House vacation rentals in Greendale

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Top-rated house rentals in Greendale

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Guest favorite

Home in Lake Geneva

4.91 out of 5 average rating, 113 reviews

Lake Geneva cottage with private beach access

This cute cottage for 6 is located just down the street from beautiful Lake Como that offers fishing, boating, and water sports. It is also just a short drive to Lake Geneva and all that it has to offer with its beautiful lake, shopping, historic buildings, and delicious restaurants. Along with the house you get access to the HOA covered private beaches and playgrounds nearby. There is also a bar and grill down the street with live music. Bring your family or your friends and welcome to my home.

Guest favorite

Home in Hubertus

4.86 out of 5 average rating, 432 reviews

Bark Lake, Entire Home, Private Lake Frontage 50ft

A 1,700 sqft home with 3 bedrooms, 2 baths, sofa bed and couch, large outdoor deck, hot tub, grill, 50 feet of lake access. Enjoy the morning sunrise from the East and relax by the waterfront and watch the sunset on the West. Bring the family and enjoy some lake life where the days linger on longer. During the Summer months we have a pier available to fish off of. There are two fire pits, one by the lake and another tucked away near the house. You will love it here, it is very calm and relaxing.

Top guest favorite

Home in Thiensville

5 out of 5 average rating, 181 reviews

Charming retreat-like 3BR in desirable northshore

Charming retreat-like 3BR in desirable northshore community walkable to coffee shops, restaurants, parks & the riverwalk…or a quick 23 minute ride to the front of the Fiserv Forum in downtown Milwaukee! Great for the weekend getaway, business trip or extended vacation. WIFI, well appointed kitchen, 2.5 bath, gas FP & front porch rocking chairs to watch the parade of dog walkers. Walk to (excellent) authentic Himalayan food at the Cheel or a glass of wine at Glaze while painting a new coffee mug!

Guest favorite

Home in Milwaukee

4.89 out of 5 average rating, 122 reviews

Good Land Home - Shorewood / Milwaukee, WI

From activities and attractions to fairs and festivals, Milwaukee, has something for everyone in your travel group! After each adventure-filled day, look forward to returning to this 3-bed, 1.5-bath upper duplex house featuring a fully equipped kitchen, bright living space, and comfortable accommodations for 6. There's a variety of things to do in Milw including award winning dining, pro Sports, Brewery tours, endless music festivals and more! Indoors or outdoors, the opportunities are endless!

Top guest favorite

Home in Lake Geneva

4.98 out of 5 average rating, 144 reviews

Updated luxury country getaway short walk to lake!

Luxury getaway close to private beaches, downtown Lake Geneva, and many area amenities. Relax in comfort in this newly renovated 3-bedroom. Enjoy all that the Lake Geneva area has to offer while unwinding in a modern, comfortable retreat. Conveniently located a 3-min walk to Lake Como and a 10-min drive to downtown Lake Geneva. Charming golf cart community with so much to do. Perfect for couples, families, and business travelers. Ideal space for up to 4 adults and great for families of 5.

Superhost

Home in Kenosha

4.92 out of 5 average rating, 271 reviews

Where Family & Friends Gather to Create & Remember

Come gather, relax & celebrate at our 1 acre estate near beaches, dining & Carthage College! The designer interior features 5 BR/4 Bath, chef's kitchen with Viking & Subzero, Coffee/Espresso Bar, dining area for 12, 2 spacious family rooms with piano, fireplace and TVs. Enjoy dining, lounging & fun in the great outdoors w/hot tub, fire pit, basketball, pickleball, ping pong & lawn games! Beaches are walkable under a mile & near lively downtown w/ harbor, restaurants, shopping & museums.

Guest favorite

Home in Bay View

4.96 out of 5 average rating, 140 reviews

Bright and Roomy Multi-Level Bay View Flat

Enjoy all that Bay View has to offer in centrally located Haas House! Bright, sunny, spacious upper flat with historic charm. Unique two level layout includes formal dining room, eat in kitchen and large sunny deck. Ring doorbell, 2 Smart TVs, large upper deck. Huge Master Suite includes living area, private bathroom, work space and Smart TV. Close to bars, restaurants, and Lake Michigan. 10 minutes to airport and downtown. Easy street parking. Perfect location for exploring Milwaukee.

Guest favorite

Home in West Allis

4.9 out of 5 average rating, 147 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

Home in Racine

4.88 out of 5 average rating, 406 reviews

The July House: Lake Views & Old World Charm

You are invited to come enjoy the amazing lake views from this adorable 1920’s house! Our family used to live here, and we loved it way too much to sell it. The whole space has since been re-imagined for guests, including two full newly-renovated modern baths. Some interesting original features still remain, such as exposed Cream City brick and a wood burning fireplace. Lake view from living/sitting room and all bedrooms, and within walking distance to downtown food/shops.

Top guest favorite

Home in Lake Geneva

4.98 out of 5 average rating, 325 reviews

NEW RENO Blue Bungalow DT Lake Geneva Walk to Lake

New listing! Newly renovated 2 bedroom house located in beautiful downtown Lake Geneva. A great choice for a couple or a small family. Perfect location for everything you need in Lake Geneva, but in a very quiet neighborhood setting only 5 blocks away from restaurants, shopping, the beach and the lake. Quick Trip right around the corner for gas, beverages and quick food pick up. FREE on site parking. Coffee bar. On site FREE laundry. Full stocked kitchen.

Superhost

Home in Bay View

4.76 out of 5 average rating, 140 reviews

Peaceful home in beauitful Bayview!

Enjoy the best that Bay View has to offer! Located in a quiet neighborhood just blocks from the lakefront and Kinnickinnic Ave, lined with cafés, restaurants, and bars, this modern and spacious house is the perfect home away from home. Fully furnished kitchen, finished basement, back patio, washer/dryer, office den. Pets considered. 10 minute drive from downtown or the airport.

Top guest favorite

Home in Kenosha

4.94 out of 5 average rating, 149 reviews

The Retreat on Lake Michigan 6 bd/4bth 4000 sq ft

*** Please for 2025 a 7-night Friday-Friday reservation is required during peak season from June 13-August 15. *** The best revenge for hard work is harder relaxation, and the ideal getaway is The Retreat, a luxurious and scenic waterfront property where you and your guests are encouraged to relax, reward, and pamper yourselves in splendor.