Best Vacation Homes in Hillsdale
Apartment
10.0(45 Reviews)
1 Bedroom
1 Bath
4 Guests
Spa
Fireplace/Heating
Balcony/Terrace
Kitchen
£113/Night
7 Nights - £793
House
9.4(19 Reviews)
1 Bedroom
1 Bath
6 Guests
1345.49 ft²
View
Pet Friendly
Parking
Air Conditioner
£129/Night
7 Nights - £905
Hotel
9.6(205 Reviews)
1 Bath
Pool- Balcony/Terrace
- Kitchen
- Parking
£169/Night
7 Nights - £1,183
Cottage
10.0(39 Reviews)
2 Bedrooms
1 Bath
4 Guests
530 ft²
- Fireplace/Heating
Ocean View- Balcony/Terrace
- View
£172/Night
7 Nights - £1,206
House
8.0(1 Review)
4 Bedrooms
2 Baths
10 Guests
3003.13 ft²
- Fireplace/Heating
- Parking
Internet
Child Friendly
£328/Night
7 Nights - £2,297
House
10.0(14 Reviews)
1 Bedroom
1 Bath
4 Guests
- Fireplace/Heating
- Kitchen
- Parking
- Air Conditioner
£173/Night
7 Nights - £1,212
Cottage
10.0(7 Reviews)
2 Bedrooms
1 Bath
6 Guests
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
- View
£218/Night
7 Nights - £1,526
Cottage
10.0(3 Reviews)
2 Bedrooms
1 Bath
5 Guests
740 ft²
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
£215/Night
7 Nights - £1,505
Hillsdale Luxury Rentals
House
10.0(5 Reviews)
4 Bedrooms
3 Baths
12 Guests
3746 ft²
Oceanfront- Fireplace/Heating
- Ocean View
- Balcony/Terrace
£411/Night
7 Nights - £2,876
New
House
10.0(1 Review)
3 Bedrooms
1 Bath
6 Guests
- Fireplace/Heating
- Kitchen
- Parking
- Air Conditioner
£304/Night
7 Nights - £2,127
House
9.8(36 Reviews)
4 Bedrooms
1 Bath
8 Guests
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
£278/Night
7 Nights - £1,944
New
House
2 Bedrooms
1 Bath
4 Guests
- Fireplace/Heating
- Kitchen
- Parking
- Air Conditioner
£262/Night
7 Nights - £1,837
House
10.0(33 Reviews)
4 Bedrooms
2 Baths
10 Guests
3000 ft²
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
£252/Night
7 Nights - £1,765
Condo
10.0(2 Reviews)
3 Bedrooms
2 Baths
6 Guests
1800 ft²
- Kitchen
- Child Friendly
Bedding/Linens
Security/Safety
£241/Night
7 Nights - £1,689
New
House
3 Bedrooms
1 Bath
9 Guests
- Fireplace/Heating
- Air Conditioner
- Internet
- Child Friendly
£223/Night
7 Nights - £1,560
Hotel
2 Baths
450 ft²
- Fireplace/Heating
Breakfast- Kitchen
- Parking
£213/Night
7 Nights - £1,494
Hillsdale Pet Friendly Vacation Rentals
Cabin
10.0(1 Review)
2 Bedrooms
1 Bath
6 Guests
678 ft²
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
£175/Night
7 Nights - £1,227
Apartment
9.2(46 Reviews)
1 Bedroom
1 Bath
3 Guests
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
£64/Night
7 Nights - £446
Apartment
8.6(34 Reviews)
1 Bedroom
1 Bath
4 Guests
- Fireplace/Heating
- Pet Friendly
- Kitchen
- Parking
£65/Night
7 Nights - £456
House
8.6(24 Reviews)
2 Bedrooms
1 Bath
3 Guests
600 ft²
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
£66/Night
7 Nights - £459
House
3 Bedrooms
2 Baths
5 Guests
- Fireplace/Heating
- Pet Friendly
- Kitchen
- Air Conditioner
£141/Night
7 Nights - £984
Cottage
3 Bedrooms
1 Bath
10 Guests
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
£276/Night
7 Nights - £1,929
Hillsdale Large Vacation Homes
Other
8.0(1 Review)
3 Bedrooms
1 Bath
10 Guests
- Fireplace/Heating
- Pool
- Kitchen
- Parking
£297/Night
7 Nights - £2,080
Other
3 Bedrooms
2 Baths
10 Guests
- Air Conditioner
- Child Friendly
Laundry- Bedding/Linens
£260/Night
7 Nights - £1,820
Why Choose Rent By Owner for your Hillsdale Vacation Rental Homes?
What makes our Vacation Rentals special?
Verified Listings
Book with confidence knowing every property meets our quality and safety standards.
Unbeatable Value
Enjoy competitive pricing with no hidden fees, providing exceptional value for every stay.
