
Places to stay near Oliver Winery
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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
4.96 out of 5 average rating, 319 reviews
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.
4.99 out of 5 average rating, 103 reviews
5 Min IU | Private Studio, Full Kitchen, Parking
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.
4.96 out of 5 average rating, 461 reviews
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.
4.94 out of 5 average rating, 417 reviews
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).
4.92 out of 5 average rating, 400 reviews
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.
4.96 out of 5 average rating, 113 reviews
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.
5.0 out of 5 average rating, 515 reviews
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.
4.94 out of 5 average rating, 210 reviews
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.
5.0 out of 5 average rating, 220 reviews
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.
4.95 out of 5 average rating, 238 reviews
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.
4.99 out of 5 average rating, 534 reviews
Strawbale Bungalow. Bloomington Indiana USA.
Art and book filled. Located in Bloomington Indiana. My 1920s bungalow includes two guest bedrooms with queen sized beds, down comforters, feather/down pillows, line curtains and private bathroom. The guest area also includes a garden porch, private entrance, living room and, dining area with microwave, small refrigerator and handmade maple table. NO KITCHEN. The bathroom is between the bedrooms and includes a Toto washlet bidet and EO toiletries.
4.95 out of 5 average rating, 1424 reviewsPopular amenities for holiday rentals near Oliver Winery
Condo rentals with Wi-Fi

3 Bedroom Condo
4.94 out of 5 average rating, 155 reviews
The Loft by Moondance
4.77 out of 5 average rating, 109 reviews
Walk 2 Convention Ctr | Stunning Views | Penthouse
4.85 out of 5 average rating, 204 reviews
2 bed 2 bath upstairs unit Downtown Mooresville
4.9 out of 5 average rating, 158 reviews
Spacious 3BR Condo Walkable to IU
4.95 out of 5 average rating, 143 reviews
Cozy Condo at EaglePointe Golf Resort Lake Monroe.
4.94 out of 5 average rating, 199 reviews
Downtown Indy Suite Convention Center Access
4.91 out of 5 average rating, 99 reviews
Top Floor Loft! 4 Bedrooms and 2,000 sq ft
4.85 out of 5 average rating, 294 reviewsFamily-friendly house rentals

Maria’s Haven
4.97 out of 5 average rating, 181 reviews
House Around the Corner
4.89 out of 5 average rating, 106 reviews
Private entrance. Smart TV. Cozy retreat - IU
4.89 out of 5 average rating, 104 reviews
Bloomington Lake-View home on 40 secluded acres
4.98 out of 5 average rating, 459 reviews
Large home in heart of Nashville
4.99 out of 5 average rating, 124 reviews
The Loft House - 3 Bedrooms - IU Bloomington
5.0 out of 5 average rating, 482 reviews
Brown Co Getaway: Sleeps 10-Hot Tub-Firepit-Grill
4.96 out of 5 average rating, 217 reviews
4 Mins to Memorial Stadium! 3BR w/ Backyard & BBQ
4.95 out of 5 average rating, 117 reviewsApartment rentals with air conditioning

Lil BUB's Really Nice Apartment - EAST
4.9 out of 5 average rating, 695 reviews
Uptown Suite Modern Studio Downtown on the Square
4.97 out of 5 average rating, 105 reviews
Beautiful 2 bedroom Rental Unit in Martinsville
4.99 out of 5 average rating, 133 reviews
Downtown Studio
4.84 out of 5 average rating, 120 reviews
Private Eastside In-law Apartment
4.99 out of 5 average rating, 282 reviews
Spacious Country Apartment less than 20 mins to IU
4.96 out of 5 average rating, 228 reviews
A Stone's Throw in Little Nashville, IN
4.97 out of 5 average rating, 250 reviews
Walk to Downtown! King Loft w/ Balcony over Café
4.97 out of 5 average rating, 144 reviewsOther great holiday rentals near Oliver Winery

Peaceful apartment space in beautiful farm house
4.98 out of 5 average rating, 184 reviews
Simple Blessings Cabin
5.0 out of 5 average rating, 537 reviews
One block from the Square, breakfast included!
4.98 out of 5 average rating, 709 reviews
Cozy Cottage : easy + peaceful w/ private backyard
5.0 out of 5 average rating, 139 reviews
Farmhouse Apartment at Sobremesa Farm
4.95 out of 5 average rating, 108 reviews
Luxe Retreat in the Woods~Theater, Gym, Hot Tub
4.93 out of 5 average rating, 133 reviews
Brown County Cabin near Nashville, Indiana
4.91 out of 5 average rating, 313 reviews
Forget-Me-Not
4.93 out of 5 average rating, 111 reviewsDestinations 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
- McCormick's Creek State Park
- Monroe Lake
- Broad Ripple Park
- University of Indianapolis
- Butler University
- Indiana Convention Center
- IUPUI Campus Center
- Holliday Park
- Indiana State Museum
- Indianapolis Canal Walk
- Garfield Park
- Fort Harrison State Park
- Spring Mill State Park
- Indiana World War Memorial
- Victory Field





