Photo by Eric & Kristy's Adventures

Holiday Rentals in Deerfield

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Holiday Rentals in Deerfield

A Pleasant Retreat- No Cleaning Fee & New Discounts

10.0 out of 10, Exceptional, (220)
"We stayed two nights on a weekend to celebrate with family and our college graduate. We had 7 stay comfortably using the sunroom bed. The house was amazing and had everything we needed throughout the weekend. The backyard is very nice. We really loved everything about the house. The hosts were excellent, very helpful and extremely easy to communicate with. The neighborhood is very quiet and the location gives easy access to Madison. An amazing weekend! We would highly recommend!"
The price is €283
includes taxes & fees
3 Jan - 4 Jan 2025
A Pleasant Retreat- No Cleaning Fee & New Discounts

Hot Tub with a View, Private Modern Garden Level Apartment, Conservancy Access

10.0 out of 10, Exceptional, (100)
"Exquisitely laid out and decorated to blend perfectly with nature’s beauty. Attention to detail and wonderful amenities. You will not be disappointed with this cozy private retreat!"
Hot Tub with a View, Private Modern Garden Level Apartment, Conservancy Access

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

9.8 out of 10, Exceptional, (31)
"Jake’s place was perfect for our stay, as it was a relaxing, clean and a nice home. The two floor layout worked especially well for our infant daughter so she had a quiet place to sleep, while we could cook and hang out in the living room. The only suggestion to the host is to install curtains along the picturesque sliding doors for a bit of extra privacy at nighttime."
The price is €509
includes taxes & fees
1 Jan - 2 Jan 2025
Madison Lakefront Oasis in the Heart of Madison - Central, Minutes to Downtown!

Amazing townhouse, amazing attractions, amazing city!

10.0 out of 10, Exceptional, (159)
"Relaxing four getaway night stay with a dear friend. Location is perfect and close to top notch restaurants, grocery stores, and downtown Madison. Quiet neighborhood. Timely, friendly communication with owners. Comfortable beds. The unit is clean, stylish, comfortable and we loved our stay! "
Amazing townhouse, amazing attractions, amazing city!

Near DT Madison - Half Block from Lake Monona & 1 Block from Lake Loop Bike Path

10.0 out of 10, Exceptional, (26)
"We were celebrating our son's graduation. This was a perfect spot and couldn't be happier with our selection. We will definitely stay here again if the need arises. "
Near DT Madison - Half Block from Lake Monona & 1 Block from Lake Loop Bike Path

Eagle's Landing on the Rock River, Pontoon available for additional fee

10.0 out of 10, Exceptional, (10)
"Great property! Want to return next summer for a family vacation."
Eagle's Landing on the Rock River, Pontoon available for additional fee

Lakefront Home w/ Gorgeous Sunsets, Kayaks, & Pier

10.0 out of 10, Exceptional, (16)
"The house was exactly as listed. We all loved it. Had a fabulous time kayaking. Absolutely stunning. Beds comfortable. Very well stocked. Best stocked kitchen of any rental I’ve gone to. Warning, many stairs to get to the lake, but we didn’t have any problems with that. Was even a deck with sitting area at the lake. Excellent "
Lakefront Home w/ Gorgeous Sunsets, Kayaks, & Pier

Spacious country retreat w/pool 10 minutes to downtown Madison! Pet friendly!

8.0 out of 10, Very good, (7)
"Lovely property and spacious home with lots of good hangout areas. Fully stocked with anything u could need and nice decorations throughout"
Spacious country retreat w/pool 10 minutes to downtown Madison! Pet friendly!

Doty ★ Walk to Everything -Hotel Quality- Downtown

9.8 out of 10, Exceptional, (30)
"Had a wonderful first trip to Madison for the entire week of Thanksgiving. The house was absolutely perfect. Clean, cute, warm, perfect location to everything downtown. Also had better quality amenities than a lot of rentals; nice towels, comfortable beds and bedding and great furniture, fully stocked kitchen utensils and things. Felt perfectly at home. "
Doty ★ Walk to Everything -Hotel Quality- Downtown

Sweet beach front on Lake Koshkonong w/lots of room & a Paddleboat

9.4 out of 10, Exceptional, (41)
"Communication with Tammy was great from before we booked the lake house until we checked out - very timely, friendly and professional. The house was clean, plenty of room, included everything we needed and had beautiful view. Best of all, we were able to bring our pets! We would love to come back in the summer and take advantage of warmer weather and all the goodies she has for the lake. Thanks for helping us find a great place to stay!"
Sweet beach front on Lake Koshkonong w/lots of room & a Paddleboat

Waterfront Lake Koshkonong Home w/ Pier & Fire Pit

9.6 out of 10, Exceptional, (75)
"The check in and check out process was very easy! Lots of room for our trip with extended family. We loved the location and the open space with the swings right across the road was perfect for little children."
Waterfront Lake Koshkonong Home w/ Pier & Fire Pit

Wisconsin Dream! Lakeside Cottage - Sunset Views over Rock Lake

9.8 out of 10, Exceptional, (18)
"Great place had a wedding in area and had time to golf just near by"
Wisconsin Dream! Lakeside Cottage - Sunset Views over Rock Lake

Log home Lake Koshkonong and Rock River !

