Pioneer Holiday Rentals from AU$270: Search Short-Term Rentals

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Our top choices for Pioneer holiday rentals

A spacious living room with a wooden floor, a ceiling fan, a green bookshelf, a floral sofa, a white armchair, and a dining table.

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

Fayette

Athanasius G.

includes taxes & fees

6 Oct - 7 Oct

A bedroom with a four-poster bed, a small bedside table, and a window with a view of a parking lot.

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

Montpelier

Madisen Y.

includes taxes & fees

6 Oct - 7 Oct

A rustic wooden building with a red door and a window labeled "Baths".

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

Pittsford

Jesse

includes taxes & fees

6 Oct - 7 Oct

4. Lost Nations Cowboy Town Bear Cabin

Pittsford

zachary D.

includes taxes & fees

11 Oct - 12 Oct

5. Lost Nations Cowboy Town Mining Company Cabin

Pittsford

"Holly is amazing. Her husband is a great help as well. I have stayed there twice now. This time was even more fun with having a horse back riding experience! We stayed for a couples night out. There were no spider webs in our cabin and we didn’t have to worry about asking for batteries for our fan! The accommodations for being a Rustic style experience were wonderful and clean. We definitely be going back."

Darci

includes taxes & fees

12 Oct - 13 Oct

A rustic cabin with a wooden porch, a bench, and a sign indicating a deer hunting area.

6. Lost Nations Cowboy Town Riverside Cabin

Pittsford

Daphne

includes taxes & fees

12 Oct - 13 Oct

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

7. 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

includes taxes & fees

12 Oct - 13 Oct

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

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

Osseo

Teresa

includes taxes & fees

12 Oct - 13 Oct

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

9. Cozy home in historic Hillsdale

Hillsdale

Laura B.

includes taxes & fees

6 Oct - 7 Oct

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

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

Hillsdale

Carter

includes taxes & fees

13 Oct - 14 Oct

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

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

Hillsdale

debra

includes taxes & fees

12 Oct - 13 Oct

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

12. Tiny House near Hillsdale College

Hillsdale

"This tiny house was exactly what I was looking for. It was clean, comfortable, and had everything I needed without feeling cramped. The space was thoughtfully laid out, and I really appreciated how peaceful it was. It was also close to get to Hillsdale College, while still giving me the feeling of being away from everything. For a quick overnight stay, it was perfect. I would definitely recommend it to anyone visiting the area who wants something a little different from a traditional hotel....

Cyndi

includes taxes & fees

27 Oct - 28 Oct

A modern living room with a flat-screen TV, a grey sofa, a coffee table, and a wooden entertainment unit.

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

Hillsdale

"Hands down, this is the nicest short-term rental in Hillsdale.As a frequent visitor to Hillsdale, I’ve stayed in many places, and this one truly surpassed them all. It boasts a tiled bath, the most comfortable and cozy bed, and curated light fixtures that adjust to your touch. There’s even an espresso machine, soaps, a smart TV with Netflix and HBO memberships, and more. The laundry machine was a great touch, especially after a long travel day.Check-in, communication, and checkout were all easy...

Elizabeth P.

includes taxes & fees

13 Oct - 14 Oct

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

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

Hillsdale

Emily

includes taxes & fees

6 Oct - 7 Oct

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

Stephanie W.

includes taxes & fees

6 Oct - 7 Oct

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

16. Private home near Hillsdale Hospital

Hillsdale

includes taxes & fees

6 Oct - 7 Oct

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

17. Modern home in Hillsdale walking distance to Hillsdale College

Hillsdale

includes taxes & fees

6 Oct - 7 Oct

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

18. Fox Lake Road Bungalow (Near Trine University)

Angola

Katina T.

includes taxes & fees

19 Oct - 20 Oct

A room with a wooden table, a vase with flowers, a window, and an American flag on the wall.

19. The Independence Inn near Hillsdale College: The Premiere Themed Stay

Hillsdale

includes taxes & fees

6 Oct - 7 Oct

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

20. Trine University Gateway Villa

Angola

Cory W.

includes taxes & fees

6 Oct - 7 Oct

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Top Pioneer Hotel Reviews

Days Inn by Wyndham Wauseon

10/10 Excellent

"Property was clean. Staff was friendly. Excellent location. A little pricey if you have pets. Hot breakfast was okay with cheese omelettes and sausage links, but waffle maker did not work."

Quality Inn Montpelier

8/10 Good

"Not a Country Inn and Suites, changed to Hyatt Select with no notification. Called to ensure reservation. None. Clerk was nice, went to old computer and found original reservation, though only hotel room -no suite. No breakfast buffet as advertised…no meat or potatoes or fruit, only egg bites and usual toast, bagel. Love the pillows!"

Find out more about Pioneer

Everything you need to know about Pioneer holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Pioneer holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... 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 Pioneer holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search.

Pioneer holiday rentals: An excellent choice for every season

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

Prices vary throughout the year and depend on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Pioneer holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Pioneer holiday rentals we have selected for you start as low as AU$270 per night. Entering your travel dates in the search wizard might find you even better deals!

How to find incredible deals on Pioneer rentals

At Expedia, we put the best Pioneer holiday 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 Pioneer 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 Pioneer holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Pioneer. 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 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?

LUXURY COUNTRY RETREAT ~ PICKLEBALL COURT, FIRE PIT & COUNTRY VIEWS: This holiday home rental outside of Pioneer offers an outdoor pool, a fireplace and a BBQ 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 that you can cook with friends or family. You can relax into your holiday 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 wider area, you’ll find Nettle Lake 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.

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Check prices for these dates

Our top choices for Pioneer holiday rentals

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

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

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

4. Lost Nations Cowboy Town Bear Cabin

5. Lost Nations Cowboy Town Mining Company Cabin

6. Lost Nations Cowboy Town Riverside Cabin

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

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

9. Cozy home in historic Hillsdale

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

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

12. Tiny House near Hillsdale College

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

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

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

16. Private home near Hillsdale Hospital

17. Modern home in Hillsdale walking distance to Hillsdale College

18. Fox Lake Road Bungalow (Near Trine University)

19. The Independence Inn near Hillsdale College: The Premiere Themed Stay

20. Trine University Gateway Villa

Find holiday rentals that suit your style

Top Pioneer Hotel Reviews

Days Inn by Wyndham Wauseon

Quality Inn Montpelier

The Lake House Retreat

Holiday Inn Express & Suites Montpelier by IHG

Sauder Village Heritage Inn

Tru By Hilton Wauseon

Days Inn by Wyndham Hillsdale

Summer or fall. Life on the lake is good.

Bryan Inn

Find out more about Pioneer

Frequently asked questions

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