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Port Washington vacation rentals

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Top-rated vacation rentals in Port Washington

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

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Townhouse in Port Washington

4.92 out of 5 average rating, 146 reviews

Steps Away From the Lakefront and Downtown

Steps from picturesque downtown Port Washington and all the amenities available. Close to the action, but not too close. Restaurants, bars, shopping, the lakefront and marina, charter fishing, beaches, festivals, winery, brewery, beer garden, etc. are just a few of the things available to you in this quaint town which has been called the Cape Cod of the Midwest. Enjoy the entire lower level of this lovingly restored two-family home. Close driving distance to other historic areas like Cedarburg.

Cottage in Oostburg

4.97 out of 5 average rating, 261 reviews

Sandalwood Cottage - 300 Feet From Lake Michigan

A HIDEAWAY one mile East of I-43 nestled in beautiful wooded acreage across from Lake Michigan, on a private drive. Just South of Sheboygan. Close by: Whistling Straits & PGA golf courses. Ice Age Trail in the Kettle Moraine, Elkhart Lake - Road America, Charter Fishing, Kohler Andrae State Park, Several State & local beaches, & several 5 star restaurants. 2 hours & 20 min from Chicago. 45 min from Milwaukee, 65 min from Green Bay. Rest, Relax and Unwind in the tranquil setting at Sandalwood.

Rental unit in Port Washington

4.96 out of 5 average rating, 321 reviews

Grace Adventure House, walk to Port, Lake Michigan

I invite you to experience my spacious, peaceful and delightfully bright two bedroom Cream City Brick upper flat, only 4 blocks from the sparkling shores of Lake Michigan. You will find Grace Adventure House to be an escape from the pressures and busyness of your world where warmth and charm beckon you to enter into rest. Your place of retreat is furnished with Eastern European antiques from years of living overseas and is overflowing with character inside and out. We accept dogs only - sorry.

Rental unit in Port Washington

5 out of 5 average rating, 228 reviews

Beautiful Port home short walk to town and lake

Enjoy Grace Guest house and the sights and sounds of Port Washington at our bright turn of the century duplex. Your private upstairs unit has 1.5 baths, a full kitchen and 3 bedrooms. Freshly renovated, our 1890 home is sure to charm with its many original features and large modern bathrooms and kitchen. Your second floor private walk-out deck is a great place to enjoy a morning coffee or cocktail and take in the Lake View. Port Washington’s shops and restaurants are a quick 4 minute walk.

Rental unit in Port Washington

4.96 out of 5 average rating, 120 reviews

Picturesque Port Washington-HomePort LLC

The apartment is the lower level of our home in picturesque Port Washington. Quiet neighborhood, close to parks and close to bike path. There is 1 parking space and a separate entrance in the back of the house. There is a double futon in living area, bedroom has a queen size bed and newly renovated bathroom with a large shower. We are located 2 miles west of downtown Port which has many quaint shops, restaurants and a marina offering many opportunities for outdoor recreation and relaxation.

Rental unit in Port Washington

4.9 out of 5 average rating, 134 reviews

Lighthouse View -a real gem on Sweet Cake Hill

Enjoy the view of the Port Washington Lighthouse, Marina, and Lake Michigan from your private 1 queen bedroom (plus 2 futons in Living room) upper bungalow apartment. Our house was built in 1900 it has older architectural features. Please look at all the pictures. Private entrance, bathroom, and kitchen with range and refrigerator. Living room has plenty of seating and smart TV. Two block walk to the downtown with 17 restaurants and pubs within walking distance. Only 3 blocks to the marina!

Rental unit in Port Washington

4.94 out of 5 average rating, 266 reviews

Silvers Four-Six-Four *A home away from home*

An upper flat in walking distance from downtown Port Washington's restaurants, pubs, and summertime live music events. Walk and enjoy Lake Michigan's beaches, pier, and parks. A half block off of the interurban bike and running trail. Spacious apartment boasting a light, fresh, clean and airy feel. Plenty of room to help you feel at home. There is off road parking and a fenced in yard to park bikes or motorcycles. A garage is also available upon request when making your reservation.

Bungalow in Port Washington

4.97 out of 5 average rating, 135 reviews

Helena House, Port Washington, Lake Michigan View

The Helena House is a charming renovated 1913 Bungalow that features 2 main level bedrooms & bath with a handicap accessible shower, and fully furnished kitchen. The second level is a new spacious master ensuite. Relax on the front porch as you enjoy a view of Lake Michigan. Our home is a couple minute walk to the lake, downtown, restaurants, and shopping. A short 30-minute drive to downtown Milwaukee and 30 miles south of Kohler. The Interurban Trail is easily accessible from our location.

