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Deerfield Vacation Rentals

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Check prices for these dates

In two weeks
Nov 13 - Nov 15
In two months
Dec 25 - Dec 27
In three months
Jan 22 - Jan 24
In four months
Feb 19 - Feb 21

Our top choices for Deerfield vacation rentals

A kitchen with white cabinets, stainless steel appliances, a granite countertop, and a window with blinds.

1. Bright, Private 3BR Duplex Unit with Parking in Cottage Grove

Bright, Private 3BR Duplex Unit with Parking in Cottage Grove
Village of Cottage Grove
9.8 out of 10, Exceptional, (19 reviews)
"Stayed with friends for the weekend and really enjoyed the home. It was comfortable and had great amenities for our group!"
United States
Anakin F.
$400 nightly
The price is $454
Nov 17 - Nov 18
Total with taxes and fees
Bright, Private 3BR Duplex Unit with Parking in Cottage Grove
A modern kitchen with a microwave, stove, and bar stools. There is a green sofa and a small table with a remote control.

2. Studio Apartment at Cannery Square

Studio Apartment at Cannery Square
Sun Prairie
8.0 out of 10, Very good, (1 review)
$252 nightly
The price is $268
Nov 3 - Nov 4
Total with taxes and fees
Studio Apartment at Cannery Square
A modern living room with a flat-screen TV, leather seating, a ceiling fan, and large windows.

3. 2 Bed, 2 Bath Apartment at Cannery Square

2 Bed, 2 Bath Apartment at Cannery Square
Sun Prairie
9.6 out of 10, Exceptional, (56 reviews)
"Great and easy stay! The place was comfortable and inviting. Would stay again!"
United States
Taylor S.
$328 nightly
The price is $369
Oct 30 - Oct 31
Total with taxes and fees
2 Bed, 2 Bath Apartment at Cannery Square
A modern interior with a brown sofa, a round marble coffee table, and a decorative vase with flowers.

4. The Dylin

The Dylin
4.0 star property
Downtown Madison
9.4 out of 10, Exceptional, (203 reviews)
"Good location"
United States
ANCA
$100 nightly
The price is $115
Nov 29 - Nov 30
Total with taxes and fees
The Dylin
A modern room with a kitchenette, a bed, a sofa, and a TV.

5. Studio Apartment at Cannery Square

Studio Apartment at Cannery Square
Sun Prairie
8.4 out of 10, Very good, (16 reviews)
"Great location - able to walk to many stores and restaurants. Spacious for a studio and very quiet."
United States
Martha T.
$244 nightly
The price is $275
Oct 30 - Oct 31
Total with taxes and fees
Studio Apartment at Cannery Square
A modern kitchen with a dishwasher, a dining area with a table and chairs, a living room with a sofa and a TV, and a ceiling fan.

6. 2 Bed, 2 Bath Apartment at Cannery Square

2 Bed, 2 Bath Apartment at Cannery Square
Sun Prairie
9.4 out of 10, Exceptional, (30 reviews)
"Cute little spot, easy to walk to surrounding business "
United States
Lisa V.
$314 nightly
The price is $353
Oct 30 - Oct 31
Total with taxes and fees
2 Bed, 2 Bath Apartment at Cannery Square
A modern kitchen with a refrigerator, microwave, and bar stools.

7. 2 Bedroom Apartment Downtown Sun Prairie!

2 Bedroom Apartment Downtown Sun Prairie!
Sun Prairie
9.6 out of 10, Exceptional, (42 reviews)
"The host was very responsive and very kind and considerate to our reason for traveling. The property was beautiful and clean inside and out, we really enjoyed our stay."
United States
Sha'Vonne G.
$360 nightly
The price is $405
Nov 1 - Nov 2
Total with taxes and fees
2 Bedroom Apartment Downtown Sun Prairie!
An outdoor seating area with wicker furniture and a central fire feature.

8. Accessible 1BR Suite w/ Tub | Hot Breakfast + Pool

Accessible 1BR Suite w/ Tub | Hot Breakfast + Pool
Madison
10.0 out of 10, Exceptional, (1 review)
"Clean, quiet, and convenient! Everything went smooth."
United States
Thomas C.
$209 nightly
The price is $241
Nov 29 - Nov 30
Total with taxes and fees
Accessible 1BR Suite w/ Tub | Hot Breakfast + Pool
A modern living room with a sofa, coffee table, and a TV on the wall.

9. Spacious 3-bedroom apartment in Downtown Stoughton

Spacious 3-bedroom apartment in Downtown Stoughton
Stoughton
$324 nightly
The price is $368
Nov 2 - Nov 3
Total with taxes and fees
Spacious 3-bedroom apartment in Downtown Stoughton
An outdoor seating area with wicker furniture and a central fire feature.

