Vacation rentals in Greenfield

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Top-rated vacation rentals in Greenfield

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

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Guest favorite
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.
Apartment in West Allis
4.95 out of 5 average rating, 211 reviews

Sunny State Fair Sojourn!

Newly 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!

Top guest favorite
Loft in Walker's Point
4.94 out of 5 average rating, 535 reviews

Clock Tower Loft Close to Key Attractions

This cozy quiet apt is softly illuminated by the full moon face of the Allen-Bradley Rockwell Clock Tower, a beacon in Milwaukee’s hip and historic Walker’s Point. Relax on the balcony and enjoy garden views plus treats & refreshments. Head out on a stroll or Bublr bike to discover great eats, crafted beers & spirits. Close to: HD Museum, Fiserv Forum, AmFam Field, theaters, museums & the lakefront. Welcome solo adventurers, couples & biz travelers! Easy access to Interstate, Airport & Amtrak.

Guest favorite
A spacious living room features a vintage-inspired green velvet sectional sofa paired with plush pillows. A glass coffee table rests on a soft area rug, with natural sunlight illuminating the room. Decorative plants and a round mirror add to the inviting atmosphere.
Apartment in Bay View
4.95 out of 5 average rating, 864 reviews

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.

Guest favorite
Home in West Allis
4.78 out of 5 average rating, 177 reviews

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

Welcome to this cozy 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, restaurants, and more! Peaceful and quiet residential spot with plenty of parking on premises (up to 3 cars.) Amenities include: Spacious Parking, Smart TV, WiFi, Self Check in, Fresh Sheets and Towels, Shampoo & Conditioner, Soap & Hand Sanitizer, Fully Stocked Kitchen, and much more!

Top guest favorite
The exterior of the vintage 1938 home features a white façade with multiple windows and a welcoming porch adorned with decorative railings. Natural light creates playful shadows on the walls, highlighting the architectural details and lush greenery surrounding the property.
Townhouse in Greendale
4.91 out of 5 average rating, 103 reviews

Entire historic home, ideal for families & pets.

Entire cozy, historic 1938 home. No cleaning or guest service fee! Family & Pet (dog/cat) friendly. Steps from playground or historic Village Center w/shopping, dining, wine bar; 15 min to downtown MKE or Airport; 6 min from Rock Sports Complex or WI State Fair Park. Full kitchen; Laundry, Central AC, Hi Speed Wi-Fi; ample work space. Free off street parking. Plush towels and toiletries in bathrooms. Enjoy your visit to this historic garden community. Sleeps 7. Over 70 “5 Star” Reviews.

Top guest favorite
The exterior of a two-story duplex is presented, featuring a green facade with multiple windows. A welcoming porch with railings is visible, adorned with potted plants. The yard is grassy and bordered by a sidewalk, with a driveway leading to a detached garage in the background.
Apartment in Wauwatosa
4.98 out of 5 average rating, 378 reviews

Great Location, Wauwatosa (upper unit)

This bright & super clean upper (19 stairs) 2 bedroom duplex is in the heart of East Tosa. ( Bel Air Cantina, Cranky Al's, Rocket Baby, Rosebud Theater, il Mito, North Ave. Grill, Camp Bar and micro brewery within 1/2 a block to 4 blocks of this house) Centrally located for quick access to Medical College/Froedert, Am Fam Field, Milwaukee County Zoo, Downtown, Harley Museum, Milwaukee Art Museum & Summerfest/lakefront festival grounds. 1 space off street parking. Bublr & bus stop nearby.

Top guest favorite
A cozy sleeping area features a wrought iron bed with white linens and several pillows. Two nightstands with lamps are placed on either side. A fan is mounted on the ceiling, while emerald green curtains frame a window beside a floral wall art piece.
Apartment in West Allis
4.97 out of 5 average rating, 113 reviews

Nice 1 BR Apt, WIFI & Office, Near State Fair

This beautifully furnished upper duplex offers a cozy and comfortable living space in a safe and peaceful neighborhood. The kitchen comes fully equipped with all the necessary supplies for cooking and dining, and the garage and driveway provide convenient parking options. Stay connected with the included WIFI and watch YouTube TV. Nice Office space. Conveniently located near major freeways, downtown, hospitals, and the State Fair Grounds. Book now for a stress-free and enjoyable stay

Top guest favorite
A charming exterior of a two-story home is framed by autumn leaves, showcasing stone steps leading to a covered porch. Lush greenery and decorative plants are visible, providing a warm and inviting entrance, complemented by a vibrant sky at sunset.
Bungalow in Wauwatosa
4.96 out of 5 average rating, 229 reviews

Tosa Respite (second floor, private suite)

Beautiful, private, second floor suite nestled in a quaint Wauwatosa neighborhood, Tosa Respite is a getaway within the city. Tosa Respite is conveniently located a stone’s throw from Interstate 94, Froetdert Hospital, The Medical College of WI, the Ronald McDonald House, State Fairgrounds, and biking/walking trails. Also walking distance to shops, cafés, restaurants, with a Bublr hub around the corner. Owner lives on premise and operates a private studio on the first floor.

