Hillsboro Holiday Rentals
10.0
Exceptional
(34 Reviews)
900 ft²
2 Guests
1 Bedroom
1 Bathroom
Family Friendly
House
- Hot Tub
- Fireplace/Heating
- Balcony/Terrace
US $262/Night
For 7 Nights US $1,831
7.7
Very Good
(39 Reviews)
287.55 ft²
18 Guests
7 Bedrooms
7 Bathrooms
Free Cancellation
House
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
US $65/Night
For 7 Nights US $455
7.4
Very Good
(13 Reviews)
1 Bedroom
1 Bathroom
Family Friendly
Bed & Breakfast
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
US $119/Night
For 7 Nights US $834
10.0
Exceptional
(27 Reviews)
1600 ft²
6 Guests
2 Bedrooms
1 Bathroom
Family Friendly
House
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
US $231/Night
For 7 Nights US $1,616
New
2002.09 ft²
12 Guests
3 Bedrooms
2 Bathrooms
Family Friendly
House
- Pet Friendly
- Parking
- Air Conditioner
US $309/Night
For 7 Nights US $2,161
10.0
Exceptional
(12 Reviews)
1000 ft²
6 Guests
2 Bedrooms
1 Bathroom
Ocean View
House
- Fireplace/Heating
- Ocean View
- View
US $225/Night
For 7 Nights US $1,577
10.0
Exceptional
(186 Reviews)
1800 ft²
6 Guests
3 Bedrooms
2 Bathrooms
Family Friendly
Cabin
- Hot Tub
- Fireplace/Heating
- Balcony/Terrace
US $322/Night
For 7 Nights US $2,251
10.0
Exceptional
(83 Reviews)
3000 ft²
8 Guests
3 Bedrooms
2 Bathrooms
Family Friendly
House
- Hot Tub
- Fireplace/Heating
- Balcony/Terrace
US $404/Night
For 7 Nights US $2,826
10.0
Exceptional
(8 Reviews)
3200 ft²
8 Guests
3 Bedrooms
3 Bathrooms
Family Friendly
House
- Hot Tub
- Fireplace/Heating
- Balcony/Terrace
US $472/Night
For 7 Nights US $3,306
Luxury Holiday Rentals in Hillsboro
Over 88+ Luxury Holiday Rentals in or Near Hillsboro
New
- Lafayette
- Crawfordsville
- 0.93 mi to center
10 Guests
7 Bedrooms
2 Bathrooms
Group Friendly
House
- Fireplace/Heating
- Air Conditioner
- Internet
US $3,080/Night
For 7 Nights US $21,560
New
7500 ft²
10 Guests
4 Bedrooms
4 Bathrooms
Family Friendly
House
- Fireplace/Heating
- Pool
- Balcony/Terrace
US $1,045/Night
For 7 Nights US $7,315
New
19 Guests
6 Bedrooms
4 Bathrooms
Family Friendly
Villa
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
US $868/Night
For 7 Nights US $6,078
10.0
Exceptional
(7 Reviews)
1650 ft²
10 Guests
4 Bedrooms
2 Bathrooms
Family Friendly
Cabin
- Private Pool
- Hot Tub
- Spa
US $688/Night
For 7 Nights US $4,818
New
12 Guests
4 Bedrooms
3 Bathrooms
Family Friendly
House
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
US $677/Night
For 7 Nights US $4,741
New
18 Guests
5 Bedrooms
4 Bathrooms
Family Friendly
Villa
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
US $510/Night
For 7 Nights US $3,573
New
19 Guests
5 Bedrooms
4 Bathrooms
Family Friendly
House
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
US $508/Night
For 7 Nights US $3,556
10.0
Exceptional
(5 Reviews)
2900 ft²
6 Guests
3 Bedrooms
3 Bathrooms
Family Friendly
Other
- Hot Tub
- Fireplace/Heating
- Balcony/Terrace
US $503/Night
For 7 Nights US $3,520
New
22 Guests
4 Bedrooms
4 Bathrooms
Family Friendly
Villa
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
US $501/Night
For 7 Nights US $3,510
Top-Rated Holiday Rentals with a Pool in Hillsboro
