Port Washington vacation rentals

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Top-rated vacation rentals in Port Washington

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Guest favorite

Townhouse in Port Washington

4.92 out of 5 average rating, 117 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.

Oct 8 – 15

G$19,800 GYD per night

Guest favorite

Cottage in Oostburg

4.97 out of 5 average rating, 233 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.

Feb 11 – 18

G$31,620 GYD per night

Guest favorite

Apartment in Port Washington

4.96 out of 5 average rating, 304 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.

May 31 – Jun 7

G$28,489 GYD per night

Guest favorite

Apartment in Port Washington

4.89 out of 5 average rating, 116 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!

Dec 31 – Jan 7

G$17,504 GYD per night

Guest favorite

Apartment in Port Washington

4.95 out of 5 average rating, 240 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.

Apr 1 – 8

G$26,244 GYD per night

Guest favorite

Bungalow in Port Washington

4.97 out of 5 average rating, 117 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.

Feb 25 – Mar 4

G$50,781 GYD per night

Guest favorite

Cottage in Fond du Lac

4.97 out of 5 average rating, 235 reviews

Cozy Guest House with Lake views.

Our remodeled two bedroom Guest House is adjacent to our Cottage and offers beautiful lake views. Access to Lake Winnebago available at near by boat launches. Centrally located to many of Wisconsin's best attractions. Less than 1 hour from Milwaukee, Madison, Green Bay, Close to Oshkosh (EAA) and Elkhart Lake. Includes 2 bedrooms, with plush queen bed and 2 twin beds, 1 full bathroom, and a fully stocked newly remodeled kitchen. Perfect getaway for some R&R with family or friends.

Oct 5 – 12

G$13,536 GYD per night

Guest favorite

Apartment in Port Washington

4.97 out of 5 average rating, 145 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.

Oct 29 – Nov 5

G$18,751 GYD per night

Guest favorite

Home in Campbellsport

4.99 out of 5 average rating, 137 reviews

Gleason's Chouse

You'll love staying in our unique home, in a quiet neighborhood. This is a recently remodeled 1867 church converted to a "Chouse". Featuring 2 bedrooms, Full Kitchen, 1 Bathroom, Balcony, Parking, and a Gazebo.. all beautifully complimented by a range of antiques and decorations. 8 Miles East of Hwy 41, a 45 min drive to Oshkosh or an hour to Milwaukee. Just down the from Lake Bernice & Eisenbahn Bike Trail. Also close enough to the Kettle Moraine Forest to hike and sightsee!

Aug 17 – 24

G$26,656 GYD per night

Guest favorite

Apartment in Sheboygan

4.92 out of 5 average rating, 398 reviews

Cozy Sheboygan Upper

We began caring for this home and property in 2018, and this 1870's home needed some love. We have been steadily remodeling since we moved in and it's starting to feel pretty great. We're excited to share it and the neighborhood with you. We are two blocks west of North Beach/Deland Park, 4 blocks to the river front boardwalk, home to many restaurants, cafe's, and shops. We are also four quick blocks to downtown which hosts many more restaurants, shops, museums and parks.

Jan 20 – 27

G$17,136 GYD per night

Guest favorite

Farm stay in US

4.98 out of 5 average rating, 181 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.

Nov 2 – 9

G$23,274 GYD per night

Guest favorite

Apartment in Waldo

4.98 out of 5 average rating, 259 reviews

The Blue Cobb House

My place is close to 20 minutes south of Elkhart Lake and Road America. You’ll love my place because of the outdoors space, the comfy bed, and the kitchen. My place is good for couples, solo adventurers, and business travelers. The Blue Cobb House is about 15 minutes from Kohler-Andrae State Park and 30 minutes from Harrington Beach State Park. The Kettle Moraine area is just to our west and it is filled with hiking trails.

Mar 22 – 29

G$22,253 GYD per night

Vacation rentals for every style

Get the amount of space that is right for you

Popular amenities for Port Washington vacation rentals

Gym

BBQ grill

Laptop-friendly workspace

Wifi

Air conditioning

Stay near Port Washington's top sights

Tellos Grill & Cafe6 locals recommend

Twisted Willow Restaurant12 locals recommend

Port Washington Marina3 locals recommend

Beanies Mexican Restaurant3 locals recommend

Schooner Pub4 locals recommend

Fork & Tap8 locals recommend

Other great vacation rentals in Port Washington

Guest favorite

Apartment in Germantown

4.94 out of 5 average rating, 107 reviews

1853 Farmhouse Apartment

Aug 9 – 16

G$22,032 GYD per night

Guest favorite

Guest suite in Sussex

4.96 out of 5 average rating, 238 reviews

The Loft @ The Butler Place. 1846 homestead.

