
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

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.

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.

5 Min IU, Bright Sunroom, Giant Sectional, Parking
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. ☺️

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.

Elevated Wilderness | Mindful Retreat | 2 Kings
Executive Forest Sanctuary/2 King Beds, Hot Tub & Trails Escape to an architectural masterpiece set on 40 wooded acres. Designed for professionals, couples, and active adults seeking a high-end nature reset, Cabin Porch Paradise balances 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 ridge top retreat.

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.

Cheerful & Cozy Upper Cabin in Cohousing Community
Relax and getaway in our safe, centrally located, co-housing community. Next to the local YMCA and local walking paths. This authentic log cabin has been completely renovated with a studio-style open bedroom, kitchenette, living room, porch, and bathroom. There is no TV, but there is Wi-fi. You'll be staying in the upper level of the cabin. The upper level is a separate unit, also on Airbnb. The units share no interior access and are completely separate units.

Red Cedar Log Cabin | Hot Tub! + Pet-Friendly!
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.

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 vacation rentals near Oliver Winery
Condo rentals with wifi

Nice 2 Bedroom Condo

2 bed 2 bath upstairs unit Downtown Mooresville

Cozy Condo at EaglePointe Golf Resort Lake Monroe.

Walk 2 Convention Ctr | Stunning Views | Penthouse

The Juke: Spacious Downtown Condo on Mass Ave!

Spacious 3BR Condo Walkable to IU

Top Floor Downtown Indy Condo • King Bed

The Loft by Moondance
Family-friendly house rentals

5BR Pool Retreat — Little 500 Weekend Available

House Around the Corner

Great offer! Private entrance, Spacious, King-IU

Captain Bill’s Lake House Heated Salt Water Pool

Enchanting Dome Home - in town and in nature!

YOUnique 3+ bedroom, spa/hot tub, huge deck

There's No Place Like Dome!

Harmony Hills 3 bedroom farm house
Apartment rentals with air conditioning

Uptown Suite Modern Studio Downtown on the Square

Lil BUB's Really Nice Apartment - EAST

Private Eastside In-law Apartment

Couples Getaway with Outdoor Hot Tub!

A Stone's Throw in Little Nashville, IN

Beautiful 2 bedroom Rental Unit in Martinsville

Downtown Nashville’s Chipmunk!

Hidden Cottage on Main over Ooey Gooey Café
Other great vacation rentals near Oliver Winery

Strawbale Bungalow. Bloomington Indiana USA.

Lakeside Cabin | Serene Lake Monroe Views + Deck

Campus-Side Retreat in the Woods

Cozy Tiny House

Boho Garden Bungalow: Welcoming | Quiet | Walkable

Cozy Little Suite

Summer Kitchen at The Hill

Brooks Run Cabin
Destinations to explore
- Lucas Oil Stadium
- Indianapolis Motor Speedway
- Brown County State Park
- Indiana Convention Center
- Gainbridge Fieldhouse
- The Golf Club at Eagle Pointe
- Indianapolis Zoo
- Eagle Creek Park
- Childrens Museum
- Indiana State Fairgrounds & Event Center
- Monroe Lake
- Broad Ripple Park
- McCormick's Creek State Park
- Butler University
- University of Indianapolis
- IUPUI Campus Center
- Holliday Park
- Circle Centre Mall Shopping Center
- Indianapolis Canal Walk
- Garfield Park
- Fort Harrison State Park
- Spring Mill State Park
- Indiana State Museum
- Indiana World War Memorial





