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Deerfield Vacation Rentals

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Check prices for these dates

In two weeks
Sep 11 - Sep 13
In two months
Oct 23 - Oct 25
In three months
Nov 20 - Nov 22
In four months
Dec 18 - Dec 20

Our top choices for Deerfield vacation rentals

Interior

1. 2 Bed, 2 Bath Apartment at Cannery Square

2 Bed, 2 Bath Apartment at Cannery Square
Sun Prairie
9.8 out of 10, Exceptional, (53 reviews)
"Clean and comfortable, good location, attentive host. If you are staying longer than one night, bring extra toilet paper, bring paper towels and trash bags, and sheets for the pull-out sofa if you plan to use it."
United States
Angela C.
$320 nightly
The price is $360
Aug 27 - Aug 28
Total with taxes and fees
2 Bed, 2 Bath Apartment at Cannery Square
Private kitchen

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

Bright, Private 3BR Duplex Unit with Parking in Cottage Grove
Village of Cottage Grove
10.0 out of 10, Exceptional, (15 reviews)
"Very comfortable, clean and quiet. Host very accommodating. "
United States
Marisa P.
$424 nightly
The price is $481
Sep 2 - Sep 3
Total with taxes and fees
Bright, Private 3BR Duplex Unit with Parking in Cottage Grove
Property grounds

3. Log Cabin at Lake Koshkonong - “The Overlook”

Log Cabin at Lake Koshkonong - “The Overlook”
Edgerton
9.2 out of 10, Wonderful, (51 reviews)
"Thank you for a peaceful stay, we came from Arizona to host my mothers memorial and the comfort and relaxation was well needed, plus it was big enough to have my kids spend time with us as well. Thank you for everything!"
United States
Kelly T.
$189 nightly
The price is $199
Sep 1 - Sep 2
Total with taxes and fees
Log Cabin at Lake Koshkonong - “The Overlook”
Living area

4. Studio Apartment at Cannery Square

Studio Apartment at Cannery Square
Sun Prairie
$368 nightly
The price is $391
Aug 27 - Aug 28
Total with taxes and fees
Studio Apartment at Cannery Square
Interior

5. 2 Bed, 2 Bath Apartment at Cannery Square

2 Bed, 2 Bath Apartment at Cannery Square
Sun Prairie
9.4 out of 10, Exceptional, (28 reviews)
"Cute little spot, easy to walk to surrounding business "
United States
Lisa V.
$317 nightly
The price is $357
Aug 31 - Sep 1
Total with taxes and fees
2 Bed, 2 Bath Apartment at Cannery Square
Fitness facility

6. Studio Apartment at Cannery Square

Studio Apartment at Cannery Square
Sun Prairie
8.4 out of 10, Very Good, (15 reviews)
"Great little town to stay the night. Woke early 5:30 am to tow truck towing cars in front lot. We luckily parked in back lot as instructed. Other than the noise of this unfortunate event, we enjoyed our stay. Loved the town and many places to walk to. Pizza place was amazing!"
United States
Cheryl B.
$247 nightly
The price is $278
Sep 6 - Sep 7
Total with taxes and fees
Studio Apartment at Cannery Square
Private kitchen

7. 2 Bedroom Apartment Downtown Sun Prairie!

2 Bedroom Apartment Downtown Sun Prairie!
Sun Prairie
9.6 out of 10, Exceptional, (40 reviews)
"This is the third time we have rented this property. Love the full kitchen and laundry! Comfy bed. Experience was great. Especially like the pizza shop on main level and coffe shop across the street!"
United States
Robert M.
$363 nightly
The price is $408
Aug 31 - Sep 1
Total with taxes and fees
2 Bedroom Apartment Downtown Sun Prairie!
Interior

8. Spacious Condo: Historic Boutique Rental in Downtown Edgerton

Spacious Condo: Historic Boutique Rental in Downtown Edgerton
Edgerton
10.0 out of 10, Exceptional, (9 reviews)
"Beautiful.. just beautiful and right at the hert if town"
United States
Georgia S.
$257 nightly
The price is $266
Sep 1 - Sep 2
Total with taxes and fees
Spacious Condo: Historic Boutique Rental in Downtown Edgerton
Reception

9. The Dylin

The Dylin
4.0 star property
Downtown Madison
9.4 out of 10, Exceptional, (177 reviews)
"nice location"
United States
Mary
$134 nightly
The price is $155
Sep 7 - Sep 8
Total with taxes and fees
The Dylin
Dining

10. 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.
$213 nightly
The price is $246
Sep 6 - Sep 7
Total with taxes and fees
Accessible 1BR Suite w/ Tub | Hot Breakfast + Pool
Living area

