Holiday houses in Hillsdale
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Top-rated holiday rentals in Hillsdale
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Benham Schoolhouse
Take a quiet vacation at this fully renovated historical schoolhouse built in the 1800's. It offers an open floorplan with a loft area where the four twin beds are located *can be made more private by closing the barn doors. There is two full bathrooms, a large kitchen area, living space, dining space, and an open area we can set up to be used for craft activities or other activities upon request. It also has a Halo air purification system, stopping virus particles to travel through the HVAC.
Bear Lake access/Getaway/family friendly-Bears Den
Bear Lake welcomes you. Relax with friends/family at this peaceful and sometimes spirited getaway steps away from ALL SPORT Bear Lake. Shared dock where you can swim, Kayak, fish, or merely float. A Public access launch is just yards away for personal watercraft. Evenings sprinkle the sky with plenty of stars to gaze at. Fishing, boating, kayaking, or just relaxing are all at your finger tips. Golfing, restaurants, shopping, and walking/ biking trails nearby. Pontoon/Kayak rentals available.
Sapphire Shores: Lakefront W/Hot Tub & Fireplace
Welcome to Sapphire Springs, your lakefront retreat on South Sand Lake, MI! Perfect for all seasons, this home offers endless fun indoors and out. Outside, enjoy a sandy beach, kayaks, paddleboards, a grill, fire pit, hot tub, and outdoor games. Indoors, unwind in the game room with a pool table, arcade games, and TV. Relax in the living room, spin some vinyl on the turntable, and cook up a feast in the fully equipped kitchen. The coffee station has an espresso machine, drip, and Chemex.
Newly Renovated / Bullhead Lake
Enjoy a family-friendly getaway at this newly remodeled lakeside retreat! With rustic charm, modern updates, and new AC, furnace, and appliances, it’s the perfect mix of comfort and style. Located on Bullhead Lake, just 4 miles from Hillsdale College and a half-mile from Walmart, you’ll love the convenience. Relax on the deck and take in stunning sunsets over the lake, or explore the nearby area for plenty of activities. Hot tub available with an additional cost!
Quiet Home Away from Home!
Forget your worries in this spacious and serene space. Quiet, safe, and outside city limits. Private entrance and dedicated heating and cooling. Electric fireplace for cold nights. Queen size bed and full size pull out couch. Smart TV in Living Room and Bedroom. Work desk, PC, and printer for your use. Fully stocked kitchen with all appliances and utensils. Walk in shower, stackable washer and dryer, and walk-in closet. Entire property is handicap accessible.
The Frogmore on Baw Beese Lake!
Welcome to Frogmore Cottage, located on the shoreline of Baw Beese Lake! Newly renovated and stocked with all you'll need, Frogmore is a clean, cozy, bright and airy, two bedroom, one bathroom, 550 square foot cottage. Frogmore is just two miles from downtown Hillsdale and three miles from Hillsdale College. Relax on the deck that overlooks the lake and enjoy the kayaks to explore the shoreline of the largest lake in Hillsdale County!
Come Stay At The Lake!
Enjoy your stay in this very private apartment on beautiful, Baw Beese Lake. If you are seeking a quiet stay where you can sit, relax and read a book at the water's edge, then look no further. There is parking for most any size vehicle from economy size to motor homes. This is a fully furnished apartment with kitchenette. This second story apartment is within 1 mile of downtown Hillsdale and within 2 miles of Hillsdale College.
Charming Tiny Home Retreat
Charming tiny home retreat nestled in the trees near Hillsdale College. Enjoy a peaceful setting with a farm view and local wildlife. Features include a kitchenette, 7.5 cu ft fridge, washer and dryer combo, tub/shower, fire pit, and bistro set. Thoughtful touches like fire starters, snacks, and a semi-stocked fridge make it easy to settle in. Ideal for solo travelers, couples, or anyone craving a quiet, cozy getaway.
Comfy home in recreational town
We renovated the house with a modern kitchen, laundry room, new bathroom with spacious shower, new bedrooms with plenty of closet space, secure parking and new sidewalks. Close to historic weekly country market, Hillsdale College, bike trail, lakes in historic town. The North Country Trail and the Baw Beese Trail are closeby, as is Baw Beese Lake, Lost Nation State Game Area and the St. Joe River.
The Garden House
Relax with the whole family in this charming old home, with swings on the front porch and an overgrown English cottage garden in back. Less than ten minutes from Hillsdale College with a fully equipped kitchen, this makes a great home base for college families. When we travel, we enjoy places with character, and we have maintained the character of this old fashioned family home.
Hillsdale’s Hidden Condo Hideaway
This is a newly built, luxurious condo with 3 bedrooms and 2 bathrooms featuring cathedral ceilings, a large kitchen island, and gorgeous master bathroom. It is located in a quiet, rural neighborhood. If you enjoy the outdoors, there is a paved walking path to Baw Beese Lake. This home is 2 miles from Hillsdale College and just minutes from downtown Hillsdale.
Reedsong Cottage
Charming 2-bedroom lakeside cottage with a sleeper sofa, 1.5 baths, and stunning waterfront views. Relax on the dock, lounge outdoors, or explore the lake with included kayaks. Enjoy a full kitchen and spacious living room—perfect for up to 6 guests. Conveniently located just 2 miles from downtown Hillsdale and 3 miles from Hillsdale College.
