Vacation rentals with a pool in St. Croix County

Find and book unique homes with a pool on Airbnb

Top-rated rentals with a pool in St. Croix County

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

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Guest favourite

Tiny homes in Hudson

4.89 out of 5 average rating, 9 reviews

Relax&Rewind in “The Glass Frame”

✨ The Glass Cabana Getaway – A Romantic Lakeside Escape ✨want to avoid the fees? Message us for a discount! Tucked along a serene lakefront, The Glass Cabana Getaway is a one-of-a-kind escape designed for two. With panoramic views from your modern glass tiny home, you’ll be wrapped in nature without sacrificing luxury. Perfect for couples seeking relaxation, romance, and a little adventure. Unwind in your private hot spa pool, detox in the lakeside sauna, and cozy up by the crackling firepit…

A private pool is surrounded by a spacious deck, featuring lounge chairs and a gas fireplace. The blue water contrasts with the light-colored concrete, while lush greenery frames the scene. A large, modern home with large windows provides a welcoming atmosphere.

Home in New Richmond

4.92 out of 5 average rating, 12 reviews

'Love Lake Retreat’ w/ Hot Tub in New Richmond!

Vintage Charm | Al Fresco Dining | BBQ Ready Gather the crew for a fun-filled retreat at this spacious 2-bedroom + loft, 2.5-bath New Richmond vacation rental! The home has an open-concept living area with ample natural lighting, a well-stocked kitchen, 10 beds, and a serene outdoor space with a pool, hot tub, and lake access. Visit historic towns like Stillwater and Hudson, or explore Willow River State Park! Back home, unwind on the deck and search for eagles and swans as the sun sets.

An aerial view of a vibrant pink mansion surrounded by lush trees. A spacious pool is highlighted at the center, featuring colorful floats and lounge chairs. The pool deck includes umbrellas and seating areas, with a playful atmosphere created by the mansion's cheerful color and outdoor amenities.

Home in Hudson

5 out of 5 average rating, 15 reviews

PinkCastle Babe’cation w/hottub & heated pool

Want a unique babe staycation with memories that last a lifetime. Weekends are 2 day minimum, weekdays are 1 day minimum. Please note we book a lot of our website, the calendar is not correct on this app. It is correct on our website. 99% of our bookings book on our website. Please visit our site for more info. We do not have fees. We do take insurance. We work with insurance on placing families in our properties while their house is being fixed. We will work with your insurance.

Guest favourite

A modern one-story home is set in a wooded environment, featuring large windows that allow for ample natural light within. The exterior showcases a combination of stone and sleek lines. A gravel pathway leads to the entrance, surrounded by landscaped areas still in progress.

Home in Hudson

4.84 out of 5 average rating, 50 reviews

Modern River Getaway- with pool & hot tub!

Modern home located right near the St. Croix River, with a public boat launch and beach just steps away. Perfect home for hosting, family vacations, or just a weekend getaway. Enjoy our deck featuring a hot tub and fire pits for a cozy evening in beautiful Hudson, Wisconsin. Our pool opens for the season at the end of May! PLEASE NOTE BEFORE BOOKING *landscaping outside the home is in the works* *staircase inside the home being redone- simply cosmetic they are fully functional*

A cozy sleeping area features a spacious bed adorned with layered bedding in soft blue and white tones. A compact refrigerator is positioned nearby. Natural light enters through glass doors leading to a private deck, enhancing the serene atmosphere of the retreat.

Cabin in Somerset

4.55 out of 5 average rating, 29 reviews

Cozy Cabin on the AppleRiver (#1)

This cute small cabin is a quiet retreat on the Apple River that has access to Rivers Edge Campground amenities (based on season) and RIVERbend Venue. Private water entry area available with picnic table and firepit. Close to Cedar Lake Speedway, Cedar Lake Arena, Sam's Christmas Village, Bristol Ridge Golf Course, St Croix National Golf Course, New Richmond Country Club, and more! We look forward to you booking and making memories with us!

A cozy bedroom features a spacious bed with a striped comforter and coordinating pillows. Natural light floods the room through large glass doors that offer a view of the river. Wood-paneled ceiling and tasteful artwork enhance the serene ambiance.

Cabin in Somerset

4.74 out of 5 average rating, 27 reviews

Cozy little cabin (#2)

Home in Hudson

Barbiecore Castle Vibe’n in DT Hudson

We host the unique bachelorette vibin mansions! Please note we book a lot of our website, the calendar is not correct on this app. It is correct on our website. 99% of our bookings book on our website. Please visit our site for more info. We don’t have fees. We do take insurance. We work with insurance on placing families in our properties while their house is being fixed. Contact us for more info. We will work with your insurance.

Top guest favourite

A modern two-story home with a striking stone façade is set amidst a landscaped yard. Large windows provide ample natural light, while the circular driveway offers easy access. The contemporary design includes a blend of dark siding and light stone, creating a harmonious exterior.

Home in Somerset

4.95 out of 5 average rating, 87 reviews

Luxury Country Retreat with POOL

Come enjoy this luxurious, spacious, vacation styled sanctuary located in Somerset, Wisconsin. A perfect place for you and your family to retreat, relax, reset and revive. Located on 12 acres, this 4 bedroom, 3 bathroom home, sleeps 12 people includes pool, hot tub, 3 fireplaces, screen porch, 4 season porch, full kitchen and laundry access. No pets allowed.

Top guest favourite

An indoor pool is surrounded by wooden paneling and large windows, allowing natural light to fill the space. The serene blue water reflects the warm lighting above, creating a calming atmosphere. Poolside essentials are neatly arranged along the walls.

Home in New Richmond

4.99 out of 5 average rating, 72 reviews

The Pool House - beautiful country farmhouse

Enjoy our little slice of heaven! This is the perfect family retreat with an indoor pool, plenty of space for the family to sprawl out and lots of outdoor space for play including a tennis court and huge bonfire pit!