
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.

Modern 3 bed, 1 bath Near Stadium/IU campus
LONG TERM STAYS (14 days +) DISCOUNTED! PLEASE ASK! Close to everything when you stay at this centrally-located home in a quiet neighborhood. Extremely close to IU Game room! Dogs allowed but no cats Fenced in back yard. Early check in/late check out. $20 convenience fee Leave on counter when you check out No bonfires! Absolutely no smoking inside the house and no gatherings larger than 8 people! NO PARTIES! Add my listings to your wishlist by clicking the ❤️ in the upper right corner.

“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

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.

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.

Brown County Woods - Cabin 2 king beds Secluded
If you like to be close to everything in Nashville, IN while being in the middle of the woods, this is the place for you. This Cabin is about 2,500 feet from the main road and feels like the middle of the woods. Additionally, Brown County State Park is directly next to the west and north property line boundary. The property is 24 acres total, about 20 acres of mature woods. In just over 5 minutes, you can be to the north entrance of Brown County State Park or in downtown Nashville, Indiana.

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.

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.

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.

Bloomington Lake-View home on 40 secluded acres
New Lake home that sits on 40 acres of woods with gorgeous views. Large wrap around porch with outdoor seating and chill space. Fall, winter and spring provide amazing views of Lake Monroe. While summer allows for easy access to Lake Monroe. Plenty of room to park a boat or have multiple cars. The home has modern decor with wood stove, new appliances, surround sound and all of the amenities you need for your stay. Just 20 minutes from IU.

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

Cozy Condo at 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

Cozy getaway w/close proximity

Campus Artist's Cottage - 1 Block to IU Campus

Captain Bill’s Lake House Heated Salt Water Pool

The Prescott- Historic Glamour. Bold Luxury

Entertainer's Dream w/ Pool and Games

Harmony Hills 3 bedroom farm house

Maria’s Haven
Apartment rentals with air conditioning

Skyline View Condo, Best downtown spot, Park FREE!

Uptown Suite Modern Studio Downtown on the Square

Lil BUB's Really Nice Apartment - EAST

Downtown Nashville’s Chipmunk!

Couples Getaway with Outdoor Hot Tub!

A Stone's Throw in Little Nashville, IN

Elegant & Spacious in Prime Location

Private Suite, Sleeps 4, 1 mi to Downtown & Park
Other great vacation rentals near Oliver Winery

Stark Manor-Highland Cattle Farm

Cheerful & Cozy Upper Cabin in Cohousing Community

Covered Bridge Cabin (on Big Walnut Creek)

Hot Tub Woodland Retreat 11 Acres + Trails Near IU

Hidden Retreat on 30 Wooded Acres 5 Miles to Town

Garden Studio Guesthouse

Hoosier Nest | 10 minutes to IU • Hot Tub • Escape

Sweet Spot on Swain •Modern Retreat 5 Blocks to IU
Destinations to explore
- Lucas Oil Stadium
- Indianapolis Motor Speedway
- Indiana Convention Center
- Brown County State Park
- 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
- Circle Centre Mall Shopping Center
- Holliday Park
- Garfield Park
- Fort Harrison State Park
- Spring Mill State Park
- Indiana State Museum
- Indianapolis Canal Walk
- Indiana World War Memorial