10.0 out of 10, Exceptional, (25)
"Very relaxing and peaceful!! Home was very spacious!!"
Log home Lake Koshkonong and Rock River !

Home away from home!!!

8.6 out of 10, Excellent, (11)
"This is a basement apartment in a gorgeous neighborhood. Took us about 25 minutes to get into the campus area, which we came to see. Great WiFi, we worked during tne day, house was quiet. Comfortable bed, sofa couch, and large bathroom. It was cool but there are portable heaters that were perfect. Close to a grocery store. Also, Gus’s Diner was minutes away and had very nice food. Great pizza close by too. House is next to an open space, saw cranes and goldfinches. Great place to stay. Hosts...
Home away from home!!!

Madison & ~UW~-Madison Area Lakefront Home

10.0 out of 10, Exceptional, (183)
"The lake cottage was absolutely beautiful!! The home was very clean and organized and not to mention the amazing views!! The host was great at responding to any questions we had too. We will definitely be back! "
Madison & ~UW~-Madison Area Lakefront Home

Adorable home w lake front- Paddle boats & kayaks ava, and 2 bathrooms!

9.8 out of 10, Exceptional, (147)
"We have been coming here for several years and love it. Super quiet neighborhood, home is clean and well maintained, Tammy is a great host and quick to answer messages. We will be back again next year!"
Adorable home w lake front- Paddle boats & kayaks ava, and 2 bathrooms!

10min to Capitol + Prime Location + Pets Welcome

9.8 out of 10, Exceptional, (18)
"Cute house was nice and clean."
10min to Capitol + Prime Location + Pets Welcome

Lake Monona Waterfront + HOT TUB + Game Room

9.6 out of 10, Exceptional, (27)
"Excellent location with beautiful view of the canal. Kids enjoyed watching the ducks and squirrels. Had everything we needed to enjoy our family quality time"
Lake Monona Waterfront + HOT TUB + Game Room

HOT TUB - 20 min to Capitol - KING Bed - Fireplace

9.8 out of 10, Exceptional, (6)
"My adult children (including SIL) and my partner and I wanted to visit Madison for the first time. While the house is a little further from downtown (20 mins.) than we might have liked, it was worth it for the size, comfort and cleanliness of the house. We had plenty of room and all of the necessities. We pretty much just slept and had breakfast at the house, but it would've been great if we'd needed to spend more time there. (I was looking forward to using the hot tub and Pacman machine,...
HOT TUB - 20 min to Capitol - KING Bed - Fireplace

Remodeled 3 bedroom home in Monona. Close to Downtown!

10.0 out of 10, Exceptional, (25)
"This is a really nice, very clean and comfortable home, in a quiet neighborhood that felt completely safe. Luke (homeowner) was quick to respond to all of my questions before and during, and even responded with a phone call when I had a question that required a quick answer. Plenty of comfy spaces both inside and out and a big enough home layout to allow some to go to bed while others stayed up to talk or watch the big-screen television. Just one bathroom, but plenty of hot water (even with 4...
Remodeled 3 bedroom home in Monona. Close to Downtown!
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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Other types of properties in Deerfield you may be interested in

The Madison Concourse Hotel and Governor's Club

3.5 star property
9.4 out of 10, Exceptional, (2209)
"Always an amazing stay! We stay on the Club level to enjoy the Governors Club. It never disappoints with the atmosphere in the lounge! I will say that the rooms could use some updating to match the vibe given off by the rest of the hotel. Freshen the decor up a bit."
The price is €165
includes taxes & fees
30 Dec - 31 Dec
The Madison Concourse Hotel and Governor's Club

DoubleTree by Hilton Madison East

4.0 star property
9.4 out of 10, Exceptional, (824)
"On the road way, yet still quiet quiet and close to interstate "
The price is €121
includes taxes & fees
1 Jan - 2 Jan 2025
DoubleTree by Hilton Madison East

La Quinta Inn & Suites by Wyndham Madison American Center

3.0 star property
8.0 out of 10, Very good, (1089)
"Our Madison home away from home. Friendly, dog friendly, generous breakfast. "
The price is €79
includes taxes & fees
1 Jan - 2 Jan 2025
La Quinta Inn & Suites by Wyndham Madison American Center
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.

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?

A Pleasant Retreat- No Cleaning Fee & New Discounts: This holiday home rental outside of Deerfield offers a patio, a garden and a BBQ to help you feel perfectly comfortable in your new surroundings. It has 3 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. You and your friends and family can relax into your holiday with amenities such as a selection of games.

What can I see and do in Deerfield?

Explore the area and family-friendly sights such as Henry Vilas Zoo, or get out into nature at a spot like Olbrich Botanical Gardens. In the wider area, you’ll find Ho-Chunk Gaming Madison and East Towne Mall.

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.