bedrooms was ideal and gave each their own space. Would use this property again if in the area."
United States
Steve S.
Cozy 4+ Bed 3 Bath Screened in Porch, Fire Pit, yard games - 19 min to Madison
Interior entrance
The Dylin by Mint House

Aparthotel in Tenney-Lapham

4.0 star property
9.4 out of 10, Exceptional, (117)
"Great location and very comfortable stay. Love the extra space to hang out."
United States
Brian
$111 nightly
The price is $129
Dec 29 - Dec 30
Total with taxes and fees
The Dylin by Mint House
Property grounds
A Pleasant Retreat- No Cleaning Fee & New Discounts

Vacation Home in Sun Prairie

10.0 out of 10, Exceptional, (259)
"A great stay! A wonderful location and excellent property, along with kind and warm hosts. Thank you. "
United States
Rachel Z.
$313 nightly
The price is $352
Jan 1 - Jan 2, 2026
Total with taxes and fees
A Pleasant Retreat- No Cleaning Fee & New Discounts
Interior
Capital PrimeTime - 6 Miles from Madison w/ fireplace

Condo in Sun Prairie

9.8 out of 10, Exceptional, (31)
"Everything about our experience staying here was excellent! Communication, very clean, nicely decorated, and in a great neighborhood with amenities close by."
United States
Nancy R.
$562 nightly
The price is $632
Dec 2 - Dec 3
Total with taxes and fees
Capital PrimeTime - 6 Miles from Madison w/ fireplace
Property grounds
220’ WATERFRONT BEACH ROCK RIVER WI PETS PIER POOL FP KYAKS FISHNG BOAT INCLUDED

Vacation Home in Edgerton

9.8 out of 10, Exceptional, (168)
"The owners were great and super responsive. Wonderful property and location. "
United States
Michael R.
220’ WATERFRONT BEACH ROCK RIVER WI PETS PIER POOL FP KYAKS FISHNG BOAT INCLUDED
Terrace/patio
Private Pool - HOT TUB - Sauna - Game Room - Pets

Vacation Home in Sun Prairie

10.0 out of 10, Exceptional, (6)
"The house is great and the facilities in the house were well-functioning, and the dish washer saved us much time. The neighborhood is quiet and great views. We enjoyed our stay."
United States
Patti M.
$719 nightly
The price is $761
Dec 2 - Dec 3
Total with taxes and fees
Private Pool - HOT TUB - Sauna - Game Room - Pets
Smart TV, fireplace, DVD player, books
Conveniently Located just off University Avenue on Madison's West Side

Vacation Home in Spring Harbor

10.0 out of 10, Exceptional, (131)
"It was great!"
United States
Guitar string S.
Conveniently Located just off University Avenue on Madison's West Side
Fridge, microwave, oven, stovetop
Doty ★ Walk to Everything -Hotel Quality- Downtown

Vacation Home in Downtown Madison

9.8 out of 10, Exceptional, (36)
"Beautiful apartment with all we needed for a comfortable family July 4th weekend away!! "
United States
Mindi Z.
$251 nightly
The price is $290
Dec 2 - Dec 3
Total with taxes and fees
Doty ★ Walk to Everything -Hotel Quality- Downtown
Outdoor dining
Waterfront w/ Private Pier! Excellent Fishing Year Round! Sunsets & Swimming

Vacation Home in Cambridge

9.4 out of 10, Exceptional, (111)
"Perfect lake house, for our family with 3 teens. House was great and lots of communication from owner via email and binder. We did all the lake stuff.. paddleboard, kayak, swim, fish and it was perfect. My favorite was floating in the water and reading on the dock. According to the notes and reviews, upstairs loft and small bedroom were quite warm but it was also August and very hot outside. Otherwise a comfortable retreat. We only drove through town but it looked very quaint and inviting, I'd...
United States
Julie T.
Waterfront w/ Private Pier! Excellent Fishing Year Round! Sunsets & Swimming
Exterior
ONE OF A KIND vacation rental with a view

Vacation Home in Madison

10.0 out of 10, Exceptional, (146)
"Came to Madison for a family wedding. Had a great time staying in the house, really enjoying the screened porch, everything was perfect for our needs."
United States
Lesley A D.
ONE OF A KIND vacation rental with a view
Terrace/patio
Adorable home w lake front- Paddle boats & kayaks ava, and 2 bathrooms!