10. Accessible 1BR Suite | Free Daily Breakfast & Pool

Accessible 1BR Suite | Free Daily Breakfast & Pool
Madison
$204 nightly
The price is $236
Nov 29 - Nov 30
Total with taxes and fees
Accessible 1BR Suite | Free Daily Breakfast & Pool
A cozy living room with a sofa, coffee table, and large windows offering a view of trees.

11. Blue Lakeview Home

Blue Lakeview Home
Edgerton
$254 nightly
The price is $268
Nov 1 - Nov 2
Total with taxes and fees
Blue Lakeview Home
A dining area with a table set for four, a sofa, and a television mounted on the wall.

12. Fireplace/Coffee/Arcade Your Cozy Escape Is Here

Fireplace/Coffee/Arcade Your Cozy Escape Is Here
Milton
10.0 out of 10, Exceptional, (24 reviews)
"Clean, pet friendly and well appointed. Would be great to revisit in summer when we could enjoy all of the outdoor amenities. Highly recommend. "
United States
Vicky Z.
$633 nightly
The price is $700
Nov 3 - Nov 4
Total with taxes and fees
Fireplace/Coffee/Arcade Your Cozy Escape Is Here
A modern kitchen with a stainless steel refrigerator, a black stove, and wooden flooring.

13. 3BR Home Near Hahns Lake – Newly Updated Kitchen

3BR Home Near Hahns Lake – Newly Updated Kitchen
Johnson Creek
10.0 out of 10, Exceptional, (1 review)
"House is great. Host was excellent when responding to any questions. FYI the bedrooms and bathroom were upstairs. Enjoy our time very much."
United States
D M.
$310 nightly
The price is $327
Nov 1 - Nov 2
Total with taxes and fees
3BR Home Near Hahns Lake – Newly Updated Kitchen
An outdoor patio with a brick grill and seating area.

14. King Suite | Free Breakfast. Pool and Hot Tub

King Suite | Free Breakfast. Pool and Hot Tub
Middleton
8.0 out of 10, Very good, (6 reviews)
"Great place for a stay."
United States
Andy D.
$155 nightly
The price is $176
Nov 1 - Nov 2
Total with taxes and fees
King Suite | Free Breakfast. Pool and Hot Tub
A chalkboard sign with a welcome message and room instructions.

15. Citys EDGE of Madison- SLEEPS 10 & ONLY 6 Miles to downtown

Citys EDGE of Madison- SLEEPS 10 & ONLY 6 Miles to downtown
Sun Prairie
10.0 out of 10, Exceptional, (26 reviews)
"It was a beautiful place and we love to be back!!!"
United States
Terri N.
$531 nightly
The price is $597
Nov 1 - Nov 2
Total with taxes and fees
Citys EDGE of Madison- SLEEPS 10 & ONLY 6 Miles to downtown
A hotel lobby with a fireplace, a reception desk, and shelves stocked with snacks.

16. Pool with Slide. Great for Business Travelers!

Pool with Slide. Great for Business Travelers!
Fitchburg
$189 nightly
The price is $215
Nov 1 - Nov 2
Total with taxes and fees
Pool with Slide. Great for Business Travelers!
Outdoor dining

17. Vast Lake Koshkonong Views from Pier, Deck, & Home

Vast Lake Koshkonong Views from Pier, Deck, & Home
Edgerton
10.0 out of 10, Exceptional, (2 reviews)
$299 nightly
The price is $315
Nov 16 - Nov 17
Total with taxes and fees
Vast Lake Koshkonong Views from Pier, Deck, & Home
An outdoor seating area with wicker furniture and a central fire feature.

18. Free Breakfast. Pool & Hot Tub. Near East Towne Mall!

Free Breakfast. Pool & Hot Tub. Near East Towne Mall!
Madison
$310 nightly
The price is $360
Nov 29 - Nov 30
Total with taxes and fees
Free Breakfast. Pool & Hot Tub. Near East Towne Mall!
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

Country Inn & Suites by Radisson, Middleton - Madison West

Country Inn & Suites by Radisson, Middleton - Madison West

8/10 Good
"g"
Jessica 1-night trip
Posted less than an hour ago
Country Inn & Suites by Radisson, Middleton - Madison West

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 $115 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.

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?

Adorable home w lake front- Paddle boats & kayaks ava, and 2 bathrooms!: This vacation home rental outside of Deerfield is located on the beach and has a fireplace, a patio, and a barbecue grill to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge, and a stovetop. Kick off your shoes and enjoy yourself with a garden and 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 Glacial Drumlin State Trail West. 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.