Vacation rentals with a pool in La Crosse County

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Top-rated rentals with a pool in La Crosse County

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

4.96 out of 5 average rating, 55 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!

Apr 17 – 24

G$19,802 GYD per night

Guest favorite

Farm stay in Dakota

4.88 out of 5 average rating, 194 reviews

The Lodge with Indoor Pool at Heart & Ridge

Welcome to Heart & Soil Ridge! Come experience life on a Minnesota farm nestled in the rolling hills of the Driftless Area. Relax outside on the deck, swing in a hammock among the trees, or walk through our beautiful cover crop fields. This is a working farm & depending on the season, you are welcome to help collect eggs, observe the numerous farm animals, learn about regenerative agriculture, and visit our Fox Red labradors. We want your experience at our farm to be relaxing & refreshing!

Jan 12 – 19

G$76,694 GYD per night

Superhost

Home in Dorchester

4.89 out of 5 average rating, 81 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!

Nov 25 – Dec 2

G$84,037 GYD per night

Superhost

Cabin in Warrens

5.0 out of 5 average rating, 3 reviews

Cozy Resort Cabin in the Heart of Warrens!

Get excited for hiking, ATVing, and being with nature at this spacious cabin where the kids can sleep in the loft and your furry friends won’t miss out on the fun. Located in Warrens, where the largest Cranberry festival is held, this 2-bedroom + loft, 2-bath vacation rental is close to town so you can attend the 3-mile September event, hit up Whitetail Ridge Ski Area, and utilize the community pools and hot tub with an extra fee. Traveling with a group? Book the additional on-site cabin, too!

Mar 22 – 29

G$92,037 GYD per night

Cabin in Warrens

4.88 out of 5 average rating, 17 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 north of WI Dells. Fully furnished w/everything you need! Steps away from 3 Bears water park. A quick walk or hitch a ride on the train to Jellystone. (Note: passes not include. Contact for current prices.) Also access to atv/utv trails as well as Bear Bogging Tours/UTV rentals. Cranberry bogs around the area are great for fishing and several nearby state park hiking trails!

Jun 25 – Jul 2

G$52,033 GYD per night

Guest favorite

Farm stay in Dakota

4.81 out of 5 average rating, 27 reviews

Beautiful Indoor pool and Three Guest Homes

Get away with the whole family (and extended family!) to something truly unique and memorable. Experience the farm with all its wholesome goodness - meet the animals, wander the fields of sunflowers, help with farm chores (only if you want to!), peruse our flower farm, gather round a campfire, and retreat back to your own private pool and hot tub at the end of the day to relax. Enjoy our three separate guest homes - perfect to accommodate everyone, all while giving each other your own space.

Mar 15 – 22

G$156,249 GYD per night

Superhost

Cabin in Warrens

4.77 out of 5 average rating, 145 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.

Dec 2 – 9

G$35,662 GYD per night

Guest favorite

Home in La Crosse

5.0 out of 5 average rating, 52 reviews

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!

Oct 8 – 15

G$48,046 GYD per night

Guest favorite

Home in Onalaska

5.0 out of 5 average rating, 6 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, dining seating for up to 15.

Dec 30 – Jan 6

G$41,497 GYD per night

Guest favorite

Barn in Dorchester

4.99 out of 5 average rating, 155 reviews

The Barn Loft

The Barn Loft, located in NE Iowa, is just a short drive from some of the best trout fishing in this part of the state! It is a full Loft Space (1500 square feet) above this Timber Framed Barn built by Wally and Traci. Here you have access to your own rooms, kitchen, and more. What makes this place so great is that it is designed with kids in mind. Whether you're a large family, or a couple just trying to get away for a few days, The Barn Loft is perfect for you and your loved ones.

Jan 18 – 25

G$72,002 GYD per night

Guest favorite

Apartment in La Crosse

4.96 out of 5 average rating, 46 reviews

GG's River Getaway

Quiet, cozy, comfortable, and close to all the beauty that La Crosse Wisconsin has to offer! Relax in this private lower level suite on the back sloughs of the Mississippi River which offers beautiful views of the river and local wildlife. Whether you are looking for a quiet get-a-way or wanting to enjoy all the fun things to do in La Crosse, this suite is for you! Once you arrive please check out our guest book which includes several area dining options and local attractions.

Apr 27 – May 4

G$19,214 GYD per night

Home in West Salem

4.83 out of 5 average rating, 6 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.

Aug 11 – 18

G$184,590 GYD per night