Holiday Homes in Middleton

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Check prices for these dates

Next weekend
29 Aug - 31 Aug
In two weeks
5 Sept - 7 Sept
In one month
19 Sept - 21 Sept
In two months
17 Oct - 19 Oct

Featured Holiday Homes in Middleton

The EarthHouse ~ Wall-to-wall unique style, Luxury Linens and Amazing Comfort
Exterior

The EarthHouse ~ Wall-to-wall unique style, Luxury Linens and Amazing Comfort

10.0 out of 10, Exceptional, (14)
"I had the pleasure of spending a short weekend at The Earthhouse BnB in Mt. Horeb, and it was absolutely wonderful! The property is tucked away in a serene, peaceful location that provided the perfect escape from the hustle and bustle of everyday life. The BnB itself is charming and cozy, with unique touches that made it feel like a true home away from home."
The price is AU$292
includes taxes & fees
26 Aug - 27 Aug
The EarthHouse ~ Wall-to-wall unique style, Luxury Linens and Amazing Comfort
Single Full Room at The Little Village in Mount Horeb
Exterior detail

Single Full Room at The Little Village in Mount Horeb

8.6 out of 10, Excellent, (7)
"Quaint and affordable."
The price is AU$207
includes taxes & fees
24 Aug - 25 Aug
Single Full Room at The Little Village in Mount Horeb
Double Full Room at The Little Village
1 bedroom, iron/ironing board, WiFi, bed sheets

Double Full Room at The Little Village

9.4 out of 10, Exceptional, (16)
"Quiet and clean place to stay!"
The price is AU$225
includes taxes & fees
24 Aug - 25 Aug
Double Full Room at The Little Village
Single Queen Room at the Little Village
1 bedroom, iron/ironing board, WiFi, bed sheets

Single Queen Room at the Little Village

9.0 out of 10, Wonderful, (4)
"The room was very clean with very nice towels and bed linens. Nice quiet location. "
The price is AU$242
includes taxes & fees
24 Aug - 25 Aug
Single Queen Room at the Little Village
King Suite - Game Room - Large Groups - Yard
Fridge, microwave, oven, stovetop

King Suite - Game Room - Large Groups - Yard

10.0 out of 10, Exceptional, (9)
"Our family enjoyed our stay in Madison. The house was great and our host was very responsive. I would highly recommend this duplex for your trip. "
The price is AU$1,167
includes taxes & fees
24 Aug - 25 Aug
King Suite - Game Room - Large Groups - Yard
Charming 3-bedroom Duplex unit with WiFi in Cottage Grove
Fridge, microwave, oven, stovetop

Charming 3-bedroom Duplex unit with WiFi in Cottage Grove

10.0 out of 10, Exceptional, (4)
"Very nice duplex with everything you could need. Super quiet neighborhood. Would stay here again if in the area."
The price is AU$781
includes taxes & fees
16 Sept - 17 Sept
Charming 3-bedroom Duplex unit with WiFi in Cottage Grove
King Bedroom Suite at The Little Village
Exterior detail

King Bedroom Suite at The Little Village

8.8 out of 10, Excellent, (5)
"Very quaint, private, quiet"
The price is AU$288
includes taxes & fees
24 Aug - 25 Aug
King Bedroom Suite at The Little Village
Updated home w/ lake views across from Lake WI!
Fridge, microwave, oven, stovetop

Updated home w/ lake views across from Lake WI!

10.0 out of 10, Exceptional, (29)
"Very clean great place. Beautiful location"
The price is AU$553
includes taxes & fees
27 Aug - 28 Aug
Updated home w/ lake views across from Lake WI!
Citys EDGE of Madison- SLEEPS 10 & ONLY 6 Miles to downtown
Interior

Citys EDGE of Madison- SLEEPS 10 & ONLY 6 Miles to downtown

10.0 out of 10, Exceptional, (5)
Citys EDGE of Madison- SLEEPS 10 & ONLY 6 Miles to downtown
Two Bedroom with views of Lake Monona in the heart of downtown Madison
Interior

Two Bedroom with views of Lake Monona in the heart of downtown Madison

10.0 out of 10, Exceptional, (8)
"We loved everything about this property. Would definitely stay there again."
The price is AU$724
includes taxes & fees
1 Sept - 2 Sept
Two Bedroom with views of Lake Monona in the heart of downtown Madison
Spacious 3BR | 2 Living Rooms | UW Area
Fridge, microwave, oven, stovetop

