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Deerfield Holiday Rentals

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Check prices for these dates

In two weeks
30 Oct - 1 Nov
In two months
11 Dec - 13 Dec
In three months
8 Jan - 10 Jan
In four months
5 Feb - 7 Feb

Our top choices for Deerfield holiday 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.
The price is NZ$812
includes taxes & fees
1 Nov - 2 Nov
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)
The price is NZ$473
includes taxes & fees
13 Oct - 14 Oct
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.
The price is NZ$629
includes taxes & fees
19 Oct - 20 Oct
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.
The price is NZ$485
includes taxes & fees
14 Oct - 15 Oct
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.
The price is NZ$479
includes taxes & fees
28 Oct - 29 Oct
Studio Apartment at Cannery Square
A compact laundry room with a washer and dryer, a small storage bin, and a tiled floor.

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.
The price is NZ$625
includes taxes & fees
13 Oct - 14 Oct
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.
The price is NZ$699
includes taxes & fees
13 Oct - 14 Oct
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, (194 reviews)
"Good location"
United States
ANCA
The price is NZ$226
includes taxes & fees
10 Nov - 11 Nov
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.
The price is NZ$469
includes taxes & fees
1 Nov - 2 Nov
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
The price is NZ$687
includes taxes & fees
14 Oct - 15 Oct
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
The price is NZ$636
includes taxes & fees
13 Oct - 14 Oct
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.
The price is NZ$483
includes taxes & fees
8 Nov - 9 Nov
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.
The price is NZ$1,088
includes taxes & fees
1 Nov - 2 Nov
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.
The price is NZ$1,062
includes taxes & fees
1 Nov - 2 Nov
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.
The price is NZ$1,116
includes taxes & fees
1 Nov - 2 Nov
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.
The price is NZ$574
includes taxes & fees
19 Oct - 20 Oct
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)
The price is NZ$539
includes taxes & fees
13 Oct - 14 Oct
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
The price is NZ$819
includes taxes & fees
1 Nov - 2 Nov
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.
The price is NZ$1,220
includes taxes & fees
18 Oct - 19 Oct
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
9.4 out of 10, Exceptional, (3 reviews)
"The house had a fantastic view. The open living room gave us plenty of space for relaxing as a group. Quiet area. Since we stay in many rentals our only complaint was there were no instructions for checking out, what to do with bedding, trash etc. The host never responded to my question concerning that. Hopefully we left the house as expected."
United States
Renee S.
The price is NZ$550
includes taxes & fees
3 Nov - 4 Nov
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

Days Inn & Suites by Wyndham Madison

Days Inn & Suites by Wyndham Madison

10/10 Excellent
"Will stay there again when in Madison. Very nice a good location."
Beth 4-night trip
Posted less than an hour ago
Days Inn & Suites by Wyndham Madison

Find out more about Deerfield

Everything you need to know about Deerfield holiday rentals

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

Deerfield holiday 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 months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Deerfield holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Deerfield holiday rentals we have selected for you start as low as NZ$226 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Deerfield rentals

At Expedia, we put the best Deerfield holiday 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 holiday.

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 holiday rental in Deerfield?

Yes, there are holiday rentals close to the most popular sights in Deerfield, or you can select a more secluded option if you're looking for a relaxing stay.

What are some of the best holiday rentals that Deerfield has to offer?

Adorable home w lake front- Paddle boats & kayaks ava, and 2 bathrooms!: This holiday home rental outside of Deerfield is located on the beach, and has a fireplace, a patio and a BBQ 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 holiday rentals will I find in Deerfield?

With 3 Expedia holiday rentals, you're guaranteed 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 wider area, you’ll find Ho-Chunk Gaming Madison and Stoughton Opera House.

What are holiday rentals like in Deerfield?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Deerfield. Holiday rentals feature amenities such as kitchens and laundry facilities so you'll feel just like you're staying in your own home. If you're concerned about cleanliness, holiday rentals can offer a sense of seclusion away from public hotel lifts and busy concierge desks while still allowing you the experience of travel. You'll also have more space in a holiday rental than in a traditional hotel, which is another reason why a holiday rental is a great option for a family trip or a small group gathering.