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Pioneer Vacation Rentals

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Check prices for these dates

In two weeks
Sep 18 - Sep 20
In two months
Oct 30 - Nov 1
In three months
Nov 27 - Nov 29
In four months
Dec 25 - Dec 27

Our top choices for Pioneer vacation rentals

1 bedroom, bed sheets

1. 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, (22 reviews)
"Great time, nice lake!"
United States
Athanasius G.
$183 nightly
The price is $188
Sep 7 - Sep 8
Total with taxes and fees
Lake View Cottage for Two with Views of Harrison Lake
Exterior detail

2. 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
10.0 out of 10, Exceptional, (1 review)
"The fishing is awesome!"
United States
Jesse
$79 nightly
The price is $79
Sep 3 - Sep 4
Total with taxes and fees
Hunting Cabin Rustic Handcrafted primitive sits in our unique rustic Cowboy Town
Exterior detail

3. Lost Nations Cowboy Town Bear Cabin

Lost Nations Cowboy Town Bear Cabin
Pittsford
10.0 out of 10, Exceptional, (4 reviews)
"Nice little place , full of beautiful art and scenery. Friendly host"
United States
zachary D.
$92 nightly
The price is $96
Sep 21 - Sep 22
Total with taxes and fees
Lost Nations Cowboy Town Bear Cabin
Exterior detail

4. Lost Nations Cowboy Town Mining Company Cabin

Lost Nations Cowboy Town Mining Company Cabin
Pittsford
9.2 out of 10, Wonderful, (9 reviews)
"The cabin was nice and the only thing I would change is if it had a personal cooking/kitchen aera"
United States
Devin M.
$99 nightly
The price is $104
Sep 21 - Sep 22
Total with taxes and fees
Lost Nations Cowboy Town Mining Company Cabin
Terrace/patio

5. Lost Nations Cowboy Town Riverside Cabin

Lost Nations Cowboy Town Riverside Cabin
Pittsford
9.0 out of 10, Wonderful, (11 reviews)
"A unique unforgettable stay. Friendly hosts, a sweet rescue horse, barn cats and kittens, a charming atmosphere. We had the river side cabin, which is just a short hike away. Cozy, far enough away to feel private, close enough to get visits from Midnight (a cat!)."
United States
Daphne
$110 nightly
The price is $110
Sep 8 - Sep 9
Total with taxes and fees
Lost Nations Cowboy Town Riverside Cabin
Terrace/patio

6. Tiny House near Hillsdale College

Tiny House near Hillsdale College
Hillsdale
10.0 out of 10, Exceptional, (1 review)
"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....
United States
Cyndi
$207 nightly
The price is $207
Sep 28 - Sep 29
Total with taxes and fees
Tiny House near Hillsdale College
Coffee/tea maker, fridge, microwave, stovetop

7. 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, (15 reviews)
"Beautiful and peaceful place to stay. Others should know that water is not suitable for swimming, but very relaxing to enjoy with morning coffee or evening drinks. Thanks for sharing your lovely place Teresa and Glenn"
Canada
Teresa
$303 nightly
The price is $319
Sep 9 - Sep 10
Total with taxes and fees
New Waterfront Guest House – Less than 10 Min to Hillsdale College
Coffee/tea maker, fridge, microwave, oven

8. Fox Lake Road Bungalow (Near Trine University)

Fox Lake Road Bungalow (Near Trine University)
Angola
10.0 out of 10, Exceptional, (33 reviews)
"Very ideal for family stay"
United States
Katina T.
$186 nightly
The price is $209
Sep 3 - Sep 4
Total with taxes and fees
Fox Lake Road Bungalow (Near Trine University)
Terrace/patio

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

Brand-New Lakefront Retreat on Nettle Lake Swim, Fish & Relax
Montpelier
$472 nightly
The price is $491
Sep 8 - Sep 9
Total with taxes and fees
Brand-New Lakefront Retreat on Nettle Lake Swim, Fish & Relax
Interior

10. Trine University Gateway Villa

Trine University Gateway Villa
Angola
10.0 out of 10, Exceptional, (33 reviews)
"Loved the stay – beautiful home, very clean and accommodating!"
United States
Sean P.
$190 nightly
The price is $213
Sep 10 - Sep 11
Total with taxes and fees
Trine University Gateway Villa
Coffee/tea maker, fridge, microwave, oven

11. Cozy home in historic Hillsdale

Cozy home in historic Hillsdale
Hillsdale
9.8 out of 10, Exceptional, (40 reviews)
"Great property in Hillsdale! Plenty of parking and room. Attentive and helpful host."
United States
Renata S.
$412 nightly
The price is $427
Sep 3 - Sep 4
Total with taxes and fees
Cozy home in historic Hillsdale
Living area

12. 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
9.4 out of 10, Exceptional, (6 reviews)
"The house was clean, warm, and welcoming. The large kitchen and dining area was great for family meals and games. Extra seating at the island allowed all of us to be together in the same space. The neighborhood was quiet and traffic noise was minimal. The large fenced in yard was a bonus too! We thoroughly enjoyed our stay and highly recommend this property to others."
United States
Karen M.
$264 nightly
The price is $295
Sep 7 - Sep 8
Total with taxes and fees
4-bedroom house in brilliant Angola with AC, WiFi. Enjoy your stay
TV, fireplace

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

The Fox Den • 2BR/2BA • Mins to Trine & Fox Lake
Angola
$166 nightly
The price is $186
Sep 14 - Sep 15
Total with taxes and fees
The Fox Den • 2BR/2BA • Mins to Trine & Fox Lake
Microwave, oven, stovetop, dishwasher

14. Modern home in Hillsdale walking distance to Hillsdale College

Modern home in Hillsdale walking distance to Hillsdale College
Hillsdale
$394 nightly
The price is $409
Sep 6 - Sep 7
Total with taxes and fees
Modern home in Hillsdale walking distance to Hillsdale College
Coffee/tea maker, fridge, microwave, oven

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

Close to Hillsdale College in a modern home with dedicated work space
Hillsdale
10.0 out of 10, Exceptional, (2 reviews)
"Great home within very close walking distance to Hillsdale’s campus. Super comfortable beds. Heather was very easy to communicate with and responded to all questions!"
United States
Katrina T.
$422 nightly
The price is $439
Sep 6 - Sep 7
Total with taxes and fees
Close to Hillsdale College in a modern home with dedicated work space
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

Tru By Hilton Wauseon

Tru By Hilton Wauseon

10/10 Excellent
"Clean and comfortable. Staff was very friendly and helpful. Breakfast was good."
Jillian 1-night trip
Posted 13 hours ago
Tru By Hilton Wauseon

Find out more about Pioneer

Everything you need to know about Pioneer vacation rentals

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

Pioneer vacation 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 low season months. For more hustle and bustle, you may prefer to visit Pioneer in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $188 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Pioneer rentals

At Expedia, we put the best Pioneer vacation 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 vacation.

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 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?

Rest, Relax and Reboot...pet friendly: This vacation home rental outside of Pioneer is located on the waterfront and has a fireplace, a patio, and a barbecue grill to put you at ease in your new surroundings. It has 3 bedrooms as well as a kitchen with a fridge, a stovetop, and a microwave, so 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 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.