Pet-friendly holiday rentals in Madison

Our Sweet Retreat is waiting for you

Come spend the weekend with friends and family or celebrate the winter festivities. Lake Geneva has something for everyone. Our Sweet Retreat is close to three ski resorts, sledding for the kids, and is a short drive to downtown Lake Geneva. Tons of bars and restaurants to enjoy and explore . After enjoying your day, come home a cozy up by our fireplace. Enjoy a glass of wine or games with friends and family, we have a quaint retreat to unwind and relax. We’re just waiting for you!

Lake Wisconsin 2BR* GreatHiking nearby -Water View

Come to relax, hike, or simply enjoy nature. It's located at the eastern tip of Lake Wisconsin. It is a clean space that is great for families. Enjoy the amenities of having a fully furnished home with some of the best views in Wisconsin. Great location that is nearly equidistant to Madison, the Dells & Devil's Lake. It's a great hub for hiking with the following all within 15 - 35 minutes: Devil's Lake, Parfrey's Glen, Gibralter Rock (ice age tr), Mackenzie Center, Lodi Marsh & Mirror Lake.

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. A brand new 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.

Cozy Lake Cottage With The Best View & Pontoon!

Location, Location, Location! Incredible views! Retreat to this cozy Lake Koshkonong cottage with vaulted ceiling and southern exposure. Enjoy spectacular sunsets and views of the 10,000 acre lake from the north shore. Fish, hunt, boat, ski, swim, snowmobile, or simply soak up the sun and take in the view from this quiet retreat on a dead-end street. Fresh paint, bedding, and furniture make this little gem very comfortable. Great Walleye ice fishing right in front of this property!

Farmhouse Chic|Fireplace|View|Peloton|Near Town

Are you searching for a serene and idyllic countryside escape in a winter wonderland? Look no further. Our elegantly appointed farmhouse-inspired townhome is located in the picturesque Galena Territory, boasting an array of amenities such as indoor/outdoor swimming pools, a fitness center, game room, tennis courts, 20+ miles of hiking trails, a private lake and more. Surrounded by verdant hills, the home offers a peaceful retreat while being only 20 min from Chestnut Mountain Ski Resort.

Fully Renovated 2BR 1BA Gorgeous Exec Home #8ma-R

Enjoy your stay in Janesville, WI in this fully renovated two-bedroom cozy executive home Professionally Managed by Kevin Bush! The location is central to dining, shopping, and popular Janesville spots like the Rotary Botanical Gardens. This home will truly feel like your home away from home. Located just minutes from I39 giving you easy access for day trips to Madison, Milwaukee, Chicago, and surrounding. Please check out our listing on St. George Lane for more dates. Kevin, Host

131 Plum Cove - 3 Beds, 3 Baths, Sleeps 8

If you're looking for a relaxing retreat with a seasonal water view and unlimited bird watching, look no further! This 3 bedroom (upstairs is a loft), 3 full bathroom, pet friendly townhouse can sleep 8+! Located in the Galena Territories, just 15 minutes from town. *Owner’s Club Access (pool, fitness center, bball courts, tennis courts, and more!) *Lake lookout site *Paved walking paths *2 decks *3 king beds *1 bed & bath per floor *PET FRIENDLY

Quietwater-Peaceful, On Water, Nature, Sandbars!

Hot Tub on deck with sunset and water view! Enjoy the beauty of nature on the Wisconsin River and Lake Wisconsin in this rustic, yet cozy river/lake cottage. Conveniently located on the Lake Wisconsin waterfront between Madison and the Wisconsin Dells, just 1.5 hours from Milw and 3 hours from Chicago. Peaceful with GREAT VIEWS ACROSS THE WATER! We are pet friendly for well behaved dogs with a $25/night pet fee per dog.

The Getaway Place-Carefree, Fun & Pet Friendly

The Getaway Place is a 3 bedroom, 2 bathroom home located in the Galena Territory. We are family friendly and pet friendly. +Jacuzzi Tub with Smart TV. +Outdoor Hot tub +Screened in porch +Electric Fireplace +Outdoor Fire Pit +Shuffleboard Table +Arcades +Fully Stocked Kitchen +Coffee Bar +Lightning Fast Wi-fi +Laundry +Walking Trails nearby +Golf courses nearby