
Places to stay near Oliver Winery
Book unique vacation rentals, homes, and more on Airbnb
Top-rated vacation rentals near Oliver Winery
Guests agree: these stays are highly rated for location, cleanliness, and more.

“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

Summer Forest Reset: King Beds & Lake Lemon Marina
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, this custom log home 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.

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.

Bright Sunroom, Giant Sectional, Parking, 5 Min IU
A spotless, thoughtfully curated home designed to feel comfortable, calm, and genuinely livable — not a bare rental. Guests consistently mention the immaculate cleanliness, comfortable beds, oversized sectional, and thoughtful extras that make settling in easy. Located in a residential neighborhood, under 10 mins to IU, downtown, stadiums, dining, parks, and Kroger. This home is ideal for campus visits, couples, small groups, and professionals who value comfort, cleanliness, and a calm place.

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. ☺️

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.

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.

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.

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!

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.

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.

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.
Popular amenities for vacation rentals near Oliver Winery
Condo rentals with wifi

Cozy Condo and EaglePointe Golf Resort Lake Monroe.

3 Bedroom Condo

1BR APT in the Heart of the City | LED Lights!

2 bed 2 bath upstairs unit Downtown Mooresville

Modern Top Floor Condo with State House Views

The Loft by Moondance

Spacious 3BR Condo Walkable to IU

Luxurious Downtown Condo by Georgia St
Family-friendly house rentals

Country home w/ fenced yard hot tub wi-fi

Bright & Fresh 3BR, 2Ba Ranch Home w/2 Car Garage

Private entrance, Bright and sunny - visit IU

Blue Limestone Cottage on North Headley Road

Bloomington Lake-View home on 40 secluded acres

Entertainer's Dream w/ Pool and Games

Private, one car garage, hot coffee

Copper Hill - hot tub, wildlife, & close to shops!
Apartment rentals with air conditioning

Skyline View Condo, Best downtown spot, Park FREE!

Lil BUB's Really Nice Apartment - WEST

Downtown Nashville’s Chipmunk!

Couples Getaway with Outdoor Hot Tub!

Hidden Cottage on Main over Ooey Gooey Café

A Stone's Throw in Little Nashville, IN

Private Suite, Sleeps 4, 1 mi to Downtown & Park

Charming apartment on the edge of DePauw campus.
Other great vacation rentals near Oliver Winery

Grandpa's Cabin at Heidenreich Hollow

Cozy getaway w/close proximity

Stark Manor-Highland Cattle Farm

Brown County Woods - Cabin 2 king beds Secluded

Taurina Cabin - Indoor Hot Tub.

Luxe Retreat in the Woods~Theater, Gym, Hot Tub

Simple Blessings Cabin

Studio by Kirkwood Ave close to I.U. and Downtown
Destinations to explore
- Lucas Oil Stadium
- Indianapolis Motor Speedway
- Indiana Convention Center
- Brown County State Park
- Indianapolis Zoo
- The Golf Club at Eagle Pointe
- Eagle Creek Park
- Gainbridge Fieldhouse
- Indiana State Fairgrounds & Event Center
- Childrens Museum
- McCormick's Creek State Park
- Broad Ripple Park
- Butler University
- University of Indianapolis
- Holliday Park
- Monroe Lake
- Garfield Park
- IUPUI Campus Center
- Indianapolis Museum of Art
- Indiana State Museum
- Fort Harrison State Park
- Indiana World War Memorial
- Circle Centre Mall Shopping Center
- Indianapolis Canal Walk





