Holiday rentals in Fitchburg

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Top-rated holiday rentals in Fitchburg

Guests agree: these stays are highly rated for location, cleanliness and more.

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Top guest favourite
The exterior of the bungalow showcases a charming yellow facade, complemented by a welcoming front porch. Lush green grass and well-kept shrubs frame the entrance, while tall trees provide shade in the background. The overall setting reflects a peaceful neighborhood vibe.
Home in McFarland
4.9 out of 5 average rating, 151 reviews

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!

Top guest favourite
Home in Fitchburg
5 out of 5 average rating, 26 reviews

Executive 3BR | Minutes to Madison

Luxurious 3-bed, 3-bath executive home just outside Madison, perfect for business stays or weekend getaways. Features two spacious living rooms, cozy fireplace, formal dining room, and fully equipped eat-in kitchen. Unwind in elegant, thoughtfully designed spaces that blend comfort with style. Conveniently located near Quarry Ridge Recreation Area with hiking and mountain biking trails, plus Badger and Ice Age Trails. Minutes from downtown Madison's restaurants, breweries, UW campus, and Capitol

Guest favourite
The exterior of the Mill House Retreat features aged stone walls and large windows, surrounded by lush greenery. The two-story building is framed by trees, providing a natural setting, and a welcoming entrance is visible at the front.
Loft in Belleville
4.98 out of 5 average rating, 440 reviews

Mill House Retreat

The Mill House Retreat is a 2 story loft set in a park like setting next to the Sugar River. Built in 1864, this stone grist mill has soaring 15ft ceilings, original fittings and luxurious finishes. You will be greeted by chesterfield sofas, a large bar, a copper tub and comfortable beds. Just minutes to bike trails, live music, restaurants, and bars. Guests are welcome to have local friends over to enjoy the setting and reminisce. Madison, New Glarus and Epic are just minutes away.

Top guest favourite
A spacious sleeping area is showcased with a king bed dressed in soft linens and an earthy-toned coverlet. Decorative bedside lamps are positioned on each side, complementing the overall decor. Warm lighting from recessed fixtures gently illuminates the area.
Guest suite in Midvale Heights
4.92 out of 5 average rating, 183 reviews

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.

Top guest favourite
The exterior of a rustic studio retreat showcases wooden siding illuminated by warm lights at dusk. Large windows offer glimpses of the cozy interior, while kayaks are hung on the side. Surrounding greenery creates a natural ambiance, with a gravel path leading to the entrance.
Guest house in Mount Horeb
4.96 out of 5 average rating, 647 reviews

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.

Top guest favourite
An A-frame interior showcases a spiral staircase leading to the loft, surrounded by natural wood and brick accents. A large television is mounted above a fireplace, complemented by decorative plants and a wall clock. Colorful patterns can be seen in the ceiling lights.
Home in Arbor Hills
4.95 out of 5 average rating, 192 reviews

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.

Top guest favourite
A cozy living room features a plush orange sofa paired with two gray armchairs. A wooden coffee table is positioned in front, displaying magazines. The room is illuminated by natural light through three windows, and a flat-screen TV is mounted above a decorative fireplace.
Flat in Oregon
4.97 out of 5 average rating, 115 reviews

Downtown Apt - Steps to Coffee & Sushi!

* Be sure to check out our winter extended stay discounts for 3+ nights! * Welcome to historic downtown Oregon! Step into the past while enjoying modern comfort in this beautiful space, which once housed our 1st library! Just steps away from locally owned coffee and gift shops, a wine reserve, and amazing restaurants! With convenient access to Madison (14 mi), experience the best of both worlds – small-town tranquility and urban excitement. Whether for work or leisure, welcome home!

Top guest favourite
A spacious studio featuring two green upholstered benches arranged on a decorative area rug. Natural light floods the room through skylights, illuminating the cozy sleeping area with a large bed and a dining nook equipped with a small table and chairs.
Guest suite in Middleton
4.98 out of 5 average rating, 243 reviews

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.

Top guest favourite
A cozy living area features a white-bricked fireplace with an arch-shaped mirror above it. A round table with two chairs stands adjacent to the fireplace, while a light blue chair is positioned nearby. Soft natural light enters through the window, enhancing the serene atmosphere.
Guest house in Sun Prairie
4.98 out of 5 average rating, 386 reviews

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!

Guest favourite
This spacious bedroom contains a comfortable bed dressed in white linens, with a decorative throw and pillows. Natural light filters through the window, illuminating a wooden dresser and bedside tables. A textured area rug adds warmth to the room, creating a cozy atmosphere.
Home in Fitchburg
4.91 out of 5 average rating, 132 reviews

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!

