Pioneer Holiday Rentals

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Holiday Rentals in Pioneer

Lakefront 6 Bedroom Home on Beautiful Nettle Lake with Outdoor Tiki Bar !!

9.4 out of 10, Exceptional, (38)
"We stayed here for a couple nights during the week in August. Everything was great. We had a fun time using the Kayaks and sitting down by the dock. It’s a small lake but was perfect for the kids to Kayak. The he house was clean and the neighbor we met was very nice. Perfect for a mid week getaway for my wife and kids and another couple and their daughter. "
Lakefront 6 Bedroom Home on Beautiful Nettle Lake with Outdoor Tiki Bar !!

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

8.6 out of 10, Excellent, (31)
"Just right for what we needed. "
Heart of Hillsdale Downtown Office / Kitchen / Two Beds / Close to Everything

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

8.4 out of 10, Very good, (26)
"This was a comfortable and spacious room in downtown Hillsdale. Easy walking distance to restaurants and a somewhat longer walk to Hillsdale College. Downsides: very soft mattress and the location of the toilet in the bathroom is awkward for larger people. Since we were petite it was fine. When we had an issue with the lock it was promptly rand easily resolved. Overall a comfortable experience."
The price is AU$199
includes taxes & fees
26 Feb - 27 Feb
Hillsdale Victorian Studio w kitchenette Wifi TV , Queen Bed and Twin Bed

Peaceful, walkable apartment to parks & downtown

2.0 star property
10.0 out of 10, Exceptional, (2)
"great location and very helpful property manager Megan. "
The price is AU$302
includes taxes & fees
21 Feb - 22 Feb
Peaceful, walkable apartment to parks & downtown

Experience lakefront luxury with spectacular views on Lake James, Indiana!

9.6 out of 10, Exceptional, (5)
"Really lovely place. Well-stocked kitchen for those who plan to cook. Great for a big family group."
Experience lakefront luxury with spectacular views on Lake James, Indiana!

Stunning lake front home & everything is new! Direct access to Nettle Lake!

10.0 out of 10, Exceptional, (101)
"I use to come here when I was a little girl. We stayed directly across the lake from my grandpas place.. Mike and Sue were extremely pleasant. Made us feel very comfortable. I would very much recommend this place! We are looking forward to our next vacation here"
Stunning lake front home & everything is new! Direct access to Nettle Lake!

Private newly remodeled cabin on 10 acres next to the tiffin river

9.8 out of 10, Exceptional, (18)
"This cabin was great. Awesome location, so much to do in the area and on the surrounding land. The Wabash trail and Tiffin River are right out the back door. The house is very well equipped for all cooking. Great living area with plenty of seating and comfortable beds. We will certainly be back!"
Private newly remodeled cabin on 10 acres next to the tiffin river

Rest, Relax and Reboot...pet friendly

9.6 out of 10, Exceptional, (118)
"Very nice clean cottage with beautiful views. It was chilly and windy so we didn't take out the boats or kayaks so I guess we will have to come back. Rhonda stopped by to make we got checked in okay and didn't need anything. We thought that was above and beyond and it was appreciated. "
Rest, Relax and Reboot...pet friendly

Lake front cottage, 160' lake frontage on East Long Lake

10.0 out of 10, Exceptional, (24)
"Nice property. Well appointed. Has a play area in garage with corn hole, extra fridge boatd games. If weather goes south."
Lake front cottage, 160' lake frontage on East Long Lake

Cozy home in historic Hillsdale

10.0 out of 10, Exceptional, (14)
"We were here for a funeral of a family member who passed too soon and we are all heartbroken and evn though we used none of the amenities (nice kitchen to cook food) evwryrhing was very nice and so muc better than staying in a hotel. We live in Illinois so had people coming and going at different times due to work/life schedules and this worked out perfectly for us. "
The price is AU$525
includes taxes & fees
23 Feb - 24 Feb
Cozy home in historic Hillsdale

Sleeps 11 - Bar Room - Game Room - Handicap Accessible

9.8 out of 10, Exceptional, (10)
"Cabin, yard, and location were great. Host was helpful and accommodating, definitely recommend!"
Sleeps 11 - Bar Room - Game Room - Handicap Accessible

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

10.0 out of 10, Exceptional, (1)
The price is AU$413
includes taxes & fees
23 Feb - 24 Feb
Available Now! NEW 1-bedroom apt Reading, 3 dispensaries and coffee!

