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Compare 105 Vacation Homes in Deerfield with updated reviews, rates, and availability.

A Pleasant Retreat- No Cleaning Fee & New Discounts
Living Room
A Pleasant Retreat- No Cleaning Fee & New Discounts
10.0 out of 10, Exceptional, (208)
"Very best Vrbo property we have ever stayed in anywhere! Checks off all the boxes as EXCELLENT."
A Pleasant Retreat- No Cleaning Fee & New Discounts
One Bedroom King with Den with views of Lake Monona in the heart of downtown.
Room
One Bedroom King with Den with views of Lake Monona in the heart of downtown.
8.0 out of 10, Very Good, (1)
"Unit was fantastic. I wish there would have been communication regarding the construction around the building. "
The price is AED 1,172
AED 1,519 total
includes taxes & fees
27 Oct - 28 Oct
One Bedroom King with Den with views of Lake Monona in the heart of downtown.
One Bedroom King with Den with views of the heart of downtown.
Private kitchen
One Bedroom King with Den with views of the heart of downtown.
2.0 star property
10.0 out of 10, Exceptional, (2)
"Great access to Madison. We came for the Ironman and were able to get around the city without a car! Perfect location and great accommodation for the event. "
The price is AED 1,135
AED 1,473 total
includes taxes & fees
27 Oct - 28 Oct
One Bedroom King with Den with views of the heart of downtown.
Hot Tub with a View, Private Modern Garden Level Apartment, Conservancy Access
View from property
Hot Tub with a View, Private Modern Garden Level Apartment, Conservancy Access
10.0 out of 10, Exceptional, (92)
"thoughtful amenities, comfortable furniture, all around pleasant."
Hot Tub with a View, Private Modern Garden Level Apartment, Conservancy Access
Madison Lakefront Oasis in the Heart of Madison - Central, Minutes to Downtown!
Outdoor dining
Madison Lakefront Oasis in the Heart of Madison - Central, Minutes to Downtown!
9.8 out of 10, Exceptional, (24)
"We had a great time utilizing the outdoor deck space at the is property! It also had a spacious kitchen and a fun game-themed living space. We were a little bummed that the river water at the dock was green, making it less enticing to use the kayaks and canoe provided but I’m not sure how the property owner could control that. Location was walking distance from some fun bars and restaurants and a short drive to Madison. Close to bike trails too!"
The price is AED 937
AED 1,930 total
includes taxes & fees
6 Oct - 7 Oct
Madison Lakefront Oasis in the Heart of Madison - Central, Minutes to Downtown!
Book Fall & Winter Now! Grill/Arcade/Ping Pong
The waterfront beckons where the Rock River emerges from 10,000+ acre, full-recreation Lake Koshkonong.
Book Fall & Winter Now! Grill/Arcade/Ping Pong
10.0 out of 10, Exceptional, (11)
"Loved the stay. Home was clean, quiet and owner was welcoming and communicative. I would highly recommend this to all wanting a nice place to stay!"
The price is AED 364
AED 1,761 total
includes taxes & fees
2 Oct - 3 Oct
Book Fall & Winter Now! Grill/Arcade/Ping Pong
Bears Den: Year-round Comfortable 4-bdrm house on Lake Ripley in Cambridge WI
Exterior view facing lake
Bears Den: Year-round Comfortable 4-bdrm house on Lake Ripley in Cambridge WI
2.0 star property
10.0 out of 10, Exceptional, (2)
"My friends are I stayed here while attending Wisconsin Sheep and Wool. We came from four states. We enjoyed how clean and comfortable the cabin was. Very quiet and peaceful. Interesting places to eat nearby too! "
Bears Den: Year-round Comfortable 4-bdrm house on Lake Ripley in Cambridge WI
Studio Queen in the heart of downtown.
Room
Studio Queen in the heart of downtown.
2.0 star property
The price is AED 915
AED 1,185 total
includes taxes & fees
27 Oct - 28 Oct
Studio Queen in the heart of downtown.