Guest favorite
Home in Bay View
4.94 out of 5 average rating, 134 reviews

Bright 1.5BR in the Heart of Bay View - w/ Parking

Perfectly located in Milwaukee’s eclectic Bay View 4 blocks from the lake. Minutes from downtown, Summerfest, art museum, etc. You’ll have the entire second floor of this sunny duplex. The space is open concept - 1 bed with a King Casper mattresses, a bright kitchen with tons of space, a stylish living room with art throughout, and an office (with an air mattress). Fenced-in back yard that's great for pets and chill around the outdoor table for optimal hangs and BBQs.

Top guest favorite
Apartment in Wauwatosa
4.87 out of 5 average rating, 364 reviews

Tosa Village Studio Apartment

Tosa Village Studio. (Wauwatosa is the first suburb west of Milwaukee). Walk to the Village and explore the boutique shops, restaurants and bars. Enjoy summer concerts in Hart Park. Miller Park (Milwaukee County Stadium - Home of the Brewers) only 3.5 miles away. Close to the Medical Complex, Froedert and Children's Hospitals. 6.5 miles to the Fiserv Forum (Home of the Milwaukee Bucks). Six miles to downtown Milwaukee. Enjoy Summerfest at the Lake Michigan shore.

Guest favorite
A living room area features a cozy sofa complemented by a patterned chair and a wooden coffee table. Natural light filters through three windows adorned with stained glass, illuminating the hardwood floor. An archway leads to a dining area furnished with wooden chairs and a table.
Apartment in West Allis
4.91 out of 5 average rating, 362 reviews

The Cheese House

Large well appointed two bedroom, living room, dining room, kitchen, and private balcony. Apartment is located on the second floor right above the award winning West Allis Cheese & Sausage Shoppe. Each stay includes 4 breakfast sandwiches and house coffee vouchers for the cheese store cafe. The rental is centrally located minutes from Pettit National Ice Center, Milwaukee County Zoo, Wisconsin State Fair, and Brewers Stadium not to mention local restaurants.

Top guest favorite
Home in Greenfield
4.94 out of 5 average rating, 16 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**

Popular amenities for Greenfield vacation rentals

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Frequently Asked Questions

  • Are there family-friendly vacation rentals in Greenfield?

    Greenfield has more than 30 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.

  • How much does it cost to stay in house rentals in Greenfield?

    Experience the best of Greenfield with our house rentals, starting at about $30 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • Are there pet-friendly vacation rentals in Greenfield?

    Four-legged friends are welcome in Greenfield. Choose from more than 10 vacation rentals for guests traveling with pets.

  • Are there vacation rentals with a dedicated workspace in Greenfield?

    Yes! Work meets play with ease at over 30 vacation rentals in Greenfield featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • Where should I stay in Greenfield?

    Make yourself at home in Greenfield by choosing from our most frequently booked neighborhoods. We have over 90 vacation rentals in Hawley Farms, over 50 vacation rentals in Euclid Park, and over 90 vacation rentals in Mount Olivet.

  • Do house rentals in Greenfield have air conditioning?

    Absolutely! We offer over 40 house rentals with air conditioning in Greenfield. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in Greenfield have a kitchen?

    Absolutely! We offer over 40 house rentals with a kitchen in Greenfield. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in Greenfield have wifi?

    Absolutely! We offer over 40 house rentals with wifi in Greenfield. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in Greenfield have free parking?

    Absolutely! We offer over 30 house rentals with free parking in Greenfield. Enjoy a tailored experience with all the comforts you desire.

  • What are the most popular amenities for House Rentals in Greenfield?

    Enhance your stay in our House Rentals with the most popular amenities: over 30 homes with free parking, over 40 homes with air conditioning, over 40 homes with wifi, over 40 homes with a kitchen, and more. Indulge in the ultimate retreat, tailored to your preferences.

Quick stats about vacation rentals in Greenfield

  • Total vacation rentals

    Explore 60 vacation rentals in Greenfield

  • Nightly prices starting at

    Greenfield vacation rentals start at € 26 per night before taxes and fees

  • Verified guest reviews

    Over 1,750 verified reviews to help you choose

  • Family-friendly vacation rentals

    30 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 10 rentals that welcome pets

  • Rentals with dedicated workspaces

    30 properties have a dedicated workspace

  • Wi-Fi availability

    60 of Greenfield vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Greenfield rentals

  • 4.8 Average rating

    Greenfield stays are highly rated by guests—averaging 4.8 out of 5!

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