91+ Golf Villas, Golf Cabins, Golf Hotels, Golf Resort Rentals, and other Private Golf Retreats in Pleasant Prairie |
Explore Pleasant Prairie Golf Retreats
House
10.0Exceptional
(12 Reviews)
2 Bedrooms
1 Bath
6 Guests
1250 ft²
Fireplace/Heating
Balcony/Terrace
Kitchen
Parking
US $160/Night
7 Nights - US $1,122
Apartment
2 Bedrooms
2 Baths
4 Guests
1194.79 ft²
Oceanfront
Skiing- Fireplace/Heating
Ocean View
US $229/Night
7 Nights - US $1,603
Hotel
8.8Fabulous
(991 Reviews)
1 Bath
Hot Tub
Pool
Breakfast- Kitchen
US $130/Night
7 Nights - US $912
House
9.6Exceptional
(8 Reviews)
1 Bedroom
1 Bath
4 Guests
850 ft²
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
US $172/Night
7 Nights - US $1,201
Hotel
- Milwaukee
- ·
- Downtown Kenosha
- 0.40 mi to center
8.3Excellent
(219 Reviews)
6 Baths
391.09 ft²
- Fireplace/Heating
- Balcony/Terrace
- Breakfast
- Parking
US $199/Night
7 Nights - US $1,393
Villa
- Milwaukee
- ·
- Downtown Kenosha
- 0.51 mi to center
9.0Exceptional
(18 Reviews)
2 Bedrooms
2 Baths
4 Guests
1195 ft²
- Oceanfront
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
US $296/Night
7 Nights - US $2,074
House
10.0Exceptional
(77 Reviews)
3 Bedrooms
2 Baths
16 Guests
2800 ft²
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
US $185/Night
7 Nights - US $1,295
House
10.0Exceptional
(32 Reviews)
3 Bedrooms
1 Bath
8 Guests
1800 ft²
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
US $178/Night
7 Nights - US $1,247
House
10.0Exceptional
(26 Reviews)
3 Bedrooms
1 Bath
8 Guests
1450 ft²
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
US $135/Night
7 Nights - US $946
Luxury Places to Stay in Pleasant Prairie
Over 82+ Luxury Places to Stay in or Near Pleasant Prairie
New
House
- Milwaukee
- ·
- Pleasant Prairie
- 4.15 mi to center
3 Bedrooms
2 Baths
6 Guests
2000 ft²
- Hot Tub
Spa- Fireplace/Heating
- Pool
US $1,590/Night
7 Nights - US $11,128
House
- Milwaukee
- ·
- Pleasant Prairie
- 2.37 mi to center
10.0Exceptional
(4 Reviews)
4 Bedrooms
3 Baths
8 Guests
3600 ft²
- Fireplace/Heating
- Balcony/Terrace
Pet Friendly- Kitchen
US $502/Night
7 Nights - US $3,516
Other
10.0Exceptional
(2 Reviews)
3 Bedrooms
2 Baths
9 Guests
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
US $471/Night
7 Nights - US $3,297
Hotel
- Milwaukee
- ·
- Pleasant Prairie
- 2.61 mi to center
8.8Fabulous
(549 Reviews)
1 Bath
- Fireplace/Heating
- Pool
- Breakfast
- Kitchen
US $141/Night
7 Nights - US $985
House
3 Bedrooms
2 Baths
4 Guests
1900 ft²
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
US $108/Night
7 Nights - US $757
House
- Milwaukee
- ·
- Pleasant Prairie
- 2.73 mi to center
6 Bedrooms
2 Baths
4 Guests
- Kitchen
- Parking
Air Conditioner
Internet
Unlock the Best Price
Apartment
- Milwaukee
- ·
- Downtown Kenosha
- 0.26 mi to center
4 Bedrooms
1 Bath
14 Guests
- Oceanfront
- Hot Tub
- Fireplace/Heating
- Ocean View
US $638/Night
7 Nights - US $4,469
House
5 Bedrooms
2 Baths
13 Guests
- Balcony/Terrace
- Kitchen
- Parking
- Air Conditioner
US $542/Night
7 Nights - US $3,791
House
- Chicago
- ·
- Winthrop Harbor
- 0.35 mi to center
7.0Very Good
(2 Reviews)
4 Bedrooms
2 Baths
11 Guests
118.4 ft²
- Pet Friendly
- Parking
- Air Conditioner
- Internet
US $520/Night
7 Nights - US $3,641