Over 10+ The Best Private Villas and Holiday Rentals in Hillsboro with a Pool
10.0
Exceptional
(72 Reviews)
12 Guests
4 Bedrooms
2 Bathrooms
Family Friendly
Other
- Fireplace/Heating
- Pool
- Balcony/Terrace
US $403/Night
For 7 Nights US $2,823
9.2
Exceptional
(952 Reviews)
- Lafayette
- Crawfordsville
- 2.18 mi to center
1 Bathroom
Family Friendly
Hotel
- Hot Tub
- Pool
- Balcony/Terrace
US $125/Night
For 7 Nights US $878
8.8
Fabulous
(788 Reviews)
- Lafayette
- Crawfordsville
- 2.54 mi to center
1 Bathroom
Family Friendly
Hotel
- Pool
- Balcony/Terrace
- Breakfast
US $102/Night
For 7 Nights US $713
8.6
Fabulous
(229 Reviews)
- Lafayette
- Crawfordsville
- 2.53 mi to center
247.57 ft²
1 Bathroom
Family Friendly
Hotel
- Private Pool
- Fireplace/Heating
- Pool
US $132/Night
For 7 Nights US $921
8.6
Fabulous
(195 Reviews)
- Lafayette
- Crawfordsville
- 2.21 mi to center
322.92 ft²
9 Bathrooms
Family Friendly
Hotel
- Private Pool
- Hot Tub
- Spa
US $163/Night
For 7 Nights US $1,139
8.4
Excellent
(1004 Reviews)
- Lafayette
- Crawfordsville
- 2.32 mi to center
1 Bathroom
Family Friendly
Hotel
- Spa
- Fireplace/Heating
- Pool
US $105/Night
For 7 Nights US $733
8.0
Excellent
(941 Reviews)
464.39 ft²
8 Bathrooms
Family Friendly
Hotel
- Private Pool
- Fireplace/Heating
- Pool
US $212/Night
For 7 Nights US $1,485
7.6
Very Good
(311 Reviews)
- Lafayette
- Crawfordsville
- 2.53 mi to center
413.34 ft²
1 Bathroom
Free Cancellation
Hotel
- Private Pool
- Oceanfront
- Fireplace/Heating
US $111/Night
For 7 Nights US $776
9.8
Exceptional
(89 Reviews)
1350 ft²
9 Guests
2 Bedrooms
2 Bathrooms
Family Friendly
Other
- Hot Tub
- Spa
- Fireplace/Heating
US $262/Night
For 7 Nights US $1,835
Pet-Friendly Holiday Rentals in Hillsboro
Over 18+ Pet-Friendly Holiday Rentals in or Near Hillsboro
9.8
Exceptional
(38 Reviews)
- Indiana
- Highland Vermillion County
- 8.55 mi to center
6 Guests
3 Bedrooms
1 Bathroom
Family Friendly
Cabin
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
US $253/Night
For 7 Nights US $1,771
9.1
Exceptional
(170 Reviews)
- Lafayette
- Crawfordsville
- 2.53 mi to center
373.66 ft²
1 Bathroom
Family Friendly
Hotel
- Fireplace/Heating
- Balcony/Terrace
- Breakfast
US $139/Night
For 7 Nights US $970
9.4
Exceptional
(36 Reviews)
2000 ft²
12 Guests
3 Bedrooms
2 Bathrooms
Family Friendly
House
- Spa
- Fireplace/Heating
- Balcony/Terrace
US $497/Night
For 7 Nights US $3,478
4.8
Average
(144 Reviews)
- Lafayette
- Crawfordsville
- 2.39 mi to center
204.51 ft²
7 Bathrooms
Free Cancellation
Hotel
- Fireplace/Heating
- Pet Friendly
- Air Conditioner
US $70/Night
For 7 Nights US $490
10.0
Exceptional
(32 Reviews)
4256 ft²
8 Guests
3 Bedrooms
3 Bathrooms
Family Friendly
House
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
US $251/Night
For 7 Nights US $1,756
9.8
Exceptional
(50 Reviews)
4 Guests
2 Bedrooms
1 Bathroom
Family Friendly
Apartment
- Fireplace/Heating
- Pet Friendly
- Kitchen
US $132/Night
For 7 Nights US $924
9.8
Exceptional
(16 Reviews)
600 ft²
2 Guests
1 Bedroom
1 Bathroom
Family Friendly
Apartment
- Pet Friendly
- Kitchen
- Air Conditioner
US $95/Night
For 7 Nights US $665
6.0
Good
(3 Reviews)
10 Guests
3 Bedrooms
2 Bathrooms
