Pioneer Vacation Rentals from ￥30,292: Search Short-Term Rentals

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Our top choices for Pioneer vacation rentals

Two Adirondack chairs facing a grassy area with trees in the background.

1. Lake View Cottage for Two with Views of Harrison Lake

Fayette

Kevin

￥30,292 total

includes taxes & fees

Nov 9 - Nov 10

A bedroom with a wooden bed, a nightstand, a lamp, a chair, and a decorative wall piece.

2. Heart of Hillsdale 1 Bdrm, Work,Cook, Relax Wifi Downtown Apartment Queen Bed

Hillsdale

"I have stayed here before and had great experience. There were a couple of snafoos when I arrived but everything worked out in the end. The stairs going up to my place were not ideal but I survived. I want to thank Rebecca for all her help and kindness. I want to thank the wonderful Kenton for coming down the next morning to do a great job getting my room in tip top shape. And last but not least, Scott. He came down from the Pub to reset my lock to make sure I would be completely safe. I...

Michelle

￥14,132 total

includes taxes & fees

Nov 15 - Nov 16

A building with a gabled roof, a central window, and decorative elements including stars and a sun-like shape.

3. Hillsdale Victorian Studio w kitchenette Wifi TV , Queen Bed and Twin Bed

Hillsdale

Kelleigh R.

￥15,559 total

includes taxes & fees

Nov 12 - Nov 13

A compact kitchen with a washing machine, microwave, and sink.

4. Tiny House near Hillsdale College

Hillsdale

Kerry L.

￥32,447 total

includes taxes & fees

Nov 10 - Nov 11

An aerial view of a parking lot with several cars, a large building with a dome, and surrounding buildings.

5. Heart of Hillsdale Downtown Office / Kitchen / Two Beds / Close to Everything

Hillsdale

Carter

￥14,751 total

includes taxes & fees

Nov 11 - Nov 12

A modern living room with a grey sectional sofa, a wooden coffee table, and a TV on a wooden cabinet.

6. Trine University Gateway Villa

Angola

Cory W.

￥30,977 total

includes taxes & fees

Nov 10 - Nov 11

A modern kitchen with white cabinets, stainless steel appliances, a central island with bar stools, and pendant lighting.

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

Osseo

Teresa

￥48,165 total

includes taxes & fees

Nov 30 - Dec 1

A spacious living area with a large sectional sofa, a dining table, and multiple windows offering views of a backyard.

8. Brand-New Lakefront Retreat on Nettle Lake Swim, Fish & Relax

Montpelier

Madisen Y.

￥97,317 total

includes taxes & fees

Nov 6 - Nov 7

A modern living room with a flat-screen TV, a dining table, and a sofa.

9. The Howder House / Refined 1BR / Sleeps 4

Hillsdale

Courtney H.

￥27,308 total

includes taxes & fees

Nov 5 - Nov 6

A modern kitchen with white cabinetry, a stainless steel range hood, a built-in oven, a dishwasher, and a window providing natural light.

10. Cozy home in historic Hillsdale

Hillsdale

Laura B.

￥61,262 total

includes taxes & fees

Nov 15 - Nov 16

A modern living room with a sectional sofa, a glass coffee table, and a painting on the wall.

11. Charming 3-bedroom house in Hillsdale near the College

Hillsdale

Emily

￥41,137 total

includes taxes & fees

Nov 5 - Nov 6

A living room with a sectional sofa, ottoman, and a flat-screen TV on a stand.

12. The Fox Den • 2BR/2BA • Mins to Trine & Fox Lake

Angola

"The host is WONDERFUL and addresses issues EFFECTIVELY. Unfortunately there were a couple of issues (such as the gas & electric company coming early in the morning and saying they needed to shut gas/electric off or the Kuerig machine not working) that made the stay a little less relaxing. However, these issues were probably out of the control of the host and the host immediately dealt with these incidents and found resolutions. It was OUTSTANDING service!"

Katina T.

￥23,431 total

includes taxes & fees

Nov 30 - Dec 1

A covered porch with two chairs and a table, a lattice screen, and a potted plant.

13. Private home near Hillsdale Hospital

Hillsdale

￥46,420 total

includes taxes & fees

Nov 5 - Nov 6

A modern kitchen with white cabinets, stainless steel appliances, and a black countertop.

14. Fox Lake Road Bungalow (Near Trine University)

Angola

Tiffany H.

￥33,969 total

includes taxes & fees

Dec 1 - Dec 2

A dock with two wicker lounge chairs facing a calm lake, surrounded by trees and houses.

15. LAKE JAMES Beautiful 4-bedroom cottage with Swimming, AC

Angola

Kevin

￥65,783 total

includes taxes & fees

Nov 5 - Nov 6

A flat-screen TV mounted on a wall with a digital interface displaying various streaming services.

