Vacation rentals in Hillsdale

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Top-rated vacation rentals in Hillsdale

Guests agree: these stays are highly rated for location, cleanliness, and more.

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Top guest favorite
The exterior of the LaFayette House is highlighted by a welcoming front porch, adorned with flower boxes. A flag is displayed prominently. Natural light filters through large windows, creating a bright and inviting atmosphere against the backdrop of seasonal foliage.
Home in Hillsdale
4.96 out of 5 average rating, 28 reviews

The LaFayette House (.1 miles from campus)

The LaFayette House is a recently renovated, historic home directly across the street from Hillsdale College. Including four queen bedrooms and two full bathrooms, this classically elegant home has everything you need for a luxurious stay in Hillsdale. The features of our home include a spacious back deck, original hardwood flooring and clawfoot soaking tub, brand-new HVAC system and appliances, a fully-stocked kitchen with premium coffee, & all natural-fiber linens. Welcome to the LaFayette.

Guest favorite
The open floor plan showcases a spacious dining area with a circular table surrounded by upholstered chairs. Natural light enters through multiple windows, illuminating the living space with a sectional sofa and a lamp. A staircase leads to the loft area, where four twin beds are visible.
Home in Homer
4.97 out of 5 average rating, 134 reviews

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.

Guest favorite
A rustic cabin blends into a natural setting, surrounded by lush greenery. A covered porch adds charm, while an outdoor seating area with a fire ring is visible nearby. Two dogs are seen walking towards the cabin, emphasizing the peaceful surroundings.
Cabin in Pittsford
4.91 out of 5 average rating, 23 reviews

Lost Nations Cowboy Town Bear Cabin

Take it easy at this unique and tranquil getaway. The bear cabin is a hand crafted one room one pull out double bed, electric with a ceiling fan, small fridge, small coffee pot, table with two chairs, fire ring with grate and wooden bench, seating on the covered porch with deck lights over looking the horse pastures and woods a kitchen for cooking flushing bathroom and out door shower located just a short distance away in cowboy town, lots to explore with a pond for fishing and much more

Top guest favorite
A rustic living area features a leather sofa adorned with black and white checkered pillows. Exposed wooden beams and walls create a warm atmosphere, while a wooden staircase with logs leads to the upper level. A soft carpet covers the floor.
Home in Jonesville
5 out of 5 average rating, 32 reviews

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!

Top guest favorite
The farmhouse is nestled among greenery, featuring a wraparound porch and a private deck extending from the upper level. The structure showcases a gable roof and a chimney, surrounded by trees and lush grass.
Farm stay in Hillsdale
4.98 out of 5 average rating, 363 reviews

Bluebird Trails

This is a working farm with hands-on learning of organic gardening practices, market gardening, winter gardening, farmers market and CSA prep and sales, as well as sheep husbandry, including assisting with lamb births and herding. Other hands-on learning experiences include sourdough bread and jam making as well as canning. You will leave with increased knowledge of sustainable agriculture, self-sufficiency and a feeling of being at one with the earth.

Top guest favorite
The exterior of a lakefront double-wide house is shown, featuring a spacious sun porch with large windows that allow for ample natural light. A lush green lawn is visible in front, complemented by surrounding trees. A pathway leads to the entrance of the home.
Home in Coldwater
4.93 out of 5 average rating, 125 reviews

Jake's Lake Place w/pontoon rental

Jake's Place is on a private beautiful all sports lake (all DNR regulations apply) This is the perfect spot for your next family getaway. Spring feed lake, very clean and sandy bottom. This property has access to a second empty lot for additional yard. Multiple indoor and outdoor games, paddle boat, 4 kayaks and bond fire pit for relaxing after a great day on/in the lake. Jake's place faces the west for Gorgeous sunset viewing to end your day.

Guest favorite
A waterfront cabin is depicted with a large glass front, allowing ample natural light inside. Lush green grass surrounds the house, complemented by tall trees. A pathway leads to a spacious deck area with outdoor seating and a grill, enhancing outdoor relaxation opportunities.
Home in Coldwater
4.84 out of 5 average rating, 112 reviews

Coldwater Lake Waterfront Cabin - Boat for Rent

Relax with the whole family at this peaceful waterfront lakehouse, with walk-in, sandy beach lake access. Boat available to rent, and space available for your boats. Spacious yard with plenty of parking. Coldwater Lake is over 1,600 acres of all-sports fun on desirable South Chain of Lakes in Coldwater, MI. The chain is 17 miles, traversable via pontoon or speedboat! The Cabin includes 3 bedrooms and 2.5 baths.