Diverse Options
From cozy cabins to luxurious villas, find a rental that suits your style and needs.
Best Times to Visit Hillsdale
When should you plan your Vacation Rentals stay?
Choosing the right time to vacation here can greatly enhance your experience, as seasonal variations in this region offer different opportunities for relaxation and adventure, making it important to plan according to your preferred climate and activities.
Peak Season Highlights
Summer (June to August)
During the warm summer months, you can enjoy pleasant weather and longer daylight hours here, making it a great time to explore the region’s outdoor activities while staying in comfortable vacation rentals.
Average Temperature Daytime: around 80°F - Nighttime: around 60°F
Fall (September to November)
Autumn offers vibrant foliage and mild temperatures, providing an ideal setting for scenic drives and outdoor recreation. Booking your vacation rentals early ensures a cozy stay amidst the colorful landscape.
Average Temperature Daytime: around 70°F - Nighttime: around 45°F
Off-Season Highlights
Winter (December to February)
The winter months bring cooler weather and a quieter atmosphere, perfect for those seeking tranquility. You can find appealing deals on vacation rentals when visiting during this chilly season.
Average Temperature Daytime: around 30°F - Nighttime: around 15°F
Spring (March to May)
Early spring features gradually warming temperatures and blooming scenery, offering a peaceful retreat before the busy summer season. It’s an excellent time to secure affordable vacation rentals here.
Average Temperature Daytime: around 50°F - Nighttime: around 30°F
Weekly Weather Forecast for Hillsdale
How to Book Your Hillsdale Vacation Rental Home
What's our booking process?
Our platform allows you to browse a curated selection of vacation rentals. Once you find the ideal property, you’ll be redirected to a trusted booking partner to complete your reservation securely.
Booking Steps
01
Search Properties
Use our filters to find the right property that fits your needs.
02
Select a Rental
Click on your preferred listing to view details, amenities, and pricing.
03
Book Online
Follow the link to finalize your reservation directly on the partner’s website.
Explore and book the perfect rental in Hillsdale
Common Vacation Rentals Amenities
What amenities can you expect?
Our Vacation Rentals are designed to offer all the comforts of home, often with added perks to make your stay unforgettable. Here’s some common amenities to look forward to:
Indoor Features
- Fully-equipped kitchens with modern appliances
- Comfortable living areas with flat-screen TVs
- Free Wi-Fi for staying connected
- Air conditioning and heating for year-round comfort
- In-unit washers and dryers for convenience
- Luxurious bedrooms with premium bedding
- Spa-like bathrooms with soaking tubs or walk-in showers
Outdoor Amenities
- Enjoy outdoor dining areas perfect for relaxing meals while taking in the scenic views of the region.
- Benefit from spacious yards or gardens where you can unwind and enjoy the fresh air.
- Take advantage of private patios or decks to lounge comfortably outdoors.
- Make use of outdoor fire pits, ideal for cozy evenings with family and friends.
- Explore nearby hiking trails or nature walks directly from your rental property.
- Relax by a private or community swimming pool during the warmer seasons.
- Utilize outdoor recreational equipment such as bikes, kayaks, or fishing gear often available at local rentals.
Top Attractions Around Hillsdale
What attractions are nearby?
Located in the heart of Michigan, this destination offers a variety of outdoor activities, charming local attractions, and scenic spots perfect for exploring during your stay.
Family Activities
- Hillsdale County Fairgrounds: Enjoy family-friendly events and fairs hosted at the fairgrounds, offering a lively experience for visitors staying nearby.
- Hillsdale City Park: Relax and play in this scenic park featuring playgrounds, picnic areas, and open spaces perfect for outdoor family activities.
- Heritage Museum and Cultural Center: Discover local history and interactive exhibits that engage children and adults alike, providing educational outings in the area.
- Black Barn Winery: Experience family-friendly wine tastings and seasonal events on this charming farm setting, ideal for a leisurely day out with loved ones.
Adult Activities
- Hillsdale County Fairgrounds: Experience local culture by attending seasonal events and fairs at this central gathering spot in the region.
- Indian Trails Park: Enjoy outdoor adventures with walking trails, picnic areas, and scenic views right here in the area’s peaceful natural settings.
- Hillsdale College: Explore cultural and educational opportunities at this historic institution, which often hosts performances and lectures for visitors.
- My Upper Deck Winery: Delight in wine tasting experiences at this nearby winery, known for its locally crafted wines and charming atmosphere.
Other Places to Stay in Hillsdale, MI
Hillsdale County
Hillsdale Hospital
Hillsdale Township
Baw Beese Lake
Stocks Park
Hillsdale College
Slayton Arboretum
Cambria Township
Hillsdale Travel Tips
How Can You Make the Most of Your Stay?
- Explore local outdoor activities: Take advantage of the scenic parks and nature trails nearby to enjoy the region's natural beauty during your stay.
