Holiday rentals in Raymond

The Crows Nest Cottage 1

Welcome to our charming 1-bedroom cottage by a serene pond. This cozy retreat features a unique basketball/pickleball court, multiple outdoor patios, and a delightful treehouse lounge area. Perfect for relaxation or active fun! Just 5 minutes away is The Rock Sports Complex, offering top-tier activities like Topgolf, minor league baseball, an umbrella bar, hiking trails, and more. Whether you’re seeking tranquility or adventure, our cottage provides the ideal getaway for both. washer,dryer unit

Stunning Home Across The Street From North Beach

Newly remodeled home on Michigan Blvd. We went the extra mile in creating this beautifully curated, lush, and stylish home! Kick back and relax in one of the many thoughtfully designed rooms and the huge front outdoor deck with amazing views of Lake Michigan! Anywhere you gaze, you will find a visually stimulating experience in this home! Across the street from Lake Michigan, North Beach, and Kids Cove Playground. Short walk to Racine Zoo, the Marina, downtown Racine shops and restaurants.

Beautifully Restored Historic Victorian

Whether this is for a single, couple, or small group, your stay at this historic home will truly be memorable. You’ll love the MBR suite featuring a gas fireplace, whirlpool tub, and double walk-in custom tile shower. There is an additional very nice full bath/shower on the main floor. The finished lower level has two separate rooms, each with a quality double futon with bedding available for your guests. For this attractive price, the upper 4 bedrooms are locked but may be opened for more

Beautiful Bay View MKE Flat - w/parking!

This is a bright, sunny apartment on the upper level of a sweet little 1870's "Polish Flat" in the heart of Bay View, one of the city's most desirable neighborhoods! We are just steps away from some of Milwaukee's best restaurants, bars, taprooms, boutiques and coffee shops. The space features an efficiency kitchenette, living room, beautiful bedroom and renovated bathroom with walk-in shower! Close to East Side, Walker’s Point, Historic Third Ward, Summerfest, Mitchell Park and the airport.

Family Fun Zone! Theater, Arcade, Park Access

Welcome to The Prairie Getaway—your ultimate family basecamp, just 5 mins from I-94. Fun is the mission with our fully furnished basement: the 86-inch home theater, surround sound system and a classic arcade machine makes it ideal for movie & game night! Adjacent to a tranquil park and prairie paths, this home blends comfort and convenience, promising a memorable time for all ages. Enjoy the perfect blend of suburban peace with Milwaukee & Racine nearby. Escape the city without going far!

Vintage Bay View - Big Backyard, Big 1 Bedroom

Welcome to your Milwaukee getaway! Located in the Bay View area, you're walking distance from the best farm-to-table restaurants, music venues, art fairs, and craft beer in the city. Not only that, but Lake Michigan's beaches, Miller Park, and downtown are a short drive away. The location is ideal. The place was created with a 70's midwestern feel, with wood-paneled furniture pieces and mod design. It also boasts a giant kitchen and backyard with grill. We can't wait for you to visit!

Quiet 4 bedroom | 3 full bath | Pet friendly

Welcome to your home away from home, a spacious and beautiful retreat designed for comfort, style, and relaxation. Union Grove is known for its friendly community, local shops, family-owned restaurants, and scenic parks. You’re just a short drive from the Lake Michigan shoreline, Racine, Kenosha, and a half hour from Milwaukee—making day trips and regional adventures easy and accessible. Whether you're here for a weekend getaway or an extended stay, this gem is the perfect place to relax.

Charming log cabin in the woods

This log cabin is an old hunting lodge. It is rustic, charming and quaint, nestled in the woods of Wisconsin and next to a tranquil pond. The location is close to the Johnson Park golf course and 5 miles from the beautiful Lake Michigan shore. It is a perfect place to relax, write or escape from the stress of life. In the winter a 4-wheel drive vehicle is necessary to reach the site. Please note: bathroom facilities are a close walk away. Heating from wood stove only.

Mid-Century Inspired Upper Duplex in Bay View

Step through the carpeted private entrance of this 2nd floor home, and into a mid-century interior with a modern twist. Eye-catching touches include the collection of retro radios that give it its name, stylish decor and a subway-tiled bathroom. This cozy apartment is decorated in a mid-century theme with a modern twist. It's on the second floor of a duplex. You will have your own carpeted entrance located in the back of the property.

Stately! Pro Cleaned, Self Check in - Sleeps 8

Treat yourself to this beautiful 3 bedroom 1 1/2 bath ranch style home close to Lake Michigan. Take a stroll through this quiet north side Racine neighborhood. Let the kids play in the fenced backyard with the jungle gym. Round up the family and take a short ride to the Wind Point Lighthouse, or walk along Lake Michigan's North Beach. Book now and this lifestyle can be yours!

Lakeside Retreat

Relax with the whole family or friends at our cabin on the lake. Make memories while you sip morning coffee, float on the water, roast s’mores at the bonfire, icefish during the colder months or enjoy dinners with a gorgeous sunset backdrop on your private deck. Our home is conveniently located very close to Milwaukee and Chicago, yet feels like you are hours up North!

Clean 1bd/1bath close to everything!

Charming 1 bedroom 1 bath with private entrance and parking. Close to downtown, Shopping malls, Zoo, Hospital, Airport,Main freeways. Full kitchen with stove, microwave, coffee pot, dishes. Unit has tv and wifi. Coin operated laundry is accessible on premis. Why stay at a hotel when you can feel at home in this lovely unit.