Vacation rentals with a pool in Winona

Secluded home w/pool, hot tub, cold plunge & sauna

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

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.

Indoor pool-Arcades-Amazing Views!

This amazing property is nestled into the bluffs of the Mississippi River Valley, and is located on the fifth hole of The Bluffs at Coffee Mill Golf Course in Wabasha, MN. Enjoy an indoor, heated, endless pool that overlooks the Mississippi River Valley and is open for use year around. Play arcades, piano, outdoor games, sit by the firepit-firewood included and listen to the sounds of the fountain, or just enjoy the amazing views and wildlife from the deck, sunroom, dining room, or living room!

The Shack

Secluded Buffalo County log home & guesthouse. "The Shack" has 1 bathroom, master bdrm w a queen bed, large loft w 4 custom built twin beds, & guesthouse w a queen bed. Huge wrap around deck, gorgeous fireplace, incredible views, heated swimming pool & outdoor bar. Indoor slide for the kids! The property is over 75 acres with incredible hiking trails throughout. Make the trek to the top of the bluff & witness breathtaking views of the river & valleys around. A great kids treehouse also on site.

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!

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

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 8 (possibly 10). Outdoor amenities include heated saltwater pool with pergola/ shade, 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.

3 Bedroom Condo - Sleeps 6 (upper level)

This apartment is a part of the Sunset Motel located directly across from Lake Pepin in Lake City, MN. The hotel consists of traditional single and double motel rooms, a 3 bedroom house, and 2-3 bedroom condo units. All of the units have shared access to our heated in-ground pool. All rooms have recently been equipped with electronic locks for a seamless check-in process. Located near some of the area's best attractions including public beach access, top restaurants, golf courses, and marinas.

Lux 1 BR I 1 Block to Mayo Skyway I Parking I Pets

Welcome to your luxury refined home base in the heart of downtown Rochester. Located at The Maven on Broadway, this upscale one-bedroom apartment offers the perfect blend of comfort, convenience, and elevated living—just a short walk to the skyway connecting you in minutes to the Mayo Clinic System. Whether you’re here for medical care, professional work, or supporting a loved one, this thoughtfully designed space provides a calm, stylish space with all the amenities needed during your stay.

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!

RARE! Pool, hot tub, garden &chickens! 4m to Mayo

Our unique and tranquil getaway is just 3.7 miles from downtown Rochester! We have beautiful views of the sunrise & sunset, overlook hundreds of acres of forest & valleys, includes garden, chickens & amazing landscape. A few highlights: pool, hot tub, grill, smoaker, outdoor dining, fire pit, hiking, wildlife, Foosball, air hockey, trampoline, playground, bball hoop, treefort & more! We've been blessed with memories to last a lifetime and know you will at this secluded homestead too.

Corner Lot Camper - Bluff Valley

This cozy rental camper sleeps up to 4 people, featuring a queen-size bed and two smaller bunks for a comfortable stay. Set on a great corner lot, it offers extra privacy and outdoor space to enjoy. With a compact kitchen, essential amenities, and a smart layout, it’s perfect for a hassle-free getaway. Enjoy comfort and convenience while making the most of your outdoor adventure! Camp site 606