
Vacation rentals in Middleton
Find and book unique accommodations on Airbnb
Top-rated vacation rentals in Middleton
Guests agree: these stays are highly rated for location, cleanliness, and more.

Dells Domes - Riverview Escape - Glamping Dome 4
Staying in a dome amidst nature is a unique experience. The circular structure offers an amazing view of the surroundings, with peaceful sounds of rustling leaves, chirping birds, and a flowing river below. The cozy dome has a queen size bed, night stands, a seating area, mini fridge, and a k-cup coffee maker & heater/ac. At night, the starry sky and nature's sounds lull you to sleep. Waking up, you feel refreshed, and the peaceful surroundings and breathtaking views leave a lasting impression.

4-Bedroom Lathrop Home by UW/Camp Randall -Madison
Home steps to Camp Randall & a short walk to UW Madison! $375 / night (up to 5 guests); Extra guests $75 / night after the 5th guest ($1045 Nightly Rate up to 10 people max) $495 / night during Badger game days (up to 5 guests; $65 / night / guest after the 5th guest) Our back patio is also available to guests; however, please know that we use the garage & part of the driveway for tailgating with friends & family during Badgers football games. Cleaning Fee $150. No Pets or Smoking allowed.

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!

Cool, Roomy, Scenic Country Art Studio
Creative souls love my marvelous studio retreat, a delightful one-room loft-style space featuring tall ceilings, an entire wall of sliding glass doors, kitchenette, piano, and 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 reservation, must be leashed when outside.

ONE OF A KIND vacation rental with a view
Arbor Hill House - Unique A-frame vacation rental perched atop a hill with great views overlooking the Beltline, UW Arboretum and the city of Madison. Excellent central location with easy access to all of Madison and surrounding areas. I'll be happy to do whatever I can to make your stay a pleasant one. Please keep things clean and be respectful. The home should not be used for parties or events. If you have any questions please feel free to ask. I look forward to sharing my home with you.

Lakeview Loft - Downtown Madison
Stay in the heart of Madison, enjoying exclusive access to our 3rd floor suite with lake views. Located on a quiet street along the Lake Loop bike path/Lake Monona, and close to Willy Street (0.3 mi), the Sylvee (1.1 mi), the Capitol (1.7 mi), Monona Terrace (1.6 mi), and Camp Randall (3.3 mi). Self check-in with keypad and ample parking. Wifi is over 500 Mbps download/upload speeds. #ZTRHP1-2022-00022 Note: Loft is accessed by 3 flights of stairs! Space has coffee bar only (no kitchen).

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.

Charming Milkhouse Cottage, minutes from Madison!
Welcome to The Milkhouse Cottage! Serving as an original milkhouse from the late 1800s on our pre-civil war farmhouse property, you will feel the timeless elegance of the original character and the beautiful french cottage decor. Perfect for couples, travelers, or business persons -- come and unwind in the scenic heartland countryside and rustic elegance, all with the convenience of location -- we are a quick 15 minute drive from the airport and all that Madison has to offer!

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.

Real Christmas Tree Farm! Skiing nearby
Get lost in nature and stay where the magic grows on a real Christmas tree farm! Situated on rolling hills below the Baraboo bluffs, this 125 acre farm and nature preserve has several miles of hike/bike/ski trails, a private lake and two creeks. Modern home in a quiet rural neighborhood. Easy drive on beautiful country roads to the many attractions in the area--less than 10 minutes to Devil's Lake State Park, Lake Wisconsin as well as Devil's Head & Cascade ski areas.

Peaceful Guest Suite at The Retreat
Looking for a stunning, private retreat in the woods just 10 minutes drive from Epic campus & less than 2 miles from lovely Donald Park? This one-bedroom guest suite over a detached garage is all you need! Airy, modern farmhouse feel with full bath and tiled shower, comfortable queen-sized bed, and tiny kitchenette (mini-fridge, microwave, and hot-plate). Your worries will float away in this ultra-tranquil setting on 10 wooded acres.

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
Popular amenities for Middleton vacation rentals
Other great vacation rentals in Middleton

Elegant Stay–Premium Kitchen–Perfect for Groups

Sauna | Hot Tub | EV+ | Luxury | Cozy | Private

Golf Course View Apartment

The Wilson L | Quiet Corner Studio with Vanity

Sunny, spacious home, conveniently located.

The Mill Hotel: 204 - Double Queen

Lake Landing

Bohn Road Farmhouse
When is the best time to visit Middleton?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | € 95 | € 87 | € 109 | € 104 | € 201 | € 143 | € 110 | € 116 | € 122 | € 128 | € 118 | € 144 |
| Avg. temp | -7°C | -5°C | 1°C | 8°C | 15°C | 20°C | 22°C | 21°C | 17°C | 10°C | 3°C | -4°C |
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 pet-friendly vacation rentals in Middleton?
Four-legged friends are welcome in Middleton. Choose from more than 10 vacation rentals for guests traveling with pets.
Are there vacation rentals with a dedicated workspace in Middleton?
Yes! Work meets play with ease at over 10 vacation rentals in Middleton featuring dedicated workspaces. Stay connected and productive in your home away from home.
Where should I stay in Middleton?
Make yourself at home in Middleton by choosing from our most frequently booked neighborhoods. We have over 60 vacation rentals in Downtown Middleton, over 20 vacation rentals in North Lake, and over 20 vacation rentals in Parkside Heights.
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 a kitchen, over 10 homes with wifi, over 10 homes with free parking, over 10 homes with air conditioning, and more. Indulge in the ultimate retreat, tailored to your preferences.
Quick stats about vacation rentals in Middleton

Total vacation rentals
Explore 30 vacation rentals in Middleton

Nightly prices starting at
Middleton vacation rentals start at € 26 per night before taxes and fees

Verified guest reviews
Over 1,020 verified reviews to help you choose

Family-friendly vacation rentals
20 properties offer extra space & kid-friendly amenities

Pet-friendly vacation rentals
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wi-Fi availability
20 of Middleton vacation rentals include wi-fi 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!
Destinations to explore
- Chicago Vacation rentals
- Upper Peninsula Vacation rentals
- Platteville Vacation rentals
- Downtown Chicago Vacation rentals
- Indianapolis Vacation rentals
- Minneapolis Vacation rentals
- Wisconsin River Vacation rentals
- Milwaukee Vacation rentals
- Ann Arbor Vacation rentals
- Twin Cities Vacation rentals
- North Side Vacation rentals
- Traverse City Vacation rentals
- Devil's Lake State Park
- Glacier Canyon Lodge
- Noah's Ark Waterpark
- Wisconsin State Capitol
- Lake Kegonsa State Park
- Mirror Lake State Park
- Cascade Mountain
- Henry Vilas Zoo
- House on the Rock
- Wollersheim Winery & Distillery
- Kohl Center
- Chazen Museum of Art
- Governor Dodge State Park
- Madison Childrens Museum
- American Players Theatre
- Camp Randall Stadium
- Monona Terrace Community And Convention Center
- Overture Center For The Arts
- Dane County Farmers' Market




