Holiday rentals in Greenfield

4.71 out of 5 average rating, 90 reviews

A modern living area features rich wooden beams overhead and soft seating arrangements. A sleek television is positioned on a media console, with a decorative plant adding a touch of greenery. Natural light filters through sheer curtains, creating a bright and inviting space.

Home in Greendale

Designer Home in Walkable Historic Greendale

Extended Stays Welcome! Situated in an ideal walkable location, the Villager on Arrowwood is an absolute gem in the heart of the historic Village of Greendale. Updated with a modern style and mid century touches. Work from the office which includes a fold-out couch. Enjoy dual outdoor spaces with the front screened porch and large backyard with patio. Just steps from Village's inviting downtown shops and restaurants - the perfect place to experience the unique charm and history of Greendale!

5.0 out of 5 average rating, 28 reviews

Home in Milwaukee

Quiet Retreat in Morgan Heights|Sleeps 6|1.5 bath

Relax with the whole family at this peaceful upper duplex in Milwaukee’s Morgan Heights. This 3BR, 1.5BA. with California king bed! home sleeps 6 and features a spacious kitchen, bright living area, and Jacuzzi bathtub. Enjoy the large backyard for entertaining or relaxing. Smart Apple Home features add modern convenience. Located near State Fair, highways, restaurants, parks, and shops. 15 minutes to downtown/airport. Perfect for families or anyone seeking comfort and easy access to the city.

4.95 out of 5 average rating, 40 reviews

The exterior of a two-story house is depicted, characterized by white walls and dark trim. A bench is positioned on the front porch, and trees with autumn leaves frame the scene. Sunlight highlights the structure, creating a warm yet neutral ambiance.

Home in Greendale

Cozy, historic home in walkable Greendale village

Your family will be close to everything when you stay at this centrally-located, original but renovated 3 bedroom/1.5 bath in the Historic Village of Greendale. Enjoy a stroll through the walkways connecting various parks, shopping and dining on just a few blocks away on Broad Street. You'll love the friendly village vibe. Just an easy 15 minute drive from downtown/lakefront, if you are in the mood for a city vibe. We hope you enjoy this cozy home and the village of Greendale as much as we do!

5.0 out of 5 average rating, 76 reviews

The exterior of a vintage two-story home in a sunlit setting is shown, featuring a soft yellow façade and green window trims. A white picket fence outlines a landscaped area, while mature trees provide shade along the walkway leading to the entrance.

Home in Greendale

A Showplace of Greendale History on Apple Court

This entire 3 bedroom home is a vintage gem in Historic Greendale, Wisconsin — and it's all yours! • NO extra charge for cleaning! • FREE on-site parking for two cars • An EASY walk to charming boutiques & eateries • Located in a National Historic Landmark district • Steeped in 1930s History with Eleanor Roosevelt design features Features stylish, functional layout as part of FDR’s 1930s New Deal. Includes high speed Internet, central air conditioning, private patio for outdoor enjoyment.

A spacious living area features a blue sectional sofa and a yellow accent chair, offering an inviting seating arrangement. A brown coffee table sits on a patterned rug, while large windows allow for natural light. A desk with a chair is positioned nearby for work or leisure.

4.88 out of 5 average rating, 133 reviews

West Allis Oasis

Come stay with us at West Allis Oasis in West Allis, WI, bring your pets too! Your cozy 2-bedroom, 1-bathroom home on a quiet street in a fantastic neighborhood. Dog-friendly and perfect for families or solo travelers, enjoy easy access to I-94 and the State Fair Park just a few blocks away. Our home offers a peaceful retreat with comfortable furnishings, a fully equipped kitchen, cozy bedrooms, and large fenced in yard. Book your stay today for the perfect blend of comfort and convenience!

4.95 out of 5 average rating, 256 reviews

A living room is presented with a gray sofa, a minimalist table, and wooden chairs. Natural light enters through large windows, accentuated by decorative curtains. A patterned area rug covers the floor, while a ceiling fan hangs above, contributing to the room's comfortable ambiance.

Flat in West Allis

Sunny State Fair Sojourn!

Renovated upper unit in a 1902 Victorian home. 2 bedroom, one bath, kitchen, dining area, living room, and office space! Less than one block from Wisconsin State Fair Park, The Milwaukee Mile and local bus routes! Minutes from American Family Field, Milwaukee County Zoo, and more! Local shuttle to Summerfest and other concerts and sporting events withing walking distance! Private balcony, free parking for one car, private laundry in the unit. Owner occupied lower for over 25 years!

4.8 out of 5 average rating, 193 reviews

★Cozy Beach Themed Home★2 Beds★Spacious Parking★

Cozy and quaint two bedroom beach themed home located in the heart of West Allis. Close to public transportation and a few minutes driving to State Fair Park, Milwaukee County Zoo, Potawatomi Hotel & Casino, bars, and restaurants! Peaceful and quiet residential spot with plenty of parking on premises. Amenities include: Spacious Parking, TV with Hulu & HBO Max, WiFi, Self Check in, Fresh Sheets & Towels, Hairdryer, Fully Stocked Kitchen, Washer & Dryer, Reading Material, and much more!