- Visit seasonal events: Check out community festivals or seasonal markets that showcase the area's unique culture and provide a memorable experience.
- Plan your dining experiences: Discover local eateries and hidden gems in the region to savor authentic regional flavors and support small businesses.
- Discover nearby attractions: Use your vacation rental as a comfortable base to explore the charming towns and historical sites in this destination’s surroundings.
Transportation Options
- Hillsdale County Transit: This regional bus service provides convenient transportation options within the area, making it easy for you to explore local attractions during your stay.
- Private Car Rentals: Renting a car offers the flexibility to visit surrounding parks, scenic spots, and nearby towns at your own pace while staying comfortably close to your vacation rental.
- Taxis and Rideshare Services: Available in this destination, these on-demand services offer quick and reliable transportation without the hassle of parking or navigating unfamiliar roads.
- Air Travel via Detroit Metropolitan Airport: The closest major airport connecting here to national and international destinations is about an hour’s drive away, providing seamless travel options for visitors coming from afar.
Local Customs Options
- Local Harvest Festivals: Participating in seasonal harvest festivals is a cherished tradition here, celebrating the region’s rich agricultural heritage with community gatherings and local produce.
- Traditional Summer Gatherings: Enjoy the warm summer months by joining outdoor picnics and barbecues that reflect the area's friendly and family-oriented community spirit.
- Historical Preservation Practices: Respect for the region’s history is evident through local efforts to maintain historic sites and architecture, offering you a glimpse into its charming past.
- Community Service Events: Engaging in neighborhood service days or charity events exemplifies the area's strong sense of community and welcoming atmosphere for visitors.
Frequently Asked Questions About Hillsdale?
1. What are the top vacation rentals in Hillsdale?
There are a lot of options in Hillsdale. If you plan on staying in the Hillsdale area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Vacation Rentals in Hillsdale:
- The Hutch Country Inn of Hillsdale
- The Lofty Owl - Updated historical apartment in quaint downtown Hillsdale
- Baw Beese Lake cottage! Close to downtown and Hillsdale College!
- Cozy Hillsdale Home ~ 1 Mi to Baw Beese Lake!
- Hillsdale Cottage: Just a short walk to Hillsdale College! Across from Handmade
- Beautifully furnished 3-bedroom home located half a mile from Hillsdale College
- Charming century home in a quiet neighborhood, 3 blocks from downtown Hillsdalen
- 1929 Man cave apartment with 1 bedroom and AC, fiber optic WiFi in Hillsdale
- Lakeside Cottage with Kayaks and Dock in Hillsdale
- Whole Home Perfect for a Couple or Young Family, Close to Hillsdale College
2. Which vacation homes in Hillsdale are best for families?
If you are looking for a family-friendly vacation home in Hillsdale, check out one of the following properties as all are highly-rated places to stay with excellent review for families or groups staying in Hillsdale:
3. How many Rentbyowner vacation rentals are available in Hillsdale?
Currently, the total number of properties listed by Rent By Owner in 2026 is over 57 in the Hillsdale area, and still counting. By aggregating listings from multiple websites, Rent By Owner offers an immense amount of choice of the best RBO properties in Hillsdale.
4. What is the cancellation policy for vacation rentals in Hillsdale, Michigan?
Cancellation policies vary depending on the listing, so it's important to review the specific details provided in the rental description or contact the owner directly to understand the terms and potential fees associated with canceling your reservation.
5. How do I confirm my booking for a vacation rental in Hillsdale, Michigan?
You can confirm your reservation by following the booking process outlined on the listing, which typically includes submitting your details and receiving a confirmation email from the property owner or manager. Always double-check the reservation for accuracy before finalizing.
6. Are there any additional fees I should be aware of when booking here?
Additional fees such as cleaning charges, service fees, or taxes may apply and are usually detailed in the listing. To avoid surprises, review all fee information on the property page and contact the owner if you have questions.
7. What amenities are included in vacation rentals around this area?
Amenities can vary between listings, so it’s best to check each property’s description for details like Wi-Fi, parking, kitchen facilities, or outdoor spaces. Contact the owner for any specific needs not clearly listed.
8. How do I handle check-in and check-out procedures at a vacation rental in Hillsdale?
Check-in and check-out instructions are typically provided by the owner after booking, often via message or email. Reach out directly if you need clarification, and ensure you follow their guidelines to enjoy a smooth stay.
Hillsdale Top Rated Vacation Rentals
Hotel
9.6(118 Reviews)
4 Baths
390.19 ft²
Private Pool- Fireplace/Heating
- Pool
- View
£163/Night
7 Nights - £1,139
Hotel
7.4(833 Reviews)
1 Bath
- Fireplace/Heating
- Pool
- Breakfast
- Kitchen
£67/Night
7 Nights - £469
