
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.

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.

“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

Meyer's Place: Your Home Away in Bloomington
Only a 10 to 15 minute drive from IU campus or IU Stadium, our place is a recently remodeled 2 bedroom, 1 bathroom, half of a duplex (left side). Located in a country neighborhood setting, this home is minutes away from the mall, restaurants, and downtown. It is also close to Lake Monroe, Lake Lemon, Griffy Lake and Brown County for those nature lovers. Come make this your "Home Away" for work, an outdoor adventure, an IU game or to visit IU. We allow up to two pets per stay, ask for details!

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.

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.

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.

Summer Kitchen at The Hill
Come enjoy this spacious studio that has been remodeled from an old summer kitchen. Located on 6 acres in the town of Spencer, this is the perfect place to unwind and getaway, or use it as a jumping point to adventure at nearby McCormick's Creek or Cataract Falls. Walking distance to neighborhood grocery store, coffee shop, and restaurants. Within 30 minutes of Bloomington and Indiana University! The hosts live full time in the main house with 2 great danes.

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.

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!

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
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

Spacious Downtown Indy Massachusetts Ave Condo

Cool downtown condo - Indy's best at your door!

The Juke: Spacious Downtown Condo on Mass Ave!

Spacious 3BR Condo Walkable to IU
Family-friendly house rentals

Captain Bill’s Lake House Heated Salt Water Pool

Private entrance, Bright and sunny - visit IU

French Cottage Style 3 bed, 1 bath house

Bright Sunroom, Giant Sectional, 5 Min IU, Parking

Enchanting Dome Home - in town and in nature!

5BR Pool Retreat — Little 500 Weekend Available

Maria’s Haven

Brown Co Getaway: Sleeps 10-Hot Tub-Firepit-Grill
Apartment rentals with air conditioning

A Stone's Throw in Little Nashville, IN

Couples Getaway with Outdoor Hot Tub!

Hidden Cottage on Main over Ooey Gooey Café

Uptown Suite Modern Studio Downtown on the Square

Private Eastside In-law Apartment

Downtown Nashville’s Chipmunk!

Stay above a coffee shop @ The Urban Perk!

Lil BUB's Really Nice Apartment - WEST
Other great vacation rentals near Oliver Winery

Campus-Side Retreat in the Woods

Walker Getaway | A-Frame•Hot Tub•Decks•Lake•Hiking

Garden Studio Guesthouse

Stark Manor-Highland Cattle Farm

Hot Tub Woodland Retreat 11 Acres + Trails Near IU

Cozy getaway w/close proximity

Hidden Retreat on 30 Wooded Acres 5 Miles to Town

Modern Charming Condo
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
- Childrens Museum
- Eagle Creek Park
- Broad Ripple Park
- Monroe Lake
- Indiana State Fairgrounds & Event Center
- 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
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