Holiday rentals with a pool in Racine

Paradiso Vacation

Welcome to our home, a sanctuary of comfort, and unique design. This house it's a perfect blend of modern amenities and timeless elegance. The living area features a cozy fireplace, ideal for family gatherings. The kitchen is equipped with top-of-the-line appliances. The master suite is a private retreat, with walk-in closets, vanities, and a shower. A unique feature of this home is the outdoor living space, with a pool, jacuzzi and BBQ grill making it perfect for entertaining or relaxing.

Cabin Z05

BRING LINENS TOWELS AND PILLOWS , PET FRIENDLY Central A/C, charcoal grill, coffee pot and filters, fire ring, Lake Area Cabins, living room, microwave, oven, picnic table, refrigerator/freezer, Sleeper sofa, small deck, smoke-free interior and toaster. Kitchen and dining essentials include dishes, flatware, basic cooking utensils (pans, spatula, tongs), dish soap, and coffee filters. Paper towels, garbage bags, RV toilet paper, and hand soap. Cleaning Basics: Broom, dustpan, window cleaner.

7 1/2 Acre Private Estate w/inground pool, hot tub

Any event needs to be approved. First 4 guests 10 y/o and up are included in the nightly rate. Then I charge per person per night over 4 guests. PETS ALLOWED FOR $200.00 3 Bedroom, 3 Bathroom, 3000 Sq/ft Heated Pool!!, Hot Tub!!, Fishing Pond!!, Game Room all on 7 1/2 Acres!!!!!! It is a ONE OF A KIND!! NEW REC ROOM!! 1/2 Acre Fishing pond Stocked with MANY FISH!!! Sand Beach and Pier with boat, Paddle Boards. heated in ground pool, (open May1 - October 1st), hot tub.

Navy Graduation Retreat- 4BR Home by Great Lakes

Wonderfully remodeled multi-level home ideal for Navy Bootcamp Graduation stays and family visits, located between Chicago and Milwaukee. With four true sleeping areas (3 BR/2 BA upstairs plus a private lower-level BR/BA), the home is well-suited for multi-generation comfort. Features include a large yard backing to a golf course, game room, screened porch, and seasonal in-ground pool (weather permitting). 📍 8 miles from Great Lakes Naval Base | 📍 5.5 miles from City of Hope – Zion

Family Getaway w/ LARGE POOL near Lake Geneva

GET AWAY ✨ - Private backyard & cozy fire table, perfect for s’mores & memories. 🔥 - Oversized heated pool (May-Sept) - Near ziplining adventures & orchards. 🏞️ - Quiet neighborhood w/ baseball field, basketball courts & walking trail. ⚾️🏀🚶 - 15 min to Lake Geneva, 5 min to Richmond boutiques. 🚤 🛍️ - Gameroom w/ foosball, basketball & Simpsons bowling. 🏀🎳🕹️ - 1 hour to ORD/MKE/RFD airport. ✈️ - 40 min Six Flags & Great Lakes Navy Base 🎢🇺🇸 - Near local skiing & tubing. ⛷️

2-acre retreat steps from Nagawicka Lake

Private Lake Country Retreat on 2 Acres | Pool, Park & Prime Location Relax at this private Lake Country retreat on 2 secluded acres surrounded by mature trees. Enjoy a private outdoor pool, spacious yard, and peaceful setting just steps from a county park with trails and a public beach. A nearby boat launch makes lake days easy, while shopping, restaurants, and coffee spots are only minutes away. Perfect for families, couples, or extended stays seeking privacy with convenience.

Luxury 5BR | Indoor Pool + Theater | Sleeps 12+

Perfect for groups, this luxury 5BR home sleeps 12+ and is built for entertaining. Enjoy a heated indoor pool, private theater room, massive chef’s kitchen, and a stunning 4-seasons sunroom surrounded by nature. Unwind by the fireplace, relax in spa-style bathrooms, or spread out across multiple living areas—there’s space for everyone. Whether you’re here for a getaway, family gathering, or weekend with friends, this home delivers comfort, space, and unforgettable experiences.

"A" Frame Brandenburg Lake

Getaway to a cozy 1 bedroom w/loft for 2, up to 6 people. Full kitchen 1.5 bath all season getaway. There is a piano as well. A tranquil home steps from a private lake. Oak and Pine surround you plus a stone fireplace, it feels like the North Woods. The A Frame guest house shares a 5 acre compound ( total 20 Acres) with the owners residence and caretaker cottage. The Volo Bog 800ft away. No hot tub Nov - May. Swimming pool, June-October often cool to use in early June.

Wooded Hills/Indoor Pool/Hot Tub/Arcade

Discover the allure of our 5BR Wisconsin retreat, where spacious elegance meets comfort. Enjoy a gourmet kitchen, a grand living room, and a game room with free arcade play. Dive into relaxation with our private, heated indoor pool. Outdoors, the terraced patio and fire pit invite memorable moments. Minutes from Milwaukee, our home is an idyllic base for both peaceful relaxation and lively exploration. Perfect for family or corporate escapes, it's a stay you'll cherish.

Pool and Hot Tub Retreat! Private Yard, Spacious

😎 Relax at this private pool & hot tub retreat near Lake Michigan, perfect for families, weekend getaways, and group stays. Designed for comfort and fun, this spacious home offers everything you need for a stress-free stay in a quiet & safe neighborhood 😊 The pool and hot tub are seasonal and currently closed. Opening date is June 1st. ☆STOCKED KITCHEN & COFFEE BAR ☕️ ☆PLENTY OF TOWELS 👍 ☆ 📣 PLENTY OF SEATING ☆ ☆ PLENTY OF SPACE ☆☆

Hot tub. Heated Pool. In town location.

In ground pool!! (Seasonal) Rent this entire home, experienced hosts, near town, 5 min drive to Crystal Lake main beach OR Three Oaks Beach/Recreation. Clean, Updated Home, with fenced in yard and pet friendly. 4 beds total (3 bedrooms) and 1 full bath. Fully stocked kitchen with all cooking supplies that you need. Hot tub. Basketball hoop in driveway, bags set in yard, great summertime home! Walk to Marianos/CVS/Walgreens, near it all!

Brewers Hill Gem w/hot tub & seasonal shared pool

Your family will be close to everything when you stay at this centrally-located place. Walking distance to Brady Street, the Milwaukee River Walk, shops, restaurants and coffee houses. Less than a mile from Fiserv Forum, downtown Milwaukee and just minutes from Bradford Beach. This pet friendly unit has a private fenced in yard, BBQ grill, off street parking for your vehicles and motorcycles, and a hot tub for your use.