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Holiday rentals with a pool in Racine

Find and book unique homes with a pool on Airbnb

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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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, 33 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

Top guest favourite
The spacious living area is illuminated by natural light from large windows. A leather sofa is paired with an accent chair, while a round rug centers the space. A modern coffee table sits atop the rug, and a dining counter with two bar stools is positioned nearby.
Apartment in Lake Geneva
5 out of 5 average rating, 44 reviews

Chic Condo in Lake Geneva.

Discover the freshly renovated one-bedroom condo at the charming Hayloft Lodge, located a few miles from downtown Lake Geneva. Unwind on the comfy couch, enjoy a restful night on the cozy queen bed, or head downstairs for a fun game of pool. This end unit features a kitchen with a mini fridge & freezer, a two-burner stove, a Keurig coffee maker, & more! The fitness area is available year-round, while the pool is open seasonally. A washer & dryer are conveniently located just outside your unit.

Guest favourite
An inviting outdoor space showcases a wooden deck with two striped chairs positioned beside a large double door. A barbecue grill rests nearby, and a sign reading 'Hammer Hideaway' is mounted on the wall. Lush greenery and a clear sky provide a relaxed atmosphere.
Farm stay in Germantown
4.97 out of 5 average rating, 118 reviews

Lace & Woods Farm "Hammer Hideaway"

HEATED POOL MAY-SEPT FOR ADDITIONAL CHRG. Cozy designer custom built guest house nestled amongst a 10 acre hobby farm. come for a relaxing getaway. This home is an artistic gem! Boasting an open concept, with a queen bed on main level and twin mattress underneath , a full kitchen, cozy living area, wood burning fireplace. The loft has extra sleeping with a double bed and twin bed.Custom designed. Great location winter and summer, enjoy snowmobiling trails and skiing near by or beaches & hiking

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
4.9 out of 5 average rating, 134 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
A cozy living room features a light-colored sectional sofa complemented by colorful throw pillows. A plush, vibrant area rug adds warmth to the space. Two windows with light-filtering shades allow natural light, while a recliner and wooden table provide additional seating and surface space.
Home in Riverwest
4.89 out of 5 average rating, 18 reviews

Big BLUE Skyline VIEW

This bright and roomy 2 bedroom unit is the lower level of a 1900 Victorian duplex in the heart of Milwaukee was renovated 3 years ago. Situated on the edge of downtown, overlooking the river and downtown skyline you’ll have easy walking access to all the best neighborhoods. With 9 foot ceilings and a big fenced in yard with basketball hoop and patio furniture you'll be very comfortable staying with us. We are not a corporation, just a nice couple sharing our place. FREE PARKING too

Superhost
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, 77 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
Home in Twin Lakes
4.98 out of 5 average rating, 51 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
Flat in West Allis
4.73 out of 5 average rating, 22 reviews

Modern Apartment/ 8mins Downtown/ Parking/Pool/Gym

✨ Modern & Cozy Stay in the Heart of West Allis ✨ Stylish, light-filled apartment just steps away from the State Fair Grounds! Enjoy a cozy living room, fully equipped kitchen, peaceful bedroom, and access to a pool & lounge areas. Perfectly located near dining, shopping, and entertainment — right in the heart of West Allis, only steps away from the State Fair Grounds. 10 mins to Downtown Milwaukee 7 mins away to American Family Field

Superhost
An open kitchen area is showcased with a wooden dining table and two white chairs. Modern appliances, including a microwave and a decorative wall with floral wallpaper, add a touch of charm. An oversized clock hangs above, contributing to the inviting ambiance.
Apartment in Lake Geneva
4.9 out of 5 average rating, 103 reviews

LG Quaint Condo on Lakeshore Dr.

Charming 1+1 condo off Lakeshore Blvd, just minutes from downtown Lake Geneva. A perfect blend of quaint and modern, with a full coffee and tea station and a fully equipped kitchen. Stroll to the lake, take a boat ride, or enjoy a scenic drive to downtown. Experience the peaceful charm of Lake Geneva with the convenience of being close to all its attractions. Book this condo alone or with another in the same building for extra space.

Guest favourite
The open living area features high ceilings and large windows that invite natural light, while soft blue walls create a calming atmosphere. A comfortable sofa and chairs are arranged around a coffee table, with decorative shelves displaying various blue-themed accents. A dining area is visible nearby.
Flat in Lake Geneva
4.9 out of 5 average rating, 30 reviews

"Lakeloft" Adoring Flat

Unwind at the serene “Lakeloft” flat in Lake Geneva—your peaceful escape just minutes from the area's best attractions. Sip morning coffee or evening drinks on the private balcony. This cozy retreat offers modern comforts and access to the Hayloft property's seasonal perks: a fun Rec Room in winter and a refreshing outdoor pool in summer. The perfect blend of quiet charm and convenience for your getaway

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, 200 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.

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 € 103 per night before taxes and fees

  • Verified guest reviews

    Over 480 verified reviews to help you choose

  • Popular amenities for guests

    Guests love Kitchen, Wifi 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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