Family Friendly
House
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
US $373/Night
For 7 Nights US $2,614
New
7 Guests
2 Bedrooms
1 Bathroom
Family Friendly
House
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
US $277/Night
For 7 Nights US $1,942
Large Holiday Rentals and Private Villas in Hillsboro
Over 15+ Large Holiday Rentals and Private Villas in or Near Hillsboro
New
15 Guests
3 Bedrooms
4 Bathrooms
Family Friendly
House
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
US $489/Night
For 7 Nights US $3,426
New
12 Guests
3 Bedrooms
3 Bathrooms
Family Friendly
Cabin
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
US $442/Night
For 7 Nights US $3,091
New
11 Guests
5 Bedrooms
2 Bathrooms
Family Friendly
House
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
US $385/Night
For 7 Nights US $2,694
New
11 Guests
3 Bedrooms
3 Bathrooms
Family Friendly
Villa
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
US $372/Night
For 7 Nights US $2,602
New
10 Guests
3 Bedrooms
2 Bathrooms
Family Friendly
Villa
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
US $364/Night
For 7 Nights US $2,548
New
11 Guests
3 Bedrooms
3 Bathrooms
Family Friendly
House
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
US $360/Night
For 7 Nights US $2,522
New
10 Guests
3 Bedrooms
2 Bathrooms
Family Friendly
Villa
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
US $360/Night
For 7 Nights US $2,518
New
10 Guests
3 Bedrooms
2 Bathrooms
Family Friendly
Villa
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
US $349/Night
For 7 Nights US $2,440
New
7 Guests
2 Bedrooms
1 Bathroom
Family Friendly
Villa
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
US $265/Night
For 7 Nights US $1,855
Wheelchair Accessible Holiday Homes in Hillsboro
Over 4+ Wheelchair Accessible Holiday Homes in or Near Hillsboro
10.0
Exceptional
(1 Review)
- Lafayette
- Crawfordsville
- 0.19 mi to center
700 ft²
2 Guests
1 Bedroom
1 Bathroom
Family Friendly
Apartment
- Fireplace/Heating
- Kitchen
- Parking
US $192/Night
For 7 Nights US $1,344
6.5
Good
(168 Reviews)
- Lafayette
- Crawfordsville
- 2.37 mi to center
9 Bathrooms
Family Friendly
Hotel
- Hot Tub
- Fireplace/Heating
- Parking
US $69/Night
For 7 Nights US $483
9.2
Exceptional
(840 Reviews)
- Lafayette
- Crawfordsville
- 2.42 mi to center
1 Bathroom
Family Friendly
Hotel
- Breakfast
- Kitchen
- Parking
US $117/Night
For 7 Nights US $816
6.6
Good
(853 Reviews)
- Lafayette
- Crawfordsville
- 2.37 mi to center
1 Bathroom
Family Friendly
Hotel
- Breakfast
- Kitchen
- Parking
US $82/Night
For 7 Nights US $576
Hillsboro Private Villas and Holiday Homes Under $200
Over 21+ Hillsboro Private Villas and Holiday Homes Under $200
10.0
Exceptional
(1 Review)
288 ft²
8 Guests
2 Bedrooms
1 Bathroom
House
- Child Friendly
US $179/Night
For 7 Nights US $1,251
New
- Lafayette
- Crawfordsville
- 0.22 mi to center
1108.68 ft²
2 Guests
1 Bedroom
1 Bathroom
Family Friendly
House
- Fireplace/Heating
- Parking
- Air Conditioner
US $187/Night
For 7 Nights US $1,312
8.0
Excellent
(179 Reviews)
1 Bathroom
Family Friendly
Hotel
- Balcony/Terrace
- Kitchen
- Parking
US $132/Night
For 7 Nights US $921
9.0
