Holiday Homes in Delafield

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Find holiday rentals that suit your style

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Check prices for these dates

Next weekend
13 Nov - 15 Nov
In two weeks
20 Nov - 22 Nov
In one month
4 Dec - 6 Dec
In two months
1 Jan - 3 Jan

Our top choices for Delafield holiday homes

A hot tub under a covered area with a wooden roof, surrounded by a white fence, trees, and a clear sky.

1. Private Hot Tub • Bright Home Near Downtown

Private Hot Tub • Bright Home Near Downtown
Oconomowoc
10.0 out of 10, Exceptional, (6 reviews)
"Our stay was wonderful. Our host was very responsive to questions, and the home was welcoming and had all needed amenities. "
United States
Heather F.
The price is €295
includes taxes & fees
15 Nov - 16 Nov
Private Hot Tub • Bright Home Near Downtown
A residential backyard with a fire pit, outdoor seating, and string lights.

2. Sytlish Retreat Near Wedding Venues & Downtown

Sytlish Retreat Near Wedding Venues & Downtown
Oconomowoc
10.0 out of 10, Exceptional, (31 reviews)
"Nicely remodeled home that was perfect for our trip to Oconomowoc"
United States
Carl G.
Sytlish Retreat Near Wedding Venues & Downtown
A log cabin with a stone foundation, a large garage, and a well-maintained lawn.

3. Rustic Charm: Pewaukee Lake Cabin, Sauna & Hot Tub

Rustic Charm: Pewaukee Lake Cabin, Sauna & Hot Tub
Pewaukee
10.0 out of 10, Exceptional, (30 reviews)
"Wonderful place to stay nice and peaceful"
United States
Danny H.
The price is €1,195
includes taxes & fees
15 Nov - 16 Nov
Rustic Charm: Pewaukee Lake Cabin, Sauna & Hot Tub
A modern kitchen with a large island, stainless steel sink, and pendant lights.

4. Modern and Convenient Waukesha 3BR home with 2 King Beds and Hot Tub

Modern and Convenient Waukesha 3BR home with 2 King Beds and Hot Tub
Waukesha
9.8 out of 10, Exceptional, (43 reviews)
"Great place and very clean"
United States
Jason d.
The price is €317
includes taxes & fees
6 Nov - 7 Nov
Modern and Convenient Waukesha 3BR home with 2 King Beds and Hot Tub
A two-story house with a front porch, a chimney, and a garage.

5. 4 bedroom house 7 min.to Erin Hills SAND VALLEY GOLF COURSE HOLY HILL WHISTLING

4 bedroom house 7 min.to Erin Hills SAND VALLEY GOLF COURSE HOLY HILL WHISTLING
Hartford
The price is €1,078
includes taxes & fees
11 Nov - 12 Nov
4 bedroom house 7 min.to Erin Hills SAND VALLEY GOLF COURSE HOLY HILL WHISTLING
Exterior

6. Relax & Reboot in this Charming 2-Bedroom Townhome

Relax & Reboot in this Charming 2-Bedroom Townhome
Ixonia
9.2 out of 10, Wonderful, (7 reviews)
"The house worked out just perfect for us! The surrounding grounds are beautiful also. A’Lisa was a very nice host and very easy to get into contact with. We will definitely be back!"
United States
Jon S.
The price is €340
includes taxes & fees
18 Nov - 19 Nov
Relax & Reboot in this Charming 2-Bedroom Townhome
A spacious interior with a stone staircase, a large window, and a cozy seating area.

7. Eclectic Hubertus Home w/ Game Room & Fire Pit!

Eclectic Hubertus Home w/ Game Room & Fire Pit!
Hubertus
9.8 out of 10, Exceptional, (28 reviews)
"The house was fun and amazing! Our family loved the sprawling layout and the hip retro vibe! Excellent value for the price! Wish we could have stayed longer! Would highly recommend!"
United States
Humphries D.
The price is €641
includes taxes & fees
18 Nov - 19 Nov
Eclectic Hubertus Home w/ Game Room & Fire Pit!
A dining area with a table set for two, a coffee maker, and a window with blinds.

8. 1BR Pro Flat + Office; near Hospitals. Garage + Yard

1BR Pro Flat + Office; near Hospitals. Garage + Yard
Fair Park
The price is €324
includes taxes & fees
8 Nov - 9 Nov
1BR Pro Flat + Office; near Hospitals. Garage + Yard
A spacious living area with a wooden staircase, a round table with a book and certificates, and a cozy seating area with a sofa and chairs.

9. Historic, 4-bedroom house in charming Hartford

Historic, 4-bedroom house in charming Hartford
Hartford
10.0 out of 10, Exceptional, (2 reviews)
"Beautiful place, easy check in and out, host was very commentating"
United States
Katrina S.
The price is €762
includes taxes & fees
9 Nov - 10 Nov
Historic, 4-bedroom house in charming Hartford
A two-story house with a garage, a covered porch, and a well-maintained lawn.

10. NEW! Comfortable 9-bedroom house near local attractions, handicap accessible

NEW! Comfortable 9-bedroom house near local attractions, handicap accessible
West Allis
The price is €459
includes taxes & fees
6 Dec - 7 Dec
NEW! Comfortable 9-bedroom house near local attractions, handicap accessible
Outdoor seating with wicker chairs and red umbrellas, a 'DO NOT ENTER' sign, and a building with 'noodles & company' signage.

11. House in Quaint Neighborhood near Downtown Milwaukee Pet-Friendly!

House in Quaint Neighborhood near Downtown Milwaukee Pet-Friendly!
Johnson Woods
9.6 out of 10, Exceptional, (51 reviews)
"Nice quite spot close to highway"
United States
Dan K.
The price is €320
includes taxes & fees
11 Nov - 12 Nov
House in Quaint Neighborhood near Downtown Milwaukee Pet-Friendly!
A modern kitchen with grey cabinets, a coffee bar, and a dining area with a sofa and table.

12. Spacious Milwaukee Getaway | Game Room • Theatre • Fenced Yard

Spacious Milwaukee Getaway | Game Room • Theatre • Fenced Yard
Wauwatosa
9.4 out of 10, Exceptional, (65 reviews)
"Great stay for our team during our travels!"
United States
PGS P.
The price is €357
includes taxes & fees
8 Nov - 9 Nov
Spacious Milwaukee Getaway | Game Room • Theatre • Fenced Yard
Dining

13. Mins to State Fair & AmFam Field |Sleeps 12|4BR + Parking

Mins to State Fair & AmFam Field |Sleeps 12|4BR + Parking
Bluemound Heights
9.0 out of 10, Wonderful, (4 reviews)
"Great place to stay!"
United States
Suzanne S.
Mins to State Fair & AmFam Field |Sleeps 12|4BR + Parking
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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Learn more about Delafield

Nestled between two lakes, this charming town offers scenic hiking trails and the historic St. John's Military Academy. Locals gather at the bustling farmers market, while visitors enjoy kayaking and dining along the quaint downtown's Lake Street.

See all hotels in Delafield
A boat on a calm lake with a forested shoreline in the background.