Holiday rentals in Wisconsin

Retreat on the Beach! EV Friendly! Hot tub!

Escape the craziness of life in this new construction home. This Beach Cottage home is perfect for your family to enjoy all Wisconsin seasons. Beach Lake is a clear Six acre private lake with a sandy bottom located near Buckhorn State Park, Castle Rock Lake, lots restaurants, and is only a 30-minute drive to the Wisconsin Dells. Our home has 4-bedrooms and 2 full baths, Full Kitchen, huge basement, patio, deck, private beach, insulated/heated garage with a EV charger. Hot tub October 2023.

Waterfront Tree House I Couples Retreat I Dogs OK

Fall graciously into autumn with your 5* stay at The Glass Tree House. Inclusive with all stays, an exclusive, luxury, wine and cheese cruise aboard the Lady Joanne. Take in the brilliant foliage and reflections on the sparkling waters of the Pike Lake Chain. The Glass Tree House truly is a special, private, couples retreat. Luxury amenities include plush robes/slippers and morning Caribou coffee in bed. Enjoy magnificent sunset views and the call of the loons at twilight on your private deck.

3-bdrm beachfront home on Lake Mich, Sheboygan WI

3 BR. 3 BA. Fully furnished. Granite counters and stainless steel appliances in large kitchen overlooking the lake. King and Queen suites with 2nd King and full Bath. Sleeps 6, but very large sofa. Washer/Dryer. Lake Michigan views throughout, Pool table room, work space, 2 levels of patios. Sits on landscaped sand dunes and beach. 10 min drive to Black Wolf Run Golf and resort. Front row for boat races from 2 decks. Den with large fireplace. Dining table overlooking lake + lighthouse.

Fair Winds Guesthouse

Whether traveling with friends or with a small crew, this unique property offers both quiet and cozy nooks as well as spacious gathering areas. Decorated to reflect the region’s rich maritime tradition, you’ll instantly feel at home when you drop anchor. Your kids and and your pets will love the freedom of our fenced in back yard while you grill or enjoy the fire pit. Centrally located to all the offerings of our wonderful city, you’ll know you’ve found safe harbor the minute you arrive!

Huge! Sleeps 12, Perfect getaway for a large group

Pretend you are lost in a magical place as you curl up on the porch on a rocking chair. Then fall asleep in a heavenly bedroom in a luxurious king size bed. When you wake up, all your worries have faded away and the espresso machine awaits. This is Como! We designed the most heavenly home for you so the minute you step inside you're on vacation. Perfect for all seasons! Two living rooms, game room, 5 bedroom, 2.5 bath, stocked with everything we can think of to make your stay perfect.

Lake Cottage: Private with Sunset Views

Prime location at Spread Eagle Chain of Lakes on Middle Lake. This peaceful bay attracts all kinds of wildlife and is phenomenal for bird watching: herons, loons, and eagles. Sandy shore is child friendly for the little ones. Enjoy privacy, peace, and quiet on ample acreage—a large patio with a spacious view and large windows to watch the spectacular sunset. Three acres & generous waterfront. Rent a pontoon or your own via the local public launch to reside at your private dock.

Brand New Cottage in Downtown ER, Pets Welcome

Beautiful new Cottage in town with City water and sewer and high speed internet. Nestled between the T-docks for easy access to launch your boat. A short walk to Silver Lake Beach swimming area. Close to shopping and downtown. Perfect Family getaway that sleeps 8. Large deck for entertaining, stocked kitchen with brand new appliances. Large driveway and heated 2 car garage. Plenty of room for your boat or snowmobiles. Trails access from the house. See map on additional photos.

Hilltop Views & water access-20 acres!

Enjoy the amazing views from inside and outside. Includes access to kayaks, a golf cart, HOT TUB and game room! Outside fire ring and spacious deck. Trails to enjoy the outdoors & hiking. With 4 comfortable bedrooms, 3 with a queen size bed, and plenty of bunks this property easily sleeps 14 guests. The home is newly renovated with open concept floor plan & game room on the lower walk out. A full sized dining table can seat everyone. Wi-fi included with two smart TVs.

Cozy Lakeside Log Cabin on Sunset Lake

Relax with family and friends on peaceful Sunset Lake. Enjoy swimming, fishing, napping, reading or just plain relaxing on the large deck, at the shore or in the screen porch. Ask about our pontoon boat rental. Enjoy autumn colors, biking, snowshoeing, snowmobiling, and ATV trails throughout the area. Full scribed log cabin is freshly remodeled with new appliances and mattresses. Pets are allowed for a $100 fee. Please let us know if you are bringing a pet.