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Madison Holiday Rentals

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Holiday Rentals in Madison

LAKEFRONT LOFT-PERFECT COUPLES GETAWAY--rent 3 get 4th free 10/1-12/20-just ask!

10.0 out of 10, Exceptional, (346)
"Clean, nice updated shower and quiet but quick trip to many bars and restaurants."
The price is NZ$269
includes taxes & fees
11 Sept - 12 Sept
LAKEFRONT LOFT-PERFECT COUPLES GETAWAY--rent 3 get 4th free 10/1-12/20-just ask!

Charming 1-bedroom cabin in Geneva

10.0 out of 10, Exceptional, (4)
"Was amazing! We will definitely be back!"
The price is NZ$237
includes taxes & fees
19 Aug - 20 Aug
Charming 1-bedroom cabin in Geneva

Great Strip Location |WalktoLake|Wine Country|Brewing Company|A/C|Grill&Firepit

9.2 out of 10, Wonderful, (72)
"The place was very clean and well stocked. Communication was excellent check in was very easy with a code lock. Would definitely rent from him again. "
Great Strip Location |WalktoLake|Wine Country|Brewing Company|A/C|Grill&Firepit

Great Strip Location | Walk to Lake | Wine Country | A/C | Grill & Firepit

8.6 out of 10, Excellent, (63)
"It was a perfect little house for me an my 9 year old to stay in for the weekend of her dance competition!"
The price is NZ$196
includes taxes & fees
24 Aug - 25 Aug
Great Strip Location | Walk to Lake | Wine Country | A/C | Grill & Firepit

Linny's GOTL Cottages "Lazy Days" Charming 2-bedroom bungalow with AC, GOTL.

10.0 out of 10, Exceptional, (13)
"It was very clean and cozy. Linney was great to deal with."
Linny's GOTL Cottages "Lazy Days" Charming 2-bedroom bungalow with AC, GOTL.

Great Strip Location|Walk to Lake|Wine Country|A/C| Grill & Firepit|Family.

9.2 out of 10, Wonderful, (77)
"Nice location and close to town. The cottage was very clean. Really enjoyed the porch swing. The kitchen had everything we needed. We would stay again."
Great Strip Location|Walk to Lake|Wine Country|A/C| Grill & Firepit|Family.

Lakefront Home|Water Access| Pet Friendly| Steps from Winery|Wi-Fi & Cable|A/C

9.4 out of 10, Exceptional, (314)
"enjoyed our stay"
The price is NZ$913
includes taxes & fees
14 Sept - 15 Sept
Lakefront Home|Water Access| Pet Friendly| Steps from Winery|Wi-Fi & Cable|A/C

Shore Cliff Cottages Unit 5

9.8 out of 10, Exceptional, (57)
"Very accurate to pictures, location pretty easy to find and nice location."
The price is NZ$356
includes taxes & fees
19 Aug - 20 Aug
Shore Cliff Cottages Unit 5

Pet Friendly | A/C | Wi-Fi & Cable | Grill |Walk to Lake| Firepit | Wine Country

9.6 out of 10, Exceptional, (195)
"It was a convenient location to the strip and the parks. "
The price is NZ$566
includes taxes & fees
29 Aug - 30 Aug
Pet Friendly | A/C | Wi-Fi & Cable | Grill |Walk to Lake| Firepit | Wine Country

Shore Cliff Cottage

10.0 out of 10, Exceptional, (93)
"Very nice place to stay I would love to come back "
The price is NZ$566
includes taxes & fees
9 Sept - 10 Sept
Shore Cliff Cottage

3-bedroom cabin in country setting with AC, WiFi, 15-20 min. to local wineries.

10.0 out of 10, Exceptional, (12)
"Wonderful cabin and owners. Easily a 5/5 with lots of things to do near by"
The price is NZ$382
includes taxes & fees
25 Aug - 26 Aug
3-bedroom cabin in country setting with AC, WiFi, 15-20 min. to local wineries.

Private Lake Access | Pet Friendly | Wi-Fi & Cable | A/C | Fire Pit | Wineries

9.4 out of 10, Exceptional, (250)
"This place was perfect! 16 ladies who needed to 'bug out of Dodge'; the location, space, fire pit, and bands hit thd spot! Will be back next year! And kudos to Matt the host, very accomodating."
Private Lake Access | Pet Friendly | Wi-Fi & Cable | A/C | Fire Pit | Wineries

Eagle River Retreat~hot tub~riverfront!