Near DT Madison - Half Block from Lake Monona & 1 Block from Lake Loop Bike Path
Living area
Near DT Madison - Half Block from Lake Monona & 1 Block from Lake Loop Bike Path
10.0 out of 10, Exceptional, (21)
"Wonderful property just far enough away from campus to be a quick Uber but also away from the craziness of gameday weekend. "
Near DT Madison - Half Block from Lake Monona & 1 Block from Lake Loop Bike Path
Right on the Water! Private Pier, Excellent Sunsets & Swimming
Property grounds
Right on the Water! Private Pier, Excellent Sunsets & Swimming
9.6 out of 10, Exceptional, (92)
"Enjoyed relaxing in screened gazebo and on deck and view of sunsets on the lake. Some probs with smoke detector and no propane for gas grill but owner responded quickly to replace tank so overall it was a great spot.for our 3 day vacation. Son in law even did some fishing and kayaked. He mentioned that ,if we came again, he would bring his boat as there is a launch at end of the road. "
Right on the Water! Private Pier, Excellent Sunsets & Swimming
Studio queen with views of Lake Monona in the heart of downtown Madison
Living area
Studio queen with views of Lake Monona in the heart of downtown Madison
The price is AED 915
AED 1,185 total
includes taxes & fees
27 Oct - 28 Oct
Studio queen with views of Lake Monona in the heart of downtown Madison
Amazing townhouse, amazing attractions, amazing city!
Space for everyone!
Amazing townhouse, amazing attractions, amazing city!
10.0 out of 10, Exceptional, (150)
"Our family really enjoyed our stay in this comfortable, cozy home. The downstairs rec room was a great space for our kids to play. The stairs are a bit steep, so we definitely had to supervise our toddler! All of the necessary amenities were provided for a comfortable stay, including towels, bath & kitchen items, etc. The dry erase board was fun for our kids to draw on. Location was very easily accessible and neighborhood felt safe. The host was very responsive. Would stay here again."
Amazing townhouse, amazing attractions, amazing city!
Welcome to the Treehouse. Our home away from home and hopefully yours too.
Interior
Welcome to the Treehouse. Our home away from home and hopefully yours too.
10.0 out of 10, Exceptional, (65)
"our family had a great week at the treehouse. We love to go to a location and visit the historic sites. We thourghly enjoyed the Lake mills band in the downtown park."
Welcome to the Treehouse. Our home away from home and hopefully yours too.
Conveniently Located just off University Avenue on Madison's West Side
Exterior
Conveniently Located just off University Avenue on Madison's West Side
10.0 out of 10, Exceptional, (115)
"This home was perfect for our group of 7 visiting for a Wisconsin football game! Plenty of room exists inside of the home allowing for a comfortable and enjoyable stay. However, the best part of the home is the ample outdoor seating area that allowed for great conversation from within our group. You will not be disappointed stay in this home!"
Conveniently Located just off University Avenue on Madison's West Side
Large Historic Farmhouse on 200 Acres w/ WiFi
Janesville Vacation Rental | 5BR | 2BA | Ramp for Step-Free Entry | 3,000 Sq Ft
Large Historic Farmhouse on 200 Acres w/ WiFi
10.0 out of 10, Exceptional, (7)
"It was the perfect plce for our family to stay for our son's wedding festivities!! Great location, easy to get to town for supplies/shopping."
Large Historic Farmhouse on 200 Acres w/ WiFi
Original cozy farmhouse homestead 2 blocks from the bike path and
Exterior
Original cozy farmhouse homestead 2 blocks from the bike path and
10.0 out of 10, Exceptional, (107)
"We enjoyed our stay, we were in town for the Ironman race. Liked having a house instead of staying at a hotel. Next to bike paths so easy to do a ride or ride into town. House was clean & it was the best stocked house we’ve stayed at on VRBO. She thought of everything you would need! "
Original cozy farmhouse homestead 2 blocks from the bike path and
Elegant Stay - Premium Kitchen - Great Place to Gather - No Hidden Fees!
