Vacation rentals in Raymond

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Top-rated vacation rentals in Raymond

Guests agree: these stays are highly rated for location, cleanliness, and more.

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Guest favorite
Home in Waukesha
4.93 out of 5 average rating, 198 reviews

Pet-Friendly Retreat•Sleeps 8•Huge Yard•Fire pit

Wake up to sunrise over a peaceful backyard and enjoy your morning coffee on the private balcony. Evenings are perfect by the fire pit under a starry sky. Just a 5 minute drive from Pewaukee Lake Pet-friendly home with a large yard and fire pit - ideal for relaxing and spending time together. Open-concept living, kitchen, and dining area creates a warm, inviting space to gather. Sleeps up to 8 and is best suited for small families or close-knit groups who prefer a more cozy, intimate layout.

Guest favorite
A rustic interior showcases handcrafted stonework paired with warm wooden accents. Natural light highlights the cozy organization of the space, featuring a fireplace in the foreground and a ladder leading to an upper level, while a glimpse of the adjoining room is visible in the background.
Home in Racine
4.91 out of 5 average rating, 268 reviews

“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!

Guest favorite
A spacious living area features large windows that allow natural light to fill the room. Comfortable seating options include a sofa, armchair, and a sleek glass-top coffee table, complemented by potted plants and decorative wall art.
Apartment in Milwaukee
4.93 out of 5 average rating, 40 reviews

Cozy & Spacious 2BR Upper Unit in heart of MKE

**No Cleaning Fees** Escape to the perfect destination of Milwaukee. Staying in a safe and peaceful residential neighborhood. Guests will have easy access to all the city's attractions and amenities, while enjoying the peace and privacy of a quiet neighborhood. 5 Min MKE Mitchell Int Airport Bayview 8-10 Min Harley Davidson Museum American Family Stadium (Miller Parkway) Fiserv Forum Milwaukee Art Museum Lakefront/Downtown Summerfest Grounds Discovery World 15 Min MKE County Zoo MKE Mile

Guest favorite
A well-maintained trailer is surrounded by green shrubs and decorative stones. A wooden picnic table is placed on a stone patio, providing a space for outdoor dining. The sky is partly cloudy, contributing to the tranquil atmosphere of the outdoor setting.
Camper/RV in Franklin
5 out of 5 average rating, 9 reviews

The Crows Nest Camper

Enjoy the lovely setting of this romantic spot in nature. you have a private pond with a little Trail to walk through still close to the city and feel so far away in nature.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.BOAT TOUR AVAILABLE to 11people

Top guest favorite
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, 110 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 favorite
The exterior of a large countryside home is depicted, featuring a combination of blue siding and stone accents. Large windows allow natural light to filter in, while a well-maintained lawn borders the front, providing a spacious, inviting approach.
Home in Raymond
5 out of 5 average rating, 21 reviews

Peaceful, Clean & Spacious Home on 15 Acres

We are not a farm but a large countryside 2260 sq. ft. 3 bedroom home with the master on first floor. Great location, it's 1.2 miles west of I-94 and has a splendid scenic setting. 15 minutes from General Mitchell Airport, 32 minutes from State Fair Park Milwaukee, 45 minutes from O'Hare Airport in Chicago. etc. There is a half mile walking trail right in the backyard. Boat/RV parking if needed. We have WiFi and the home sits 900 feet off the road so be ready to love the peace and quiet!

Superhost
Home in West Allis
4.86 out of 5 average rating, 190 reviews

KING BED/Amazing Location/Free parking/Wi-Fi

Enjoy a fun and relaxing stay with family or friends in this stylish, cozy, and comfortable lower unit, which features: 2 bedrooms (1 king, 1 queen ) 1 bathroom Fully equipped kitchen with dining table and designated coffee bar Living room with a 65” smart TV (Netflix included) Home office space Free parking spot Located just a short drive (4 min) from I94, this home offers easy access to all the city's major attractions * the ideal base for exploring the best of Milwaukee

Superhost
A spacious living area is equipped with a dark blue sectional sofa featuring decorative cushions. A large flat-screen television is mounted on a wooden stand. Natural light enters through tall windows, with a patterned area rug anchoring the seating arrangement and providing visual warmth.
Home in Milwaukee
4.8 out of 5 average rating, 10 reviews

The C&C (Comfort and Convenience)

NO CLEANING FEES! COMES AVAILABLE WITH AN OPTIONAL 2020 TOYOTA CAMRY XLE FOR $55/night THAT WILL PICK YOU UP FROM THE AIRPORT! Only 6mins from the airport and 15mins from summer fest and downtown, 5mins from Walmart and 5mins from Oak creek's downtown (Drexel town square)! This newly renovated house sleeps 6, Tempur-Pedic mattress in main bedroom, laundry, Wi-Fi, walk in whirlpool jacuzzi tub and shower. Rental car requires insurance that can be offered to you if getting the car.

Top guest favorite
The exterior of the home features a two-story brick structure with large screened windows and arched entrances. Lush greenery surrounds the property, complemented by vibrant fall foliage. A spacious patio area with seating is visible, set against a backdrop of mature trees and a well-maintained lawn.
Guest suite in Wind Lake
4.91 out of 5 average rating, 33 reviews

The Secret Garden

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!

Superhost
The image captures a serene lakefront view with a wooden dock extending into the calm water. Beside the dock, two chairs are positioned for relaxation. Sunlight filters through the trees, creating a warm atmosphere over the grassy yard, with a winding path leading down to the lake.
Cabin in Wind Lake
4.74 out of 5 average rating, 42 reviews

A Place in the Sun 2 on Wind Lake

Come hang out with the family or some friends on this full Recreation lake. Here you have a 2 bedroom with (6 beds)/ 2 full bathroom house with a large backyard and an amazing 70 foot of Beautiful lake Frontage. Sit by the fire to roast some marshmallows after soaking in the sun playing yard games and enjoying all the lake has to offer. You can take the kayaks out for a spin around the lake. Good fishing of the pier for Pan fish,Largemouth Bass, Pike, and Walleye

Superhost
A wooden dining table is surrounded by six matching spindle-back chairs. A light-colored table runner runs across the center, complemented by a simple candle holder. Sunlight pours in from a nearby window, illuminating the warm wood floors and creating a cozy dining space.
Home in Caledonia
4.71 out of 5 average rating, 28 reviews

Convenient Countryside Oasis

Escape to the serene countryside with our charming abode, offering a tranquil retreat from the hustle and bustle of city life. Just a stones throw away from downtown, this cozy 3 bedroom home boasts beautiful wood floors, creating a warm and inviting ambiance for your stay. Despite its secluded setting, our rental is conveniently located just a short distance from downtown Milwaukee, offering easy access to a myriad of attractions and entertainment options.

Top guest favorite
Home in Greenfield
4.97 out of 5 average rating, 34 reviews

Cozy, Cute, & Clean !

Cozy, Cute, and Clean! SHORT TERM fully furnished rental available in a quiet neighborhood of Greenfield! 20 minutes or less drive to: Downtown Milwaukee, Lake Michigan, Brady Street, Am-Fam Field, UW-Milwaukee, Marquette University; Advocate-Aurora, Ascension, & Froedtert Hospitals, stores, restaurants, and just 40 mins from the IL border! Utilities included In-Unit Washer/Dryer **Perfect for Travel Nurses/Techs, and Business Professionals**

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