Holiday rentals in Madison
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Top-rated holiday rentals in Madison
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Stay With Horses Escape Near Madison
Get ready for a quiet and peaceful stay. Take your pick: - 1King+1Queen Bed & 1 bath for 4 people - 1King+2Queen Beds & 2 baths for 6. (+$125 per night, contact host for payment) This home is attached to a barn with 6 Icelandic horses! Wake up to Icelandic horses just outside your window. A scenic escape with quiet mornings, fuzzy horses, and a one-of-a-kind IamGlytja experience - only 25 minutes from Madison - No horse riding allowed, owners to supervise all horse visits - No smoking / parties
Wonderful 3 bed home close to downtown & the lake
Fully renovated home in the heart of Madison! Located on a quiet street near Lake Monona, parks, & just one block from the Lake Monona bike trail. Home features a beautifully updated kitchen & bath along w/2 spacious living areas. Enjoy the screened porch overlooking a fully fenced yard with mature trees, perfect for outdoor relaxation. Amenities include a gas grill, off-street parking, laundry facilities, high-speed internet&cable TV. With hosts nearby, assistance is always available if needed.
YurtCation
YurtCation is an off-grid getaway with lake frontage and nature trails. There is another yurt about 300ft up the same driveway. There are a total of two yurts and two homes that have access to the same 17 acre lake. Each yurt has their own queen-sized comfy bed, wood stove, Weber grill w/charcoal, fire pit, firewood, fresh water, canoe, and clean Porto Potty. The yurts are about 80 feet from the lake’s ordinary high water mark to comply with zoning. We are fully permitted and have many repeats.
Gorgeous Eastside Home+Yard+Bikes+5 Star Hosts
This completely renovated, 100-year old home is in the Town of Blooming Grove, an enclave surrounded by Madison's near eastside. It has new heating & air conditioning and is sparkling clean with original hardwood floors, stairs & hardwood trim detail. There are 2 bedrooms (with ample closet & storage space), a living room, dining room, kitchen & bathroom. Please note the staircase is steep and may be difficult for some guests. Please inquire about e-bike availability for use during your stay.
Downtown Verona: Cozy Hideaway
PRIVATE COZY HOME CLOSE TO DOWNTOWN VERONA, SPACIOUS LIVING, & FULL COFFEE STATION. Fantastic Location: Just a short walk to downtown Verona, where you’ll find coffee shops, a brewery, and a variety of restaurants. Only a 10-minute drive to Epic and 20-30 minutes to downtown Madison. Comfortable & Cozy: Enjoy a bright, inviting atmosphere with ample room for games and relaxation. This unique half of a duplex blends modern living with a generous living room and kitchen, perfect for your stay.
Cottage Suite + Jacuzzi Bathtub & Sauna
This Suite is perfect for 1-5 people seeking convenient proximity to most things Madison 10-15 minutes to downtown. *Freshly remodeled guest dedicated- full 1st floor private suite. You will enjoy a bright- enclosed front porch & welcoming pergola in back. *Please note: 2nd floor is a seperate apartment. Fast WIFI●Infrared Sauna●2 Smart TV 's●Full Kitchen●Washer/Dryer●Dishwasher ●Off-Street parking●Quiet neighborhood ●Reverse osmosis H²O●Smart lock's●Jacuzzi tub/shower●Shampoo/Cond/Bodywash
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).
Peaceful, artistic home in the heart of downtown
This inviting, historic home is situated in the most walkable, friendly neighborhood in the city. Just around the corner is a local co-op, loads of quality restaurants, cafes, coffee shops, a park, and easily accessible public transportation. The Capitol and State Street are only about a mile away, making this an ideal location for people in town for business or pleasure. Bright, peaceful, cozy, and outfitted with every convenience in mind, this property will make any guest feel at home.
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!
The Orchard House
In a complex world that makes so many demands your time and attention, the Orchard House is a simple, Nordic-inspired refuge where you can be restored, reconnected, and refreshed. Midweek special: $1000 for 5 nights, Sunday evening through Friday morning. The Orchard House is a private retreat set on 30 acres in the Wisconsin countryside, just 20 minutes from Madison. A wood -fired hot tub set in a secluded forest clearing is available year round for outdoor soaking.
The Wilson Unit F | Quiet Handcrafted Retreat
Located within The Wilson, this tucked-away third-floor corner studio sits on the quiet side of the building for a peaceful stay. Historic charm meets handcrafted warmth, with woodworking details and cozy design touches guests love. Guests enjoy access to the shared rooftop deck overlooking nearby restaurants and nightlife. Hosted by a local husband-and-wife team passionate about thoughtfully curated spaces. Third-floor walk-up and paid parking nearby.
Popular amenities for Madison holiday rentals
Other great holiday rentals in Madison
Private Suite on Park & Bike Trail
Brittingham Cottage - Steps to the Beach -1.5 Bath
Private Upstairs Guest Suite - East Madison
NEW Build! 2BR Cozy Cove | Minutes to Madison
Cozy Eastside Hideaway - Bedroom
Historic guesthouse near UW
Studio with fireplace in private home
#311
When is the best time to visit Madison?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $140 SGD | $146 SGD | $160 SGD | $151 SGD | $169 SGD | $186 SGD | $183 SGD | $182 SGD | $180 SGD | $173 SGD | $174 SGD | $153 SGD |
| 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
What are the best places to stay in Madison?
Staying around downtown Madison, the Capitol Square, or the University of Wisconsin–Madison area helps visitors explore local dining, arts, and lakeside walks. Near East and Monroe Street neighborhoods are also frequently suggested for a blend of residential charm and vibrant amenities.
