Pioneer Holiday Rentals

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Check prices for these dates

In two weeks
6 Mar - 8 Mar
In two months
17 Apr - 19 Apr
In three months
15 May - 17 May
In four months
12 Jun - 14 Jun

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
Fayette
9.8 out of 10, Exceptional, (10 reviews)
"Nice location, quite just off the water. Very relaxing stay. "
United States
James W.
The price is HK$586
HK$1,371 total
includes taxes & fees
10 Mar - 11 Mar
Lake View Cottage for Two with Views of Harrison Lake
Smart TV, fireplace, books

Relaxing Apartment - Near Parks & Downtown Life

Relaxing Apartment - Near Parks & Downtown Life
Archbold
10.0 out of 10, Exceptional, (3 reviews)
"The place was very nice and clean!"
United States
Dr. Ru W.
The price is HK$834
HK$1,717 total
includes taxes & fees
23 Feb - 24 Feb
Relaxing Apartment - Near Parks & Downtown Life
Interior

Home away from home

Home away from home
Angola
9.8 out of 10, Exceptional, (25 reviews)
"Have stayed a few times. Good location and clean"
United States
Robert K.
The price is HK$633
HK$1,322 total
includes taxes & fees
24 Feb - 25 Feb
Home away from home
Interior

Trine University Gateway Villa

Trine University Gateway Villa
Angola
10.0 out of 10, Exceptional, (27 reviews)
"Loved the stay – beautiful home, very clean and accommodating!"
United States
Sean P.
The price is HK$821
HK$1,505 total
includes taxes & fees
23 Feb - 24 Feb
Trine University Gateway Villa
Fridge, microwave, oven, stovetop

Fox Lake Road Bungalow (Near Trine University)

Fox Lake Road Bungalow (Near Trine University)
Angola
10.0 out of 10, Exceptional, (23 reviews)
"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$844
HK$1,584 total
includes taxes & fees
28 Feb - 1 Mar
Fox Lake Road Bungalow (Near Trine University)
Living area

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 reviews)
"Nice place."
United States
Attelia H.
The price is HK$849
HK$1,404 total
includes taxes & fees
8 Mar - 9 Mar
Charming 3-bedroom house in Hillsdale near the College
Fridge, microwave, oven, stovetop

Cozy home in historic Hillsdale

Cozy home in historic Hillsdale
Hillsdale
9.6 out of 10, Exceptional, (31 reviews)
"This cozy home was perfect for visiting Hillsdale!"
United States
Chris C.
The price is HK$1,680
HK$2,758 total
includes taxes & fees
23 Feb - 24 Feb
Cozy home in historic Hillsdale
Interior

REMODELED Rustic Log Cabin Woodland Retreat

REMODELED Rustic Log Cabin Woodland Retreat
Allen
9.8 out of 10, Exceptional, (27 reviews)
"Had a great time! Wonderful place to stay!"
United States
Jeff C.
The price is HK$2,344
HK$2,845 total
includes taxes & fees
23 Feb - 24 Feb
REMODELED Rustic Log Cabin Woodland Retreat
3 bedrooms, in-room safe, iron/ironing board, free WiFi

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

Full House: Hillsdale Cottage. Walking Distance to College! Across from Handmade
Hillsdale
10.0 out of 10, Exceptional, (22 reviews)
"Great stay and loved being in town to move in our Hillsdale student!!"
United States
Nicole P.
The price is HK$1,125
HK$1,282 total
includes taxes & fees
23 Feb - 24 Feb
Full House: Hillsdale Cottage. Walking Distance to College! Across from Handmade
Interior

Lake front cottage on all sports Bear Lake in Hillsdale, Michigan

Lake front cottage on all sports Bear Lake in Hillsdale, Michigan
Hillsdale
The price is HK$1,172
HK$1,736 total
includes taxes & fees
7 Mar - 8 Mar
Lake front cottage on all sports Bear Lake in Hillsdale, Michigan
Living area

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
9.0 out of 10, Wonderful, (2 reviews)
"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$1,133
HK$2,451 total
includes taxes & fees
5 Mar - 6 Mar
4-bedroom house in brilliant Angola with AC, WiFi. Enjoy your stay
Fridge, microwave, stovetop, dishwasher

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, (9 reviews)
"Very nice. Well appointed and clean. We will definitely stay again. "
United States
Todd E.
The price is HK$1,368
HK$2,023 total
includes taxes & fees
9 Mar - 10 Mar
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

Days Inn by Wyndham Hillsdale

Days Inn by Wyndham Hillsdale

10/10 Excellent
"Staff"
John 3-night trip
Posted 5 days ago
Days Inn by Wyndham Hillsdale

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 Lake Diane. 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.