Oolitic Vacation Rentals

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Check prices for these dates

In two weeks
Nov 20 - Nov 22
In two months
Jan 1 - Jan 3
In three months
Jan 29 - Jan 31
In four months
Feb 26 - Feb 28

Our top choices for Oolitic vacation rentals

A modern kitchen with a central island, stainless steel appliances, and a view to the outdoors.

1. Cozy house on a quiet street

Cozy house on a quiet street
Bedford
9.8 out of 10, Exceptional, (37 reviews)
"Nice stay!!"
United States
Jason R.
$218 nightly
The price is $244
Nov 8 - Nov 9
Total with taxes and fees
Cozy house on a quiet street
A living room with a television, sofa, and a 'welcome' sign on the wall.

2. Charming 2-bedroom house with WiFi, AC in superb Bedford

Charming 2-bedroom house with WiFi, AC in superb Bedford
Bedford
9.8 out of 10, Exceptional, (16 reviews)
"Everything was perfect! Would love to stay there again on my next trip!"
United States
Zhain T.
$195 nightly
The price is $219
Nov 17 - Nov 18
Total with taxes and fees
Charming 2-bedroom house with WiFi, AC in superb Bedford
A modern kitchen with a central island, bar stools, and a dining area with a wooden table and chairs.

3. The Bedrock MCM | 3Mid-Century Comfort Near IU Health & SAIC

The Bedrock MCM | 3Mid-Century Comfort Near IU Health & SAIC
Bedford
10.0 out of 10, Exceptional, (2 reviews)
"Top place to stay in Bedford."
United States
Wesley P.
$312 nightly
The price is $334
Nov 8 - Nov 9
Total with taxes and fees
The Bedrock MCM | 3Mid-Century Comfort Near IU Health & SAIC
A dining area with a table and chairs, a chandelier, a patterned rug, and a view into the kitchen.

4. Downtown Bedford’s Timeless Retreat: Historic charm meets modern living.

Downtown Bedford’s Timeless Retreat: Historic charm meets modern living.
Bedford
9.6 out of 10, Exceptional, (22 reviews)
"A charming house, very convenient to Bedford shopping & dining."
United States
Rebecca F.
$264 nightly
The price is $296
Dec 1 - Dec 2
Total with taxes and fees
Downtown Bedford’s Timeless Retreat: Historic charm meets modern living.
A bedroom with a bed, a dresser, a television, and a potted plant.

5. Cozy 2BR Lake Monroe Golf Condo IU Bloomington

Cozy 2BR Lake Monroe Golf Condo IU Bloomington
Bloomington
10.0 out of 10, Exceptional, (105 reviews)
"Clean and comfortable stay"
United States
Brigid F.
$155 nightly
The price is $174
Nov 8 - Nov 9
Total with taxes and fees
Cozy 2BR Lake Monroe Golf Condo IU Bloomington
A two-story building with a gabled roof, large wooden doors, and a small window with shutters.

6. Goat Cottage at Donkeytown

Goat Cottage at Donkeytown
Heltonville
10.0 out of 10, Exceptional, (1 review)
"The highlight was certainly the donkeys, goats, sheep and chickens. We also fished, found some tadpoles, and ATVd. Overall a great family get together while everyone was in town for a wedding. Very memorable way to extend the festivities of the weekend. We had the Goat Cottage and the farmhouse. Farmhouse kitchen was great for the whole group. Thank you! We hope to return!"
United States
Jollene J.
$279 nightly
The price is $300
Nov 9 - Nov 10
Total with taxes and fees
Goat Cottage at Donkeytown
A rustic interior with wooden walls, a wooden staircase, and a chandelier.

7. The Stable- at Donkeytown, barndominium on a 40 acre guest ranch

The Stable- at Donkeytown, barndominium on a 40 acre guest ranch
Heltonville
10.0 out of 10, Exceptional, (2 reviews)
"Perfect! It was everything we could’ve asked for! Great for our family getaway! "
United States
Jacob C.
$337 nightly
The price is $376
Nov 8 - Nov 9
Total with taxes and fees
The Stable- at Donkeytown, barndominium on a 40 acre guest ranch
Dining

8. Lake Monroe Golf & Nature Retreat

Lake Monroe Golf & Nature Retreat
Bloomington
10.0 out of 10, Exceptional, (13 reviews)
"Great area, hosts were great"
United States
Bruce
$246 nightly
The price is $248
Nov 16 - Nov 17
Total with taxes and fees
Lake Monroe Golf & Nature Retreat
A kitchen with a granite countertop, white cabinets, a microwave, and a refrigerator.