Exceptional
(14 Reviews)
- Lafayette
- Crawfordsville
- 0.22 mi to center
2 Guests
1 Bedroom
1 Bathroom
Family Friendly
Condo
- Fireplace/Heating
- Kitchen
- Parking
US $164/Night
For 7 Nights US $1,148
7.6
Very Good
(176 Reviews)
312.15 ft²
2 Bathrooms
Free Cancellation
Hotel
- Fireplace/Heating
- Parking
- Air Conditioner
US $149/Night
For 7 Nights US $1,046
New
2 Guests
1 Bedroom
1 Bathroom
Family Friendly
Cabin
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
US $197/Night
For 7 Nights US $1,378
New
2 Guests
1 Bedroom
1 Bathroom
Family Friendly
Cabin
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
US $195/Night
For 7 Nights US $1,363
New
2 Guests
1 Bedroom
1 Bathroom
Family Friendly
Cabin
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
US $181/Night
For 7 Nights US $1,266
New
4 Guests
1 Bedroom
1 Bathroom
Family Friendly
Cabin
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
US $179/Night
For 7 Nights US $1,251
Instantly Bookable Holiday Homes in Hillsboro
Over 18+ Instantly Bookable Holiday Homes in or Near Hillsboro
10.0
Exceptional
(48 Reviews)
625 ft²
2 Guests
1 Bedroom
1 Bathroom
Family Friendly
Cabin
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
US $280/Night
For 7 Nights US $1,960
10.0
Exceptional
(1 Review)
1000 ft²
6 Guests
2 Bedrooms
2 Bathrooms
Family Friendly
House
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
US $241/Night
For 7 Nights US $1,685
10.0
Exceptional
(4 Reviews)
- Lafayette
- Crawfordsville
- 1.28 mi to center
11 Guests
4 Bedrooms
1 Bathroom
Family Friendly
Other
- Fireplace/Heating
- Kitchen
- Parking
US $339/Night
For 7 Nights US $2,372
10.0
Exceptional
(4 Reviews)
- Indiana
- Highland Vermillion County
- 22.33 mi to center
2400 ft²
8 Guests
4 Bedrooms
2 Bathrooms
Family Friendly
Other
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
US $337/Night
For 7 Nights US $2,359
New
12 Guests
4 Bedrooms
4 Bathrooms
Group Friendly
Other
- Fireplace/Heating
- Air Conditioner
- Internet
US $690/Night
For 7 Nights US $4,830
New
912 ft²
6 Guests
3 Bedrooms
1 Bathroom
Family Friendly
House
- Hot Tub
- Fireplace/Heating
- Kitchen
US $66/Night
For 7 Nights US $461
10.0
Exceptional
(3 Reviews)
12 Guests
2 Bedrooms
1 Bathroom
Family Friendly
Cabin
- Fireplace/Heating
- Pet Friendly
- Kitchen
US $246/Night
For 7 Nights US $1,719
10.0
Exceptional
(1 Review)
- Lafayette
- Crawfordsville
- 1.72 mi to center
16 Guests
5 Bedrooms
3 Bathrooms
Family Friendly
House
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
US $488/Night
For 7 Nights US $3,414
10.0
Exceptional
(1 Review)
- Lafayette
- Crawfordsville
- 1.43 mi to center
4 Guests
1 Bedroom
1 Bathroom
Family Friendly
Apartment
- Hot Tub
- Spa
- Fireplace/Heating
US $63/Night
For 7 Nights US $441
Book a Last Minute Place to Stay in Hillsboro
About Casai's Private Villas and Holiday Rentals in Hillsboro
Discover more than 97 vacation rentals available in Hillsboro. These rentals, ranging from vacation rentals to Casai Homes and other short-term private accommodations, offer top-notch amenities with unbeatable value, ensuring both comfort and luxury. Enjoy more space and value when you stay at a Casai property in Hillsboro.