Top-Rated Villas with a Pool in Pleasant Prairie
Over 17+ Top-Rated Private Villas with a Pool in or Near Pleasant Prairie
Hotel
9.6Exceptional
(411 Reviews)
1 Bath
- Pool
- Breakfast
- Kitchen
- Parking
US $202/Night
7 Nights - US $1,414
Hotel
- Milwaukee
- ·
- Downtown Kenosha
- 0.40 mi to center
9.2Exceptional
(1004 Reviews)
1 Bath
- Fireplace/Heating
- Pool
- Balcony/Terrace
- Breakfast
US $146/Night
7 Nights - US $1,025
Hotel
9.2Exceptional
(718 Reviews)
1 Bath
- Pool
- Balcony/Terrace
- Breakfast
- Kitchen
US $139/Night
7 Nights - US $973
Hotel
9.1Exceptional
(159 Reviews)
14 Baths
335.99 ft²
Private Pool- Oceanfront
- Pool
- Ocean View
US $182/Night
7 Nights - US $1,273
Hotel
9.1Exceptional
(123 Reviews)
1 Bath
401.85 ft²
- Private Pool
- Oceanfront
- Fireplace/Heating
- Pool
US $188/Night
7 Nights - US $1,318
Hotel
9.0Exceptional
(1005 Reviews)
1 Bath
- Hot Tub
- Pool
- Breakfast
- Kitchen
US $117/Night
7 Nights - US $822
Hotel
9.0Exceptional
(683 Reviews)
1 Bath
- Fireplace/Heating
- Pool
- Breakfast
- Kitchen
US $135/Night
7 Nights - US $943
Hotel
8.6Fabulous
(1006 Reviews)
1 Bath
- Hot Tub
- Pool
- Breakfast
- Kitchen
US $102/Night
7 Nights - US $716
Hotel
- Milwaukee
- ·
- Pleasant Prairie
- 2.61 mi to center
8.5Fabulous
(85 Reviews)
5 Baths
322.92 ft²
- Private Pool
- Fireplace/Heating
- Pool
- Balcony/Terrace
US $159/Night
7 Nights - US $1,113
Pet-Friendly Villas in Pleasant Prairie
Over 18+ Pet-Friendly Private Villas in or Near Pleasant Prairie
House
- Milwaukee
- ·
- Pleasant Prairie
- 2.13 mi to center
2 Bedrooms
1 Bath
4 Guests
- Fireplace/Heating
- Pet Friendly
- Kitchen
- Parking
US $108/Night
7 Nights - US $753
Hotel
8.4Excellent
(396 Reviews)
1 Bath
453.62 ft²
- Private Pool
- Oceanfront
- Hot Tub
- Fireplace/Heating
US $208/Night
7 Nights - US $1,455
Hotel
- Milwaukee
- ·
- Pleasant Prairie
- 3.83 mi to center
8.4Excellent
(425 Reviews)
1 Bath
- Fireplace/Heating
- Breakfast
- Pet Friendly
- Kitchen
US $86/Night
7 Nights - US $601
House
- Milwaukee
- ·
- Downtown Kenosha
- 0.51 mi to center
9.4Exceptional
(3 Reviews)
4 Bedrooms
2 Baths
9 Guests
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
US $363/Night
7 Nights - US $2,542
Hotel
8.1Excellent
(59 Reviews)
7 Baths
470.54 ft²
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Parking
US $126/Night
7 Nights - US $880
House
- Chicago
- ·
- Winthrop Harbor
- 0.46 mi to center
10.0Exceptional
(3 Reviews)
2 Bedrooms
1 Bath
4 Guests
- Fireplace/Heating
- Pet Friendly
- Internet
Child Friendly
US $154/Night
7 Nights - US $1,076
House
- Chicago
- ·
- Winthrop Harbor
- 0.14 mi to center
10.0Exceptional
(12 Reviews)
3 Bedrooms
2 Baths
11 Guests
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
US $398/Night
7 Nights - US $2,787
House
10.0Exceptional
(1 Review)
2 Bedrooms
1 Bath
5 Guests
70 ft²
- Hot Tub
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
US $110/Night
7 Nights - US $768
House
- Chicago
- ·
- Winthrop Harbor
- 0.63 mi to center
7.0Very Good
(8 Reviews)
3 Bedrooms
1 Bath
8 Guests
- Hot Tub
- Fireplace/Heating
- Pet Friendly
- Air Conditioner
US $243/Night
7 Nights - US $1,699
Large Private Villas in Pleasant Prairie
Over 9+ Large Villas in or Near Pleasant Prairie for Groups and Families
House
10.0Exceptional
(7 Reviews)
5 Bedrooms
3 Baths