9. Forest Retreat Condo

Forest Retreat Condo
Bloomington
10.0 out of 10, Exceptional, (1 review)
"Great place overall! Loved the deer in the back area Sunday morning!One note for IU visitors: Had some challenges getting an Uber to/from IU campus during an extra busy football weekend. I couldn’t get an Uber game day morning and then one Uber driver didn’t want to go back later that Saturday night; I tipped him extra cash to help convince him. It worked fine on the Friday night."
United States
Michael J.
$381 nightly
The price is $427
Dec 6 - Dec 7
Total with taxes and fees
Forest Retreat Condo
A spacious loft with a high ceiling, exposed beams, a grey sofa, a flat-screen TV, and a dining area with a table and chairs.

10. Stunning Aframe Cabin with Deck

Stunning Aframe Cabin with Deck
Bloomington
10.0 out of 10, Exceptional, (10 reviews)
"Great stay!!"
United States
Henry C.
$384 nightly
The price is $386
Nov 8 - Nov 9
Total with taxes and fees
Stunning Aframe Cabin with Deck
A spacious living area with a fireplace, a television, and a balcony with outdoor furniture.

11. Lake Monroe Condo w/ Fast WiFi, Pool & Golf Access

Lake Monroe Condo w/ Fast WiFi, Pool & Golf Access
Bloomington
9.4 out of 10, Exceptional, (3 reviews)
"Wonderful stay. Place was very clean and everything was as listed. Neighborhood was quiet and nice places to walk. Enjoyed the wildlife. Even the deer were friendly."
United States
Bonnie S.
$382 nightly
The price is $428
Dec 7 - Dec 8
Total with taxes and fees
Lake Monroe Condo w/ Fast WiFi, Pool & Golf Access
A room with a round table, a red chair, a white chair, a plant, and a window with blinds.

12. Retro Modern Retreat

Retro Modern Retreat
Bloomington
$404 nightly
The price is $452
Dec 6 - Dec 7
Total with taxes and fees
Retro Modern Retreat
A modern apartment with a kitchen, dining area, and living room. It features a large island with bar stools, a white sofa, and a painting on the wall.

13. Historic Hideaway with Sauna near the Lake

Historic Hideaway with Sauna near the Lake
Bloomington
8.8 out of 10, Excellent, (6 reviews)
"The place was very clean and super nice would love to stay again"
United States
Layne B.
$202 nightly
The price is $226
Nov 16 - Nov 17
Total with taxes and fees
Historic Hideaway with Sauna near the Lake
A modern kitchen with a marble countertop, black bar stools, and red pendant lights.

14. Family-sized Condo, 20 minutes to Indiana University & 5 minutes to Lake Monroe

Family-sized Condo, 20 minutes to Indiana University & 5 minutes to Lake Monroe
Bloomington
9.8 out of 10, Exceptional, (11 reviews)
"Perfect for visiting IU and Brown County! Clean and roomy. Owners were great."
United States
Marco R.
$419 nightly
The price is $469
Nov 25 - Nov 26
Total with taxes and fees
Family-sized Condo, 20 minutes to Indiana University & 5 minutes to Lake Monroe
A modern living room with a white sofa, a dining table with wooden chairs, and a white bowl on the table.

15. 4 Bed | Hot Tub | Close to IU | Pet Friendly

4 Bed | Hot Tub | Close to IU | Pet Friendly
Bloomington
9.4 out of 10, Exceptional, (21 reviews)
"Would stay again great for family "
United States
Lori
$384 nightly
The price is $386
Nov 8 - Nov 9
Total with taxes and fees
4 Bed | Hot Tub | Close to IU | Pet Friendly
A living room with a fireplace, a television, a dining table, and a sliding glass door to the outside.

16. Woodland Escape Condo

Woodland Escape Condo
Bloomington
10.0 out of 10, Exceptional, (1 review)
"The property was clean and convenient to the clubhouse."
United States
Anonymous traveler
$381 nightly
The price is $427
Dec 6 - Dec 7
Total with taxes and fees
Woodland Escape Condo
A compact kitchen with wooden cabinets, a stove, microwave, and a dining area with a TV and chairs.

