Vacation rentals with a pool in Terre Haute

Find and book unique homes with a pool on Airbnb

Top-rated rentals with a pool in Terre Haute

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

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Guest favorite

Home in Greencastle

4.94 out of 5 average rating, 71 reviews

Peaceful country home by DePauw and Monon Bell!

Peaceful country retreat just 35 miles from Indianapolis airport. Gorgeous 3800 sq. ft. home on five peaceful acres. Relax by the in-ground pool and enjoy grilling out with gas grill & firepit. Just eight miles from town and 50 minutes from downtown Indy and the Indianapolis Motor Speedway. Historic Greencastle--home to DePauw University--has many excellent restaurants & breweries and a 100 acre nature park. We are near Covered Bridge Country and several state parks including Turkey Run.

Top guest favorite

Cabin in Greencastle

5 out of 5 average rating, 7 reviews

Cabin retreat

Unwind in our charming log home nestled along the banks of scenic Big Walnut Creek. This peaceful getaway combines rustic charm with modern comfort—perfect for a romantic weekend, a family escape, or a solo recharge. Wake up and sip coffee on the wraparound porch and take in stunning views. Spend your days kayaking, fishing, swimming in the pool, or exploring nearby trails. At night, relax by the fire pit or in the hot tub. Book your stay and experience the magic of creekside living!

Top guest favorite

Home in Rosedale

4.97 out of 5 average rating, 73 reviews

The Getaway House with Hot Tub and Pool

Enjoy the beautiful hot tub year round with the woods as your view, along with a screened-in area on the back deck and a semi-inground, heated swimming pool! Roasting marshmallows over a campfire is perfect for those cool evenings on the large concrete fire pit (firewood is available, free of charge). Metal skewers and a charcoal grill provided (bring your own charcoal/lighter fluid). Pool open 6/6 -9/7/25. This charming 2 bdrm, 1 bath home is perfect for families or couples.

Top guest favorite

Guest suite in Spencer

4.96 out of 5 average rating, 25 reviews

Bridge-View Family Suite at Cataract Falls Lodge

Welcome the Cataract Falls Lodge at the entrance to the Cataract Falls in Historic Cataract Indiana. Your Suite is an extended version of the Bridge-view suite with a bonus room. The bonus room has a Murphy bed couch and TV along with large round poker table for board games or cards. Flip the gaming table over for a family dinner. This suite has 2 comfortable beds for the adults while the pullout couch is for kids or the unfortunate couple who drew the short straw.

Guest favorite

Home in Poland

4.95 out of 5 average rating, 216 reviews

Captain Bill's Guest House/seasonal swimming pool

Welcome to Captain Bill's Guest Lodge at Cagels Mill Lake! This gorgeous home offers modern amenities in a countryside setting. Perfect for bikers, boaters, fisherman, and anyone looking to enjoy lake life. Our guests are welcome to join us poolside at the main house. Our private pool is open only to us and our listed guests at our two Airbnb units. We're located seconds from the boat ramp and a short drive to Cataract Falls and Lieber State Park. Pool is seasonal.

Guest favorite

Home in Terre Haute

4.88 out of 5 average rating, 32 reviews

Family Getaway: Indoor Pool, Sauna & Arcade

Packed with lavish amenities, & endless entertainment options, our family-friendly retreat promises a unique & unforgettable stay-cation experience. Take a dip in the indoor pool, unwind in the sauna, then head to the back patio to feel the stress melt away as you soak up the serene surroundings. Need a break? Send the kids out back to enjoy the arcade. This exclusive property offers the perfect blend of luxury, comfort, & entertainment for up to 14 guests.

Guest favorite

Cabin in Poland

4.94 out of 5 average rating, 103 reviews

Captain Bill’s Lake House/seasonal swimming pool

Captain Bill’s Lake House. This majestic A-frame is at the entrance to the Cataract Lake boat ramp. The house will accommodate up to 7 guests, with three bedrooms and two full baths. All guests have full access to Captain Bill’s shared heated pool and surrounding gardens. Boat parking is provided on the property, inquire for details. Heated pool is seasonal beginning Mid May through September.