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Deerfield Vacation Rentals

Check prices for these dates

In two weeks
Nov 6 - Nov 8
In two months
Dec 18 - Dec 20
In three months
Jan 15 - Jan 17
In four months
Feb 12 - Feb 14

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.
$399 nightly
The price is $452
Oct 25 - Oct 26
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)
$250 nightly
The price is $266
Nov 1 - Nov 2
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.
$314 nightly
The price is $353
Oct 28 - Oct 29
Total with taxes and fees
2 Bed, 2 Bath Apartment at Cannery Square
A modern apartment with a living room, kitchen, and a small dining area.

4. Studio Apartment at Cannery Square

Studio Apartment at Cannery Square
Sun Prairie
8.4 out of 10, Very good, (16 reviews)
"Was cute neighborhood and everything was very clean and close by"
United States
Bri
$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.

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, (30 reviews)
"Cute little spot, easy to walk to surrounding business "
United States
Lisa V.
$314 nightly
The price is $353
Oct 28 - Oct 29
Total with taxes and fees
2 Bed, 2 Bath Apartment at Cannery Square
A modern kitchen with a refrigerator, microwave, and bar stools.

6. 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.
$361 nightly
The price is $406
Oct 26 - Oct 27
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.

7. The Dylin

The Dylin
4.0 star property
Downtown Madison
9.4 out of 10, Exceptional, (199 reviews)
"Good location"
United States
ANCA
$107 nightly
The price is $124
Nov 23 - Nov 24
Total with taxes and fees
The Dylin
An indoor swimming pool with a wooden ceiling, clear poolside chairs, and safety signage.

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.
$223 nightly
The price is $257
Nov 1 - Nov 2
Total with taxes and fees
Accessible 1BR Suite w/ Tub | Hot Breakfast + Pool
A cozy living room with a sofa, coffee table, and large windows offering a view of trees.

9. Blue Lakeview Home

Blue Lakeview Home
Edgerton
$256 nightly
The price is $270
Oct 27 - Oct 28
Total with taxes and fees
Blue Lakeview Home
Room

10. Charming 3-bedroom house on Madison's Eastside! Close to everything!

Charming 3-bedroom house on Madison's Eastside! Close to everything!
Madison
$521 nightly
The price is $602
Oct 25 - Oct 26
Total with taxes and fees
Charming 3-bedroom house on Madison's Eastside! Close to everything!
A modern kitchen with dark cabinets, a stainless steel stove, and a microwave.

11. Spacious 3-bedroom apartment in Downtown Stoughton

Spacious 3-bedroom apartment in Downtown Stoughton
Stoughton
$315 nightly
The price is $358
Oct 25 - Oct 26
Total with taxes and fees
Spacious 3-bedroom apartment in Downtown Stoughton
A compact kitchenette with a microwave, a small countertop, and a pendant light.

12. 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
Oct 26 - Oct 27
Total with taxes and fees
3BR Home Near Hahns Lake – Newly Updated Kitchen
A chalkboard sign with a welcome message and room instructions.

13. 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, (25 reviews)
"It was a beautiful place and we love to be back!!!"
United States
Terri N.
$510 nightly
The price is $574
Nov 1 - Nov 2
Total with taxes and fees
Citys EDGE of Madison- SLEEPS 10 & ONLY 6 Miles to downtown
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.

14. 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.
$545 nightly
The price is $613
Nov 1 - Nov 2
Total with taxes and fees
Capital City- 6 Miles from Madison with fireplace
A dining area with a table set for four, a sofa, and a television mounted on the wall.

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

FirePit/Grill/Arcade 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 26 - Oct 27
Total with taxes and fees
FirePit/Grill/Arcade Your Fall Escape Starts Here
Outdoor dining

16. 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 indoor swimming pool with a wooden ceiling, clear poolside chairs, and safety signage.

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

Free Breakfast. Pool & Hot Tub. Near East Towne Mall!
Madison
$328 nightly
The price is $381
Nov 22 - Nov 23
Total with taxes and fees
Free Breakfast. Pool & Hot Tub. Near East Towne Mall!
Master Bedroom /King bed

18. Entire 3 Bedroom with Fireplace - sleeps 12

Entire 3 Bedroom with Fireplace - sleeps 12
Sun Prairie
10.0 out of 10, Exceptional, (26 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.
$561 nightly
The price is $631
Nov 1 - Nov 2
Total with taxes and fees
Entire 3 Bedroom with Fireplace - sleeps 12
An outdoor patio with a brick grill and seating area.

19. 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 hotel lobby with a fireplace, a reception desk, and shelves stocked with snacks.

20. Pool with Slide. Great for Business Travelers!

Pool with Slide. Great for Business Travelers!
Fitchburg
$189 nightly
The price is $215
Oct 31 - Nov 1
Total with taxes and fees
Pool with Slide. Great for Business Travelers!
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

AmericInn by Wyndham Madison West

AmericInn by Wyndham Madison West

10/10 Excellent
"My room was very comfortable. The blackout shade kept the room dark for a good nights sleep. The breakfast was amazing! There was so many options!"
Linda 1-night trip
Posted 6 hours ago
AmericInn by Wyndham 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 $124 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.