Vacation rentals with a pool in La Crosse

Backyard Oasis w/ In-Ground Pool, FirePit & Gazebo

Experience refined comfort in this fully renovated 5-bedroom home located in the heart of town. This fully renovated home was designed for comfort, connection, and unforgettable stays. Perfect for entertaining, it features an open-concept layout, spacious kitchen, large dining table, and a wood-burning fireplace. Step outside to a private, fenced backyard with an in-ground pool, screened porch, fire pit, expansive 20x12 gazebo—an ideal setting for relaxation, family time, and upscale gatherings.

Unique Privately Owned - Near UTV trails/waterpark

Enjoy the feeling of the outdoors in a local village setting. Early check in/late check outs avail. Located 1 hr N of WI Dells. Fully furnished w/everything you need! Steps away from 3 Bears waterpark; walk or hitch a ride on the train to Jellystone. (NOTE: waterpark passes NOT include w/cabin. Please contact them directly for prices.) Access to UTV trails as well as Bear Bogging UTV rentals. Cranberry bogs around the area for great fishing and several nearby state parks/trails! Pets welcome!

Open Concept Country Home w/ A+ Location & Pool

Come relax on this private, very secluded home that sits on 50 acres & features unbeatable views that’s just minutes from town. 3 bedroom, 3 full bath with an additional family room downstairs with pull out queen bed. Comfortably sleeps 8 (up to 12). Outdoor amenities include heated saltwater pool w/ pergola/ shade, hiking trails, fire pit, trampoline, kids playset & grill. Smart TVs/ Starlink, workout area, newly renovated spacious kitchen & washer/ dryer are features of this unique property.

Grandma's Camp

The loft Cabin is located in the driftless area just outside Westby. Nestled on a hill overlooking a world class trout stream. Timber Coulee Creek, you have private access to the creek across the road and DNR property. A view of Snowflake Ski Jump is spectacular! Cabin can sleep up to 5. Loft has queen bed and a pull out couch on main level. A fully equipped kitchen, open concept, AC/heat, full bath with shower,ceiling fan, charcoal grill, campfire, firewood is provided or gather your own.

Scenic Valley Lodge- HOT TUB & Pool!

Located on the edge of Lansing, IA and just minutes away from the Mississippi river. Rustic and modern look featuring 3 levels with 1 bathroom in each level. Beautiful bluff views from windows in every floor. This property is located only a few minutes from the Mississippi River , mount hosmer and Lansing bridge to cross to WI. Boat landing is a 5 min drive Pool is only available Memorial Day to Labor Day weekend ! It is NOT a heated pool , and is outdoors. The garage is off limits and locked

Villa Jellystone/3Bears - ATV Trails, Water Park

Our cabin is located next the Jellystone Yogi bear campground and Three Bears Lodge. Plenty of parking for ATV’S and trailers in the grass. New furniture in living room. 65 inch TV with Superbox. 2 private bedrooms with queen beds, on main floor. TVs in both rooms/w Ruko 5 twin beds and bathroom upstairs in the loft. 40 inch TV w/Ruko , DVD player Fully stocked kitchen. Washer/dryer. Grill for outdoor cooking. The villa next door may also be available if you have a group larger than 10 .

3BR 3BA w/ Hot Tub, near LaX' Top Rated Activities

There are so many things that make this home a wonderful place to stay when visiting La Crosse. There is the hot tub year round and private pool in the warmer months which everyone will love! The whirlpool bathtub off the master is an added bonus. You will be in a quiet and safe neighborhood yet only minutes from downtown La Crosse, the ski hill, numerous parks, and some of the best fishing the Midwest has to offer. The south side is great because there is no traffic to deal with, ever!

Brand New, 3 Bed/ 2 Bath w/ Parking on UWL Campus

Centrally located this 3 bedroom, 2 bathroom house with parking available for three vehicles is PERFECT for all UW-La Crosse Events, OktoberFest & RiverFest. Enjoy being directly across from the UW- La Crosse Football / Track Stadium & just 1 block from Campus. A Park and Public Pool is also directly across the street and you're just 1 mile from downtown La Crosse. Home includes Washer & Dryer and outdoor patio / trampoline. Brand New & ready to enjoy!

Pet-Friendly Warrens Cabin w/ Fire Pit!

This Warrens cabin combines the rustic charm of a remote retreat with the benefits of Three Bears Resort amenities for an additional fee. The 2-bedroom, 2-bathroom vacation rental has a classic cabin interior and lots of outdoor space to relax, whether you’re sitting under the string lights by the fire pit or grilling on the front deck. Try out the resort's amenities such as an indoor and outdoor waterpark, mini-golf, arcade games, tours, and trails!

Tiny Home

Enjoy tiny home living with extra comfort at Camp Everyday. This spacious little getaway includes a bedroom, 2 bed loft, full bath, kitchen, dining area, and relaxing living room with beautiful windows. It is a great spot for families, couples, or anyone wanting a unique campground stay near Win Enjoy the sounds of nature when you stay in this unique place. All camp ground amenities including, including Pool between memorial and labor day weekends.

Sandy Point @UpperIowaResort

Sandy Point offers a cozy log cabin vibe. It is the perfect place to unplug, slow down, and enjoy the outdoors. Located at Upper Iowa Resort, Sandy Point, has a stunning view of the Upper Iowa River valley and access to resort amenities. 15 min drive to Waukon 30 min drive to Decorah 30 min drive to Lansing Experience Sandy Point with us and learn more below! This cabin is pet friendly - $50 per stay for up to two pets.

A-Frame Wellness Retreat | Pool• Hot Tub• Full Gym

Secluded A-frame cabin in the trees, cozy vibes with a full wellness setup for a reset. Morning coffee on the expansive deck, afternoons by the private pool (open June 1–Sept 1), evenings in the hot tub under the stars. Indoor fitness area: squat rack, dumbbells, rowing machine, yoga mats + open floor. Perfect for reset weekends, group getaways, or extended stays. POOLS OPEN JUNE-SEPTEMBER 1