Holiday rentals with a pool in Racine

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Top-rated rentals with a pool in Racine

Guests agree: These homes with a pool are highly rated for location, cleanliness and more.

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Guest favourite
A log-sided home is illuminated by warm lights against a snowy landscape at night. The covered porch features railing and seating, with snow blanketing the ground and surrounding trees, creating a serene winter scene.
Villa in McHenry
4.91 out of 5 average rating, 35 reviews

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

Top Guest favourite
The exterior of a multi-level home is displayed, featuring a blend of blue and white siding. A welcoming entryway with a handrail is visible, along with well-maintained landscaping. Tall trees in fall colors frame the house against a clear blue sky.
Home in Waukegan
5 out of 5 average rating, 37 reviews

Great Lakes Family Getaway

Wonderfully remodeled multi-level home ideal for Navy Graduation visits or regional travel—situated between Chicago and Milwaukee. With 3 bed/2 baths upstairs and 1 bed/1 bath on the lower level, there's room to spread out. You'll truly enjoy time with your loved ones in this beautiful home with a large yard that backs up to a golf course and includes a game room, screened porch and in-ground pool (weather permitting). 8 mi. from GL Navy Base and 5.5 mi. from City of Hope Cancer Treatment, Zion

Superhost
Fireworks light up the night sky above a marina, reflecting in the calm waters. Several boats are docked, surrounded by a serene atmosphere enhanced by distant city lights. The vibrant colors of the explosions contrast with the darkened sky, creating a festive scene.
Boat in Racine
4.71 out of 5 average rating, 112 reviews

Unplug - Boat, pool, hot tub on Lake Michigan!

Have you stayed in a boat allowing the sun to wake you up? Have you experienced the joy of doing nothing? In the lazy waves of Lake Michigan lies UNPLUG where we encourage you to practice the joy of doing nothing. Unplug has one large bed on board that can sleep 2 (Q size), a smaller Full bed, a small sofa, and a kitchen on board with basic amenities. The bathroom on board is not usuable but guests can use the clean well kept marina bathrooms and showers just a short walk away. Come unplug!

Guest favourite
An expansive indoor pool area is showcased, featuring a spacious heated sport pool and a circular hot tub. Large windows provide natural light and views of the outdoors, while decorative plants add a touch of greenery. A large TV is mounted nearby, enhancing the area’s entertainment options.
Home in McHenry
4.89 out of 5 average rating, 140 reviews

Highwood Haven/Indoor Pool/Hot Tub/Arcade

Unwind at Highwood Haven, an opulent McHenry getaway with a heated indoor pool and arcade. Savor culinary delights in our chef's kitchen, enjoy al fresco entertainment, and relax in sumptuous bedrooms. An hour from Chicago, it's ideal for luxury retreats and family fun. Revel in our nine-person hot tub, outdoor lounge with TV, and serene bedrooms. Make memories with both lively entertainment and tranquil moments, all within a luxurious setting. Your perfect destination for an upscale vacation.

Guest favourite
An outdoor patio space is presented, featuring a paved area surrounded by various seating options, including green chairs and a red umbrella. A grilling station is visible, and the background includes a garage with an open door. Lush greenery provides a natural border.
Home in Cudahy
4.78 out of 5 average rating, 154 reviews

Make Yourself At Home! Close to Lake & Airport!

I want you to be able to do things here that you can't do in a hotel. If you're grillilng out, having a bonfire or watching movies all night long, you can turn up that volumn as loud as you want all night long! I posted my listing under "entire home" as you do get so much more than just renting "a room". When I have guests I stay in my office or bedroom so my guests feel more comfortable utalizing entire home & yard. In fact, if you don't ask for breakfast, you may not even see me at all.

Guest favourite
An aerial view captures the spacious outdoor area featuring a heated pool surrounded by lounge chairs. A fully stocked fishing pond is visible alongside a grassy yard, with a trampoline and fire pit area situated near the residence. Lush trees add to the greenery.
Home in Caledonia
4.86 out of 5 average rating, 78 reviews

7 1/2 Acre Private Estate MSG Owner for Discounts

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.

Guest favourite
A spacious living area is highlighted by natural light streaming through large windows. Light-colored furniture is arranged around a central coffee table on a decorative rug. An inviting dining space is visible, along with a modern kitchen area in the background.
Home in Racine
4.93 out of 5 average rating, 42 reviews

Wisconsin Retreat• Family Favorite• Spacious Home

Experience tranquility in this family friendly spacious home just steps away from Lake Michigan and local parks. Tucked away in a peaceful neighborhood yet close to dining and shopping, it boasts a beautiful fenced backyard with a 10 foot deep pool and cedar soaking hot tub. Inside, indulge in the fully stocked coffee and espresso bar for the ultimate relaxation and smart tv's for your entertainment needs. Pool and hot tub are closed for the season. Parties are not allowed.

Guest favourite
Home in Twin Lakes
4.98 out of 5 average rating, 52 reviews

#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.

Guest favourite
A winding red mulch pathway leads towards a charming A-frame house nestled among tall trees. The surrounding lawn is lush and green, with a peaceful natural setting enhanced by the canopy of leaves above.
Chalet in Ingleside
4.84 out of 5 average rating, 399 reviews

"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.

Superhost
The outdoor pool area features a spacious swimming pool with clear blue water, surrounded by green lounge chairs and a shaded cabana. A two-story building can be seen in the background against a clear blue sky.
Apartment in Lake Geneva
5 out of 5 average rating, 3 reviews

Great Place - 1BD+Kitchen+Pool

Between Chicago and Milwaukee, there’s a perfect place for families to get away. With activities skiing, snowboarding and sleigh rides in the winter and championship golf, boat tours to Black Point Estate and horseback riding in warmer months. • Pools, Gym and spa  • Accommodate up to 4 people  • One guest in the party, must be at least 21 y/o or older.    *** Tickets for the Aquatic Park has extra cost and starts at U$25.00. NO RESORT FEE

Guest favourite
A charming duplex stands with a triangular roof, featuring a colorful facade and multiple balconies. Stairs lead up to the front porch, where seating areas are present. Lush greenery and colorful flowers are visible in front of the stone boundary wall, complementing the vibrant exterior.
Home in Brewer's Hill
4.97 out of 5 average rating, 206 reviews

The Peacock Place w/ Shared Seasonal Outdoor Pool

This 3 bedroom, 1 bath, open concept lower unit of a duplex is located in Brewer's Hill. This unit has tons of natural light, original hard wood floors, pocket doors and claw foot soaking tub. This pet friendly unit has off street parking for 2 vehicles or motorcycles, and a private yard with patio and BBQ grill for your use. Walking distance to Brady Street, downtown and Fiserv Forum.

Superhost
A white motor yacht, named 'Irish Mist,' is docked at Reefpoint Marina. The boat features a spacious top deck with a black canopy and is surrounded by other yachts in the water, with a soft sunset glow illuminating the scene.
Boat in Racine
4.85 out of 5 average rating, 131 reviews

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.

Popular amenities for Racine rentals with a pool

Quick stats about holiday rentals with a pool in Racine

  • Nightly prices starting at

    Racine holiday rentals start at $163 AUD per night before taxes and fees

  • Verified guest reviews

    Over 230 verified reviews to help you choose

  • Popular amenities for guests

    Guests love Kitchen, Wi-Fi and Pool across Racine rentals

  • 4.9 Average rating

    Racine stays are highly rated by guests—averaging 4.9 out of 5!

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