10.0 out of 10, Exceptional, (19)
"The place was amazing. Kids loved the river and the owners dogs"
Eagle River Retreat~hot tub~riverfront!

Clean & Cozy Cottage - Lake Views + Private Hot Tub

9.8 out of 10, Exceptional, (19)
"Nice and helpful owners"
Clean & Cozy Cottage - Lake Views + Private Hot Tub

Beautiful newly remodeled cottage - Walk to strip, close to spire

10.0 out of 10, Exceptional, (95)
"Linny was very accommodating and personable. The house was very clean and inviting. We enjoyed our weekend stay."
The price is NZ$460
includes taxes & fees
14 Sept - 15 Sept
Beautiful newly remodeled cottage - Walk to strip, close to spire

Main Strip Location | Pet Friendly | Wi-Fi & Cable | A/C | Steps from Winery

9.6 out of 10, Exceptional, (246)
"Owners were great to communicate and very accommodating!"
Main Strip Location | Pet Friendly | Wi-Fi & Cable | A/C | Steps from Winery

Great Strip Location | Walk to Lake| Wine Country | A/C | Grill & Firepit

9.0 out of 10, Wonderful, (95)
"Cute little cottage, very comfortable. Owner is very accommodating and returns text messages promptly. The BBQ grill and porch swing made us feel at home. Would definitely stay again. "
Great Strip Location | Walk to Lake| Wine Country | A/C | Grill & Firepit

Cabin 1 The Sunrise Patio

10.0 out of 10, Exceptional, (2)
"Atmosphere cabin property and hosts where exceptional!Recommend contacting host before booking they are off grid (no electric, running water or sewer) "
The price is NZ$260
includes taxes & fees
19 Aug - 20 Aug
Cabin 1 The Sunrise Patio

LAKE ERIE-SISTIBLE CONDO DIRECT WALK OUT to BEAUTIFUL LAKE ERIE

10.0 out of 10, Exceptional, (196)
"We had a wonderful stay on Lake Erie in this comfy and clean home. "
LAKE ERIE-SISTIBLE CONDO DIRECT WALK OUT to BEAUTIFUL LAKE ERIE

Center Strip Location|Pet Friendly|Wi-Fi|A/C|Steps from Winery & Golf Course

9.4 out of 10, Exceptional, (212)
"It was located in a nice area! Firepit was an added bonus! Will stay again if ever in the area!"
The price is NZ$267
includes taxes & fees
21 Aug - 22 Aug
Center Strip Location|Pet Friendly|Wi-Fi|A/C|Steps from Winery & Golf Course
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 Madison Hotel Reviews

Frequently asked questions

Can I find a holiday rental in Madison?

Yes, there are holiday rentals close to the most popular sights in Madison, or you can select a more secluded option if you're looking for a relaxing stay. Madison is known for its wineries and theatres. Make sure you have time to check out the restaurants while you're in the area.

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

Linny's GOTL Cottages "Lazy Days" Charming 2-bedroom bungalow with AC, GOTL.: This holiday home rental outside of Madison is located on a lake, and offers a BBQ, air conditioning and WiFi to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a fridge, a stovetop and a microwave.

How many holiday rentals will I find in Madison?

With 27 Expedia holiday rentals, you're guaranteed to find just the right place for your Madison stay.

What can I see and do in Madison?

Lake Erie and Hogback Ridge are a couple of scenic spots to enjoy the outdoors, whereas Rabbit Run Community Arts Association is one of the cultural attractions. While here, Laurentia Vineyard & Winery and Chalet Debonne Vineyards are other places worth a visit.

What are holiday rentals like in Madison?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Madison. Holiday rentals feature amenities such as hot tubs, fire pits and patios so you'll feel just like you're staying in your own home. If you're concerned about a clean environment, holiday rentals can provide a sense of security away from shared hotel lifts and busy front desks while still allowing you a great travel experience. You'll also have more space in a holiday rental than in a traditional hotel, which makes a holiday rental a popular choice for family trips.