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

9.4 out of 10, Exceptional, (43)
"The Property was outstanding, but our link through VRBO to access the property was a complete fail. We were only able to get inside because we happened to encounter the property manager. We had a lovely stay, and highly recommend the property."
The price is AU$199
includes taxes & fees
26 Feb - 27 Feb
Heart of Hillsdale 1 Bdrm, Work,Cook, Relax Wifi Downtown Apartment Queen Bed

Charming 3-bedroom house in Hillsdale near the College

10.0 out of 10, Exceptional, (1)
"Host was friendly and responsive. The house was perfect. Hopefully, we’ll be able to stay here again when we are in Hillsdale."
The price is AU$388
includes taxes & fees
22 Feb - 23 Feb
Charming 3-bedroom house in Hillsdale near the College

Beautifully furnished 3-bedroom home located half a mile from Hillsdale College

2.0 star property
10.0 out of 10, Exceptional, (5)
"The perfect place to bond, laugh and rest up for my daughter's wedding. The decor was lovely, the house had everything that we needed to share meals and prep for the big day, and the hosts were delightful."
Beautifully furnished 3-bedroom home located half a mile from Hillsdale College

Beautiful Rustic Lakehouse in Michigan, gorgeous views and total relaxation

9.8 out of 10, Exceptional, (8)
"Our family loved this home! Quiet location.. Enjoyed lots of family time. Home manager was excellent and answered all our questions"
Beautiful Rustic Lakehouse in Michigan, gorgeous views and total relaxation

Rustic Log Cabin Woodland Retreat

9.8 out of 10, Exceptional, (26)
"Had an absolute great time. The property is very beautiful. Cabin is really cozy, however the bed situation needs some work. The bed in the basement is in a room in the basement with nothing in the room beside a bed and old basement smell. All the mattresses in the cabin are in extremely rough shape. Not a good sleeping experience. Lots of rules about where you can and can't go, put a vehicle, if you mess up a bed but don't sleep in it incurs fees, you have to bring your own firewood. Etc. just...
The price is AU$383
includes taxes & fees
24 Feb - 25 Feb
Rustic Log Cabin Woodland Retreat

Sunsets, Sunsets, Sunsets

9.4 out of 10, Exceptional, (6)
"We had a fantastic week at this cottage. The cottage was perfect for our family vacation. Jeff was very responsive to questions and replied quickly. Plenty of supplies were available. We were very comfortable. We would highly recommend this rental!"
Sunsets, Sunsets, Sunsets

LAKE FRONT COTTAGE ON IYOPAWA ISLAND GOLF COURSE

9.6 out of 10, Exceptional, (42)
"Despite the lake community having many houses near each other, this cottage felt very private. Kitty, the owner, is great and communicates well. While it was just the two of us, there was bedding upstairs for an additional 4 people. The electric fire insert was nice and warm. Puzzles and two tables to work on them. Not far from town (15-20 min. to Coldwater, MI) or 15 min. Or less to Angola and Pokagon where we hit the tabogan run. Fun fact: it was snowy and cold while we were there but the view...
LAKE FRONT COTTAGE ON IYOPAWA ISLAND GOLF COURSE

4 bedroom Lake James Cottage with sandy beach and fishing pier

9.8 out of 10, Exceptional, (25)
"The property and the owner/hosts were fantastic. We had a wonderful week and had everything we needed. It was very comfortable for 3 couples and a guest or 2 that stopped by for a night. "
4 bedroom Lake James Cottage with sandy beach and fishing pier
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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Other types of properties in Pioneer you may be interested in

Days Inn by Wyndham Hillsdale

2.0 star property
7.4 out of 10, Good, (676)
"."
The price is AU$133
includes taxes & fees
9 Mar - 10 Mar
Days Inn by Wyndham Hillsdale

Ramada by Wyndham Angola/Fremont Area

2.5 star property
6.2 out of 10, (1000)
"Price and convenience. "
The price is AU$112
includes taxes & fees
21 Feb - 22 Feb
Ramada by Wyndham Angola/Fremont Area

Holiday Inn Express Fremont by IHG

2.5 star property
9.2 out of 10, Wonderful, (187)
"Close to the highway. Staff very helpful."
The price is AU$185
includes taxes & fees
2 Mar - 3 Mar
Holiday Inn Express Fremont by IHG
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.

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?

Rest, Relax and Reboot...pet friendly: This holiday home rental outside of Pioneer is located on the waterfront, and has a fireplace, a patio and a BBQ 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 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 Harrison Lake State Park. In the wider area, you’ll find Williams County Fairgrounds and Stoney Ridge Winery.

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.