Guest favourite
A spacious living area features a modern design with comfortable leather sofas, a round coffee table, and a large television. The open layout leads to a dining area and a fully equipped kitchen, illuminated by natural light from the windows.
Home in Fitchburg
4.95 out of 5 average rating, 96 reviews

Luxurious & Spacious 4 BR Home w/o Cleaning Fees

Escape to our stunning Madison home! Luxuriate in the sleek contemporary design, spacious living areas with high-end finishes and tasteful furnishings. Unwind in the comfortable bedrooms with ample storage. Step outside to our backyard oasis for al fresco dining and relaxation. Our exceptional customer service and thoughtful touches guarantee an unforgettable stay. Close to Madison's best shopping, dining, and entertainment. Book now for an experience you won't forget!

Superhost
The living room features a large smart TV mounted above a cozy electric fireplace. Two modern sofas and a coffee table are arranged on polished wood floors. A pair of patterned armchairs provides additional seating, complementing the stylish decor.
Townhouse in Fitchburg
4.8 out of 5 average rating, 248 reviews

Clean, quiet & family-friendly Townhouse-14 people

Bright and spacious 3-bedroom, 2-bath duplex perfect for families, groups, or guests with pets. Relax in a large fenced backyard, enjoy the back deck, smart TV, and fully equipped kitchen. Sleeps up to 14 with extra air mattresses and a pack & play. Driveway fits 2 cars, with street parking nearby. Just 10–15 minutes to downtown Madison, Epic, and local attractions. Private, meticulously cleaned, and stocked for a comfortable stay.

Popular amenities for Fitchburg holiday rentals

When is the best time to visit Fitchburg?

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Avg. price$117 SGD$114 SGD$128 SGD$145 SGD$150 SGD$150 SGD$150 SGD$153 SGD$145 SGD$131 SGD$134 SGD$140 SGD
Avg. temp-7°C-5°C1°C8°C15°C20°C22°C21°C17°C10°C3°C-4°C

Frequently Asked Questions

  • Are there family-friendly vacation rentals in Fitchburg?

    Fitchburg has more than 40 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.

  • How much does it cost to stay in house rentals in Fitchburg?

    Experience the best of Fitchburg with our house rentals, starting at about $30 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 Fitchburg?

    Four-legged friends are welcome in Fitchburg. Choose from more than 20 vacation rentals for guests traveling with pets.

  • Are there vacation rentals with a dedicated workspace in Fitchburg?

    Yes! Work meets play with ease at over 30 vacation rentals in Fitchburg featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • Are there Fitchburg serviced apartment rentals on Airbnb with pools?

    Yes! Dive into the perfect getaway at one of over 10 serviced apartment rentals with pools in Fitchburg, available on Airbnb. Make a splash and soak up the sun in style!

  • Where should I stay in Fitchburg?

    Make yourself at home in Fitchburg by choosing from our most frequently booked neighborhoods. We have over 210 vacation rentals in Meadowood, over 170 vacation rentals in Arbor Hills, and over 240 vacation rentals in South Madison.

  • Do serviced apartment rentals in Fitchburg have air conditioning?

    Absolutely! We offer over 10 serviced apartment rentals with air conditioning in Fitchburg. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in Fitchburg have a kitchen?

    Absolutely! We offer over 30 house rentals with a kitchen in Fitchburg. Enjoy a tailored experience with all the comforts you desire.

  • Do serviced apartment rentals in Fitchburg have wifi?

    Absolutely! We offer over 10 serviced apartment rentals with wifi in Fitchburg. Enjoy a tailored experience with all the comforts you desire.

  • Do serviced apartment rentals in Fitchburg have free parking?

    Absolutely! We offer over 10 serviced apartment rentals with free parking in Fitchburg. Enjoy a tailored experience with all the comforts you desire.

Quick stats about holiday rentals in Fitchburg

  • Total holiday rentals

    Explore 70 holiday rentals in Fitchburg

  • Nightly prices starting at

    Fitchburg holiday rentals start at $39 SGD per night before taxes and fees

  • Verified guest reviews

    Over 2,310 verified reviews to help you choose

  • Family-friendly holiday rentals

    40 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 20 rentals that welcome pets

  • Holiday rentals with a pool

    20 properties feature pools

  • Rentals with dedicated workspaces

    30 properties have a dedicated workspace

  • Wifi availability

    70 of Fitchburg holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Fitchburg rentals

  • 4.8 Average rating

    Fitchburg stays are highly rated by guests – averaging 4.8 out of 5!

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