Vacation Home in Fort Atkinson

9.8 out of 10, Exceptional, (169)
"Great place!!"
United States
Tamara M.
Adorable home w lake front- Paddle boats & kayaks ava, and 2 bathrooms!
Terrace/patio
Hot Tub with a View, Private Modern Garden Level Apartment, Conservancy Access

Vacation Home in Faircrest

10.0 out of 10, Exceptional, (119)
"Scenic property, super zen, lovely hosts!"
United States
Christina C.
Hot Tub with a View, Private Modern Garden Level Apartment, Conservancy Access
Lobby
Pool with Slide. Great for Business Travelers!

Apartment in Fitchburg

$118 nightly
The price is $133
Dec 3 - Dec 4
Total with taxes and fees
Pool with Slide. Great for Business Travelers!
Property grounds
Log Cabin at Lake Koshkonong - “The Overlook”

Cabin in Edgerton

9.2 out of 10, Wonderful, (47)
"Checkin was super easy, great amenities, and cozy cabin atmosphere."
United States
Nicholas R.
$165 nightly
The price is $174
Dec 4 - Dec 5
Total with taxes and fees
Log Cabin at Lake Koshkonong - “The Overlook”
Terrace/patio
Free Breakfast Pool & Hot Tub. Near UW-Madison

Condo in Madison

10.0 out of 10, Exceptional, (1)
"It was comfortable and clean and the staff was so nice. It was well located and the pool and hot tub were lovely as well."
United States
Joy E.
Free Breakfast Pool & Hot Tub. Near UW-Madison
Fridge, microwave, oven, stovetop
Madison & ~UW~-Madison Area Lakefront Home

Cottage in McFarland

10.0 out of 10, Exceptional, (202)
"What a lovely place to spend a few days with family! There was so much to do within a short distance but we loved being able to just chill on the water. We had a wonderful stay and can’t wait to visit again. Would highly recommend! "
United States
Jody G.
Madison & ~UW~-Madison Area Lakefront Home
Property grounds
Lakefront Access Cottage on Lake Koshkonong

Cottage in Fort Atkinson

10.0 out of 10, Exceptional, (14)
"Perfect respite from days on the road! Spent two quiet days here enjoying the lake and nearby Madison. Kitchen is fully loaded. House was clean and cute as a bug! We will be back!"
United States
Noah M.
Lakefront Access Cottage on Lake Koshkonong
Exterior
On the Yahara River, access to Madison Lakes

Vacation Home in Monona

10.0 out of 10, Exceptional, (51)
"Great stay - very relaxing!"
United States
Karen S.
On the Yahara River, access to Madison Lakes
Exterior
Madison Lakefront Oasis in the Heart of Madison - Central, Minutes to Downtown!

Vacation Home in Monona

9.8 out of 10, Exceptional, (47)
"Such a nice house! Great location and excellent amenities!"
United States
Carson M.
$442 nightly
The price is $501
Dec 2 - Dec 3
Total with taxes and fees
Madison Lakefront Oasis in the Heart of Madison - Central, Minutes to Downtown!
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

Hampton Inn & Suites Madison / Downtown

Hampton Inn & Suites Madison / Downtown

10/10 Excellent
"Yes"
Earl 1-night trip
Posted 6 hours ago
Hampton Inn & Suites Madison / Downtown

Find out more about Deerfield

Everything you need to know about Deerfield vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Deerfield vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. 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 Deerfield vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Deerfield vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Deerfield. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Deerfield in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $129 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Deerfield rentals

At Expedia, we put the best Deerfield vacation 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 Deerfield 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 Deerfield vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Deerfield. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Explore a world of travel with Expedia

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?

A Pleasant Retreat- No Cleaning Fee & New Discounts: This vacation home rental outside of Deerfield offers a patio, a garden, and a barbecue grill to help you feel perfectly comfortable in your new surroundings. It has 3 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. You and your friends and family can relax into your vacation with amenities like a selection of games.

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 Madison Children's Museum, 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.