Holiday rentals with outdoor seating in Racine County

Bright, Airy, Backyard by Carthage, UWP, Microsoft

Newer, modern 4BR/2.5BA home in peaceful residential neighborhood. 10min from beautiful Kenosha beaches, Microsoft, UWP, Carthage, harbor market, museums, restaurants, & more! The house features 2 dining areas, dedicated office space, and a large unfenced backyard with relaxing patio seating. Very family friendly! Perfect for your family vacation, friends getaway or business trip -we are experienced hosts. Book with confidence! 30min to Milwaukee airport, 50min to O’Hare, 25min to Six Flags

“Rustic Farmhouse Retreat” at a working farm

A charming little farmhouse filled with antiques & eclectic artwork from all over the world. It is situated in the middle of a working farm that raises a plethora of exotic fruits, vegetables, shiitake mushrooms, and flowers for local gourmet restaurants. The house interior has a unique design decorated with beautiful hand crafted stonework accented with exotic driftwood trim from old wooden shipwrecks. Try our outdoor Neapolitan wood fired oven for the best pizza ever. A truly unique getaway!

Historic Racine - Lovely Retreat Home - 3B/1.5B

Amazing, authentic, TRUE historic home, built all the way back in 1858! Meticulously maintained and updated over the years while taking care to stay faithful to the original character, this house is a feature on the City of Racine's "Tour of Historic Places". The home features original brick and woodwork, a two story sunroom addition from the 1920's, and a fully fenced backyard with grill, patio, garden and seating. Privacy for the adults to chat; space for the kids and/or dog to roam free!

Racine theme Airbnb at the Red Birch on Erie

Home is set in a quiet neighborhood with a working vegetable farm for a backyard where deer, squirrels, geese and birds entertain. You will enjoy unobstructed, amazing sunsets along with Racine themed artwork and memorabilia, all retro and eclectic in design. It's a short drive to the Lake Michigan shoreline and just minutes away from downtown and the finest beaches! You're host has props from his Old Times photo studio that are available for photography on the grounds in special settings.

Estate on 1 Acre-Walk to Beach-Hot Tub-Sleeps 16

Come gather, relax & celebrate at our 1 acre estate near beaches, dining & Carthage College! The designer interior features 5 BR/4 Bath, chef's kitchen with Viking & Subzero, Coffee/Espresso Bar, dining area for 12, 2 spacious family rooms with piano, fireplace and TVs. Enjoy dining, lounging & fun in the great outdoors w/hot tub, fire pit, basketball, pickleball, ping pong & lawn games! Beaches are walkable under a mile & near lively downtown w/ harbor, restaurants, shopping & museums.

Farm House Retreat w/ Private Backyard & Garage

Comfort, convenience and country views await you! Relax on the private patio and soak up the beautiful scenery. Minutes from the lakefront, Racine Zoo and short drive to Milwaukee, you'll enjoy this completely updated home. Cook a meal in the fully stocked kitchen and kick back in the comfy family room. Whether you are here to visit family, attend special events or business travel, you'll find everything you need here. And if you're a little country at heart, the view will not disappoint.

Cozy Modern Lake Cottage 3 baths and Pet Friendly

Our modern farmhouse-style cottage on Lake Tichigan is fully renovated. RARE, featuring two en-suite bathrooms - say goodbye to waiting times! Our cottage offers an idyllic escape with stunning lake views from every room.. Sleeps 8, pet-friendly, fully stocked kitchen. Enjoy shared lakefront, pier, and pontoon rental (May-Sept). Perfect for groups—check our profile to rent both cottages on the same premise! 30 mins fr. Alpine Valley & Rock Snow Park 30 mins fr. Mke 1 hr fr. Chicago

Michigan Blvd Custom Home with Lake Michigan Views

New listing! Newly remodeled home on Michigan Blvd. Every inch on this home has been upgraded to create a beautiful and stylish home. Lake views and steps from North Beach, huge Kids Cove Playground & Racine Yacht Club. Less than a mile to Racine Zoo, downtown Racine shops and amazing restaurants. Crack the windows open and listen to the waves or enjoy your coffee or meal on the rear deck or front porch while gazing at Lake Michigan. Welcome to your oasis!

"Root City Studio | Private Roof Patio Experience"

Nestled in the heart of downtown Racine, the Root City Studio is a place that exudes exclusivity and tranquility. Its interior is a beautifully designed blend of modern elegance and cutting-edge technology. Imagine a spacious living area with an open layout, a generously sized bedroom, a fully furnished bathroom, and a well-equipped kitchen with a cozy seating area at the breakfast bar.

The Hive 2BR Apt | Downtown w/Parking Spot

The Sunrise View apartment, situated upstairs in the historic 413 1/2 6th Street building, exudes privacy and comfort. Lightly styled with a modern flair and subtle bee-themed touches, this space offers an open-concept living area, two spacious bedrooms, two bathrooms, and a fully-equipped kitchen with island seating. Smart TV's are provided and you can stream from your own accounts.

Vessel: Irish Mist V - 32' @ Reefpoint W1-3

Enjoy Marina life at Reefpoint Marina. Close to the beach and on the water. The “Irish Mist” can sleep up to 4. There are two Staterooms- Sleeps 2 each. Enjoy beautiful sunsets and sunrises, a cool lake breeze, and star gazing at night. Amenities include hot showers, a heated pool with two hot tubs (Seasonal) , gas grills and a patio, a ships store, and laundry facilities.

The Retreat on Lake Michigan 6 bd/4bth 4000 sq ft

*** Please note for 2026 a 7-night Friday-Friday reservation is required during peak season from June 12-August 15. *** The best revenge for hard work is harder relaxation, and the ideal getaway is The Retreat, a luxurious and scenic waterfront property where you and your guests are encouraged to relax, reward, and pamper yourselves in splendor.