Holiday rentals with outdoor seating in Jefferson County

“Goonies Never Say Die” You found theTreasure!

Enjoy the entire garden level of our home. Well appointed Queen Bedroom Suite. Generous kitchenette allows for snack prep. Home Gym coupled with a second queen suite. Living room w/Smart TV , Free Play Pac-man. Partially fenced yard and a 7 person Jacuzzi. Spa quality amenities in the private bathroom. During your visit none of the lower living area is shared with us or other guests. *We live on site and it’s possible you may have noise, like music, laughing or dog greetings during your stay.

The Ernest Inn - Located downtown Watertown

Welcome to the perfect "home" away from home. This apartment is located in a historical building in the heart of downtown Watertown right on Main Street. This apartment features a complete kitchen, a working typewriter, a record player, a collection of classic vinyl, wifi, a smart tv, a brand new stone tile bathroom, and a back porch to relax and take in the sounds of downtown. This apartment is perfect for just one or two but can accommodate up to 6 guests. Licensed, insured, and inspected.

Beautiful Victorian in Historic District

My Victorian home, "Belle Maison" (beautiful house), is waiting just for you. Newly restored, with 2 bedrooms, 2 baths - one with its original claw foot tub!- and a queen size sofa bed in the TV room. It is located in historic, downtown Watertown. Just a block from Main Street - with lots of shops and restaurants within walking distance - and the beautiful Rock River. The location is perfect - whether you're visiting Jefferson County or looking for a home base between Madison and Milwaukee.

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!

The Yellow Door Guest House-Lower

You will love being here! Welcome to this turn of the century 2 story home where West Coast cool meets Midwest mod and is the hippest place in town. Located in a convenient, friendly, residential neighborhood, curated with midcentury decor and curiosities, spacious rooms, and an old world charm with a big backyard and firepit. Your favorite space will undoubtedly be “the cabin” as you sip your coffee and tea, and plan your day. You just might want to live here! Adults only!

Camb-Cation w/ Icelandic Horses, 25 mins 2 Madison

Get ready for a quiet and peaceful stay. Take your pick: - 2 bedrooms & 1 bath - 3 bedrooms & 2 baths (extra $125 per night, contact host for payment) This home is attached to a barn with 5 Icelandic horses! It’s a photographer’s dream come true. We recently hosted a National Geographic photographer! So much wildlife and photo opps. Kayak avail for bird watching. - No horse riding allowed - Owners will supervise all horse visits - Owners live upstairs - No smoking /parties

Cozy Lakeside Cabin on Lake Koshkonong

Cozy Lakeside cabin on Lake Koshkonong. Outdoor space for cookouts & lawn games, wrap around deck to enjoy lake views, dock access for swimming, walking distance to the lake's most popular restaurants and bar & grill. Close to Madison (45 min), Milwaukee(75 min) & Chicago(120 min), 1 bath/2 bedrooms featuring 1 Queen Bedroom , Full over Full Bunk with trundle & optional air mattress/sofa bed to accommodate guests.

Beautiful Lake Home.

Enjoy this charming home not on the lake but access across the street. Private patio for a bbq overlooking the beautiful gardens. This will feel like a home away from home fully equipped with everything you'll need to make your vacation spectacular. Just across the street from the lake access, sit out on the pier and watch a beautiful sunset with that someone special. Enjoy the quiet of this lovely neighborhood.

Chic Loft Surrounded by Nature

This charming shabby chic loft sits in the heart of the country between Madison and Milwaukee. The Lighthouse Farm is also a wedding/event venue (please inquire for more details) . A quiet relaxing environment, with lots of open space, natural sunlight and lush green landscape. Great for those looking to get away with easy access to metropolitan areas, lakes, rivers and hiking/biking trails.