Vacation rentals with a pool in Onalaska

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Top-rated rentals with a pool in Onalaska

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

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Guest favorite

Tiny home in La Crosse

4.87 out of 5 average rating, 174 reviews

Come unwind with us at Kindred Tiny House.

Come unwind with us at Kindred Tiny House. Take in beautiful Wisconsin outdoors in a Scandinavian-inspired tiny home themed with simplicity & relaxation in mind. This home features a full bath, kitchenette, & room to sleep three. Step out to experience a wooded private outdoor space featuring a fire pit, access to trails, & seasonally available shared access to a large salt water pool. Located approximately 15 minutes from downtown La Crosse, you’ll be able to enjoy all the area has to offer!

Superhost

Home in Onalaska

4.81 out of 5 average rating, 21 reviews

Cozy, quiet place w/pool/hot tub

Relax with the whole family at this peaceful place to stay. Seasonal large above ground pool 4 foot depth surrounded by deck with patio seating and sun shade (Memorial-Labor Day) Back patio features a private, lighted hot tub escape all year. Enjoy a fire near the chickens around our fire pit in a wooded, private area, an open back patio w/ seating, propane grill, smoker, trampoline and playground. Inside you’ll find a pool table, large gaming family room, foosball, dining seating for up to 15

Superhost

Home in Dorchester

4.84 out of 5 average rating, 107 reviews

Bear Creek Lodge w/ Pool and Hot Tub

This amazing lodge is exactly what you need for an unplugged getaway from your busy fast-paced lives. This acreage is right off a hard surface road outside Dorchester IA. Thousands of acres of public ground within minutes for hiking, hunting, and trout fishing. Upper Iowa River down the road for kayaking/tubing and the Mississippi River less than 20 min. Nothing says kick back and relax like a wrap around deck, wood burning stove, fire pit, grilling, pool, hot tub, and the famous NE IA bluffs!

Superhost

Cabin in Warrens

4.79 out of 5 average rating, 168 reviews

Villa Jellystone/3Bears - ATV Trails, Water Park

We have added 2 air purifiers, H13 True HEPA air purifier. Our cabin is located next the Jellystone Yogi bear campground and Three Bears Lodge. *There is a 2nd villa right next door to us that sleeps 10 if you have a large group and need 2 villas* New furniture in living room. 50 inch TV w/Ruko 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.

Top guest favorite

Home in La Crosse

4.99 out of 5 average rating, 75 reviews

3BR 3BA w/ Pool & Hot Tub, near Goose Island

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!

Guest favorite

Cabin in Warrens

4.93 out of 5 average rating, 28 reviews

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 hour N of WI Dells. Fully furnished w/everything you need! Steps away from 3 Bears water park; 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!

Home in West Salem

4.78 out of 5 average rating, 9 reviews

Secluded Home With Unbeatable Views & Heated 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 eight (possibly 10). Outdoor amenities include heated saltwater pool, hiking trails, fire pit, trampoline, kids playset & grill. Smart TVs, office area, workout area, lg spacious kitchen & washer/ dryer are also features of this unique property.

Guest favorite

Home in La Crosse

4.96 out of 5 average rating, 28 reviews

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!

Cabin in Warrens

4.81 out of 5 average rating, 32 reviews

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!

Guest favorite

Cabin in West Salem

4.97 out of 5 average rating, 33 reviews

A-Frame Pool House With Hot Tub / Sleeps 6

Beautifully remodeled A-frame cabin! This spacious home is nestled in the hills of West Salem, just outside of La Crosse and is perfect for a local stay-cation with friends and loved ones. Featuring 3 bedrooms, 2 full baths, open concept kitchen/living room, and downstairs rec space. Enjoy afternoons in the private backyard space, take a dip in the heated pool, and watch the stars from the hot tub at night! Hosted with Love, Rentals Justin Time.

Cabin in Dorchester

4.71 out of 5 average rating, 14 reviews

Hunters Hollow W/Hot Tub

Hunters Hollow is a 5 bedroom/2 bath Log Cabin generating the image where you can ease back & enjoy the natural life around you while being tucked into the wooded hillside overlooking a pond and Brand New Swimming Pool. Lower level offers walk-out to a nice patio and outdoor hot tub jacuzzi avail year round. Custom shower with decorative rock walls for some extra ‘cabin charm’. Its a chance for peace & tranquility. The essence of a hideaway.

Superhost

Cabin in Dorchester

4.76 out of 5 average rating, 25 reviews

The River Valley Cabin @UpperIowaResort

This remodeled farmhouse-style cabin (former Girl Scout Cabin) offers a gorgeous view of the Upper Iowa River and the famous bluffs of the driftless region. The River Valley Cabin is located at Upper Iowa Resort in Northeast Iowa. Sleeps up to 7 people with a queen-sized bed in the master bedroom and 5 twin-sized mattresses and bunk beds in the other bedroom. Available year-round and fully furnished with towels and linens provided.