Spacious 3BR | 2 Living Rooms | UW Area

10.0 out of 10, Exceptional, (10)
"Beautiful furnishings, very clean, Well stocked. Would definitely stay there again. The host was very responsive."
The price is AU$1,305
includes taxes & fees
24 Aug - 25 Aug
Spacious 3BR | 2 Living Rooms | UW Area
99.00 Fall Special in beautiful New Glarus
Fridge, microwave, oven, stovetop

99.00 Fall Special in beautiful New Glarus

10.0 out of 10, Exceptional, (3)
"LOVELY PLACE! 3 comfy beds, nice bathrooms, living toom & large dining table easily accommodated our group. The kitchen was well stocked for us to prepare our meals. Great location, easy walking around the fun town!!"
The price is AU$927
includes taxes & fees
25 Aug - 26 Aug
99.00 Fall Special in beautiful New Glarus
Madison Lakefront Oasis in the Heart of Madison - Central, Minutes to Downtown!
Exterior

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

9.8 out of 10, Exceptional, (42)
"We enjoyed our stay!"
The price is AU$808
includes taxes & fees
27 Aug - 28 Aug
Madison Lakefront Oasis in the Heart of Madison - Central, Minutes to Downtown!
One Bedroom Queen in the heart of downtown.
Private kitchen

One Bedroom Queen in the heart of downtown.

2.0 star property
10.0 out of 10, Exceptional, (2)
"We really enjoyed our stay and the close location to the capital. Great modern style and very functional "
The price is AU$456
includes taxes & fees
1 Sept - 2 Sept
One Bedroom Queen in the heart of downtown.
Lodge w/ Indoor Pool along Devil's Lake Park!
Fridge, microwave, oven, stovetop

Lodge w/ Indoor Pool along Devil's Lake Park!

10.0 out of 10, Exceptional, (4)
"This was a beautiful property, serene environment and made a wonderful getaway for my husbands 50th birthday. The property owners went above nad beyond and even let us check in early ♥ Thank you!"
The price is AU$3,015
includes taxes & fees
4 Sept - 5 Sept
Lodge w/ Indoor Pool along Devil's Lake Park!
Entire 3 Bedroom with Fireplace - sleeps 12
Terrace/patio

Entire 3 Bedroom with Fireplace - sleeps 12

9.8 out of 10, Exceptional, (14)
"Plenty of blankets pillows bed were great"
Entire 3 Bedroom with Fireplace - sleeps 12
One Bedroom King with Den with views of the heart of downtown.
Exterior

One Bedroom King with Den with views of the heart of downtown.

2.0 star property
10.0 out of 10, Exceptional, (23)
"Super clean, well lit, and beautiful view! Would definitely stay again."
The price is AU$559
includes taxes & fees
1 Sept - 2 Sept
One Bedroom King with Den with views of the heart of downtown.
Studio queen with views of Lake Monona in the heart of downtown Madison
Exterior

Studio queen with views of Lake Monona in the heart of downtown Madison

9.4 out of 10, Exceptional, (9)
"The property location is great, walking distance to great restaurants, the Farmers market, and close to walking/running trails. "
The price is AU$434
includes taxes & fees
1 Sept - 2 Sept
Studio queen with views of Lake Monona in the heart of downtown Madison
One Bedroom King/accessible with views of Lake Monona in the heart of downtown.
Exterior

One Bedroom King/accessible with views of Lake Monona in the heart of downtown.

10.0 out of 10, Exceptional, (3)
"Great place to land for a weekend in Madison."
The price is AU$537
includes taxes & fees
24 Aug - 25 Aug
One Bedroom King/accessible with views of Lake Monona in the heart of downtown.
Lakefront A-Frame, Stunning Views, Private Dock
Outdoor dining

Lakefront A-Frame, Stunning Views, Private Dock

Lakefront A-Frame, Stunning Views, Private Dock
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 Middleton Hotel Reviews

The Madison Concourse Hotel and Governor's Club

The Madison Concourse Hotel and Governor's Club

10/10 Excellent
"The only complaint was the long wait for the elevators! "
Jamie 1-night trip
Posted 13 hours ago
The Madison Concourse Hotel and Governor's Club