Pet-friendly holiday rentals in Madison

YurtSimple

YurtSimple is where life slows down and people unplug. It’s forest bathing in nature. It’s getting away from it all to spend time with a partner, by oneself, and sometimes with pets. You’ll be driving past YurtCation (about 300 feet past YurtCation) to get to YurtSimple. YurtCation is 20’ in diameter and YurtSimple is 16’ in diameter. Wood and charcoal are provided. You may cook on the indoor wood stove top, or visit any number of great restaurants 2 miles away. You can even order pizza delivery

Lake Monona Waterfront+HOT TUB+Game Room+EVCharger

🔹Lake Monona waterfront - easy access for fishing & boating 🔸Game room w/ pool table, PacMan, Centipede, 65” smart TV, board games, & bar 🔹King bed suite w/ 50" smartTV & walkout sliding door to the HOT TUB 🔸1 min drive to wine tasting, coffee, & restaurants 🔹2 min walk to Monona ice skating 🔸10min drive to downtown Madison & 15min to the airport 🔴You'll find "The Kohl Center, UW-Madison, Camp Randall Stadium, State Street, The Capitol, & The Alliant Energy Center" within 5 miles

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.

House on water! Near UW, Capital & Alliant Center

Enjoy a drink while sitting in the living room, looking out over Monona Bay & the Capital. What is better?--the view, or your proximity to downtown, UW campus, & the Alliant Center? Most mention the view. (Read some reviews!) Grill out and light the fire pit on the front lawn. Cross the street, and you're at the edge of Monona Bay. Parking is easy. Click “Show more” for things you might NOT like about the house: I'll be in the basement, pricing nuances, etc. Business travelers?--read on!

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.

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).

*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!!!

Downtown Lake Monona Haven | SUPs, Hot Tub & Sauna

Stay in your private 3BR, 2BA section of our lakefront home. Paddle from the dock, relax in the hot tub or sauna and enjoy mornings on the balcony with coffee. You’re moments from Willy Street restaurants and right on the bike path. Inside, find a full kitchen, comfy living spaces. Two parking spots included. Spend days on the water or exploring the city and evenings grilling or roasting marshmallows by the fire. Paddleboards included. Pontoon rental available in warmer months.

Quiet country retreat

Peaceful solitude or exciting sightseeing? You’ll have the best of both worlds at this quiet country home located just outside Madison on 10 magnificent acres. After, enjoying your morning coffee, take a stroll on the grounds and enjoy the sweeping views of the pastoral landscape. Then head into Wisconsin’s state capital (23 minutes by car) for an exciting day of sightseeing. Or visit the quaint town of Cambridge (8 minutes by car) to explore its unique pottery and antique shops.

The Wilson Unit F | Handcrafted Downtown Retreat

Located within The Wilson, this tucked-away third-floor corner studio offers a charming downtown stay. Historic charm meets handcrafted warmth, with woodworking details and cozy design touches. The unit faces the empty lot and may occasionally experience trucks moving gravel. Guests enjoy the shared rooftop deck overlooking nearby restaurants and nightlife. Hosted by a local husband-and-wife team passionate about thoughtful spaces. Third-floor walk-up and paid parking nearby.

Mendota Lake View Flat

Mendota Lake View Flat is located in the heart of James Madison Park neighborhood of Downtown Madison - just a few blocks to State Street and the Wisconsin State Capitol square. Enjoy panoramic park views of the park with plenty of space to live and work. You will love the original 1920's charm with a mix of mid century and modern flavor throughout the flat. City of Madison Permit # ZTRHP2-2021-00010 7-night minimum for June 1 - Nov 28 30-night minimum for Dec - May