Places to stay near Oliver Winery

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Top-rated holiday rentals near Oliver Winery

Guests agree: these stays are highly rated for location, cleanliness and more.

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Guest favourite
The evening view of the home's exterior reveals a modern design with wooden accents. Soft lighting highlights the elevated deck and entryway, and the surrounding trees create a serene atmosphere. Stairs lead to the entrance, providing access to the spacious interior.
Cabin in Unionville
4.96 out of 5 average rating, 299 reviews

“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

Top Guest favourite
Cabin in Unionville
5 out of 5 average rating, 205 reviews

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.

Top Guest favourite
Guesthouse in Bloomington
4.96 out of 5 average rating, 439 reviews

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.

Top Guest favourite
Home in Gosport
4.98 out of 5 average rating, 166 reviews

Maria’s Haven

Welcome to “Maria’s Haven”💕 A beautiful cozy home in the heart of a beautiful small town. This home belonged to my mother, Maria, who passed away in 2020 to breast cancer. This home was truly her “Haven”. Take a walk to the local diner, museum, Gosport playground, local shops, or to our delicious Amish bakery. We are also just a few miles from the popular “Hilltop” restaurant as well as McCormicks Creek State Park. Our mission is to make you feel like you never even left home. ☺️

Top Guest favourite
A panoramic view of the dome's interior highlights the unique wooden ceiling design, featuring triangular shapes. A dining table with blue placemats accommodates six, surrounded by large windows and stained glass accents, allowing natural light to fill the space.
Home in Bloomington
4.96 out of 5 average rating, 105 reviews

There's No Place Like Dome!

Come enjoy fabulous Bloomington, IN from your own private paradise! The 1400 square-foot renovated dome home boasts panoramic wooded views and sits on 6 acres of a secluded, park-like setting only 17 min. from downtown. The dome sleeps 4 guests with an open, divided, (not fully private) loft with one full bed and one queen bed. There is one full bath, dining for six, island seating and a fully equipped kitchen. It also features a fireplace, laundry facilities and front and back decks.

Top Guest favourite
The entrance to the cabin features a covered porch with rustic wooden supports and decorative string lights. A welcoming outdoor seating area is visible in the background, surrounded by lush greenery and shaded by nearby trees. The path is lined with stones and small plants.
Cabin in Unionville
5 out of 5 average rating, 499 reviews

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.

Guest favourite
Home in Bloomington
4.95 out of 5 average rating, 173 reviews

Kingsley House Near IU/Stadium

Have fun with the whole family at this stylish open concept place. 3 bedroom 1300sqft house with one KING BED, 1 queen, and 1 full. TVs in ALL bedrooms. Enjoy access to laundry, fast wifi, and fully fenced in back yard! Located in one of the best locations close to the stadium, golf courses, shopping, great trails/parks, and much more. Dog friendly (NO CATS) We do offer early/late check in/out for $20. Add my listings to your wishlist by clicking the ❤️ in the upper right corner.

Top Guest favourite
A wooden dock extends over the calm waters of Lake Lemon, surrounded by lush greenery and distant hills. The scene captures a serene sunset, casting soft hues across the lake's surface, inviting peaceful moments by the water.
Home in Unionville
4.92 out of 5 average rating, 205 reviews

Cozy Lakeside Cabin at Lake Lemon

Wonderful cozy home nestled by Lake Lemon, near Bloomington Indiana. Walk right next door to the Porthole for delicious pizza, stuffed breadsticks and cold drinks after an action packed day on the lake. Gather around the firepit for s’mores! Our lake home is the perfect mid-way point between IU Bloomington and Nashville (Brown County) Indiana! Catch an IU game, stay by the lake while you’re in town to visit family, or make us your home base while you explore quaint Nashville!

Top Guest favourite
A well-maintained exterior of a guest suite is surrounded by lush greenery and trees. A stone pathway leads to a welcoming covered porch decorated with colorful flags. A wooden sign points to Butler Winery, indicating nearby attractions. A bird feeder is visible in the yard.
Guest suite in Bloomington
4.95 out of 5 average rating, 229 reviews

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.

Top Guest favourite
Guest suite in Bloomington
4.99 out of 5 average rating, 148 reviews

Campus-Side Retreat in the Woods

Across the street and walking distance to IU's sports facilities, this chic and modern wooded retreat is a short drive or bike to downtown Bloomington's vibrant nightlife and community activities. The studio apartment boasts a skylit bathroom, a full kitchen with custom-made cabinets, washer/dryer on site, and professional decorating. It’s only a short drive, or slightly longer hike to Griffy Lake, only one mile to IU Health Bloomington hospital, and minutes to I69.

Top Guest favourite
A private hot tub is positioned on a wooden deck, surrounded by lush greenery. The bubbling water reflects the serene natural environment, offering a tranquil setting for relaxation. The sturdy wooden railing adds to the feeling of seclusion while enjoying the peaceful surroundings.
Cabin in Nashville
4.96 out of 5 average rating, 122 reviews

Red Cedar Log Cabin | Romantic + Hot Tub

Cozy, secluded, and full of charm, Red Cedar Log Cabin is the perfect Brown County getaway for couples. Soak in the private hot tub, unwind by the wood-burning fireplace, and enjoy the peaceful wooded setting. With rustic character, modern comforts, and easy access to Nashville, trails, shops, and local dining, this cabin is made for quiet mornings, cozy nights, and unforgettable weekend escapes. Book your stay and experience Brown County at its coziest.

Top Guest favourite
A modern home is set in a natural landscape, featuring large windows that provide an unobstructed view of the surrounding foliage. A spacious deck with seating is situated at the entrance, and the building combines concrete and wood elements for a contemporary appearance.
Cabin in Nashville
5 out of 5 average rating, 521 reviews

Modern Nashville Home in the Woods

Welcome to Plāhaus — a modern retreat tucked into the woods of Brown County. #1 Most-wishlisted Airbnb in Indiana per Airbnb Designed for solitude, relaxation, and connection with nature, Plāhaus blends modern architecture with peaceful surroundings. Take in the views from the balcony, gather around the firepit, or explore nearby Nashville’s shops and restaurants. Perfect for romantic getaways, family escapes, or simply recharging from everyday life.

Popular amenities for holiday rentals near Oliver Winery

  1. Airbnb
  2. United States
  3. Indiana
  4. Monroe County
  5. Bloomington
  6. Oliver Winery