Holiday rentals in Middleton

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Top-rated holiday rentals in Middleton

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Guest favourite

Guest house in Mount Horeb

4.97 out of 5 average rating, 543 reviews

Cool, Scenic Country Art Studio

Creative souls love my marvelous studio retreat, a delightful space that features tall ceilings and an open design--giving it a loft feel with an expansive view of a picturesque barn, pasture, and wooded hills. This amazing, heated, spacious country getaway has no plumbing— it's just a few steps across the yard to the main house guest bathroom. Come create, relax, and renew here! Well-behaved dogs included in your online reservation, must be leashed when outside, and kenneled in your absence.

30 May – 6 Jun

₹9,309 per night

Guest favourite

Home in Madison

4.95 out of 5 average rating, 300 reviews

Cottage Suite + Whirlpool Tub.

Welcome! This Suite is perfect for traveling professionals looking for long term accommodations. *Freshly remodeled guest dedicated- full 1st floor private suite. You will enjoy a bright- enclosed front porch & a welcoming rear pergola + table & chairs -Awesome WIFI -2 Smart TV 's -Full Kitchen -Washer & Dryer -Dishwasher -Off-Street parking -Quiet neighborhood -Reverse osmosis -Smart lock's -Whirlpool tub/shower + soaps *Convenient location to most everything Madison.

11–18 Mar

₹13,602 per night

Guest favourite

Home in Madison

4.95 out of 5 average rating, 152 reviews

Grooviest | Quiet | Close | NEW Upscale | Records!

• ALL NEW RENOVATION, BRAND NEW LINENS, TOWELS, ETC • Two floor private home • Private backyard with patio & fire pits • Two TVs, one in living room, one in dining room • Luxury Mid Century Modern Stereo Console with records, bluetooth • Over 70 classic albums to listen to (jazz, rock, classical, eclectic) • Access to over 1000 classic albums at our downtown Music Studio • Electric fireplace with multi heat settings • Full Size Kitchen, Full Size Appliances, Fully stocked • Vintage Bar Cart ;)

11–18 Dec

₹11,655 per night

Guest favourite

Guest suite in Madison

4.97 out of 5 average rating, 295 reviews

Private & Clean Apartment Near Downtown & Airport

Private, sunny basement unit with separate entry accessible by keycode. 1 bedroom (queen), full bath, sitting area (2 twins/king bed), desk, WI-FI, TV, mini fridge, microwave, & coffee/tea. On street parking. Kid friendly! Note: We live with kids above the apartment - you will hear us walking around & some water pipes. 2-4 mi from Airport, Capitol, & UW Campus. Walk to brunch, pub, jazz lounge, bubble tea, grocery store, park, & bike path. Licensed by City & State. Paying all taxes & fees.

14–21 Aug

₹6,858 per night

Guest favourite

Guest suite in Madison

4.99 out of 5 average rating, 149 reviews

Peaceful 2 BR/1 BA w/ patio, firepit & pool table

• 1400 sq.ft. lower level suite • Private backyard with patio & gas fire pit • Two TVs • Electric fireplace • Pool and Air hockey table • Stocked kitchenette w/ bar seating area • Workspace • Blackout shades and curtains • Onsite parking in driveway for one vehicle • Ample street parking • 16-min drive to UW campus and downtown • 9-min drive to the airport • 6-min drive to shopping and restaurants • Extremely safe neighborhood • License No. LICHMD-2022-00079 • Zone Permit ZTRHP1-2022-00005

6–13 Mar

₹11,149 per night

Guest favourite

Guest suite in Middleton

5.0 out of 5 average rating, 113 reviews

Quiet sunlit studio near vibrant downtown

This architect-designed studio is bathed in natural light, with two skylights and a breakfast nook with a wrap-around window. Featuring an upscale bathroom with walk-in shower, this comfortable space has all the amenities perfect for a quick weekend getaway or a week-long business trip. The studio adjoins a house but has its own outdoor entrance and is soundproofed for privacy. Located just up the hill—a 5-minute walk—to Downtown Middleton and a 15-minute drive to UW and Downtown Madison.

23–30 Jul

₹10,604 per night

Guest favourite

Home in Madison

4.88 out of 5 average rating, 209 reviews

Private apartment -2 Beds, Kitchen Office, Sunroom

COVID CLEANED Private Garden Apartment. Feel at home in your private lower level living space. Our home is surrounded by beautiful landscaped gardens and patios. We are located near the lake, on the lake bike loop, in the heart of Madison. Relax outside, enjoy dinner on the patio or have a bonfire. Venture out on a bike ride to the farmer's market on the Capital Square, or visit Monona Terrace, State Street, Olbrich Gardens or the Alliant Energy Center; just a short distance away.

20–27 Aug

₹11,945 per night

Guest favourite

Home in Madison

4.99 out of 5 average rating, 299 reviews

Beautiful 3 Bedroom Apartment, Kitchen, Fireplace

Private lower level 1600sq ft apartment. Steps away from TPC Wisconsin! Follow the path to the back of the main house, here you'll find a beautiful space with large windows and plenty of natural light. Enjoy the warm gas fireplace, large flat screen TV. Make meals in the generous farmhouse kitchen. Sorry no full-size oven. Relax on the paved patio overlooking the wetlands and listen to many birds. Just a 5 min drive to the airport and close to downtown. TPC WISCONSIN OPENING 8/2023

19–26 Sep

₹15,114 per night

Guest favourite

Guest suite in Sun Prairie

4.89 out of 5 average rating, 245 reviews

Entire Countryside Garden Suite, Peaceful Retreat

Welcome to our home! We have upgraded our Garden Level to host travelers much like ourselves and long-term guests. The view of our backyard is incredible! You will find yourself lost in the country, yet less than ten minutes from all the excitement that Madison has to offer. Along with a private drive and entrance, you will have 1,000 square feet of comfort all to yourselves. This property is perfect for a quiet getaway we all need from time to time. All designed with you in mind.

