Port Washington Holiday Rentals

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Check prices for these dates

In two weeks
20 Feb - 22 Feb
In two months
3 Apr - 5 Apr
In three months
1 May - 3 May
In four months
29 May - 31 May

Our top choices for Port Washington holiday rentals

Exterior

Grace Adventure House, Family/Fido Friendly 2 Bedroom, Sleeps 8, Walk to Port.

Grace Adventure House, Family/Fido Friendly 2 Bedroom, Sleeps 8, Walk to Port.
Port Washington
10.0 out of 10, Exceptional, (26 reviews)
"Easy check in and check out!"
United States
Yvonne V.
The price is HK$759
HK$1,846 total
includes taxes & fees
16 Feb - 17 Feb
Grace Adventure House, Family/Fido Friendly 2 Bedroom, Sleeps 8, Walk to Port.
Exterior

Be Still & Know, Luxury Apartment with Fireplace. Walk to Port, Lake, and Shops

Be Still & Know, Luxury Apartment with Fireplace. Walk to Port, Lake, and Shops
Port Washington
10.0 out of 10, Exceptional, (39 reviews)
"Beautiful home! Close to the cutest little downtown area and the water. "
United States
Jennifer G.
The price is HK$928
HK$2,171 total
includes taxes & fees
11 Feb - 12 Feb
Be Still & Know, Luxury Apartment with Fireplace. Walk to Port, Lake, and Shops
Interior

Home Port Vacation Escape, Luxury Historic Home, Fireplace, Walk to Port & Lake

Home Port Vacation Escape, Luxury Historic Home, Fireplace, Walk to Port & Lake
Port Washington
10.0 out of 10, Exceptional, (5 reviews)
"Beautiful home for our traditional October family gathering. Host lives right on site so easily available for all or any questions. Home is very updated with all high end fixtures and beautiful furniture. Perfect place to stay. "
United States
deborah r.
Home Port Vacation Escape, Luxury Historic Home, Fireplace, Walk to Port & Lake
Interior

Stunning and Completely Remodeled Ranch Home! Walk to Downtown & Marina!

Stunning and Completely Remodeled Ranch Home! Walk to Downtown & Marina!
Port Washington
10.0 out of 10, Exceptional, (24 reviews)
"Great place to stay. Had everything needed for a great family weekend. Definitely will stay there again on another trip to Wisconsin. Holly and Curtis are the best hosts."
United States
michael f.
The price is HK$2,500
HK$5,098 total
includes taxes & fees
3 Mar - 4 Mar
Stunning and Completely Remodeled Ranch Home! Walk to Downtown & Marina!
Children’s area

Tranquil Cottage in the Woods with Lake Michigan only 300 feet away.

Tranquil Cottage in the Woods with Lake Michigan only 300 feet away.
Oostburg
10.0 out of 10, Exceptional, (121 reviews)
"Lovely place and quiet"
United States
grandma d.
The price is HK$914
HK$1,129 total
includes taxes & fees
11 Feb - 12 Feb
Tranquil Cottage in the Woods with Lake Michigan only 300 feet away.
3 bedrooms, iron/ironing board, travel cot, WiFi

Beachy 3-bedroom upper with WiFi and AC minutes from Lake Michigan

Beachy 3-bedroom upper with WiFi and AC minutes from Lake Michigan
Sheboygan
10.0 out of 10, Exceptional, (1 review)
"In town for family celebration. This was a convenient location to my parent’s home! Thanks!"
United States
Shelly E.
The price is HK$633
HK$1,250 total
includes taxes & fees
9 Feb - 10 Feb
Beachy 3-bedroom upper with WiFi and AC minutes from Lake Michigan
Smart TV

3 Blocks from lake walk to Lake, guest house 1 BDRM full bath 4 min to downtown

3 Blocks from lake walk to Lake, guest house 1 BDRM full bath 4 min to downtown
Sheboygan
10.0 out of 10, Exceptional, (13 reviews)
"Great place to stay and even better hosts’. The house is conveniently located to everything we wanted to explore and was a great place to unwind after a long day. The host was very helpful and made sure we were settled in and having a good time. Would love to come back soon! "
United States
Riley W.
The price is HK$461
HK$1,099 total
includes taxes & fees
9 Feb - 10 Feb
3 Blocks from lake walk to Lake, guest house 1 BDRM full bath 4 min to downtown
Interior

Eclectic 3-BR Lower w King Bed & Pack-n-Play & Fire Pit near Lake MI

Eclectic 3-BR Lower w King Bed & Pack-n-Play & Fire Pit near Lake MI
Sheboygan
10.0 out of 10, Exceptional, (4 reviews)
"Very clean and good location; nice place for our dog; we would definitely stay again if the opportunity presents itself."
United States
Stephanie K.
The price is HK$703
HK$1,330 total
includes taxes & fees
8 Feb - 9 Feb
Eclectic 3-BR Lower w King Bed & Pack-n-Play & Fire Pit near Lake MI
Dining

Eclectic Spacious 3 BR Home Near Lake MI w/ Fire Pit

Eclectic Spacious 3 BR Home Near Lake MI w/ Fire Pit
Sheboygan
10.0 out of 10, Exceptional, (6 reviews)
"4 forever friends getaway. Relaxation, eats and drinks with a little antique and thrift shopping"
United States
Stacy P.
The price is HK$759
HK$1,394 total
includes taxes & fees
10 Feb - 11 Feb
Eclectic Spacious 3 BR Home Near Lake MI w/ Fire Pit
Exterior detail

