Washington County Holiday Rentals

Start date: Check-in selected.
To Date
End date: Check-out

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Featured Washington County Holiday Rentals

Exterior
Luxury 5BR 3.5B sleeps 17 w/ Hot Tub, Home Theater near Skiing, Golf, & Bars

Holiday Home in Hartford

10.0 out of 10, Exceptional, (5)
"This is a nice place to stay. The bedrooms are all spacious, clean and very comfy. The communication with the host was great. I would stay here again. "
United States
Nicole D.
The price is HK$4,624
HK$6,315 total
includes taxes & fees
10 Dec - 11 Dec
Luxury 5BR 3.5B sleeps 17 w/ Hot Tub, Home Theater near Skiing, Golf, & Bars
Dining
One-of-a-kind Blue Tree House Retreat • Holy Hill Getaway • Hiking Trails

Holiday Home in Richfield

10.0 out of 10, Exceptional, (19)
"Beautiful home with beautiful surroundings. Beautiful home great place to stay."
United States
Melissa H.
One-of-a-kind Blue Tree House Retreat • Holy Hill Getaway • Hiking Trails
2 bedrooms, iron/ironing board, free WiFi, bed sheets
The Plaza Hotel

Aparthotel in Downtown Milwaukee

3.0 star property
8.8 out of 10, Excellent, (1153)
"Loved this hotel! Clean friendly and cute!!"
United States
Sharon H
The price is HK$1,188
HK$1,401 total
includes taxes & fees
29 Dec - 30 Dec
The Plaza Hotel
Fireplace
Kasa Westown Milwaukee

Aparthotel in Westown

4.0 star property
9.0 out of 10, Wonderful, (117)
"Perfect location, so many things were within walking distance. Also felt very safe and more convenient than a hotel room. "
United States
Kaylee
The price is HK$844
HK$1,545 total
includes taxes & fees
4 Dec - 5 Dec
Kasa Westown Milwaukee
Billiards
ROVE LIVING/KL - Malt House

Apartment in Westown

4.0 star property
8.8 out of 10, Excellent, (10)
"Loved the uniqueness, location and cleanliness of the unit."
United States
Teresa
The price is HK$444
HK$1,271 total
includes taxes & fees
30 Nov - 1 Dec
ROVE LIVING/KL - Malt House
Terrace/patio
17-acre private Oasis estate with indoor pool, hot tub, private lake, sleeps 18

Holiday Home in New Berlin

8.4 out of 10, Very good, (8)
"We had an excellent family vacation at The Garden of Eden!!"
United States
Cheryl S.
The price is HK$8,926
HK$17,548 total
includes taxes & fees
3 Dec - 4 Dec
17-acre private Oasis estate with indoor pool, hot tub, private lake, sleeps 18
Outdoor dining
Large Unique & Artistic Lake Michigan Beach House / Awesome Game Room

Holiday Home in Oostburg

9.6 out of 10, Exceptional, (216)
"Had a great family trip - backyard and beach are awesome. "
United States
Cheryl W.
Large Unique & Artistic Lake Michigan Beach House / Awesome Game Room
Fridge, microwave, oven, stovetop
Wooded Hills/Indoor Pool/Hot Tub/Arcade

Holiday Home in Sussex

9.8 out of 10, Exceptional, (50)
"Wonderful property. Host was extremely responsive and helpful."
United States
joan r.
Wooded Hills/Indoor Pool/Hot Tub/Arcade
Dining
Kohl Manor Luxury Lake 8-br exclusive retreat Pool, Cinema, Arcade on LacLaBelle

Holiday Home in Oconomowoc

10.0 out of 10, Exceptional, (3)
"The house was absolutely perfect for our group. The backyard was a great area for our group to get together play yard games and be able to enjoy the lake at the same time. For the few hours of rain we experienced, we were able to enjoy the fun arcade games in the basement to pass our time. Oh and how could I forget the indoor pool!Katie was a wonderful host. Great communication and she was readily available to help us on the property if any requests were asked. She is very knowledgeable about...
United States
Billy L.
Kohl Manor Luxury Lake 8-br exclusive retreat Pool, Cinema, Arcade on LacLaBelle
Dining room
ROVE LIVING/KB - Prospect

Apartment in Lower East Side

3.0 star property
7.6 out of 10, Good, (7)
"Our stay was great. The property was at it was described and expected. The owner was available via text and communicated with me when I had questions. We would stay again!"
United States
Vera
ROVE LIVING/KB - Prospect
Exterior
Best House in Wisconsin! Live like a STAR! VRBO Luxury! Huge Bar & Movie Theater

