Holiday rentals with outdoor seating in Bloomington

Serene Escape: Hiking Trails & A-List Amenities

Trade the city for the forest! Our upscale forest cabin offers discerning guests the perfect winter retreat. Cozy up in pure comfort with a roaring wood fireplace (firewood provided), a wood stove, and a private hot tub for stargazing in the crisp air. Enjoy a gourmet coffee & tea bar, plus games and movies (Netflix/Prime) inside. Explore on-site hiking trails by day and listen for owls at night. Perfect for couples, friends, or small families (sleeps 4). Book your modern forest sanctuary now!

Peaceful apartment space in beautiful farm house

Our lovely farmhouse is minutes from Lake Lemon, Griffey Lake, Indiana University & many spots in Bloomington. Conveniently not far from I-69, we're 20 minutes away from Nashville. This is a basement apartment with private bedroom, private bathroom, large living/dining area, & kitchenette. Shared front door & ~10 steps inside main floor. The ranch is 50+ acres with 8+ acres of woods for hiking, pastures with cattle, a heated pool & patio area, & a beautiful front porch looking over the ranch.

The Kinser House Near IU/Stadium

Have fun with the whole family at this stylish open concept place. 5 Bedroom 2 bath, 2100sqft. TVs in ALL private bedrooms. Enjoy the game room, laundry, and 1 GB wifi! Located in the best location in Bloomington. DOG FRIENDLY (NO CATS), with FULLY FENCED IN BACK YARD! Close to IU, the stadium, Cascades Park/Golf course, Lower Cascades walking trail head, dining, and shopping! Early/late check in/out for $20. Add my listings to your wishlist by clicking the ❤️ in the upper right corner

Pumpkin House. Chic downtown spotless fenced yard

Over 60 restaurants, bars, coffee shops, theater, comedy club, shops, health food grocery all in a very short walking distance. This is the perfect place for an active guest to experience boho Bloomington or attend IU events. Quality linens, SPOTLESS, uncluttered, new everything including beds,kitchenware etc. Designated parking for 2 and free street.Fast fiber 500Mbps speed internet and new Roku smart TV's. Third party booking allowed with approval from host and contact information of guests.

Hideaway Hollow - A Woodsy Getaway

Hideaway Hollow is a cozy, private guest suite in Bloomington, Indiana. Located on the north side, it is just fifteen minutes from the heart of downtown Bloomington, IU stadium, and an hour from Indianapolis. Nestled in the forest, the suite offers a covered porch with a private entrance, a spacious living room, a kitchenette, and a master bedroom with a full bath. Suitable for up to four guests, come to enjoy the serenity of country living, the comforts of home, and easy access to the city.

Relaxing Retreat in the Woods

Relaxing retreat on 16 acres of woods , minutes from shopping, restaurants, Lake Monroe and the I.U. stadium--a 13 minute drive for basketball and football fans. Fire pit, grill, hammock, board games, kitchenette, CD, record player. No cable /television. Cell phone service and internet available if sometimes a bit spotty. The studio is in the woods so you may see or encounter wildlife including deer, opossums, raccoons, snakes, bobcats, coyotes and birds. Owner lives on property.

Historic Hideaway with Sauna Near the Lake

Historic meets modern in this unique 150 year-old building located steps away from the entrance to Lake Monroe. Built in 1872, this one-room church turned romantic Airbnb provides a one-of-a-kind experience and has been featured as one of the best in the country by Condé Nast. Relax in the infrared sauna or explore Lake Monroe’s fantastic boating/fishing/swimming. Downtown Bloomington and Indiana University are only 11 miles away with fabulous local eateries and unique shops to explore.

The Lodge at Treetop Retreat

The Lodge at Treetop Retreat is a former recording studio with an AMAZING view! Set atop one of the highest hills in Brown County, this huge space boasts 20 ft ceilings in the open concept great room. With an indoor, jetted, spa tub, gas fireplace (seasonal), pool table, and lots of open indoor space, this is a cool place to unwind. King bed downstairs, and two queen beds in the loft. A front porch with porch swing, and back deck with chairs, and a charcoal grill.

5 Min IU, Pvt Parking & Entry, Kitchen, Fast WiFi

🏡 Private Guesthouse ⚡️2 Miles: IU, Stadiums, DT, Golf, Lake & More⚡️ Welcome to your cozy and thoughtfully appointed retreat! This 400 sq ft studio has a slanted ceiling; ideal for solo travelers, couples, & IU visitors. Guests love the calm vibe, spotless space & all the little extras that make it feel like home. Special Offer: Early/late check-in/check-out — $20 — Max 2-3 hours. ❤︎ Add to your wishlist by clicking the ❤︎ in the top-right corner!

Nashville Treasure

This mid-century modern one bedroom house is located just 15 minutes from historic Nashville. Beautifully decorated and adjacent to Yellowwood State Forest. This house has an open floor plan. The large kitchen is open to a large family room. You can lounge in comfort or sit on the back deck and watch the wildlife. Newly remodeled in 2019 it is a sight to see. You will be making plans for your next visit.

Cozy Little Suite

This guest suite with private entrance is in a quiet, older neighborhood near the IU campus. The booking includes a recently remodeled basement bedroom with en suite bathroom. It's locked off from the rest of the home in which the host family lives. The bedroom includes a queen bed, mini-fridge, microwave, and Keurig. The bathroom has a glass-enclosed shower.

Cheerful Bungalow w/ Sauna - Close to IU

Come rejuvenate your spirit at our beautifully remodeled mid-century modern Bungalow featuring original art and cozy furnishings as well as a newly added top-of-the-line Clearlight infrared sauna. It's a short walk to the b-line trail, amazing coffee, craft distillery, and the incredible new Switchyard Park. 5 minute drive to IU campus or downtown square.