House vacation rentals in Hillsdale County

Find and book unique houses on Airbnb

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Popular amenities for Hillsdale County house rentals

House rentals with a pool

Guest favorite
A spacious outdoor area is featured, showcasing a large heated saltwater pool framed by a stone pathway. The house displays a combination of neutral-colored siding and large windows, providing ample natural light. Comfortable lounge chairs are positioned around the pool, complemented by shaded seating under a red umbrella.
Home in Coldwater
5 out of 5 average rating, 13 reviews

Luxury lake-house and heated salt pool

marinaRating, 5 stars8 months ago
This house was wonderful for myself, my parents, my 2 brothers, sister in law, and 2 nieces! The pool was in use from sun up to sun down. Plenty of space to spread out and relax. My mom was able to navigate between her wheelchair and walker, which meant all the world. I have stayed in many airbnbs. What sets this one apart, besides the gorgeous house, pool, and amenities, was the way everything was stocked. There were enough extra towels for all the in and outs of the pool. Anyone who has stayed at an airbnb with a pool can relate to not enough towels. Not the case here!! Also, plenty of extra toilet paper. And the good tp! How many times have I had to stop during my vacation to buy extra TP. Not at this house! It had everything I needed!! Including washing machine tabs, so I could keep up with the laundry. Tons of extra plates, silverware, cups! EXCELLENT communication from Mary. I am sure our family will be back to this Oasis!
Superhost
An open-concept living area features a modern kitchen with an island, complemented by sleek bar stools. A cozy seating arrangement, including leather sofas and a coffee table, invites relaxation. A large TV is mounted on a wall, enhancing the entertaining space, with natural light flooding through nearby windows.
Home in Adrian
4.71 out of 5 average rating, 14 reviews

Outdoor Oasis & Gorgeous Adrian Retreat! Welcome!

AmandaRating, 5 stars8 months ago
This airbnb was very spacious and clean. My family and I enjoyed this house for the weekend because we could all have our own space but gather whenever we wanted. The hosts were also very nice and friendly! Very good spot for big families.
Top guest favorite
The indoor heated pool is surrounded by large windows that invite natural light, enhancing the spacious atmosphere. Brightly colored lounge chairs are positioned at the poolside, providing relaxation options for guests. The pool features steel railings for easy access.
Home in Jackson
4.95 out of 5 average rating, 56 reviews

Annie's Place behind the winery

RuthannRating, 5 stars1 month ago
My husband and I were looking for a weekend getaway and Annie's Place was perfect! Holly and Kirk were extremely responsive and accommodating with any requests. The place was spotless and the bed was extremely comfortable! The private, heated pool was such a treat to have available to us! We were welcomed with a basket of snacks along with a bottle of wine which was a welcoming touch. We purchased tickets for a show at the winery during our stay which was so convenient...the food and wine were so delicious! We will definitely be coming back!
Guest favorite
The open living area features comfortable seating, including patterned armchairs and a pet-friendly dog bed. A staircase leads to the upper level, while a modern kitchen with ample counter space is visible in the background. Natural light filters in through the sliding glass door.
Home in Grass Lake Charter Township
4.92 out of 5 average rating, 248 reviews

Couples hot Tub 365 days a year

Anais ARating, 5 stars1 week ago
the vibe entering the cottage was wonderful, definitely gave the feeling of "getaway". The little carrot was each to find thanks to the clutch instructions from Judy. While we got a windy week staying by the water was calming and absolutely gave good views. I will most definitely return to The little carrot for another much needed getaway! thank you Judy!
A charming house is surrounded by a white picket fence, featuring large windows that reflect the evening light. The property is set in a spacious lawn with a tree providing natural shade. A brick chimney adds a classic touch to the exterior.
Home in Adrian
4.5 out of 5 average rating, 14 reviews