What are the best things to do in Madison with kids?
Families often explore the Henry Vilas Zoo, interactive learning at the Madison Children's Museum, and frolic in parks by Lake Monona. Picnic areas, playgrounds, and bike paths help keep young travelers engaged.
What are some of the best things to do in Madison?
Explore the State Capitol, walk or bike around Monona Terrace, and discover art at the Chazen Museum of Art. Lakeside parks, farmers markets, and the lively State Street area create a distinct local experience.
How is the weather in Madison?
Madison has cold winters, with January temperatures around 12–27°F (-11–-3°C), and warm, humid summers, reaching 62–82°F (17–28°C) in July. Spring and autumn bring milder conditions and changing foliage, so consider layering clothing for unpredictable shifts.
What are the best places to visit in Madison?
The State Capitol, Olbrich Botanical Gardens, and the University of Wisconsin–Madison Arboretum are frequently suggested for their scenery and activities. Many visitors also walk State Street for local shops, cafes, and markets.
What are some hiking trails in Madison?
Explore the trails at the UW–Madison Arboretum, picnic along paths at Picnic Point, or stroll through Turville Point Conservation Park. These areas have forested, lakeside, and prairie landscapes for all levels.
What are some family activities we can do in Madison?
Discover wildlife at Henry Vilas Zoo, take hands-on workshops at the Madison Children's Museum, or rent paddleboats at one of the local lakes. Many parks and gardens offer space for play and relaxation.
What are some of the best day trip ideas from Madison?
Explore state parks near the region, visit local farms and orchards, or discover historic small towns known for artisan shops. Outdoor enthusiasts often hike, bike, or kayak in natural reserves around the area.
Are there any pet friendly accommodations available in Madison?
Many accommodations in Madison welcome pets, especially within downtown and near-campus neighborhoods. You can find walks in lakeside parks, off-leash dog areas, and pet-friendly patios throughout the city.
What are some local tips for visiting Madison?
Local farmers markets, especially around the Capitol, highlight regional produce and cheeses. Consider bringing a bike, as Madison has extensive cycling paths, and keep a lightweight jacket handy due to shifting lakeside weather.
What is Madison known for?
Madison is known for its lakes, vibrant campus culture, and progressive local food scene. The city is a hub for environmental research and hosts a range of festivals throughout the year.
What are the best hidden gems to explore in Madison?
Allen Centennial Garden, the Lakeshore Nature Preserve, and the quirky National Mustard Museum are distinct sites many visitors discover off the usual path. Local bookstores, bakeries, and galleries can be found in residential neighborhoods.
What are the best foods to try in Madison?
Locally sourced cheese curds, bratwurst, and Friday fish fries are frequently suggested, reflecting Wisconsin food traditions. Try fresh farmers market produce, craft brews, and inventive dishes from neighborhood bistros.
What should I bring for a trip to Madison?
Pack layers for changing Midwestern weather, as temperatures can shift from cool mornings to warm afternoons. Comfortable walking shoes and a light rain jacket are useful for exploring parks, markets, and downtown neighborhoods.
What is the nightlife in Madison like?
Madison has a lively nightlife centered around State Street, the campus area, and Willy Street, with music venues, craft breweries, and late-night cafes. Local performances, open-mic nights, and gastropubs welcome a range of tastes.
What are the most popular events or festivals in Madison?
The Dane County Farmers’ Market around Capitol Square is a seasonal favorite, while events like Art Fair on the Square and summer concerts draw lively crowds. The city also celebrates local music and food festivals, especially in warmer months.
Are there family friendly vacation rentals in Madison?
Many vacation rentals in Madison are suitable for families, especially around the Capitol, university neighborhoods, and lakeshore areas. Parks, playgrounds, and casual dining nearby help make family visits comfortable.
When is the best time to visit Madison?
Late spring through early autumn is often recommended for Madison, with comfortable temperatures, outdoor festivals, and active lake life. Autumn showcases bright foliage and a lively college-town atmosphere.
Quick stats about holiday rentals in Madison
Total holiday rentals
Explore 690 holiday rentals in Madison
Nightly prices starting at
Madison holiday rentals start at $13 SGD per night before taxes and fees
Verified guest reviews
Over 43,680 verified reviews to help you choose
Family-friendly holiday rentals
320 properties offer extra space & child-friendly amenities
Pet-friendly holiday rentals
Find 260 rentals that welcome pets
Holiday rentals with a pool
50 properties feature pools
Rentals with dedicated workspaces
410 properties have a dedicated workspace
Wifi availability
680 of Madison holiday rentals include wifi access
Popular amenities for guests
Guests love Self check-in, Lake access and Gym across Madison rentals
4.8 Average rating
Madison stays are highly rated by guests – averaging 4.8 out of 5!
Nearby attractions
Madison’s top spots include Henry Vilas Zoo, Wisconsin State Capitol and Olbrich Botanical Gardens
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- Devil's Lake State Park
- Noah's Ark Waterpark
- House on the Rock
- Wisconsin State Capitol
- Lake Kegonsa State Park
- Mirror Lake State Park
- Glacier Canyon Lodge
- Wollersheim Winery & Distillery
- Cascade Mountain
- Governor Dodge State Park
- Henry Vilas Zoo
- Camp Randall Stadium
- Tyrol Basin
- American Players Theatre
- Chazen Museum of Art
- Overture Center For The Arts
- Dane County Farmers' Market
- Monona Terrace Community And Convention Center
- Madison Childrens Museum
- Ho-Chunk Gaming Wisconsin Dells
- Parfrey's Glen State Natural Area
- Cave Of The Mounds Lowest Point
- Blue Mound State Park