Gift yourself a getaway in 2026

Gift yourself a getaway in 2026
Cedarburg
10.0 out of 10, Exceptional, (196 reviews)
"Very attentive hosts, fantastic location, extremely clean and comfortable. "
United States
Dennis R.
The price is HK$1,273
HK$1,614 total
includes taxes & fees
10 Feb - 11 Feb
Gift yourself a getaway in 2026
Terrace/patio

Spacious Property with Hot Tub, Jukebox, Sleeps 10

Spacious Property with Hot Tub, Jukebox, Sleeps 10
Cascade
10.0 out of 10, Exceptional, (34 reviews)
"This was my third time staying at this place. Pam is the ultimate host. Her place is always clean and very welcoming. She had all the necessary items to make s'mores. Her place is very family-friendly. I would highly recommend this place to anyone. My family and I are already looking forward to visiting again. "
United States
Roberta V.
The price is HK$2,063
HK$3,800 total
includes taxes & fees
8 Feb - 9 Feb
Spacious Property with Hot Tub, Jukebox, Sleeps 10
Dining

Remodeled Luxury 3BR - Walk to Cedarburg Downtown

Remodeled Luxury 3BR - Walk to Cedarburg Downtown
Cedarburg
10.0 out of 10, Exceptional, (1 review)
The price is HK$1,563
HK$3,452 total
includes taxes & fees
8 Feb - 9 Feb
Remodeled Luxury 3BR - Walk to Cedarburg Downtown
Fridge, microwave, oven, stovetop

The Quarters | Suite 3

The Quarters | Suite 3
Grafton
10.0 out of 10, Exceptional, (2 reviews)
"We came into town to spend time with our cousins. My son lives nearby in Cedarburg and this was a great location. Clean, modern, and comfortable furniture. Good amenities. Great communication with the host. "
United States
Cindy L.
The Quarters | Suite 3
Terrace/patio

Beautiful riverside yard, hot tub, game room, large dining table!

Beautiful riverside yard, hot tub, game room, large dining table!
Glendale
10.0 out of 10, Exceptional, (4 reviews)
"Roomy and comfortable place for a large group. Will definitely come back if we're in the area again."
United States
Mark B.
The price is HK$1,621
HK$3,908 total
includes taxes & fees
9 Feb - 10 Feb
Beautiful riverside yard, hot tub, game room, large dining table!
Exterior

Charming studio apartment - Perfect location for the outdoor explorer

Charming studio apartment - Perfect location for the outdoor explorer
Kewaskum
9.8 out of 10, Exceptional, (8 reviews)
"Perfect location friendly accommodating hosts!"
United States
steven s.
The price is HK$1,181
HK$2,308 total
includes taxes & fees
10 Feb - 11 Feb
Charming studio apartment - Perfect location for the outdoor explorer
Living area

CBI Havens is set in a calm and well‑connected pocket of Milwaukee,

CBI Havens is set in a calm and well‑connected pocket of Milwaukee,
Milwaukee
CBI Havens is set in a calm and well‑connected pocket of Milwaukee,
Interior

Charming 2-bedroom house in Milwaukee with AC

Charming 2-bedroom house in Milwaukee with AC
Milwaukee
4.0 out of 10, (2 reviews)
"This place is OK. It’s cheap which is great, and the host is friendly. However, it is very dusty and the furniture/beds are very uncomfortable. "
United States
Caitlin B.
Charming 2-bedroom house in Milwaukee with AC
Private kitchen

CBI Havens is set in a calm and well‑connected pocket of Milwaukee,

CBI Havens is set in a calm and well‑connected pocket of Milwaukee,
Milwaukee
CBI Havens is set in a calm and well‑connected pocket of Milwaukee,
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Port Washington Hotel Reviews

Motel 6 Milwaukee, WI - Glendale

Motel 6 Milwaukee, WI - Glendale

10/10 Excellent
"Great staff and management (Kesha)"
Mary 7-night trip
Posted 4 days ago
Motel 6 Milwaukee, WI - Glendale

Find out more about Port Washington

Search for holiday rentals in Port Washington on Expedia! You can easily find your home rentals, villas, holiday apartments in Port Washington using one of the methods below:

  • View our selection of featured holiday rentals in Port Washington
  • Use the map to find apartments and other holiday homes in the Port Washington neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Port Washington while they last

Look no further and take a look at our great range of rental properties in Port Washington!

Frequently asked questions

Can I find a holiday rental in Port Washington?

Yes, there are holiday rentals in Port Washington close to Port Washington Ghost Walk, or you can select a more secluded option if you're looking for a relaxing stay. The waterfront and shops are just a few reasons why tourists like Port Washington. Make sure you allow time to enjoy the lakeside during your holiday.

What are some of the best holiday rentals that Port Washington has to offer?

Large Unique & Artistic Lake Michigan Beachfront House with Awesome Game Room: This holiday home rental outside of Port Washington is located on the beach, and has a fireplace, a patio and a BBQ to put you at ease in your new surroundings. It has 4 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. Kick off your shoes and enjoy yourself with a private garden and a selection of games.

How many holiday rentals are there in Port Washington?

Choose from 9 Expedia holiday rentals in Port Washington for a memorable holiday.

What can I see and do in Port Washington?

Family-friendly attractions include Port Washington Ghost Walk and The Chocolate Chisel, whereas Lake Michigan is a spot to enjoy the outdoors. Other places in town to visit include 1860 Light Station and Museum and Port Washington Marina.

What are holiday rentals like in Port Washington?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Port Washington. Holiday rentals offer amenities such as kitchens and laundry facilities so you'll have all the comforts of home. If you're concerned about cleanliness, holiday rentals can offer a sense of safety away from public hotel lifts and busy reception areas while still allowing you to travel. You'll also find more space in a holiday rental than in a standard hotel, which is another reason why a holiday rental is an attractive choice for family trips or small group gatherings.