Bent Oak Estate

HannahRating, 5 stars7 months ago
We booked Bent Oak for our family to come and celebrate our wedding and it was more than we could have expected. Everyone had room to move about. Both of our dogs had plenty of room, and the outside space was so private. Daniel was always responsive and super understanding. I would recommend this to anyone who has a large group that loves to be together, his space allowed us to all do what we wanted separately while still being together. Thank you Daniel for making our wedding weekend celebration perfect!
A spacious two-story home is set on a lush green lawn, surrounded by trees. The exterior features a combination of light-colored siding and dark accents. A paved driveway leads to the property, and a rooftop deck is visible on the upper level.
Home in Tipton
5 out of 5 average rating, 4 reviews

Great Wood Lodge

WilliamRating, 5 stars3 months ago
We booked this place for some time away from the kids and to celebrate a couple birthdays and it was perfect!! The hot tub was lovely and the kitchen was a great place to gather and play some games and enjoy each other’s company. Fran was a great host! Super nice and made sure we felt right and home and super responsive when we had an issue and quick with a remedy. We would love to come back an again with the kids and check out the pool in the summer! Also the place smelled lovely!!

Weekly house rentals

A spacious living area is illuminated by string lights and natural light from large windows. Soft seating features floral upholstery, complemented by wooden side tables. A large television is mounted on a wooden wall, enhancing the comfort of the space.
Home in Hillsdale
4.71 out of 5 average rating, 14 reviews

Cozy Hillsdale Home ~ 1 Mi to Baw Beese Lake!

MichelleRating, 5 stars6 months ago
Charming vintage home in beautiful surroundings. Very spacious.
Guest favorite
A charming old house is framed by vibrant autumn leaves. The front porch is adorned with decorative elements, and an American flag gently waves. Lush green shrubs surround the base of the home, enhancing the welcoming exterior.
Home in Jonesville
4.99 out of 5 average rating, 68 reviews

The Garden House

AprilRating, 5 stars1 week ago
Great place to stay! We were in town for a meeting so four of us shared the house for one night. Check-in was easy, the area is cute, & it seemed very safe. The house was clean and appropriately decorated. The only drawback is the location on the main road- however, I would not let that stop me from staying here again.
Top guest favorite
The exterior of the Craftsman style house is presented, showcasing a blend of green siding and white trim. The entrance features an overhang supported by decorative beams. A concrete pathway leads to the front door, surrounded by a grassy lawn and mature trees in the background.
Home in Hillsdale
5 out of 5 average rating, 21 reviews

Twin Spruce Craftsman

ElisaRating, 5 stars1 month ago
This is a wonderful place to stay in Hillsdale. We highly recommend it. The hosts are extremely thoughtful with setting up the Airbnb to bless their guests. It is a lovely home and very clean too.
Guest favorite
A charming two-story home is framed by leafy trees and greenery. The exterior features light-colored siding, dark shutters, and a front porch with steps leading to the entrance. A well-maintained yard displays shrubbery and seasonal flowers, enhancing the inviting appearance of the property.
Home in Hillsdale
4.92 out of 5 average rating, 39 reviews

The Homestead at Hillsdale (.4 miles from campus)

KellyRating, 5 stars1 month ago
This was a gem of a place to stay while visiting the college. The home is clean, bright, peaceful, and beautifully decorated. What a comfort to walk into such a nicely appointed home after a long day of travel! It was an easy walk to campus and to some delicious sandwich and coffee shops. Hosts were very responsive, flexible, and kind. We would definitely recommend!
Guest favorite
A dining area is presented with a circular wooden table surrounded by four light wood chairs. A chandelier hangs above, providing soft illumination. In the background, a cozy living space is visible, featuring a light-colored sofa and large windows.
Home in Hillsdale
5 out of 5 average rating, 8 reviews

Historic Hillsdale Home Near Downtown!