9 Guests
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
US $398/Night
7 Nights - US $2,789
House
10.0Exceptional
(2 Reviews)
5 Bedrooms
2 Baths
10 Guests
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
US $395/Night
7 Nights - US $2,768
House
10.0Exceptional
(37 Reviews)
3 Bedrooms
1 Bath
10 Guests
1950 ft²
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
US $188/Night
7 Nights - US $1,317
House
9.8Exceptional
(50 Reviews)
4 Bedrooms
2 Baths
10 Guests
2200 ft²
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
US $111/Night
7 Nights - US $777
House
9.2Exceptional
(7 Reviews)
3 Bedrooms
2 Baths
10 Guests
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
US $109/Night
7 Nights - US $760
House
- Milwaukee
- ·
- Pleasant Prairie
- 3.84 mi to center
4 Bedrooms
3 Baths
16 Guests
- Kitchen
- Air Conditioner
- Internet
Laundry
US $699/Night
7 Nights - US $4,893
House
- Chicago
- ·
- Winthrop Harbor
- 1.01 mi to center
3 Bedrooms
3 Baths
12 Guests
- Fireplace/Heating
- Air Conditioner
- Internet
- Child Friendly
US $380/Night
7 Nights - US $2,660
House
4 Bedrooms
1 Bath
12 Guests
- Pet Friendly
- Kitchen
- Air Conditioner
- Laundry
US $298/Night
7 Nights - US $2,086
House
5 Bedrooms
4 Baths
9 Guests
- Hot Tub
- Fireplace/Heating
- Pet Friendly
- Kitchen
US $439/Night
7 Nights - US $3,071
Wheelchair Accessible Holiday Homes in Pleasant Prairie
Over 9+ Wheelchair Accessible Villas and Holiday Homes in or Near Pleasant Prairie
Hotel
8.1Excellent
(699 Reviews)
1 Bath
401.85 ft²
- Private Pool
- Oceanfront
- Hot Tub
- Fireplace/Heating
US $175/Night
7 Nights - US $1,224
Hotel
8.6Fabulous
(355 Reviews)
1 Bath
- Balcony/Terrace
- Kitchen
- Parking
- Air Conditioner
US $99/Night
7 Nights - US $691
Hotel
- Milwaukee
- ·
- Downtown Kenosha
- 0.12 mi to center
7.6Very Good
(464 Reviews)
6 Baths
446.7 ft²
- Private Pool
- Oceanfront
- Hot Tub
- Fireplace/Heating
US $188/Night
7 Nights - US $1,317
Hotel
8.4Excellent
(1003 Reviews)
1 Bath
- Pool
- Breakfast
- Kitchen
- Parking
US $99/Night
7 Nights - US $694
Hotel
7.5Very Good
(97 Reviews)
1 Bath
374.58 ft²
- Private Pool
- Oceanfront
- Hot Tub
- Fireplace/Heating
US $171/Night
7 Nights - US $1,196
Hotel
- Milwaukee
- ·
- Downtown Kenosha
- 0.12 mi to center
7.8Very Good
(1004 Reviews)
1 Bath
- Pool
- Balcony/Terrace
- Breakfast
- Kitchen
US $115/Night
7 Nights - US $804
Hotel
- Milwaukee
- ·
- Pleasant Prairie
- 3.82 mi to center
6.6Good
(378 Reviews)
4 Baths
349.83 ft²
- Fireplace/Heating
- Breakfast
- Pet Friendly
- Parking
US $84/Night
7 Nights - US $588
Hotel
6.4Good
(287 Reviews)
9 Baths
301.39 ft²
- Fireplace/Heating
- Balcony/Terrace
- Breakfast
- Parking
US $116/Night
7 Nights - US $812
Hotel
2.9Average
(98 Reviews)
3 Baths
204.51 ft²
- Fireplace/Heating
- Pet Friendly
- Parking
- Air Conditioner
US $245/Night
7 Nights - US $1,715
Pleasant Prairie Villas, Airbnb and Holiday Homes Under $200
Over 21+ Pleasant Prairie Private Villas, Airbnb and Holiday Homes Under $200
House
9.6Exceptional
(89 Reviews)
1 Bedroom
1 Bath
2 Guests
208 ft²
- Oceanfront
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
US $110/Night
7 Nights - US $771
House
- Milwaukee
- ·
- Downtown Kenosha
- 0.37 mi to center
4 Bedrooms
1 Bath
8 Guests
1399.31 ft²
- Parking
- Air Conditioner
