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Deerfield Vacation Rentals

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Check prices for these dates

In two weeks
Oct 23 - Oct 25
In two months
Dec 4 - Dec 6
In three months
Jan 1 - Jan 3
In four months
Jan 29 - Jan 31

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.
$396 nightly
The price is $449
Nov 1 - Nov 2
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)
$251 nightly
The price is $267
Oct 13 - Oct 14
Total with taxes and fees
Studio Apartment at Cannery Square
A lobby with a wall displaying vintage advertisements, a sofa, a potted plant, and a window with blinds.

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)
"This was our third or fourth year staying there while visiting family for the holidays. Comfy beds, great location!"
United States
Sara M.
$315 nightly
The price is $354
Oct 19 - Oct 20
Total with taxes and fees
2 Bed, 2 Bath Apartment at Cannery Square
A small cabin with a wooden deck and a glass door.

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

Log Cabin at Lake Koshkonong - “The Overlook”
Edgerton
9.2 out of 10, Wonderful, (53 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.
$220 nightly
The price is $232
Oct 13 - Oct 14
Total with taxes and fees
Log Cabin at Lake Koshkonong - “The Overlook”
A gym with treadmills, elliptical machines, and free weights.

5. Studio Apartment at Cannery Square

Studio Apartment at Cannery Square
Sun Prairie
8.4 out of 10, Very good, (16 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.
$244 nightly
The price is $275
Oct 28 - Oct 29
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.
$316 nightly
The price is $356
Oct 12 - Oct 13
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, (41 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.
$363 nightly
The price is $408
Oct 12 - Oct 13
Total with taxes and fees
2 Bedroom Apartment Downtown Sun Prairie!
A modern interior with a brown sofa, a round marble coffee table, and a decorative vase with flowers.

8. The Dylin

The Dylin
4.0 star property
Downtown Madison
9.4 out of 10, Exceptional, (193 reviews)
"Good location"
United States
ANCA
$111 nightly
The price is $128
Nov 10 - Nov 11
Total with taxes and fees
The Dylin
An outdoor seating area with wicker furniture and a central fire feature.

9. 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.
$236 nightly
The price is $272
Nov 1 - Nov 2
Total with taxes and fees
Accessible 1BR Suite w/ Tub | Hot Breakfast + Pool
A two-story building with a brown roof, a wooden front door, and a window with the number 318.

10. Spacious 3-bedroom apartment in Downtown Stoughton

Spacious 3-bedroom apartment in Downtown Stoughton
Stoughton
$350 nightly
The price is $397
Oct 13 - Oct 14
Total with taxes and fees
Spacious 3-bedroom apartment in Downtown Stoughton
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
$271 nightly
The price is $286
Nov 10 - Nov 11
Total with taxes and fees
Blue Lakeview Home
A library with wooden bookshelves, a staircase, and a chandelier.

12. 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.
$270 nightly
The price is $280
Nov 8 - Nov 9
Total with taxes and fees
Spacious Condo: Historic Boutique Rental in Downtown Edgerton
A bedroom with a dark grey wall, a bed with a striped bedspread, multiple pillows, a small side table with a vase and a lamp, and two framed botanical prints on the wall.

13. Capital City- 6 Miles from Madison with fireplace

Capital City- 6 Miles from Madison with fireplace
Sun Prairie
10.0 out of 10, Exceptional, (57 reviews)
"Great, comfortable stay. And close to shopping, which is just what I like to do! "
United States
Joyana A.
$547 nightly
The price is $615
Oct 11 - Oct 12
Total with taxes and fees
Capital City- 6 Miles from Madison with fireplace
A chalkboard sign with a welcome message and room instructions.

14. 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, (24 reviews)
"It was a beautiful place and we love to be back!!!"
United States
Terri N.
$518 nightly
The price is $583
Oct 12 - Oct 13
Total with taxes and fees
Citys EDGE of Madison- SLEEPS 10 & ONLY 6 Miles to downtown
Master Bedroom /King bed

15. Entire 3 Bedroom with Fireplace - sleeps 12

Entire 3 Bedroom with Fireplace - sleeps 12
Sun Prairie
10.0 out of 10, Exceptional, (24 reviews)
"This was the perfect size home for a holiday family get together. Nice common spaces with enough areas to go when a little alone time was needed "
United States
Steve S.
$562 nightly
The price is $632
Oct 11 - Oct 12
Total with taxes and fees
Entire 3 Bedroom with Fireplace - sleeps 12
A living room with a sofa, a television on a stand, a ceiling fan, and a window with curtains.

16. 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.
$309 nightly
The price is $326
Oct 19 - Oct 20
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
10.0 out of 10, Exceptional, (2 reviews)
$314 nightly
The price is $331
Oct 26 - Oct 27
Total with taxes and fees
Vast Lake Koshkonong Views from Pier, Deck, & Home
A hotel room with a bed, a desk, a lamp, a framed picture, a kitchen area with cabinets and a microwave, and a carpeted floor.

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

Free Breakfast. Pool & Hot Tub. Near East Towne Mall!
Madison
$397 nightly
The price is $461
Nov 1 - Nov 2
Total with taxes and fees
Free Breakfast. Pool & Hot Tub. Near East Towne Mall!
A dining area with a table set for four, a sofa, and a television mounted on the wall.

19. FirePit/Grill/PacMan Your Fall Escape Starts Here

FirePit/Grill/PacMan Your Fall Escape Starts 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.
$618 nightly
The price is $683
Oct 12 - Oct 13
Total with taxes and fees
FirePit/Grill/PacMan Your Fall Escape Starts Here
A house with a steep gable roof, a front deck with a wooden staircase, and a sliding glass door leading to an interior space.

20. Edgewater Escape

Edgewater Escape
Milton
10.0 out of 10, Exceptional, (2 reviews)
"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.
$300 nightly
The price is $316
Nov 4 - Nov 5
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

Valued Stay Madison

Valued Stay Madison

10/10 Excellent
"muy limpio y a buen precio"
Rudy 1-night trip
Posted less than an hour ago
Valued Stay Madison

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 $128 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.