Holiday rentals with a pool in Racine

Fabulous Cabin

WELCOME TO WATERFRONT LOG-SIDED HOME! ARTISAN CRAFTMANSHIP HOME OFFERS A BACKYARD OASIS SITUATED , NESTLED ON A PRIVATE POND, Heated POOL(closed till April 1st), Hot tub open from Oct 15th to Apr 15thGAZEBO, FIRE PIT, FISHING! 4 BEDROOMS AND 4.5 BATHS The homes sits on the highest point in the neighborhood and has stunning views in the front & backyard! Enjoy the mornings sitting on your front porch. The main floor is completed by an office, finished walkout basement in with a custom built bar

4/2 Modern Luxury Home on Pistakee Lake with Pool

Welcome to "The Grand View on Pistakee Lake" — a stunning 4-bedroom, 2-bath lakefront Home perfectly positioned to capture breathtaking panoramic views over the water. This unique property offers the best of both worlds — Lake Life amenities and a prime location just steps from Fox Lake’s vibrant downtown. This unique property is the Penthouse Suite "so to speak" on top of a future fine dining restauraunt location, so it sits high above the water for breath taking views. And this is Pet Friendly

Home away from Home

Our cozy and inviting home is designed for relaxation and fun, offering a wide range of amenities to make your stay unforgettable. Enjoy a refreshing dip in the in-ground heated pool, or relax in the Sunroom , cozy up by the fireplace in the fall/winter. Challenge your friends/family in the game room or with board games! Just a short walk from the downtown area with shops, restaurants, and attraction all while enjoying the peace and comfort of a relaxing retreat. Can’t wait to host you! V&T

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.

Family Getaway near Lake Geneva Winterfest

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

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.

#EnglishPrairieBnB | 4 Bedrooms | 2.5 Baths

🔒💵 Note: $1,200 Host Safety Deposit required directly after booking. 📄📌 Terms and Conditions below. ✨ Cozier EnglishPrairieBnB! ✨ Enjoy our ‘lite’ version 🌟—a smaller option for up to 8 guests, offered last-minute when the 🏠 8-bedroom listing is unsold. 🌼 Perfect for Gatherings Experience the charm of EnglishPrairieBnB in a cozy, streamlined setup. 💵 Pricing Note This listing’s pricing is higher 21+ days out to prioritize larger groups for the 🏠 8-bedroom option.

"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.

Bridgerton Themed House/Very Spacious/4bd 3bath

The Bridgerton-themed home features over 2500 square feet, 4 bedrooms, 3 full baths, 2 spacious living rooms, large dining room, large kitchen and a three-season room. Enjoy the 8-foot-deep private pool with a 3-foot shallow end, all within a fully fenced yard for maximum privacy and relaxation. Every room is equipped with a smart TV for your entertainment needs. Conveniently located just minutes from local beaches, the Racine Zoo, downtown, and other popular attractions

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.

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.

Vessel: Irish Mist V - 32' @ Reefpoint W1-3

Enjoy Marina life at Reefpoint Marina. Close to the beach and on the water. The “Irish Mist” can sleep up to 4. There are two Staterooms- Sleeps 2 each. Enjoy beautiful sunsets and sunrises, a cool lake breeze, and star gazing at night. Amenities include hot showers, a heated pool with two hot tubs (Seasonal) , gas grills and a patio, a ships store, and laundry facilities.