Popular amenities for Hillsdale holiday rentals
Other great holiday rentals in Hillsdale
Quonset Hut Cottage
Cozy 3BR Hillsdale Haven
Thistle House
Relaxation Party of 2
The Bungalow in Downtown Hillsdale
The Cottage House
The Lil Lazy Lakehouse Pontoon Available for Rent
The Oakwood
When is the best time to visit Hillsdale?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $283 NZD | $293 NZD | $317 NZD | $300 NZD | $376 NZD | $336 NZD | $307 NZD | $292 NZD | $283 NZD | $288 NZD | $312 NZD | $285 NZD |
| Avg. temp | -2°C | -1°C | 4°C | 11°C | 17°C | 22°C | 24°C | 23°C | 19°C | 13°C | 6°C | 0°C |
Frequently Asked Questions
What are the best places to stay in Hillsdale?
Many visitors choose to stay near Hillsdale’s historic downtown, which has walkable streets and local shops. Around local lakes and near the college, vacation rentals are frequently suggested for scenic views and convenient access to activities.
What are the best things to do in Hillsdale with kids?
Families often explore local parks, enjoy playgrounds, or visit nearby lakes for fishing and boating. Community events, seasonal festivals, and small museums are also popular for children.
What are some of the best things to do in Hillsdale?
Explore the historic downtown, relax at local parks, or spend time on the water at one of the area’s lakes. Community events, small galleries, and neighborhood eateries add to the city’s inviting atmosphere.
How is the weather in Hillsdale?
Hillsdale has cold winters around 20–39°F (-7–4°C) with occasional snow, while spring and fall stay mild. Summers are warm, averaging 64–87°F (18–30°C), and tend to be sunnier and more humid with occasional rain.
When is the best time to visit Hillsdale?
Late spring through early fall is often recommended, as Hillsdale has comfortable daytime temperatures near 60–83°F (16–28°C) and many outdoor activities. Seasonal events and changing foliage also make autumn a popular time to visit.
What are the best places to visit in Hillsdale?
The downtown district is often recommended for its historic buildings, galleries, and shops. Lakes in the area and college gardens draw visitors interested in outdoor activities and campus traditions.
What are some hiking trails in Hillsdale?
Hillsdale has nature preserves and local parks with walking and hiking trails, suitable for different activity levels. Trails often wind through wooded areas, lakeshores, and open fields, providing a chance to explore local scenery.
What are some family activities we can do in Hillsdale?
Hillsdale has family-friendly activities like exploring public parks, attending outdoor concerts, or participating in community events. Lakeside picnics and visits to small museums also create engaging experiences for all ages.
What are some of the best day trip ideas from Hillsdale?
Day trips from Hillsdale often include exploring neighboring lakes, nature reserves, or small towns known for antique shops and local markets. Outdoor recreation, historic sites, and seasonal fairs in the surrounding region are frequently suggested.
Are there any pet friendly accommodations available in Hillsdale?
Hillsdale has a variety of pet friendly accommodation options, including vacation rentals and private homes where pets are welcome. Many hosts in the area provide outdoor spaces or nearby parks, making it simple to bring your pet along.
What are some local tips for visiting Hillsdale?
Locals suggest checking the community calendar for events, exploring the downtown shops and cafes, and enjoying early mornings at nearby lakes. Seasonal markets are also a favorite for sampling fresh produce and connecting with residents.
What is Hillsdale known for?
Hillsdale is known for its locally rooted college campus, vibrant small-town traditions, and historic downtown area. The city has a blend of lake recreation, agricultural heritage, and annual community events.
What are the best hidden gems to explore in Hillsdale?
Locals appreciate quieter park trails, family-run bakeries, and small art exhibits tucked into the downtown area. Markets and nearby nature preserves also provide a glimpse into the community’s slower pace and distinct charm.
What are the best foods to try in Hillsdale?
Local diners and cafes in Hillsdale serve Midwestern comfort foods, including handmade pies and hearty breakfasts. Farm-to-table flavors and seasonal produce, especially during summer and fall harvests, are frequently suggested.
What should I bring for a trip to Hillsdale?
Pack layers for weather shifts, comfortable walking shoes for exploring parks or downtown, and a rain jacket for spring or fall visits. In summer, sun protection is helpful, while winter calls for warm coats and gloves.
What is the nightlife in Hillsdale like?
Hillsdale has a relaxed nightlife scene, with neighborhood pubs, casual restaurants, and local bars often hosting live music or trivia nights. Evenings are generally low-key, reflecting the community-oriented atmosphere.
What are the most popular events or festivals in Hillsdale?
Hillsdale has annual fairs, seasonal festivals around Labor Day weekend, and traditions linked to the college calendar. Community parades, holiday celebrations, and farmers markets are frequently suggested throughout the year.
Are there family friendly vacation rentals in Hillsdale?
Hillsdale has a selection of family friendly vacation rentals, including entire homes and cottages with multiple bedrooms and shared living spaces. Many are located near parks or lakes, making it easy to spend time outdoors together.
Quick stats about holiday rentals in Hillsdale
Total holiday rentals
Explore 40 holiday rentals in Hillsdale
Nightly prices starting at
Hillsdale holiday rentals start at $86 NZD per night before taxes and fees
Verified guest reviews
Over 2,690 verified reviews to help you choose
Family-friendly holiday rentals
30 properties offer extra space and kid-friendly amenities
Rentals with dedicated workspaces
30 properties have a dedicated workspace
Wi-Fi availability
40 of Hillsdale holiday rentals include Wi-Fi access
Popular amenities for guests
Guests love Gym, BBQ grill and Laptop-friendly workspace across Hillsdale rentals
4.9 Average rating
Hillsdale stays are highly rated by guests—averaging 4.9 out of 5!
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