Pioneer Holiday Rentals

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Check prices for these dates

Tonight
31 Dec - 1 Jan
Tomorrow
1 Jan - 2 Jan
This weekend
2 Jan - 4 Jan
Next weekend
9 Jan - 11 Jan

Our top choices for Pioneer holiday rentals

1 bedroom, bed sheets
Lake View Cottage for Two with Views of Harrison Lake

Lake View Cottage for Two with Views of Harrison Lake

Lake View Cottage for Two with Views of Harrison Lake
Fayette
10.0 out of 10, Exceptional, (9)
"Nice location, quite just off the water. Very relaxing stay. "
United States
James W.
The price is HK$521
HK$1,293 total
includes taxes & fees
5 Jan - 6 Jan 2026
Lake View Cottage for Two with Views of Harrison Lake
Smart TV
Home away from home

Home away from home

Home away from home
Angola
9.8 out of 10, Exceptional, (25)
"Have stayed a few times. Good location and clean"
United States
Robert K.
The price is HK$806
HK$1,530 total
includes taxes & fees
12 Jan - 13 Jan 2026
Home away from home
Fridge, microwave, oven, stovetop
Fox Lake Road Bungalow (Near Trine University)

Fox Lake Road Bungalow (Near Trine University)

Fox Lake Road Bungalow (Near Trine University)
Angola
10.0 out of 10, Exceptional, (23)
"Excellent place for littles, parents and grandparents to stay at for a weekend. We came in town to ride the Indiana Christmas Train and the location was perfect. "
United States
Edward
The price is HK$840
HK$1,576 total
includes taxes & fees
12 Jan - 13 Jan 2026
Fox Lake Road Bungalow (Near Trine University)
Fridge, microwave, oven, stovetop
Trine University Gateway Villa

Trine University Gateway Villa

Trine University Gateway Villa
Angola
10.0 out of 10, Exceptional, (27)
"This house is in a great location and very nice. Clean and spacious it was the perfect place to stay for our out of town event."
United States
Kelsie C.
The price is HK$816
HK$1,498 total
includes taxes & fees
2 Jan - 3 Jan 2026
Trine University Gateway Villa
Fridge, microwave, oven, stovetop
Relaxing Apartment - Near Parks & Downtown Life

Relaxing Apartment - Near Parks & Downtown Life

Relaxing Apartment - Near Parks & Downtown Life
Archbold
10.0 out of 10, Exceptional, (1)
"All good, start to finish"
United States
David O.
The price is HK$739
HK$1,531 total
includes taxes & fees
3 Jan - 4 Jan 2026
Relaxing Apartment - Near Parks & Downtown Life
Interior
Hunting Cabin Rustic Handcrafted primitive sits in our unique rustic Cowboy Town

Hunting Cabin Rustic Handcrafted primitive sits in our unique rustic Cowboy Town

Hunting Cabin Rustic Handcrafted primitive sits in our unique rustic Cowboy Town
Pittsford
Hunting Cabin Rustic Handcrafted primitive sits in our unique rustic Cowboy Town
Private kitchen
Charming 3-bedroom house in Hillsdale near the College

Charming 3-bedroom house in Hillsdale near the College

Charming 3-bedroom house in Hillsdale near the College
Hillsdale
9.8 out of 10, Exceptional, (7)
"Worked out nicely. Came to town for a Chargers football game and enjoyed this home. "
United States
Kerry L.
Charming 3-bedroom house in Hillsdale near the College
Fridge, oven, stovetop, dishwasher
Available Now! NEW 1-bedroom apt Reading, 3 dispensaries and coffee!

Available Now! NEW 1-bedroom apt Reading, 3 dispensaries and coffee!

Available Now! NEW 1-bedroom apt Reading, 3 dispensaries and coffee!
Reading
10.0 out of 10, Exceptional, (3)
"It was a cute little property. All amenity needs were met. Frank was a great host and was quick to respond and accommodating to our needs. I will stay here again next time we are visiting the area."
United States
Nicole P.
The price is HK$1,049
HK$1,688 total
includes taxes & fees
2 Jan - 3 Jan 2026
Available Now! NEW 1-bedroom apt Reading, 3 dispensaries and coffee!
Fridge, microwave, oven, stovetop
Cozy home in historic Hillsdale

Cozy home in historic Hillsdale

Cozy home in historic Hillsdale
Hillsdale
9.8 out of 10, Exceptional, (28)
"This cozy home was perfect for visiting Hillsdale!"
United States
Chris C.
The price is HK$1,364
HK$2,387 total
includes taxes & fees
8 Jan - 9 Jan 2026
Cozy home in historic Hillsdale
Interior
4-bedroom house in brilliant Angola with AC, WiFi. Enjoy your stay

