Holiday rentals with a pool in Indiana

Pool House near the Indiana Dunes

Open-concept home with a private heated pool May - October. Take a hike, climb a dune & run back down to the lakeshore in downtown Chesterton, a perfect getaway weekend at the Indiana Dunes. Fenced yard, grill, and cozy fire pit. Local markets, festivals, orchards, and farms. Just a few miles from the beach and national park. Saturday's European Market offers a wonderful healthy, fun, entertaining shopping & dining experience for all. Fresh produce, food trucks, mimosa brunches, and candy shops.

“Treetops” Charming Country Coach House

Second-floor comfortably furnished coach house. Stylish and airy space with full kitchen. Great views. Private in-ground 20' x 40' swimming pool reserved exclusively for you and your guests. Basketball half-court. Softball diamond. Bocce court. Great for bicyclists. 20 acres of woods. Hiking trails on property and pond with wildlife. Centrally located between New Buffalo, MI, and Michigan City, IN. Close to the Indiana Dunes, and Lake Michigan. 70 minutes to Chicago, 45 minutes to South Bend.

Lake Wawasee Escape: private pool, hot tub & pier!

Family friendly, peaceful & fun escape to meet all vacation needs! Easy channel access to Lake Wawasee. Dock your boat(s) at private PIER & BOATHOUSE. Kayaks and paddleboat available with signed waiver. Large parking area for cars & trailer. Open living space w/great view of the lake & channel. Solar heated PRIVATE POOL (electrically heated for $60 a night/$350 a week). 3 DECKS & BALCONY off primary bedroom. Woodburning FIREPLACE outside and fire pit. New HOT TUB. Pool open Memorial-Labor Day

Gorgeous Countryside Retreat w Htd Pool & Hot Tub

Get away from it all but be close to everything in this beautifully appointed, newly updated home on two idyllic acres!  Professionally designed and located in the wooded, rolling horse farms and corn fields of historic Traders Point, you'll be sure to enjoy the heated pool (May-Oct, extra $100/night if you'd like the pool heated in May or October), hot tub and spacious game room (with foosball table) while being minutes from dining, shopping, and leisure in Zionsville and Indianapolis.

Cozy Pool House in the Country on 25 acres

The pool house is close to Muncie, Indiana and Ball State and Taylor Universities. We are also only about 5 miles from Barn on Boundary and have hosted several wedding parties. You’ll love our place because of the location, it feels like a secluded lodge. The timber frame structure is unique and has all the comforts of home. It has a very open floor plan and is very quiet and peaceful. It is good for couples, solo adventurers, families (with kids), big groups, and furry friends (dogs).

Container Pool|Chefs Kitchen|Hot Tub|EV Charge|BBQ

- Free Universal EV Charging - Non-heated container pool (Open NOW - Labor Day) - 8-person hot tub with 72 jets (Open all year) - 4 of the 5 bedrooms have ensuite bathrooms - Detached carriage house above the garage: Studio unit w/ full bath and stocked kitchen (included with your booking) - Two outdoor fire pits: 1 wood & 1 propane (fuel provided) - FULLY stocked kitchen with every appliance you'll ever need - 2-car garage for parking - Backyard games & water toys for the kids

'Pool Barn' w/Games & Hot Tub near Indiana Dunes

The Pool Barn offers a great location & unique experience. 1 hour from Chicago & less than 10 minutes from large sand beaches & hiking trails of Indiana Dunes National Park & Indiana Dunes State Park. pool, hot tub, grill, firepit, playground, & we are on hike/bike trail. Inside is ping pong, air hockey, darts, popashot, foosball, board games, large smart tv, 6 beds, couch, & full kitchen. *pool table is currently broken due to guests attempting attempting to move it*

The Treehouse - Hot Tub - Indoor Pool Get Away!

The Treehouse is a perfect retreat! It is secluded by the hills surrounding Madison. Complete privacy, yet 5 minutes from downtown, or hilltop. Year-round views of the beautiful hills of Kentucky. Winter views of the Ohio River and downtown. The house has stunning ceilings made from coastal cedar off an island near Vancouver, British Columbia and beautiful skylights in the studio and indoor pool area. This is an Adults only property. 2-night min.

Rest and Relaxation Getaway near Purdue!

Enjoy this new home 20 mins from Purdue that has 5 bedrooms & 2 1/2 bath. Comes with pool, 6 person hot tub, outdoor entertaining, and basketball hoop out front with a 3 car drive way. Bring the whole family to this great place with lots of room for fun and family get togethers with large dining room table for whole family to enjoy holidays at the table or just a quite dinner with the family. Beautiful home for everyone to enjoy!