Holiday rentals in Raymond

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Top-rated holiday rentals in Raymond

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Top guest favourite
A cozy seating area is presented with two sofas adorned with decorative pillows. A large lamp with a blue shade complements the space, while light filters through the large windows, enhancing the bright atmosphere. A piece of wall art and natural accents are also visible.
Home in Salem
4.94 out of 5 average rating, 120 reviews

Center Lake View Cottage, near Camp&Silver Lakes

Relax & enjoy your stay in this peaceful home in quiet, friendly neighborhood. Launch boat in Center Lake at end of street or several nearby lakes. Camp Lake is 2 mins away, close to Silver Lake and many others. This home has an awesome sled hill, fire pit with seating area, and a relaxing deck with lake views. Close to Lake Geneva, & Renaissance Faire. Ski at Alpine Valley or Wilmot Mountain. 25 mins to Six Flags or Lake Geneva, 1 hr to Chgo or Milwaukee. 35 mins to Great Lakes Naval Base.

Top guest favourite
An outdoor patio is shown with a red umbrella providing shade over a black table and four metal chairs. A barbecue grill is positioned nearby, with a view of a green lawn and a distant red barn visible in the background.
Home in Racine
4.98 out of 5 average rating, 104 reviews

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.

Top guest favourite
A two-story house features a wide driveway leading to a spacious garage. Soft light emanates from the front windows, accentuating the manicured lawn and nearby trees. The inviting entrance is flanked by small shrubs, while the setting sun casts a warm glow over the home.
Home in Union Grove
5 out of 5 average rating, 21 reviews

4 bedroom | 3 bath | Pet friendly with amenities

Welcome to a spacious and beautiful retreat designed for comfort, style, and relaxation. Our bathrooms are stocked with amenities including soaps, shampoos, and extra towels! Enjoy the large kitchen with open concept dining for 8 and relax in one of the two king beds with their own smart tvs! Very convenient location near I-94 —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.

Superhost
The screened-in gazebo is adorned with soft drapes, illuminated by hanging lights. A white table is set for two among scattered rose petals, leading to a warm display of candles. The intimate setting suggests a romantic atmosphere, perfect for special occasions.
Place to stay in Racine
4.85 out of 5 average rating, 784 reviews

Wisconsin Treehouse Getaway!

Featured in Timeout Magazine as Chicago's Top 10 Airbnbs, and in other outlets as Wisconsin's most romantic and top 5 Airbnbs, this space has an immersive nature experience, overlooking a creek and woods with all modern comforts. Imagine yourself in a cabin in the woods to unplug and recharge, waking up to chirping birds as if in a Treehouse! 3 miles to Lake Michigan & dwntn. And if we're home, a complimentary Chai for you! Come, make lifelong memories at Racine's Best Kept Secret!

Top guest favourite
A modern great room features a leather sofa paired with a plush recliner, both accented by decorative pillows. A wooden coffee table sits on a patterned rug, while a bar area with two stools and wall-mounted artwork enhances the space. Natural light is provided by recessed lighting.
Guest suite in Wind Lake
4.9 out of 5 average rating, 29 reviews

Secret Garden Getaway

Take it easy at this unique and tranquil getaway in the lower level private garden apartment of our family home! Includes full kitchen; large great room with big screen TV, sleeper sofa, and foosball table; large patio outside surrounded by beautiful gardens; 2 bedrooms with king size beds and private wooded views; generously sized bathroom with full bath. A mere 30-40 minute drive from Lake Geneva, downtown Milwaukee, and more! Come enjoy your stay at our garden cottage space!

Top guest favourite
A spacious bedroom features a white bed adorned with decorative pillows and a textured throw blanket. A striking lion portrait hangs above the bed. Natural light fills the room through a nearby window, with soft curtains partially drawn, complementing the warm brown walls.
Home in Milwaukee
4.94 out of 5 average rating, 232 reviews

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.

Top guest favourite
Home in Union Grove
5 out of 5 average rating, 24 reviews

7 Acres Nature View w/ Fishing, Boating & Kayaking

Celebrate spring at The Ponds - a cozy 3‑bedroom retreat on 7 acres with two scenic ponds and refreshing views. Enjoy tranquil walks, wildlife sightings, and evenings by the fire. The spacious lower level is perfect for entertainment, while panoramic windows highlight the season’s renewal. Located just off I‑94, this getaway suits families, couples, and small groups seeking relaxation and connection.

Top guest favourite
A welcoming living area features a dark leather sofa and loveseat, complemented by a wood coffee table atop a plush area rug. Natural light enters through two windows, enhancing the space's warmth. Artwork is displayed on the wall, adding a touch of character.
Flat in West Allis
4.96 out of 5 average rating, 211 reviews

Clean 2 bedroom/1 bath close to everything!

Charming, recently and tastefully furnished 2 bedroom 1 bathroom apartment with private entrance and parking. Close to downtown, shopping malls, zoo, hospital, airport, and main freeways. Full kitchen with stove, microwave, coffee pot, toaster, and kitchenware. Unit has TVs and WiFi. Coin operated laundry is accessible in building. Why stay at a hotel when you can feel at home in this lovely unit?

Guest favourite
Home in Racine
4.96 out of 5 average rating, 118 reviews

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!

Guest favourite
A bright bedroom features a spacious bed adorned with soft gray bedding and yellow accent pillows. Large windows are dressed with light, airy curtains, allowing natural light to fill the room. A wooden dresser and a small seating area enhance the cozy ambiance.
Home in Racine
4.95 out of 5 average rating, 220 reviews

Historic Racine Property! - The Parish House

Stay in a little piece of history in Racine, WI! Built at the end of the 1800’s for George Murray and his family, this portion of the Murray Mansion functioned as the servant’s quarters for the family home. Minutes away from downtown Racine and some of the most stunning beaches on Lake Michigan, this renovated historic home is the perfect escape for your stay in Wisconsin.

Top guest favourite
A comfortable living area features a gray sectional sofa adorned with decorative pillows. A round coffee table is situated in front, with a plant centerpiece. Light streams from the kitchen area, which includes modern appliances and a dining table in the background. Wall art adds a touch of character.
Home in Muskego
4.84 out of 5 average rating, 230 reviews

Lake Muskego House, Walk to Stores & Restaurants

Newly remodeled interior. Across the street from public access to Little Muskego Lake. 3 kayaks, paddles and life vests are available at the home. Kayak, boat, ice fish, snowmobile on Little Muskego Lake. Enjoy walking to nearby local restaurants. Easy access to Interstate 43 and just 25 minutes from downtown Milwaukee or Airport.

Guest favourite
A fully equipped kitchen features white cabinetry and black appliances, including a stove and refrigerator. A checkerboard floor adds a retro touch. Red accents adorn the space, creating a cheerful atmosphere. Ample counter space is available for meal preparation, complemented by well-organized kitchen utensils.
Home in Burlington
4.93 out of 5 average rating, 144 reviews

The Retro Rectory

Retro decor, 3 bedrooms, 4 luxurious beds, fully equipped kitchen all available in this expertly styled home located in a walkable exurban city. Just 15 minutes from Lake Geneva, 45 minutes from Milwaukee, 90 minutes from downtown Chicago, and a short drive to several other interesting Wisconsin towns. NO CLEANING FEES

Popular amenities for Raymond holiday rentals

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