Seeking last-minute deals or the best available offers for cottages, condos, private villas, and spacious vacation homes? With Casai in Hillsboro, you can effortlessly compare various deals with just a click. Whether you're looking for a Casai with exceptional swimming pools, hot tubs, pet-friendly options, or large master suite bedrooms equipped with large screen televisions, you'll find a variety of options near Hillsboro. On average, places to stay near Hillsboro offer 524.3 ft², with nightly prices averaging US $340.
With Casai, finding and comparing holiday rentals in Hillsboro is easy and secure, often at a 30-40% discount compared to hotel prices. Simply search for your destination and secure your reservation today.
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Top Accommodation Types in Hillsboro
| Type | Count |
|---|---|
| Vacation Homes | 37 |
| Villas | 9 |
| Holiday Apartments | 6 |
Use these Quick Filters to Find a Holiday Rental in Hillsboro
★ Pro Tip: Casai simplifies the process of comparing the finest listings across various online vacation rental platforms, including Booking.com and more. Utilize the Advanced Filter feature located at the top to effortlessly switch between Casai homes, vacation rentals, bed and breakfasts, private Airbnb-style rentals, eco-friendly properties, and different property types. Explore various cancellation policies, prices, and numerous options to find the ideal accommodation for your next vacation in Hillsboro.
Weather in Hillsboro, IN
View the weather forecast for Hillsboro before booking your Hillsboro Vacation Rentals to confirm your best time to go.
December - February
High 60°F Low 26°F
March - May
High 77°F Low 40°F
June - August
High 91°F Low 64°F
September - November
High 84°F Low 38°F
Top Attractions Around Hillsboro, IN
Casai offers a large selection of top attractions around Hillsboro . Research things to do on your vacation before you visit Hillsboro.
Frequently Asked Questions About Hillsboro?
What are the top holiday rentals in Hillsboro?
With numerous options available in Hillsboro, planning to stay in the area? Consider booking a few nights at one of these properties, rated as the Top Holiday Rentals in Hillsboro:
- Eagles Rise Cabin on Sugar Creek with hot tub
- Sugar Creek Escape at Turkey Run
- 115 year old farmhouse renovated completely 2014, on 4 acres
- Yurt inspired Cabin at The Queen & I Homestead
- Harmony Hollow barndominium with hot tub near Sugar Creek n
- Nestled near woods and creek, this large home is near state parks and colleges.
- Cozy barn nestled on a 5-acre hobby farm, just 15 minutes from Purdue
- The Rustic Retreat
- Luxury Amish Built Barn Home at Turkey Run
- Sugar Creek Cabin w/Nordic spa bordering 2 state parks!
How many holiday rentals have private pools in Hillsboro?
Discover a selection of holiday rentals with private pools near Hillsboro with Casai. Experience the epitome of luxury and relaxation in our top-rated villas and holiday homes, where you can enjoy exclusive access to refreshing swimming pools.
Which holiday homes in Hillsboro are best for families?
If you're searching for a family-friendly holiday home in Hillsboro, consider one of the following properties. Each comes highly recommended, with excellent reviews for families or groups staying in Hillsboro:
- Winched Inn - Two Bedroom Luxury Cabin w/Tree Line and Bordered by a Stream
- Modern Elegance Timeless Crawfordsville Studio!
- Motel 6 Crawfordsville, IN
How many Casai.com holiday rentals are available in Hillsboro?
As of 2026, Casai boasts over 97 properties listed in the Hillsboro area, with more being added continually. By consolidating listings from various websites, Casai provides an extensive selection of the finest Casai properties in Hillsboro.
People Also Ask
Finding the best prices in Hillsboro
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