11. Hot Tub - Game Room - 20 min to Capitol - Pets

Hot Tub - Game Room - 20 min to Capitol - Pets
Sun Prairie
10.0 out of 10, Exceptional, (11 reviews)
"We had a lovely stay! Thank you!!"
United States
Goodie A.
$642 nightly
The price is $683
Sep 8 - Sep 9
Total with taxes and fees
Hot Tub - Game Room - 20 min to Capitol - Pets
Living area

12. Blue Lakeview Home

Blue Lakeview Home
Edgerton
$282 nightly
The price is $298
Sep 22 - Sep 23
Total with taxes and fees
Blue Lakeview Home
Exterior

13. Spacious 3-bedroom apartment in Downtown Stoughton

Spacious 3-bedroom apartment in Downtown Stoughton
Stoughton
$319 nightly
The price is $362
Sep 8 - Sep 9
Total with taxes and fees
Spacious 3-bedroom apartment in Downtown Stoughton
Sauna

14. Cozy 1 Bedroom Apartment with King Bed & Patio Near Madison

Cozy 1 Bedroom Apartment with King Bed & Patio Near Madison
Sun Prairie
8.0 out of 10, Very Good, (2 reviews)
"Great for what our trip was for. Quiet. Pet friendly. Good location"
United States
Robert M.
$303 nightly
The price is $341
Sep 2 - Sep 3
Total with taxes and fees
Cozy 1 Bedroom Apartment with King Bed & Patio Near Madison
Interior

15. FirePit/Grill/Arcade Your Fall Escape Starts Here

FirePit/Grill/Arcade Your Fall Escape Starts Here
Milton
10.0 out of 10, Exceptional, (23 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.
$616 nightly
The price is $680
Sep 1 - Sep 2
Total with taxes and fees
FirePit/Grill/Arcade Your Fall Escape Starts Here
Private kitchen

16. 3BR Home Near Hahns Lake – Newly Updated Kitchen

3BR Home Near Hahns Lake – Newly Updated Kitchen
Johnson Creek
$278 nightly
The price is $293
Sep 21 - Sep 22
Total with taxes and fees
3BR Home Near Hahns Lake – Newly Updated Kitchen
Outdoor dining

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

Vast Lake Koshkonong Views from Pier, Deck, & Home
Edgerton
$342 nightly
The price is $361
Sep 9 - Sep 10
Total with taxes and fees
Vast Lake Koshkonong Views from Pier, Deck, & Home
Pool

18. Private Pool - Hot Tub - Game Room - 20 min DT

Private Pool - Hot Tub - Game Room - 20 min DT
Sun Prairie
10.0 out of 10, Exceptional, (11 reviews)
"We had a great family weekend in a great home that had plenty of space for all 12 of us. It was clean and the host was very accommodating and responsive. We will definitely look to stay there again on our next ski adventure. "
United States
Kylie V.
$865 nightly
The price is $920
Aug 27 - Aug 28
Total with taxes and fees
Private Pool - Hot Tub - Game Room - 20 min DT
Exterior

19. Madison Lakefront Oasis in the Heart of Madison - Central, Minutes to Downtown!

Madison Lakefront Oasis in the Heart of Madison - Central, Minutes to Downtown!
Monona
9.8 out of 10, Exceptional, (56 reviews)
"Great little lake house, close to downtown Madison. "
United States
LiHsin C.
$465 nightly
The price is $528
Sep 7 - Sep 8
Total with taxes and fees
Madison Lakefront Oasis in the Heart of Madison - Central, Minutes to Downtown!
Terrace/patio

20. Edgewater Escape

Edgewater Escape
Milton
10.0 out of 10, Exceptional, (1 review)
"Peaceful & well-appointed. This quiet cabin on the lake served as ‘home base’ for a three day tour of southern Wisconsin. A perfect couples get-away for the two of us, it would have been just as well suited had we brought our two adult kids with separate rooms for each. Though among the smallest of the surrounding cabins, the floor plan was well-considered and spacious with a deck equally as spacious and while the dock was small, it still would have accommodated four of us in chairs or parking...
United States
Zane T.
$294 nightly
The price is $310
Sep 22 - Sep 23
Total with taxes and fees
Edgewater Escape
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

The Madison Concourse Hotel and Governor's Club

The Madison Concourse Hotel and Governor's Club

10/10 Excellent
"The Madison Concourse is a nice hotel one block off the square. It is clean and nice, but nothing fancy either..."
Greg 1-night trip
Posted 3 hours ago
The Madison Concourse Hotel and Governor's Club

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 $155 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?

Lake Home - 3,500 sq ft - 20 min from Madison!: This vacation home rental outside of Deerfield is located on the beach and has a patio, a pool table, and a barbecue grill to put you at ease in your new surroundings. It has 4 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family.

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 Lake Waubesa. 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.