Sep 3 – 10

G$21,087 GYD per night

Guest favorite

Guesthouse in Oostburg

4.9 out of 5 average rating, 258 reviews

Beach House

Jan 28 – Feb 4

G$46,478 GYD per night

Guest favorite

Barn in Cedarburg

4.96 out of 5 average rating, 153 reviews

Big Red Barn with a basketball court

Jan 24 – 31

G$45,633 GYD per night

Guest favorite

Cabin in Hubertus

4.96 out of 5 average rating, 480 reviews

Hugel Hutte - Log Cabin Getaway

Jan 12 – 19

G$47,352 GYD per night

Guest favorite

Home in Plymouth

4.93 out of 5 average rating, 423 reviews

Country Guest House - Garden Views!

Oct 13 – 20

G$27,052 GYD per night

Superhost

Guesthouse in Sheboygan

4.83 out of 5 average rating, 367 reviews

Carriage House Sheboygan, Lake Mich beach access!

Oct 16 – 23

G$22,380 GYD per night

Guest favorite

Apartment in Elkhorn

4.95 out of 5 average rating, 330 reviews

FarmWise Country Stay by Alpine Valley/Lake Geneva

Nov 30 – Dec 7

G$19,812 GYD per night

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Other great vacation rentals in Port Washington

Guest favorite

Cabin in Elkhart Lake

4.99 out of 5 average rating, 192 reviews

Elkhart A-Frame, Wooded Retreat near Road America

Dec 3 – 10

G$42,741 GYD per night

Guest favorite

Cabin in Port Washington

5.0 out of 5 average rating, 66 reviews

Cabin Life with Easy Walk to Downtown Port!

Jul 1 – 8

G$32,345 GYD per night

Guest favorite

Apartment in Port Washington

4.94 out of 5 average rating, 36 reviews

Historic downtown upstairs 2-bedroom rental unit

Feb 2 – 9

G$41,966 GYD per night

Guest favorite

Apartment in Port Washington

4.94 out of 5 average rating, 17 reviews

NEW | Unique Design | Mural | Fully Loaded Kitchen

Dec 6 – 13

G$31,751 GYD per night

Superhost

Apartment in Port Washington

4.83 out of 5 average rating, 18 reviews

Lovely 1 bedroom rental. Newly renovated!

Apr 7 – 14

G$25,099 GYD per night

Guest favorite

Home in Port Washington

5.0 out of 5 average rating, 22 reviews

Lake Breeze Home - Downtown Port Washington

Apr 8 – 15

G$59,251 GYD per night

Guest favorite

Apartment in Mequon

4.97 out of 5 average rating, 90 reviews

Private Entrance, Patio & Hot Tub -No Shared Space

Jan 2 – 9

G$30,325 GYD per night

Guest favorite

Home in Port Washington

4.94 out of 5 average rating, 80 reviews

The Bailey House Bed & Bike Inn

Mar 25 – Apr 1

G$97,442 GYD per night

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Quick stats about vacation rentals in Port Washington

Total rentals
40 properties
Rentals with dedicated workspaces
30 properties have a dedicated workspace
Pet-friendly rentals
10 properties allow pets
Family-friendly rentals
20 properties are a good fit for families
Total number of reviews
2.7K reviews
Nightly prices starting at
G$6,257 GYD before taxes and fees

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 boutique hotel rentals in Port Washington?
Experience the best of Port Washington with our boutique hotel rentals, starting at about $150 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

Port Washington vacation rentals

Top-rated vacation rentals in Port Washington

Vacation rentals for every style

Hotels

Unique stays

Homes

Popular amenities for Port Washington vacation rentals

Stay near Port Washington's top sights

Other great vacation rentals in Port Washington

Apartment in Germantown

Guest suite in Sussex

Guesthouse in Oostburg

Barn in Cedarburg

Cabin in Hubertus

Home in Plymouth

Guesthouse in Sheboygan

Apartment in Elkhorn

Other great vacation rentals in Port Washington

Cabin in Elkhart Lake

Cabin in Port Washington

Apartment in Port Washington

Apartment in Port Washington

Apartment in Port Washington

Home in Port Washington

Apartment in Mequon

Home in Port Washington

Quick stats about vacation rentals in Port Washington

Total rentals

Rentals with dedicated workspaces

Pet-friendly rentals

Family-friendly rentals

Total number of reviews

Nightly prices starting at

Frequently Asked Questions

Are there vacation rentals with a dedicated workspace in Port Washington?

Are there pet-friendly vacation rentals in Port Washington?

Are there family-friendly apartment rentals in Port Washington?

Do house rentals in Port Washington have wifi?

Do house rentals in Port Washington have air conditioning?

How much does it cost to stay in boutique hotel rentals in Port Washington?

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