Loft in Port Washington

4.99 out of 5 average rating, 162 reviews

Cozy Carriage House Loft – Walk to Lake & Downtown

Relax in this cozy Carriage House Loft, tucked in the heart of historic Port Washington. Just a mile from Lake Michigan, sandy beaches, the iconic lighthouse, marina, and the charming downtown with local dining, coffee shops, and boutique shopping. This private retreat has its own entrance and is set in a quiet neighborhood, giving you the ideal mix of seclusion and accessibility. You’re only a 30-minute drive to downtown Milwaukee, and a scenic 30 miles south of Sheboygan and Kohler.

Rental unit in Port Washington

4.97 out of 5 average rating, 172 reviews

Inn on Billy Goat Hill

Come enjoy our upper 2-bedroom apartment in charming Port Washington filled with personal, welcoming touches. We live in a quiet neighborhood on Billy Goat Hill, which overlooks the downtown. The location is very walkable and close to fishing, swimming, boating, biking, shops, pubs, farmers' market, homemade ice cream , and historical sites of interest. We live downstairs and often will be here if you have any needs or concerns, but are very conscious of your desire for privacy.

Home in Oostburg

4.96 out of 5 average rating, 154 reviews

Lake Michigan Beach Home by Frank Lloyd Wright pro

Beautiful view and sand beach on Lake Michigan completely private surrounded by mature white pine trees and cedar trees. The spacious home is fully equipped with an "eat in" kitchen, dining room and living room entertainment space, den with see thru log fired fireplace, screened in porch to accommodate additional eating space, large outdoor deck with grill and fire pit. A canoe and row boat are available for the boating enthusiast, with life jackets and other floating devices.

Farm stay in US

4.98 out of 5 average rating, 202 reviews

Family friendly farmstay just outside Milwaukee

The Inn at Paradise Farm is an original 1847 log homestead in rural Wisconsin just a short drive from Milwaukee and close to many attractions, especially for nature lovers. Our very spacious private 4-room suite with private entrance is comfortable for couples, families, or business travelers who long to unwind in a pastoral setting. Visit with, and even help care for, our friendly animals! We are licensed and inspected. Paradise Farm welcomes all.

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Popular amenities for Port Washington vacation rentals

Laptop-friendly workspace

Air conditioning

Stay near Port Washington's top sights

Twisted Willow Restaurant12 locals recommend

Daily Baking Company10 locals recommend

Walmart Supercenter9 locals recommend

Fork & Tap8 locals recommend

Java Dock Cafe'8 locals recommend

Tellos Grill & Cafe6 locals recommend

Other great vacation rentals in Port Washington

Cabin in Cascade

5 out of 5 average rating, 84 reviews

hot tub and sauna on 5 private acres

Home in Port Washington

5 out of 5 average rating, 25 reviews

Lakeview Oasis - Sleeps 10! Family Friendly!

Guest suite in Sussex

4.99 out of 5 average rating, 136 reviews

Garden Retreat in law Suite

Home in Saukville

4.98 out of 5 average rating, 45 reviews

The Lighthouse Pool/Hot Tub/Tennis/Movie Room/Gym

Home in Port Washington

5 out of 5 average rating, 43 reviews

Lake Breeze Home - Downtown Port Washington

Cabin in Port Washington

5 out of 5 average rating, 22 reviews

Brand New Up North Cabin in Port

Home in Belgium

5 out of 5 average rating, 57 reviews

The Asher - A Luxury Lake Michigan Retreat

Home in Port Washington

5 out of 5 average rating, 23 reviews

Family Fun! | Arcade | Walk to the Lake

Quick stats about vacation rentals in Port Washington

Total rentals
50 properties
Nightly prices starting at
$30 before taxes and fees
Total number of reviews
3.2K reviews
Family-friendly rentals
30 properties are a good fit for families
Pet-friendly rentals
10 properties allow pets
Rentals with dedicated workspaces
30 properties have a dedicated workspace

Frequently Asked Questions

Are there vacation rentals with a dedicated workspace in Port Washington?
Yes! Work meets play with ease at over 30 vacation rentals in Port Washington featuring dedicated workspaces. Stay connected and productive in your home away from home.
Are there pet-friendly vacation rentals in Port Washington?
Four-legged friends are welcome in Port Washington. Choose from more than 10 vacation rentals for guests traveling with pets.
Are there family-friendly apartment rentals in Port Washington?
Port Washington has more than 10 family-friendly apartment rentals. Amenities on the property may include high chairs, travel cribs, or strollers.
Do house rentals in Port Washington have wifi?
Absolutely! We offer over 10 house rentals with wifi in Port Washington. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in Port Washington have air conditioning?
Absolutely! We offer over 10 house rentals with air conditioning in Port Washington. Enjoy a tailored experience with all the comforts you desire.
How much does it cost to stay in apartment rentals in Port Washington?
Experience the best of Port Washington with our apartment rentals, starting at about $80 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

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