Private kitchen
Elegant Stay - Premium Kitchen - Great Place to Gather - No Hidden Fees!
10.0 out of 10, Exceptional, (11)
"From the moment we arrived until the moment we left, we felt pampered due to how well the house is prepared for guests. The home has all the modern conveniences and appliances, comfortable seating in dining room, living room, and deck. We spent each evening on the deck which overlooks a well kept yard with a firepit (we did not use). The kitchen island also has seating which we used. Electric kettle for tea prep plus two coffee makers, K-cups provided with the Keurig. Comfy beds, nice...
Elegant Stay - Premium Kitchen - Great Place to Gather - No Hidden Fees!
Lakefront 4BR ‘Up North’ Outdoor Getaway - Best Sunset View on The Lake
Lakefront home on Madison Chain of Lakes!
Lakefront 4BR ‘Up North’ Outdoor Getaway - Best Sunset View on The Lake
9.6 out of 10, Exceptional, (10)
"We visited in late October, early November, so we didn't do much on the lake, but there is a cute park with a playground nearby! The house was clean and accommodating, even had a high chair for our use which was helpful with a 15 month old. We made all our meals in the house and found cooking utensils/dishes to be a little sporadic, but that was our only complaint. Stephen was a wonderful host who communicated clearly and quickly whenever we had questions! The view of the lake is gorgeous!"
Lakefront 4BR ‘Up North’ Outdoor Getaway - Best Sunset View on The Lake
Family-Friendly Lake Waubesa Home: Boat + Swim!
McFarland Vacation Rental | 3BR | 3BA | Stairs Required | 1,794 Sq Ft
Family-Friendly Lake Waubesa Home: Boat + Swim!
10.0 out of 10, Exceptional, (6)
"We enjoyed our stay, and similar to other reviews, we found the house to be very clean. We liked all the retro furnishings. And we appreciated the extent it was stocked (way above expectations). Nice neighborhood within walking distance of a restaurant and a boardwalk walking / biking trail. The only challenge was I made 2 attempts to ask a question about the property before renting, but apparently the Property Manager (Evolve) did not forward the question to the owner (as I found her very...
Family-Friendly Lake Waubesa Home: Boat + Swim!
Beach House
Terrace/patio
Beach House
10.0 out of 10, Exceptional, (23)
"We had a good time!"
Beach House
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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 property types in Deerfield

Spacious Home + Fire Pit, Waterfall, Hot Tub, Home Theater! 20 min to DT Madison
Custom fire pit for seating for 9 people
Spacious Home + Fire Pit, Waterfall, Hot Tub, Home Theater! 20 min to DT Madison
10.0 out of 10, Exceptional, (17)
"Highly recommend!"
Spacious Home + Fire Pit, Waterfall, Hot Tub, Home Theater! 20 min to DT Madison
A Pleasant Retreat- No Cleaning Fee & New Discounts
Living Room
A Pleasant Retreat- No Cleaning Fee & New Discounts
10.0 out of 10, Exceptional, (208)
"Very best Vrbo property we have ever stayed in anywhere! Checks off all the boxes as EXCELLENT."
A Pleasant Retreat- No Cleaning Fee & New Discounts
Madison Lakefront Oasis in the Heart of Madison - Central, Minutes to Downtown!
Outdoor dining
Madison Lakefront Oasis in the Heart of Madison - Central, Minutes to Downtown!
9.8 out of 10, Exceptional, (24)
"We had a great time utilizing the outdoor deck space at the is property! It also had a spacious kitchen and a fun game-themed living space. We were a little bummed that the river water at the dock was green, making it less enticing to use the kayaks and canoe provided but I’m not sure how the property owner could control that. Location was walking distance from some fun bars and restaurants and a short drive to Madison. Close to bike trails too!"
The price is AED 937
AED 1,930 total
includes taxes & fees
6 Oct - 7 Oct
Madison Lakefront Oasis in the Heart of Madison - Central, Minutes 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.