4-bedroom house in brilliant Angola with AC, WiFi. Enjoy your stay

4-bedroom house in brilliant Angola with AC, WiFi. Enjoy your stay
Angola
10.0 out of 10, Exceptional, (1)
"We were the first ten renters at this property. The house served us well. The 4 separate bedrooms were wonderful. We were there over 4th of July weekend and the town parade was walking distance. We only needed to walk across the street to watch fireworks. The toys for the kids in our group were wonderful. Washer and dryer was handy after being at the lake. The family has many pictures and Bible verses spread around the house. Something we loved!"
United States
debbie k.
The price is HK$1,015
HK$2,296 total
includes taxes & fees
7 Jan - 8 Jan 2026
4-bedroom house in brilliant Angola with AC, WiFi. Enjoy your stay
Fridge, microwave, oven, stovetop
Full House: Hillsdale Cottage. Walking Distance to College! Across from Handmade

Full House: Hillsdale Cottage. Walking Distance to College! Across from Handmade

Full House: Hillsdale Cottage. Walking Distance to College! Across from Handmade
Hillsdale
9.8 out of 10, Exceptional, (18)
"Great stay and loved being in town to move in our Hillsdale student!!"
United States
Nicole P.
The price is HK$1,120
HK$1,276 total
includes taxes & fees
5 Jan - 6 Jan 2026
Full House: Hillsdale Cottage. Walking Distance to College! Across from Handmade
Exterior
Rustic Log Cabin Woodland Retreat

Rustic Log Cabin Woodland Retreat

Rustic Log Cabin Woodland Retreat
Allen
9.8 out of 10, Exceptional, (26)
"Had a great time! Wonderful place to stay!"
United States
Jeff C.
The price is HK$1,944
HK$2,379 total
includes taxes & fees
15 Jan - 16 Jan 2026
Rustic Log Cabin Woodland Retreat
Interior
New Waterfront Guest House – Less than 10 Min to Hillsdale College

New Waterfront Guest House – Less than 10 Min to Hillsdale College

New Waterfront Guest House – Less than 10 Min to Hillsdale College
Osseo
10.0 out of 10, Exceptional, (7)
"Beautiful, quiet property. New and very clean. Well stocked kitchen, it had everything we needed to make breakfast. Perfect place to stay while visiting our Hillsdale student. She appreciated the quiet, view and opportunity to do laundry! We’ve already booked for spring Parents weekend."
United States
Marie B.
The price is HK$1,362
HK$1,983 total
includes taxes & fees
27 Jan - 28 Jan 2026
New Waterfront Guest House – Less than 10 Min to Hillsdale College
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 Pioneer Hotel Reviews

Holiday Inn Express & Suites Wauseon by IHG

Holiday Inn Express & Suites Wauseon by IHG

10/10 Excellent
"Staff is extremely friendly and helpful. We stayed during Thanksgiving travel and went back to the same location during g Christmas travel. Will definitely make this our regular stopping point. Breakfasts are amazing as well. "
Connie 1-night trip
Posted 3 days ago
Holiday Inn Express & Suites Wauseon by IHG

Find out more about Pioneer

Search for holiday rentals in Pioneer on Expedia! You can easily find your home rentals, villas, holiday apartments in Pioneer using one of the methods below:

  • View our selection of featured holiday rentals in Pioneer
  • Use the map to find apartments and other holiday homes in the Pioneer neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Pioneer while they last

Look no further and take a look at our great range of rental properties in Pioneer!

Frequently asked questions

Can I find holiday rentals in Pioneer?

Yes, there are holiday rentals close to the most popular sights in Pioneer, or you can select a more secluded option if you're looking for a relaxing stay.

What are some of the best holiday rentals that Pioneer has to offer?

NEW Lake James, Indiana Waterfront Rental: This holiday home rental outside of Pioneer offers a fireplace, a balcony and a BBQ to help you feel perfectly comfortable in your new surroundings. It has 5 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family.

What’s there to see and do in Pioneer?

Explore the area and family-friendly sights such as Christmas Manor, or get out into nature at a spot like Baw Beese Lake. In the wider area, you’ll find Williams County Fairgrounds and Harrison Lake State Park.

What’s a holiday rental in Pioneer like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Pioneer. Holiday rentals offer extras such as patios, hot tubs and fire pits so you'll have all the comforts of home. If you're concerned about a sanitised environment, holiday rentals can offer a sense of safety away from shared hotel lifts and lobbies bustling with people while still allowing you the excitement and enjoyment of travel. You'll also get more space in a holiday rental than in a traditional hotel, which makes a holiday rental an attractive choice for small groups.