Holiday houses in Monroe County

Elevated Wilderness | Mindful Retreat | 2 Kings

Executive Forest Sanctuary/2 King Beds, Hot Tub & Trails Escape to an architectural masterpiece set on 40 private, wooded acres. Designed for professionals, couples, and active adults seeking a high-end nature reset, Cabin Porch Paradise balances complete seclusion with proximity to Southern Indiana’s best destinations. Whether you are unwinding in the spa amenities, working remotely via high-speed fiber, or exploring the surrounding lakes and state parks, this is your ultimate ridgetop retreat.

Value · Family · Air conditioning

Private Studio w/ Kitchen + Parking | 5 Min IU

A calm, thoughtfully designed studio created for comfort and ease. At ~400 sq ft with a charming slanted ceiling, the space is ideal for solo travelers or couples looking for a cozy stay. Guests describe the studio as spotless, cozy, and well-equipped, with everything needed to settle in. Located just minutes from IU, downtown, dining, parks, and Kroger, you’re close to it all! Note: The studio is above a detached garage. The garage door is not used during guest stays, so it will not be heard.

Value · Location · Checkout

“Lemon Blossom”Lakehouse by Brownsmith Studios

This home is a dream come true for me building it from the ground up. Bring your boat. No Partiers this home is being offered to families and couples who won’t disturb my neighbors or our peaceful cove. The home features a steam shower, king bed, reclining sofa, dock, kayaks,reading/social nook at signature windows over the creek/lake. The deck floats in the forest with abundant wildlife all around. premium WiFi . 15min to Bloomington. 20min to Nashville/Brown County St. Park. Newly paved lane

Family · Location · Sleep quality

Blue Lemon Bungalow - Quiet Getaway in Town!

Blue Lemon Bungalow is an adorable, newly renovated two bedroom in Bloomington with full living, dining, kitchen, and washer/dryer. In town with a country vibe. It has a huge yard with old growth trees, yet it is only a 5 minute ride to Downtown Court House Square or Indiana University Memorial Stadium. A large front porch with festive lighting gives you a place to enjoy the view. We have taken special care to make Blue Lemon Bungalow extra comfortable and stylish. Well behaved pets considered.

Location · Family · Accuracy

Hot Tub Woodland Retreat 11 Acres + Trails Near IU

Private 11-acre woodland retreat with hot tub, firepit, and trails only 6 mi from IU and 5 mi to Brown County. Pet friendly. Previously a 5-star Airbnb, now a new listing. Tucked into a quiet U-shaped ridge, this cozy forest cottage feels secluded but not remote. Relax in the hot tub, enjoy a meal on the deck, or unwind by the firepit. Explore trails, the creek, geodes, fossils, or relax in a hammock by the waterfall. Peaceful weekdays are ideal for a work-from-nature stay with reliable WiFi.

Location · Family · Sleep quality

Headless Goose Chalet

Reconnect with nature at this quiet 5-acre escape, just 15 minutes from downtown Bloomington and Indiana University. Nestled on a hillside, your chalet overlooks a valley with mature trees and active wildlife. Enjoy the view from the outdoor dining area, hot tub, or while sitting around the fire pit. For a deeper immersion into nature, you can take the short trail to the bottom of the valley and doddle alongside the creek to explore the geology, hunt for crawdads, or play a little disc golf.

Value · Location · Checkout

Cozy Cabin Close to University 1

The Red Rabbit Inn is located just 15 mins from the Indiana University campus and just 20 mins from Nashville, IN , this architecturally designed cabin features the works of local artisans. Beautifully landscaped on a secluded, wooded pond, this cabin includes a loft bedroom with KING bed, bath, full kitchen, gas fireplace, TV & Wifi, with your own private deck, outdoor hot tub, fire pit area & gas grill. Cabin sleeps 2 guests. Located near Lake Lemon, in a beautiful serene setting.

Location · Family · Breakfast

Hideaway Hollow - A Woodsy Getaway

Hideaway Hollow is a cozy, private guest suite attached to the owner's home. An old-school Airbnb experience, we offer a home away from home inside ours. Located on the north side of Bloomington, it is just 15 minutes from downtown Bloomington, the IU stadium, and an hour from Indianapolis. Nestled in the forests of the Indiana Uplands, the space offers a covered porch with a private entrance, a spacious living room, a kitchenette, and a master bedroom with a full bath.

Location · Value · Parking

The Clover House Near IU/Stadium

Kick back and relax in this calm, stylish space. 4 bedroom, 2 bath, 2100sqft. 5 TVs throughout the house. Located in the best location of Bloomington! 3 Queen beds, one twin, and one twin trundle with a twin pull out. Dog friendly (NO CATS). Close to IU, Stadium, Cascades Park/Golf Course, Liwer Cascades walking trail head, dining, and shopping. Early/late check in/out offered for $20. Add my listings to your wishlist by clicking the ❤️ in the upper right corner!

Family · Value · Air conditioning

Stylish Cinematic Home Near IU | Fire Pit

Stylish, cinema-inspired home just 10 minutes from IU, offering the perfect mix of convenience and a relaxing retreat. Designed for groups, this open-concept space features bold interiors, a cozy living area with fireplace, large kitchen island, and a fun movie-night setup with popcorn station and neon accents. Includes private outdoor space with patio seating and fire pit. Close to Brown County trails, parks, and Nashville’s shops and arts.

Sleep quality · Accuracy · Decor

Garden Studio Guesthouse

RIGHT NEXT TO THE FOOTBALL STADIUM! Cozy & private, but close to the action! You’re a short walk to the Indiana University sports complex (Football, Basketball and Baseball), and you are a quick drive to the IU Campus, Downtown Bloomington, the IU Health Hospital, and Griffy Lake & Nature Preserve. The Garden Studio is located in a secluded backyard surrounded by gardens, pond and waterfall.

Family · Value · Hiking

Enchanting Dome Home - in town and in nature!

Welcome to our enchanting dome home nestled in the serene woods, but conveniently located in town. This 1-bed, 1-bath retreat boasts unique woodwork, high ceilings, and large windows with stunning nature views. Close to restaurants, supermarkets, bus lines, downtown, and IU. Venture into town and return to the tranquil vibes of nature. Book your unforgettable stay today!

Location · Value · Access