- Internet
- Child Friendly
US $180/Night
7 Nights - US $1,259
Hotel
- Chicago
- ·
- Winthrop Harbor
- 0.71 mi to center
6.8Good
(277 Reviews)
1 Bath
- Balcony/Terrace
- Kitchen
- Parking
- Air Conditioner
US $79/Night
7 Nights - US $552
House
- Milwaukee
- ·
- Downtown Kenosha
- 0.49 mi to center
9.0Exceptional
(2 Reviews)
4 Bedrooms
1 Bath
8 Guests
- Fireplace/Heating
- Kitchen
- Parking
- Air Conditioner
US $196/Night
7 Nights - US $1,375
Hotel
7.6Very Good
(272 Reviews)
1 Bath
430.56 ft²
- Private Pool
- Pool
- Balcony/Terrace
- Breakfast
US $118/Night
7 Nights - US $825
House
10.0Exceptional
(2 Reviews)
1 Bedroom
1 Bath
1 Guest
1100 ft²
- Oceanfront
- Fireplace/Heating
- Pool
- Ocean View
US $88/Night
7 Nights - US $613
House
10.0Exceptional
(1 Review)
2 Bedrooms
1 Bath
5 Guests
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
US $166/Night
7 Nights - US $1,159
House
9.6Exceptional
(5 Reviews)
2 Bedrooms
1 Bath
5 Guests
- Fireplace/Heating
- Kitchen
- Air Conditioner
- Internet
US $158/Night
7 Nights - US $1,106
Apartment
2 Bedrooms
1 Bath
4 Guests
Security/Safety
US $96/Night
7 Nights - US $675
Instantly Bookable Villa Rentals in Pleasant Prairie
Over 10+ Instantly Bookable Private Villas in or Near Pleasant Prairie
House
3 Bedrooms
1 Bath
8 Guests
- Fireplace/Heating
- Air Conditioner
- Internet
- Child Friendly
US $215/Night
7 Nights - US $1,502
House
3 Bedrooms
1 Bath
6 Guests
- Internet
- Child Friendly
TV- Security/Safety
US $343/Night
7 Nights - US $2,404
New
House
3 Bedrooms
2 Baths
7 Guests
- Fireplace/Heating
- Air Conditioner
- Child Friendly
- Laundry
US $237/Night
7 Nights - US $1,661
House
- Milwaukee
- ·
- Pleasant Prairie
- 4.14 mi to center
10.0Exceptional
(24 Reviews)
3 Bedrooms
3 Baths
8 Guests
- Oceanfront
- Hot Tub
- Fireplace/Heating
- Ocean View
US $543/Night
7 Nights - US $3,801
Apartment
- Milwaukee
- ·
- Pleasant Prairie
- 2.35 mi to center
9.4Exceptional
(3 Reviews)
2 Bedrooms
1 Bath
5 Guests
- Fireplace/Heating
- Kitchen
- Parking
- Air Conditioner
US $271/Night
7 Nights - US $1,899
House
- Milwaukee
- ·
- Downtown Kenosha
- 0.50 mi to center
3 Bedrooms
1 Bath
5 Guests
- Fireplace/Heating
- Air Conditioner
- Internet
- Child Friendly
US $110/Night
7 Nights - US $770
House
10.0Exceptional
(1 Review)
2 Bedrooms
1 Bath
5 Guests
- Fireplace/Heating
- Kitchen
- Parking
- Air Conditioner
US $126/Night
7 Nights - US $882
House
- Milwaukee
- ·
- Pleasant Prairie
- 4.13 mi to center
4.8Average
(8 Reviews)
3 Bedrooms
3 Baths
8 Guests
3500 ft²
- Balcony/Terrace
- Kitchen
- Air Conditioner
- Internet
US $527/Night
7 Nights - US $3,689
House
2 Bedrooms
2 Baths
4 Guests
1350 ft²
- Child Friendly
US $139/Night
7 Nights - US $973
Book a Last Minute Place to Stay in Pleasant Prairie
About Pleasant Prairie Vacation Rentals
Explore over 91 golf accommodation rentals in Pleasant Prairie. From luxurious golf villas to cozy golf cabins, golf resorts, and exclusive golf hotels, each offers premium amenities designed for families, groups, and golf enthusiasts. Enjoy exceptional comfort and a one-of-a-kind golf experience with these incredible accommodations. Perfect for tranquil golf escapes, relaxing retreats, or golf-inspired getaways, these properties provide style and comfort in Pleasant Prairie.
