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Places to stay near Oliver Winery

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Top-rated vacation rentals near Oliver Winery

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

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Guest favorite
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
4.95 out of 5 average rating, 305 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 favorite
Cabin in Unionville
5 out of 5 average rating, 211 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 favorite
Guesthouse in Bloomington
4.96 out of 5 average rating, 446 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 favorite
A front porch is featured, adorned with hanging ferns and string lights, creating an inviting atmosphere. A wooden railing surrounds the porch, which includes seating and a dining table. Bright flowers are planted in decorative boxes at the base, complementing the lush green yard.
Bungalow in Bloomington
4.94 out of 5 average rating, 408 reviews

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.

Top guest favorite
An exterior view of the home is captured, featuring a light gray facade and metal roof. Colorful flowers and pumpkins decorate the landscaped garden, complemented by a bench positioned under a tree. Neatly arranged windows provide an inviting look to the property.
Home in Gosport
4.98 out of 5 average rating, 169 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 favorite
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, 505 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 favorite
An open living area features warm, brown leather seating arranged around a dark coffee table. A large TV is mounted on the wall, while a dining table with black chairs sits in the background, under a modern light fixture. Light wood flooring completes the space.
Home in Bloomington
4.95 out of 5 average rating, 188 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 favorite
A charming guest suite set against a backdrop of lush green trees. The single-story structure features a covered porch, large front windows, and a welcoming entryway, immersed in the tranquility of the natural surroundings.
Guest suite in Bloomington
4.95 out of 5 average rating, 232 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.

Guest favorite
A modern home is positioned on a hillside, featuring a sleek black exterior and large windows that allow for ample natural light. A balcony extends from the structure, providing outdoor seating and a view of the surrounding trees.
Cabin in Nashville
5 out of 5 average rating, 524 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.

Guest favorite
A quaint cabin is set on a gravel driveway amidst lush trees. A welcoming deck wraps around the front, featuring railings and a selection of plants. The structure's exterior is painted in a deep green, contributing to the tranquil woodland environment.
Cabin in Morgantown
4.95 out of 5 average rating, 110 reviews

Pine Ridge of Brown County

Welcome to Pine Ridge of Brown County. Kick back and relax in this calm, stylish space. Set on a 5 acre paradise with a well stocked cabin with all the modern amenities. Fully equipped kitchen with 3 bedrooms and 2 full, modern bathrooms, perfect for families, or a friend's getaway. Huge, pond facing deck with outdoor seating, fire pit, and Hot Tub. 11 minute drive to downtown Nashville, 13 minutes to Brown County State Park. You will love it here!

Top guest favorite
The limestone cottage features a stone exterior with a blue roof and vibrant blue shutters. A well-maintained grassy area surrounds the home, framed by low hedges. A cozy front porch is accessible from a walkway, highlighted by a charming flower arrangement hanging at the entrance.
Home in Bloomington
4.96 out of 5 average rating, 291 reviews

Blue Limestone Cottage on North Headley Road

This charming Limestone cottage home in North side of Bloomington has 4 bedrooms and 2 full bathrooms. It is private with 2 acre land but in a convenient location to anywhere in town. Only 1 minute drive to IU Assembly Hall, Stadium and IU new golf course. 2 minute drive to IU campus. 2 minute drive to Griffy Lake. 6 minute drive to College Mall. 7 minute drive to downtown. Perfect for travelers to relax and call home.

Top guest favorite
The mid-century modern house is surrounded by lush greenery, featuring large windows that invite natural light. A spacious back deck with bright orange chairs is visible, providing a cozy spot to enjoy the outdoors.
Home in Nashville
4.97 out of 5 average rating, 233 reviews

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.

Popular amenities for vacation rentals near Oliver Winery

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