4.98 out of 5 average rating, 62 reviews

A welcoming living area features a spacious gray sectional sofa arranged around a coffee table. A textured area rug adds warmth, while large windows provide natural light. Green plants and wall accents enhance the cozy ambiance, and the open layout leads towards the kitchen.

Home in Franklin

The Rawson House

Fully renovated 3 bedroom and 2 bath home. Walking distance to the Rock sports complex. Perfect for groups looking to discover all the great activities that Franklin and Milwaukee have to offer. Walking distance to Franklin Field, the home of the Milwaukee Milkmen. Enjoy a drink at the Umbrella Bar, hit some golf balls at the brand new Luxe Golf Bays, or enjoy local restaurants. Perfect for groups attending weddings or other events at The Lodge. Also, a quick drive to downtown Milwaukee.

A cozy living area features a spacious sofa against a vibrant, textured wall. A colorful area rug adds warmth to the hardwood floor, while framed artwork decorates the surrounding walls. Access to the kitchen and stairway is visible in the background.

4.81 out of 5 average rating, 205 reviews

Designer Cottage-Parking, Patio, & New Kitchen

LOCATION, LOCATION! • Fast Fiber Internet TIME (MIN) 5-10 McCarty Park (Water Park, Trails, B-Ball Court) STATE FAIR TOSA 10-15 Brewers, Bucks Harley, 3rd Ward Breweries, Zoo ATTN MEDICAL Near All Hospitals PRIVATE PATIO & FENCED-BACKYARD • Seating for 4 w/ table • 🐶 can roam • Safe & secure kids play • Space for games & bags SAFE PARKING • Allows 2-4 vehicles inc. trucks & boats • 100FT off street • driveway widens LAUNDRY • W&D • Pods & D-Sheets • Util. Sink • Iron+Board

4.82 out of 5 average rating, 67 reviews

A spacious living room features a dark blue couch and a wooden coffee table on a decorative area rug. A flat-screen TV stands on a media console, displaying various streaming options. Light enters through large windows adorned with curtain panels, while a wall clock is mounted above.

Townhouse in Greenfield

Spacious 3-Bedroom Townhouse

Enjoy your stay in this spacious house located just 15 minutes away from downtown Milwaukee and Summerfest, and 10 minutes away from State Fair. Including the peaceful neighborhood, you'll be within walking distance of various restaurants and shops. Within the home, you'll find a comfortable experience lounging in any of the 3 bedrooms, playing outside in the expansive yard, or relaxing in the sunroom. Provided are a 52" TV, washing and drying machine, and 570 Mbps wifi.

4.96 out of 5 average rating, 45 reviews

Home in Greenfield

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**

4.96 out of 5 average rating, 232 reviews

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

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?

Popular amenities for Greenfield holiday rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Other great holiday rentals in Greenfield

4.97 out of 5 average rating, 38 reviews

An airy living space is presented, featuring two patterned armchairs and a spacious white sofa facing a large television. Natural light floods in through expansive windows, with a view of the outdoors. A dining area with a modern table and chairs is visible in the background.

Home in Franklin

Remodeled Luxury Ranch

A comfortable living area features two recliner sofas positioned around a soft, neutral-colored area rug. A small tabletop lamp provides gentle lighting beside a window, which is dressed with purple curtains. Glass-paneled doors lead to adjacent spaces, enhancing natural light.

4.97 out of 5 average rating, 75 reviews

Your home away from home

4.93 out of 5 average rating, 59 reviews

The exterior of a mid-century modern tri-level home is showcased amidst a spacious green yard. Surrounding trees provide shade, contributing to the peaceful ambiance of the property. A large driveway is visible, accommodating multiple vehicles.

Villa in Hales Corners

Beautiful 6 bedroom with Heated Pool & Jacuzzi

The bright living area features a combination of modern and classic furnishings. A green leather sofa and light-colored armchair are positioned around a circular coffee table, with a decorative rug underfoot. Natural light streams through large windows, highlighting a fireplace and media console.

5.0 out of 5 average rating, 52 reviews

Spacious 4 Bedroom Bungalow

4.98 out of 5 average rating, 63 reviews

Flat in Milwaukee

Mid-Century Modern Apartment

4.99 out of 5 average rating, 90 reviews

A spacious living area features a comfortable sofa with colorful throw pillows, paired with a light coffee table on a soft rug. Large windows allow natural light to fill the room, complemented by stylish curtains, while a kitchen area is seen in the background.

Flat in Milwaukee

Stylish 3 - bd place with back yard & free parking

4.82 out of 5 average rating, 11 reviews

Comfortable 2-Bedroom Upper Duplex Unit