
Vacation rentals in Middleton
Find and book unique accommodations on Airbnb
Quick stats about vacation rentals in Middleton

Total vacation rentals
Explore 20 vacation rentals in Middleton

Nightly prices starting at
Middleton vacation rentals start at $83 CAD per night before taxes and fees

Verified guest reviews
Over 1,090 verified reviews to help you choose

Family-friendly vacation rentals
10 properties offer extra space and kid-friendly amenities

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wifi availability
20 of Middleton vacation rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Middleton rentals

4.9 Average rating
Middleton stays are highly rated by guests—averaging 4.9 out of 5!
Top-rated vacation rentals in Middleton
Guests agree: these stays are highly rated for location, cleanliness, and more.

Charming Campus Area Home • Entire Home Near UW
Steps to Camp Randall & an easy walk to UW–Madison! Spacious home for up to 10 guests with a comfortable layout, multiple bedrooms, full kitchen, and inviting gathering spaces. Enjoy the back patio—perfect for unwinding after a day on campus or exploring the city. Ideal for Badgers game weekends, family visits, and group stays. Please note: during football weekends, the host may use the garage and part of the driveway for tailgating; parking may be shared. Cleaning fee $150. No pets or smoking.

Hospitality+Kitchen+Laundry+Gardens
Tastefully updated private suite on lower level of ranch. - KING bed plus twin bed, large bathroom, full kitchen, laundry W/D, work desk, dining table w/stools, comfortable furniture. Pristine clean. Close to grocery, many restaurants, parks, UW... Great for business needs (week and month long discounts!), moving to Madison, athletic events, visiting family... Tree lined street. Free parking. Owner lives on the property, but suite is private and not shared, as per Permit #ZTRHP1-2020-00004.

Private guest suite on beautiful Lake Mendota
Cozy guest suite/basement apartment with separate entrance for nature lovers. Lake and capitol views from breakfast nook with microwave and mini fridge and coffeemaker. Full kitchen coming fall 2025. Quiet, woodsy, neighborhood adjacent to Governor Nelson State Park. Completely painted and updated 7/25/24. Tiki level, pier, and kayaks for guest use. People love the views, the hot tub and woods. It is a 1929 cabin so many stairs, some indoor insects and limited space. Well behaved pets welcome!

Cottage gem: Spotless, secluded & bring the dog!
Bring the whole family - furry friends, too! - to relax beneath towering trees in our quiet cottage on Madison's west side. Cooks love the refreshed kitchen with all the tools! Enjoy a remodeled bathroom, Mid Mod furnishings & comfy beds. Grill & dine on a spacious deck and enjoy the wooded (unfenced) yard. Dog owners: Up to 2 well-behaved pooches are welcome with $125 pet fee at booking; please observe rules so we can keep hosting 4-legged friends and maintain a pristine home for all guests.

Quiet sunlit studio near vibrant downtown
This architect-designed studio is bathed in natural light, with skylights and a breakfast nook with a wrap-around window. Featuring an upscale bathroom with a 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 and is up a flight of stairs through a separate outdoor entrance. Located just up the hill—a 5-minute walk—to Downtown Middleton and a 15-minute drive to UW and Downtown Madison.

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.

Comfortable Madison Area Retreat In The Trees
Tri-level duplex centrally located in Fitchburg. Nestled in a quiet residential neighborhood backing up to a small patch of woods for privacy. Feel away from it all with the sights and sounds of nature yet close to all the modern conveniences. Enjoy separated living spaces, a fully equipped kitchen (per WI health code, edible cooking supplies are not allowed–we do provide untamperable salt and pepper), 3 bedrooms, 2 full bathrooms, fully stocked laundry room and attached garage!

Madison's First EcoLodge
Welcome to Premier Ecolodge on Monroe Street! Award winning 3800 sq. ft. home, with 3 guest rooms with queen beds and whirlpool baths, and 2 large bedrooms with for 4 beds, for a total of 12 guests. Relax in the sauna and enjoy a full kitchen to share your favorite meals. The house is near great restaurants, biking, running trails, and the Arboretum. Lake Wingra trail is across the street. UW and State Street are a mile away. Previous superhosts under new management.

Nothing Else Like It!
There is absolutely nothing else like it available, and you’ll agree as soon as you step foot inside! This beautifully designed home makes your stay comfortable with it's high end furnishings, bedding, towels, mattresses and dishes. Kick back and relax in this calm, stylish space. Fully fenced backyard great for dogs, entertaining and room for kids to play. Private work space available too! All bedrooms have room darkening shades!

Far Westside Home Away From Home
Your own 820 square foot space with full bathroom. Located 6.2 miles from the UW Madison. Inside, you will find a bedroom with a queen bed, living room w/a comfortable queen size sofa bed, a 54”HDTV, a kitchenette (not a full kitchen) w/a dining room table, a mini-fridge, and a library. To see a video of the space go to YouTube and search on “v=hDgEasBTxoA” (cut and paste recommended). ZTRHP1-2020-00044

3BR,1.5Ba half-duplex w/driveway near golf course
Relax with the whole family at this peaceful place to stay. Close to trails, 15-20 mins from Madison Airport. All bedding and towels are washed in all free-n-clear or equivalent between each stay. house is 2 levels about 11 steps up to bedrooms...basement available with a dart board but I don't advertise as usable space. laundry available in basement but I do not provide laundry detergent

Downtown Verona Hideaway
PRIVATE HIDEAWAY CLOSE TO VERONA'S DOWNTOWN , SPACIOUS LIVING, WASHER/ DRYER & NOON CHECKOUT. Walking distance to restaurants, bars, shopping, library, Farmer Market etc. on quiet street in bustling downtown Verona. Inviting and comfortable space for you to enjoy and relax during your vacation. This is fun duplex near a playground and walking/biking/ running trails.
Popular amenities for Middleton vacation rentals
Other great vacation rentals in Middleton

The Wright Balance

Elegant Stay–Premium Kitchen–Perfect for Groups

Private yet close to everything!

Middleton springs

Historic guesthouse near UW

Sunny, spacious home, conveniently located.

Historic Luxury Apartment

Pet Friendly Fully Furnished 1 bedroom Oasis
Frequently Asked Questions
Are there family-friendly house rentals in Middleton?
Middleton has more than 10 family-friendly house rentals. Amenities on the property may include high chairs, travel cribs, or strollers.
How much does it cost to stay in house rentals in Middleton?
Experience the best of Middleton with our house rentals, starting at about $70 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
Are there house rentals with a dedicated workspace in Middleton?
Yes! Work meets play with ease at over 10 house rentals in Middleton featuring dedicated workspaces. Stay connected and productive in your home away from home.
Do house rentals in Middleton have air conditioning?
Absolutely! We offer over 10 house rentals with air conditioning in Middleton. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in Middleton have a kitchen?
Absolutely! We offer over 10 house rentals with a kitchen in Middleton. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in Middleton have wifi?
Absolutely! We offer over 10 house rentals with wifi in Middleton. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in Middleton have free parking?
Absolutely! We offer over 10 house rentals with free parking in Middleton. Enjoy a tailored experience with all the comforts you desire.
What are the most popular amenities for House Rentals in Middleton?
Enhance your stay in our House Rentals with the most popular amenities: over 10 homes with free parking, over 10 homes with air conditioning, over 10 homes with a kitchen, over 10 homes with wifi, and more. Indulge in the ultimate retreat, tailored to your preferences.
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