
Places to stay near Oliver Winery
Book unique holiday rentals, homes and more on Airbnb
Top-rated holiday 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

Cozy getaway w/close proximity
Relax as a couple or w/friends or w/family at this secluded cozy getaway. Several scenic views from inside home & from porches. Home sits near I-69 offering over a 2 mile panoramic view. Whole home has been updated w/addition of a large porch & screened in porch. Conveniently located in close proximity to IU & downtown, tho located on a private road in a scenic country setting. Also, located near to hiking trails, biking routes, playgrounds & golf courses. Approximately 3 miles from IU stadiums.

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.

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.

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.

YOUnique 3+ bedroom, spa/hot tub, huge deck
Our place is close to Indiana University, IU athletics, I-69/37 to Indianapolis, great views, family-friendly activities, nightlife, restaurants and dining. You’ll love our place because of the privacy - and the friendly neighbors (us), the beautiful outdoor space, the kitchen/great room, the hardwood floors, and the volleyball court and large yard. Our place is good for couples, solo adventurers, business travelers, families (with kids), big groups, and furry friends (pets - but no cats).

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.

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.

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!
Popular amenities for holiday rentals near Oliver Winery
Apartment rentals with wifi

3 Bedroom Condo

Spacious 3BR Condo Walkable to IU

The Loft by Moondance

2 bed 2 bath upstairs unit Downtown Mooresville

Walk 2 Convention Ctr | Stunning Views | Penthouse

Cozy Condo at EaglePointe Golf Resort Lake Monroe.

Luxurious Downtown Condo by Georgia St

Cool downtown condo - Indy's best at your door!
Family-friendly house rentals

Blue Limestone Cottage on North Headley Road

House Around the Corner

Great offer! Private entrance, Spacious, King-IU

Large home in heart of Nashville

Bloomington Lake-View home on 40 secluded acres

Modern 3-Bedroom Ranch Minutes from IU Stadium!

Brown Co Getaway: Sleeps 10-Hot Tub-Firepit-Grill

Private, in-law suite. 5 min drive to IU campus
Apartment rentals with air conditioning

Lil BUB's Really Nice Apartment - EAST

Private Eastside In-law Apartment

Uptown Suite Modern Studio Downtown on the Square

Downtown Studio

Beautiful 2 bedroom Rental Unit in Martinsville

A Stone's Throw in Little Nashville, IN

Hidden Cottage on Main over Ooey Gooey Café

Spacious Country Apartment less than 20 mins to IU
Other great holiday rentals near Oliver Winery

Simple Blessings Cabin

Historic Converted Barn Loft at Sobremesa Farm

Cozy Cottage : easy + peaceful w/ private backyard

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

One block from the Square, breakfast included!

Brown County Cabin near Nashville, Indiana

Unique Barndominium studio, private Hot tub & yard

Hard Truth Cabin-2bd/2b- Distillery tour included
Destinations to explore
- Lucas Oil Stadium
- Indianapolis Motor Speedway
- Brown County State Park
- Gainbridge Fieldhouse
- The Golf Club at Eagle Pointe
- Indianapolis Zoo
- Eagle Creek Park
- Childrens Museum
- Indiana Convention Center
- Monroe Lake
- McCormick's Creek State Park
- Broad Ripple Park
- University of Indianapolis
- Butler University
- IUPUI Campus Center
- Indiana Convention Center
- Holliday Park
- Indianapolis Canal Walk
- Indiana State Museum
- Garfield Park
- Fort Harrison State Park
- Spring Mill State Park
- Indiana World War Memorial
- Victory Field