17. Lake Monroe's Cozy Villa

Lake Monroe's Cozy Villa
Bloomington
9.0 out of 10, Wonderful, (6 reviews)
"This was a great place for a getaway out in nature. It was very conducive for bringing our pet. The property jad lots of great amenities, including a small dog park."
United States
Laura
$214 nightly
The price is $215
Nov 8 - Nov 9
Total with taxes and fees
Lake Monroe's Cozy Villa
A campsite with a fire pit and Adirondack chairs.

18. The Overlook. Cozy 1-bedroom on the banks of the Beautiful White River

The Overlook. Cozy 1-bedroom on the banks of the Beautiful White River
Williams
10.0 out of 10, Exceptional, (8 reviews)
"This was a great location and beautiful property. "
United States
Amy M.
$249 nightly
The price is $278
Nov 8 - Nov 9
Total with taxes and fees
The Overlook. Cozy 1-bedroom on the banks of the Beautiful White River
A covered outdoor deck with a table and chairs, surrounded by a wooden railing, overlooking a green landscape.

19. Farm stay in Bloomington — creek, trails, sheep, fire pit - Harmony Hills

Farm stay in Bloomington — creek, trails, sheep, fire pit - Harmony Hills
Bloomington
9.2 out of 10, Wonderful, (19 reviews)
"Our stay was just what was needed for the overnight we planned. Cute home, out in nature! Minutes away from what we were doing "
United States
Kim L.
$139 nightly
The price is $152
Nov 10 - Nov 11
Total with taxes and fees
Farm stay in Bloomington — creek, trails, sheep, fire pit - Harmony Hills
A living room with a grey sofa, a white armchair, a round coffee table, and a TV stand with a plant and books.

20. Cozy-Hoosier themed bungalow-Walk to best city parks and Downtown.

Cozy-Hoosier themed bungalow-Walk to best city parks and Downtown.
Bryan Park
10.0 out of 10, Exceptional, (46 reviews)
"Great location!"
United States
Colette E.
$186 nightly
The price is $208
Nov 9 - Nov 10
Total with taxes and fees
Cozy-Hoosier themed bungalow-Walk to best city parks and Downtown.
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Oolitic Hotel Reviews

A modern hotel entrance with a covered walkway, a clear sign indicating the name and address, and a welcoming sign above the doors.
Hampton Inn by Hilton Bedford

Hampton Inn by Hilton Bedford

Hampton Inn by Hilton Bedford
Bedford

10/10 Excellent

Clean property and good breakfast
United States
TANIA
Reviewed October 27, 2026
Hampton Inn by Hilton Bedford

Find out more about Oolitic

Everything you need to know about Oolitic vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Oolitic vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Oolitic vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Oolitic vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Oolitic. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Oolitic in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $114 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Oolitic rentals

At Expedia, we put the best Oolitic vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Oolitic rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Oolitic vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Oolitic. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Frequently Asked Questions

Can I find vacation rentals in Oolitic?

Yes, we offer vacation rentals close to popular points of interest in Oolitic, or you can go with a secluded option if you'd like a relaxing place to stay.

What are some of the best vacation home rentals in Oolitic?

Cozy 2BR Lake Monroe Golf Condo IU Bloomington: Visitors like this Oolitic vacation home rental. It is located next to a golf course and has an outdoor pool, a balcony, and air-conditioning to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge, and a stovetop. You can relax into your vacation with a selection of games and a hot tub.

What’s there to see and do in Oolitic?

While you're exploring the area, Bluespring Caverns and Hardin Ridge Recreation Area are a couple of picturesque spots to get outside and enjoy nature. Joe Palooka Statue and The Golf Club at Eagle Pointe are a couple of places you'll find in the larger area.

What’s a vacation rental in Oolitic like?

Vacation rentals are private properties where you can stay for a few weeks or just a few days in Oolitic. Vacation rentals feature amenities such as laundry facilities and kitchens so your stay will be comfortable. If you're concerned about cleanliness, a vacation rental can offer a sense of seclusion away from public hotel elevators and busy lobbies while still allowing you to travel. You'll also have more space in a vacation rental than in a traditional hotel, which is another reason why a vacation rental is a great option for family trips.