16. Relaxing Retreat - Near Parks and Downtown Life

Archbold

Aaron

￥38,028 total

includes taxes & fees

Nov 24 - Nov 25

A compact kitchen with a washing machine, dishwasher, and a window with blinds.

17. Modern home in Hillsdale walking distance to Hillsdale College

Hillsdale

￥61,578 total

includes taxes & fees

Nov 8 - Nov 9

A living room with a grey sectional sofa, a small wooden side table with a lamp, and a world map on the wall.

18. 4-bedroom house in brilliant Angola with AC, WiFi. Enjoy your stay

Angola

Karen M.

￥37,312 total

includes taxes & fees

Nov 8 - Nov 9

A modern kitchen with white cabinets, a stainless steel refrigerator, a built-in dishwasher, and a coffee maker on the countertop.

19. Close to Hillsdale College in a modern home with dedicated work space

Hillsdale

Traci S.

￥66,077 total

includes taxes & fees

Nov 8 - Nov 9

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Top Pioneer Hotel Reviews

Days Inn by Wyndham Wauseon

8/10 Good

"Clean and totally fine"

The Lake House Retreat

8/10 Good

"I must have inadvertently booked a handicap room, there was no tub, but just a walk in shower, and that was okay, except the water from the shower made the entire floor of the bathroom slippery and wet. I informed the office that the toilet seat was very loose, he assured me he would have maintenance look into it. The shower had a large square shower head, so you had the rain shower effect. The only downside was, there were no businesses close by, so if I wanted to eat, I had to travel for food. The deck in the middle of the courtyard was in disrepair and the pool was unavailable."

Find out more about Pioneer

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Frequently asked questions

Can I find vacation rentals in Pioneer?

Yes, there are vacation rentals close to the most popular local attractions in Pioneer, or you can go with a secluded option if you'd like a relaxing place to stay.

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

LUXURY COUNTRY RETREAT ~ PICKLEBALL COURT, FIRE PIT & COUNTRY VIEWS: This vacation home rental outside of Pioneer offers an outdoor pool, a fireplace, and a barbecue grill to help you feel perfectly comfortable in your new surroundings. It has 3 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. You can relax into your vacation with a patio and a selection of games.

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 larger area, you’ll find Nettle Lake and Harrison Lake State Park.

What’s a vacation rental in Pioneer like?

A vacation rental is a private property you can book for a few weeks or just a few days in Pioneer. Vacation rentals offer extras such as WiFi and washers and dryers to help you enjoy your stay. If you're concerned about a clean environment, a vacation rental can provide a sense of security away from shared hotel elevators and busy lobbies while still allowing you to travel. You'll also get more space in a vacation rental than in a traditional hotel, which makes a vacation rental a popular choice for small groups.

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Check prices for these dates

Our top choices for Pioneer vacation rentals

1. Lake View Cottage for Two with Views of Harrison Lake

2. Heart of Hillsdale 1 Bdrm, Work,Cook, Relax Wifi Downtown Apartment Queen Bed

3. Hillsdale Victorian Studio w kitchenette Wifi TV , Queen Bed and Twin Bed

4. Tiny House near Hillsdale College

5. Heart of Hillsdale Downtown Office / Kitchen / Two Beds / Close to Everything

6. Trine University Gateway Villa

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

8. Brand-New Lakefront Retreat on Nettle Lake Swim, Fish & Relax

9. The Howder House / Refined 1BR / Sleeps 4

10. Cozy home in historic Hillsdale

11. Charming 3-bedroom house in Hillsdale near the College

12. The Fox Den • 2BR/2BA • Mins to Trine & Fox Lake

13. Private home near Hillsdale Hospital

14. Fox Lake Road Bungalow (Near Trine University)

15. LAKE JAMES Beautiful 4-bedroom cottage with Swimming, AC

16. Relaxing Retreat - Near Parks and Downtown Life

17. Modern home in Hillsdale walking distance to Hillsdale College

18. 4-bedroom house in brilliant Angola with AC, WiFi. Enjoy your stay

19. Close to Hillsdale College in a modern home with dedicated work space

Find vacation rentals that suit your style

Top Pioneer Hotel Reviews

Days Inn by Wyndham Wauseon

Holiday Inn Express & Suites Montpelier by IHG

Sauder Village Heritage Inn

Hillsdale College Dow Hotel and Conference Center

The Lake House Retreat

Holiday Inn Express Fremont by IHG

Bryan Inn

Holiday Inn Express & Suites Wauseon by IHG

Baw Beese Inn

Find out more about Pioneer

Frequently asked questions

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