Looking for last-minute deals or the best offers on golf villas, golf cabins, golf resorts, and other golf retreats? StayAndPlay makes it easy to compare options in Pleasant Prairie. Choose from spacious family-friendly stays, charming golf escapes, or luxurious golf retreats tailored for ultimate relaxation and play.
Find spacious family-friendly golf accommodations, golf cottage, or luxurious golf villas—all designed for maximum comfort and convenience during your visit.On average, golf accommodation rentals in Pleasant Prairie offer approximately 480.79 ft² of space, giving you and your group plenty of room to relax and enjoy the stunning golf course surroundings.
The average nightly rate for golf accommodation rentals in Pleasant Prairie typically ranges around US $452.
StayAndPlay offers a secure and convenient platform to compare and book the best golf retreats in Pleasant Prairie. Explore a wide range of properties at unbeatable rates, and enjoy a unique stay immersed in golf with us.
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Top Golf Accommodation Types in Pleasant Prairie
| Type | Count |
|---|---|
| Vacation Homes | 50 |
| Holiday Apartments | 7 |
| Cabin Rentals | 1 |
| Others | 1 |
| Villas | 1 |
Use these Quick Filters to Find a Vacation Rental in Pleasant Prairie
★ Pro Tip: StayAndPlay simplifies your search for the best golf accommodations from leading vacation rental OTAs like Booking.com and more. Use our Advanced Filter to explore golf villas, cozy golf cabins, golf hotels, and golf resorts. Filter by availability, pricing, cancellation options, and amenities to discover the ideal golf retreat in Pleasant Prairie.
Weather in Pleasant Prairie, WI
View the weather forecast for Pleasant Prairie before booking your Pleasant Prairie Vacation Rentals to confirm your best time to go.
December - February
High 60°F Low 26°F
March - May
High 77°F Low 40°F
June - August
High 91°F Low 64°F
September - November
High 84°F Low 38°F
Activities Pleasant Prairie Guest Reviews Local Attractions
StayAndPlay offers a diverse selection of the top golf villas, golf hotels, and other golf retreats around the world. Pleasant Prairie Guest Reviews Find the Best Golf Experiences & Activities for Your Golf Trip
Find Nearby Cabin Rentals in these Cities & Neighborhoods
Frequently Asked Questions About Pleasant Prairie?
What are the best golf resorts, luxury villas, and vacation rentals in Pleasant Prairie?
Looking for a place to stay in Pleasant Prairie? Explore these highly-rated golf vacation rentals for a one-of-a-kind golf retreat, where you can relax, unwind, and get ready to play your best game:
- Outrageous! Near Microsoft Mt Pleasant - Sleeps 18
- Beautiful! Near Microsoft Mt Pleasant Sleeps 8
- Charming! Near Microsoft Mt Pleasant - Sleeps 8
- Heavenly! Near Microsoft Mt Pleasant - Sleeps 6
- The Executive Home Away from Home
- Beachhouse Nature Retreat with Firepit and Game Room
- Fabulous! Near Microsoft Mt Pleasant - Sleeps 4
- Beach Lake Michigan King Bed Pet Friendly
- Doubletree by Hilton Pleasant Prairie Kenosha
- Holiday Inn Express Hotel & Suites Pleasant Prairie-Kenosha by IHG
What are the top-rated golf retreats in Pleasant Prairie for family stays?
Searching for a family-friendly golf retreat in Pleasant Prairie? Explore these top-rated options, each loved by families and groups who have stayed in Pleasant Prairie:
- Kenosha Lighthouse Retreat
- Freshly Renovated 3 Bedroom House with 4 Beds
- Super 8 by Wyndham Kenosha/Pleasant Prairie
How many StayAndPlay golf vacation rentals are available in Pleasant Prairie?
StayAndPlay, as of 2026, features over 91 unique golf villas, golf hotels, golf resorts, and more in Pleasant Prairie. Choose from eco-friendly golf accommodations, golf hotels and golf resorts, with new options added frequently.
By 2026, StayAndPlay has curated over 91 stunning properties in Pleasant Prairie, sourced from trusted platforms. Plan your next golf trip now.
For 2026, StayAndPlay provides access to over 91 premier golf accommodations in Pleasant Prairie. Find your ideal golf-retreat and play your best game with StayAndPlay.
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