Holiday Home in Fond du Lac

4.0 star property
10.0 out of 10, Exceptional, (1)
"Our large family had a magical Christmas! Our beautifully decorated rented home had everything we needed . We were all very comfortable during the day and night time sleeping . We had private spaces and family get together areas ."
United States
Brenda J.
The price is HK$14,001
HK$25,408 total
includes taxes & fees
8 Dec - 9 Dec
Best House in Wisconsin! Live like a STAR! VRBO Luxury! Huge Bar & Movie Theater
Exterior
Downtown Eastside gem near Fiserv Forum Water St Brady St

Condo in Downtown Milwaukee

9.0 out of 10, Wonderful, (46)
"The check in instructions were perfect and not sure he could have laid that out any better. It's a nice place close to everything. We'd stay there again. "
United States
Chad-Tara A.
The price is HK$1,750
HK$2,568 total
includes taxes & fees
3 Dec - 4 Dec
Downtown Eastside gem near Fiserv Forum Water St Brady St
Interior
Indoor Pool-Golf Simulator-RaceCar Simulator-HotTub-Movie Theatre-Pool Tables

Holiday Home in Fond du Lac

The price is HK$15,557
HK$40,876 total
includes taxes & fees
1 Dec - 2 Dec
Indoor Pool-Golf Simulator-RaceCar Simulator-HotTub-Movie Theatre-Pool Tables
Exterior
Tranquil Cottage in the Woods with Lake Michigan only 300 feet away.

Holiday Home in Oostburg

10.0 out of 10, Exceptional, (116)
"We enjoyed our stay and quick access to the lake. We enjoyed Sheboygan and the nearby park. Home was extremely clean and easy process."
United States
Shelby L.
The price is HK$1,011
HK$1,231 total
includes taxes & fees
1 Dec - 2 Dec
Tranquil Cottage in the Woods with Lake Michigan only 300 feet away.
Outdoor dining
Welcome to the "Lake Cottage" where lake Michigan waves are calling

Holiday Home in Cedar Grove

10.0 out of 10, Exceptional, (145)
"We had the BEST stay! 10/10 would recommend! "
United States
Michelle F.
Welcome to the "Lake Cottage" where lake Michigan waves are calling
Interior
Spacious 5-bedroom house in awesome River Hills with an INDOOR POOL!

Holiday Home in River Hills

10.0 out of 10, Exceptional, (3)
"Love the indoor pool and the movie room!"
United States
JOE C.
Spacious 5-bedroom house in awesome River Hills with an INDOOR POOL!
Smart TV, fireplace, DVD player, books
Sunset Lake House w Hot Tub, 4 fireplaces & kids bunkroom!

Holiday Home in Oconomowoc

9.6 out of 10, Exceptional, (14)
"The lake activities kept the kids and I happy. The sunsets finished each day with beauty. "
United States
J P.
Sunset Lake House w Hot Tub, 4 fireplaces & kids bunkroom!
Fridge, microwave, oven, stovetop
Stunning Upscale Retreat - Steps From Everything

Holiday Home in Lower East Side

9.8 out of 10, Exceptional, (31)
"It was a great place and close to Brady street! Definitely recommend. "
United States
Hugh L.
The price is HK$1,575
HK$4,168 total
includes taxes & fees
30 Nov - 1 Dec
Stunning Upscale Retreat - Steps From Everything
Exterior
House in Quaint Neighborhood near Downtown Milwaukee Pet-Friendly!

Holiday Home in Johnson Woods

9.8 out of 10, Exceptional, (26)
"We stayed while attending the WI state fair. Quiet and safe neighborhood and really close to the fairgrounds. House was clean and easy to get to. We enjoyed our stay and the fenced in backyard was perfect for our Frenchie. "
United States
Roy W.
The price is HK$1,050
HK$2,329 total
includes taxes & fees
30 Nov - 1 Dec
House in Quaint Neighborhood near Downtown Milwaukee Pet-Friendly!
Dining
Pink Diamond Rental in Bayview area Milwaukee with WiFi, AC for pink lovers

Holiday Home in Bay View

9.6 out of 10, Exceptional, (8)
"Great place!"
United States
Kathy R.
The price is HK$1,853
HK$3,607 total
includes taxes & fees
7 Dec - 8 Dec
Pink Diamond Rental in Bayview area Milwaukee with WiFi, AC for pink lovers
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.
View all properties

Black Friday Sale

Limited-time deals: Save up to 50% on select hotels
Book now
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Washington County Hotel Reviews

Hilton Milwaukee

Hilton Milwaukee

10/10 Excellent
"Checkin was quick as staff helpful & professional. Hotel was clean. This hotel is updated and you can tell it is older. Very busy lobby but vibrant and welcoming. We enjoyed the parking ramp next to hotel and you could walk through the tunnel to the hotel- you didn’t have to go out on the street. . "
Richard 1-night trip
Posted 3 days ago
Hilton Milwaukee