
House vacation rentals in City of Middleton
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Top-rated house rentals in City of Middleton
Guests agree: these houses are highly rated for location, cleanliness, and more.

Cozy Magnolia Style 2-Bedroom Home with Loft
Cozy 2BR 1900's bungalow with beautiful backyard. Step into the Magnolia style living and dining room with decorative crown molding and new floors. Large bedroom with plenty of storage and finished attic for the kids or additional guests. Mudroom with laundry and relaxing front porch add to this spacious home. Outside is the true GEM, with adorable patio area just waiting for fire pit gatherings. Located close to parks, canoe/kayak launch, eateries, and shopping. Quick drive to downtown Madison!

Cottage Near Devil's Lake
Perfect Location! Under ten minutes to almost everything. Our cozy and romantic getaway is nestled in the scenic Baraboo Bluffs, just minutes to Devil's Lake, Devil's Head Resort, Historic Downtown Baraboo, wineries, distilleries & more. Take the picnic set to Devil's Lake or Parfrey's Glen, then relax on the patio for smores and yard games around the fire pit. Finish the evening snuggled up with wine & vinyl on the player. We have ample parking so bring the boat, we'd love to help you getaway.

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.

Relaxing 3 Bedroom Cabin with Hot Tub and Scenery
Tucked away in the rolling hills of Southern Wisconsin sits a little log home ready for your arrival. Hand built by the caretaker and his family; the Braezel Branch Retreat is named after the stream that runs through the valley. Relax with the whole family in this two-bedroom, two-bathroom cabin with a comfortable open floor plan. Wander through the beautiful walking trails and enjoy the view of the valley from the large front porch. There is also local tubing, kayaking, golfing and wineries.

Grooviest | Quiet | Close | Upscale MCM | Records!
• NEWLY RENOVATED SPACE. • Two floor upper unit in a private home • Private backyard with patio & fire pit • Flatscreen TV in living room with Chromcast and Antenna. • Luxury Mid Century Modern Stereo Console bluetooth • 12+ classic albums to listen to (jazz, rock, classical) More Avail Locally! • Access to thousands of albums at several nearby vintage vinyl stores • Electric fireplace w/ multi heat settings • Full Size Kitchen, Full Size Appliances, Fully stocked, Keurig • Vintage Bar Cart

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).

The little Green Birdhouse-McFarland/Monona
Adorable tiny house located just 1/2 block to Lake Waubesa with public lake access. It's a 1/2 mile walk to the Yahara bike path, access to the Capital City bike path and into downtown Madison. Spacious, open living room. Open concept kitchen with butcher block countertops. One bedroom with an attached full bath. Laminate hardwood floors throughout. 2 car parking pad. Large backyard with a firepit, brand new fence, and a nice view of the lake. The neighborhood is quiet and welcoming.

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.

*No Cleaning Fee* Kid+Pet Friendly Entire Home
Our kid and pet friendly home on Madison's East Side is a short distance to some of the funkiest and most eclectic parts of the city, and just a short drive to the rest of what Madison has to offer! The house comes fully stocked with cooking essentials, a private workspace, free parking, and more. Whether you're in town for a Badger game, visiting friends or family, or just want to explore the city, this is an ideal home base to explore all of the city! The best part - NO CLEANING FEE!!!

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.

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, edable cooking supplies, are not allowed–we do provide untamperable salt and pepper), 3 bedrooms, 2 full bathrooms, fully stocked laundry room and attached garage!
Popular amenities for City of Middleton house rentals
House rentals with a pool

Family-Friendly Dells Stay | Sleeps 8 + Jacuzzi

Spacious Pine Cabin at Island Pointe

Red Oak Lodge @ Spring Brook Resort

Exec Retreat Heated Pool 7 Beds; 2.5 Bath 6000 sf

Sunset retreat oasis Pool hot tub river fishngame

The Getaway Loft

Cozy Winter Retreat: Hot Tub & Family Fun

Hot Tub - Private Pool - Game Room - 20 min DT
Weekly house rentals

Paoli Nest

Cottage gem: Spotless, secluded & bring the dog!

Coffee with a View

Vast Lake Koshkonong Views from Pier, Deck, & Home

Downtown Verona: Cozy Hideaway

Grandma's House: Let's go Skiing!

Two Private Floors in Secluded Home

Stone Farmhouse Stay
Private house rentals

Cute Cape Cod + Jacuzzi Jet-Tub, Sauna & Fire Pit

The Orchard House

Shorewood Hills Modern Home

Lake Landing

Lakefront Winter Retreat - 3 BR/2 BA/Full Kitchen

Hollandale Haven

Yahara River paradise!

Luxurious & Spacious 4 BR Home w/o Cleaning Fees
Quick stats about house rentals in City of Middleton

Total vacation rentals
Explore 10 vacation rentals in City of Middleton

Nightly prices starting at
City of Middleton vacation rentals start at R1,180Â ZAR per night before taxes and fees

Verified guest reviews
Over 480 verified reviews to help you choose

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

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wi-Fi availability
10 of City of Middleton vacation rentals include wi-fi access

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

4.9 Average rating
City of Middleton stays are highly rated by guests—averaging 4.9 out of 5!
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- Devil's Lake State Park
- Mt. Olympus Water & Theme Parks
- Noah's Ark Waterpark
- Wisconsin State Capitol
- Mt. Olympus Parks, Outdoor Theme Park
- Lake Kegonsa State Park
- Mirror Lake State Park
- Yellowstone Lake State Park
- Tyrol Basin
- Cabin 857-1- Christmas Mountain Village
- Kalahari Indoor Water Park
- Mt. Olympus Parks, Parthenon Indoor Theme Park
- Henry Vilas Zoo
- Cascade Mountain
- Wild Rock Golf Club
- Wollersheim Winery & Distillery
- Lost World Water Park
- Alligator Alley
- Tom Foolerys Adventure Park
- Wild West water park
- Klondike Kavern Water Park
- University Ridge Golf Course
- Pirate's Cove Adventure Golf
- Baraboo Bluff Winery