Guest favorite
A hot tub is positioned on a wooden deck, overlooking a serene lake at dusk. String lights are draped above, casting a warm glow. Reflections of trees and a dock are visible on the calm water's surface, enhancing the tranquil atmosphere.
Home in Bronson
4.97 out of 5 average rating, 317 reviews

Water’s Edge-Lakefront-Hot Tub-Kayaks-Pet Friendly

Tranquil lake living! The Water’s Edge is a great way to enjoy the lake. It is right on the water with kayaks, stand up paddle boards, and a canoe to venture out with. The hot tub accommodates 6 people. The sunroom has beautiful views as well as a couple of beds that can be used if the weather is nice. There is nothing better than falling asleep to lake sounds and a pleasant breeze! Please no college partyers.

Guest favorite
A modern, single-story home is depicted, featuring a combination of red and gray siding. The structure includes large windows and a welcoming entrance with a sign that reads 'Proctor House.' A landscaped area with stone retaining walls and a grassy lawn is visible in the foreground.
Home in Hillsdale
4.89 out of 5 average rating, 285 reviews

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.

Guest favorite
A cozy living area features a mix of seating options, including a plush gray sofa and a light-colored accent chair. A wooden coffee table rests on a neutral rug, while a television is mounted on the wall. Natural light enters through a window adorned with sheer curtains.
Home in Hillsdale
4.95 out of 5 average rating, 41 reviews

Hillsdale Cottage | Whole House

This recently renovated home offers the perfect blend of historic charm and modern comfort, with original architecture, cozy interiors, and a welcoming porch. Ideal for both short- and long-term stays, with a fully stocked kitchen and four comfortable beds. Walking distance from Hillsdale College and directly across from Handmade sandwich shop. No campus construction noise!

Guest favorite
Home in Hillsdale
4.9 out of 5 average rating, 21 reviews

A Home in Hillsdale

Relax with the whole family at this peaceful place to stay. Minutes walk to downtown activities, parks, and shopping. 20 minute walk to Hillsdale College. 15 minute walk/ 3 minute drive to Hillsdale Hospital. 10 minute drive to Sandy Beach at Baw Beese Lake. 39 minutes to Michigan International Speedway. Less than an hour to Firekeepers Casino.

Guest favorite
A functional kitchen features wooden cabinets and stainless steel appliances, including a microwave and dishwasher. A window offers natural light above the sink, with a small table and chairs visible in the foreground. The countertop is organized, enhancing the space's usability.
Home in Manitou Beach-Devils Lake
4.9 out of 5 average rating, 137 reviews

Charming Devils Lake Cottage!

Beautifully kept 2 bedroom, 2 bathroom home just steps from Devils and Round Lake. Right across from popular Highland Inn Bar and Restaurant. Close to International Speedway. Limited hotel options in the area make this lake house the perfect getaway to see friends and family! Living quarters are upstairs.

Popular amenities for Hillsdale vacation rentals

When is the best time to visit Hillsdale?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceﺩ.ﺇ738ﺩ.ﺇ735ﺩ.ﺇ746ﺩ.ﺇ643ﺩ.ﺇ804ﺩ.ﺇ720ﺩ.ﺇ657ﺩ.ﺇ624ﺩ.ﺇ606ﺩ.ﺇ617ﺩ.ﺇ668ﺩ.ﺇ610
Avg. temp-2°C-1°C4°C11°C17°C22°C24°C23°C19°C13°C6°C0°C

Frequently Asked Questions

  • Are there vacation rentals with a dedicated workspace in Hillsdale?

    Yes! Work meets play with ease at over 30 vacation rentals in Hillsdale featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • Are there family-friendly house rentals in Hillsdale?

    Hillsdale has more than 20 family-friendly house rentals. Amenities on the property may include high chairs, travel cribs, or strollers.

  • How much does it cost to stay in apartment rentals in Hillsdale?

    Experience the best of Hillsdale with our apartment rentals, starting at about $70 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • Do apartment rentals in Hillsdale have air conditioning?

    Absolutely! We offer over 10 apartment rentals with air conditioning in Hillsdale. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in Hillsdale have wifi?

    Absolutely! We offer over 30 house rentals with wifi in Hillsdale. Enjoy a tailored experience with all the comforts you desire.

  • What are the most popular amenities for Apartment Rentals in Hillsdale?

    Enhance your stay in our Apartment Rentals with the most popular amenities: over 10 homes with air conditioning, over 10 homes with wifi, and more. Indulge in the ultimate retreat, tailored to your preferences.

Quick stats about vacation rentals in Hillsdale

  • Total vacation rentals

    Explore 40 vacation rentals in Hillsdale

  • Nightly prices starting at

    Hillsdale vacation rentals start at ﺩ.ﺇ184 per night before taxes and fees

  • Verified guest reviews

    Over 2,900 verified reviews to help you choose

  • Family-friendly vacation rentals

    30 properties offer extra space & kid-friendly amenities

  • Rentals with dedicated workspaces

    30 properties have a dedicated workspace

  • Wi-Fi availability

    40 of Hillsdale vacation 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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