24–31 Aug

₹9,408 per night

Guest favourite

Guest house in Madison

4.92 out of 5 average rating, 244 reviews

Historic guesthouse near downtown, hospital and UW

Featured on the National Register of Historic Places, this unique 1916 “granny cottage" stands behind our home in the gorgeous Village of Shorewood Hills. Centrally located, we are just a few walkable blocks from UW Hospital and Picnic Point, and walking/biking distance from UW, the Capitol, Hilldale Shopping Mall, Whole Foods and plenty of restaurants. Because we are in a quiet neighborhood, we have a 3 guest maximum. This is a place to retreat and relax and enjoy the best of Madison.

17–24 Sep

₹13,768 per night

Guest favourite

Flat in Verona

4.97 out of 5 average rating, 215 reviews

Spacious Basement Apartment near Epic and Madison

We first used AirBnB when we traveled to Paris and Barcelona in 2015. We were happy with our stay but thought there was room for improvements. When we purchased our home in Verona we saw the potential for using part of it for AirBnB. From our experiences, we designed and decorated our space with a simple focus – what would we want in a nightly rental. The result was a spacious, clutter-free, and cheerful place where guests could feel comfortable while away from their own homes.

30 Sep – 7 Oct

₹13,079 per night

Superhost

Home in Madison

4.9 out of 5 average rating, 153 reviews

Richard's House

Permit Number ZTRHP1-2020-00480 Sunny five-six bedroom house plus sleeping porch, large living, dining, family rooms, and dinette. Large deck, patio, and outdoor sitting area. Conveniently located on Madison's west side(just off University Ave.) on very large wooded lot. The house is 10.9 miles from EPIC, a straight shot to DOWNTOWN Madison via University Avenue and an easy drive from the AIRPORT going around the north side of Lake Mendota. Parties and events are not allowed.

17–24 Apr

₹39,749 per night

Holiday rentals for every style

Get the amount of space that is right for you

Popular amenities for Middleton holiday rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Stay near Middleton's top sights

Greenway Station3 locals recommend

Hubbard Avenue Diner14 locals recommend

National Mustard Museum12 locals recommend

Original Pancake House12 locals recommend

Willy Street Co-op—West25 locals recommend

Craftsman Table & Tap7 locals recommend

Other great holiday rentals in Middleton

Guest favourite

Guest suite in Mount Horeb

4.89 out of 5 average rating, 141 reviews

Nestled Valley

2–9 Oct

₹8,997 per night

Guest favourite

Cottage in Arena

4.91 out of 5 average rating, 263 reviews

Sugarland Cottage

16–23 Mar

₹11,517 per night

Guest favourite

Home in Madison

4.94 out of 5 average rating, 278 reviews

Gorgeous Eastside Home+Yard+Bikes+5 Star Hosts

19–26 May

₹14,727 per night

Guest favourite

Guest house in Sun Prairie

4.98 out of 5 average rating, 305 reviews

Charming Milkhouse Cottage, minutes from Madison!

10–17 Oct

₹12,802 per night

Guest favourite

Townhouse in Madison

4.93 out of 5 average rating, 255 reviews

Quiet Eastside Madison Home

14–21 Dec

₹10,720 per night

Guest favourite

Guest suite in Madison

4.95 out of 5 average rating, 207 reviews

Downtown Condo, 5 blocks from Capital, Btn 2 Lakes

21–28 Sep

₹11,342 per night

Guest favourite

Guest suite in Madison

5.0 out of 5 average rating, 15 reviews

Woodland Studio

9–16 Aug

₹8,577 per night

Guest favourite

Apartment in Mount Horeb

4.91 out of 5 average rating, 55 reviews

Klevenville Getaway -Cozy apartment near amenities

18–25 Sep

₹10,368 per night

Show all

Quick stats about holiday rentals in Middleton

Total rentals	20 properties
Wifi availability	20 properties include access to wifi
Rentals with dedicated workspaces	10 properties have a dedicated workspace
Family-friendly rentals	10 properties are a good fit for families
Total number of reviews	880 reviews
Nightly prices starting at	₹2,505 before taxes and fees

Holiday rentals in Middleton

Top-rated holiday rentals in Middleton

Guest house in Mount Horeb

Home in Madison

Home in Madison

Guest suite in Madison

Guest suite in Madison

Guest suite in Middleton

Home in Madison

Home in Madison

Guest suite in Sun Prairie

Guest house in Madison

Flat in Verona

Home in Madison

Holiday rentals for every style

Hotels

Unique stays

Homes

Popular amenities for Middleton holiday rentals

Stay near Middleton's top sights

Other great holiday rentals in Middleton

Guest suite in Mount Horeb

Cottage in Arena

Home in Madison

Guest house in Sun Prairie

Townhouse in Madison

Guest suite in Madison

Guest suite in Madison

Apartment in Mount Horeb

Quick stats about holiday rentals in Middleton

Total rentals

Wifi availability

Rentals with dedicated workspaces

Family-friendly rentals

Total number of reviews

Nightly prices starting at

Destinations to explore