JuanRating, 5 stars1 month ago
Love the light that comes into the house from all the different windows as well as how open it feels inside the house.
Guest favorite
Home in Hillsdale
4.93 out of 5 average rating, 59 reviews

Victorian Beauty Hillsdale College

JoeRating, 5 stars9 months ago
A bunch of us old guys come in the summer for a college fundraising golf outing. we tell the same stories every year till the wee hours. the porch was perfect (we knew it would be) for the 12 or so guys and gals that come back. AC worked great and rooms were very comfortable. lots of parking too

Private house rentals

Top guest favorite
A single-story cabin-style home features a brick facade with blue siding. Large front windows allow for natural light, while a white door serves as the main entrance. The surrounding yard, partially landscaped with grass and bare trees, offers a quiet setting.
Home in Pittsford
5 out of 5 average rating, 37 reviews

R&R friendly House

EveRating, 5 stars1 month ago
Randy and Roxy are great hosts who went above and beyond to accommodate our group and make us feel at home. I cannot recommend their cozy, cute home enough if you are visiting Hillsdale!
Top guest favorite
Home in Hillsdale
5 out of 5 average rating, 26 reviews

Firefly Cottage Lake front home on Baw Beese Lake

DianeRating, 5 stars4 days ago
We enjoyed our stay at the Firefly Cottage. Everything was perfect and the view of the lake is beautiful. We hope to stay next year for our granddaughter’s birthday.
Top guest favorite
A softly lit bedroom features a spacious bed with neutral linens and decorative pillows. Natural light filters in through a large window, illuminating the calming space. A simple piece of artwork hangs on the wall, and a neatly designed door is partially visible.
Home in Hillsdale
5 out of 5 average rating, 6 reviews

The LaFayette House (.1 miles from campus)

Anne MarieRating, 5 stars6 days ago
The house is the perfect location for visiting Hillsdale College and is charming, cozy, well equipped, spacious, well appointed in decor as well as amenities, and the host is perfectly responsive. Will always stay here!
Top guest favorite
The calm lake reflects a sunset, with vibrant oranges and yellows merging with the darkening sky. Surrounding trees and distant houses create a serene backdrop. A private dock is visible on the right, positioned along the water's edge.
Home in Hillsdale
5 out of 5 average rating, 16 reviews

Lovely 6Bed 4Bath Lakefront home Game Garage

Mary AnnRating, 5 stars5 months ago
Beautiful and peaceful location! The view, the space, the sleeping capacity and flexibility and the offered amenities within the price point cannot be matched. Would definitely rebook and recommend. Not only just one well stocked kitchen, but two could not be beat! Loved the large dining table in which became the focal point!
Top guest favorite
Two black adirondack chairs are positioned on a patio overlooking a lush green lawn. A peaceful view of colorful autumn foliage and a serene lake is visible in the background, creating a tranquil outdoor setting.
Home in Hillsdale
5 out of 5 average rating, 13 reviews

Home on Hillcrest

JenniferRating, 5 stars1 month ago
This home is beautiful and pristine. It’s in a quiet neighborhood, on a hill above Winona Lake. You can watch the meandering water, the water birds, deer, and other wildlife and feel the peace of this home. We’ve been lucky to stay here twice while our daughter attends Hillsdale College, and have 2 more booking for the near future. It’s our hands down favorite home away from home.
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, 269 reviews

Comfy home in recreational town

LisaRating, 5 stars1 month ago
Sandra's place is always great!
Guest favorite
A charming old house is framed by vibrant autumn leaves. The front porch is adorned with decorative elements, and an American flag gently waves. Lush green shrubs surround the base of the home, enhancing the welcoming exterior.
Home in Jonesville
4.99 out of 5 average rating, 68 reviews

The Garden House

AprilRating, 5 stars1 week ago
Great place to stay! We were in town for a meeting so four of us shared the house for one night. Check-in was easy, the area is cute, & it seemed very safe. The house was clean and appropriately decorated. The only drawback is the location on the main road- however, I would not let that stop me from staying here again.
Top guest favorite
A modern living area features a spacious gray sectional sofa accompanied by decorative pillows. A round dining table with metal chairs occupies the adjacent space. Natural light floods through the windows, enhancing the warm wooden flooring and sleek finishes throughout the open layout.
Home in Hillsdale
4.99 out of 5 average rating, 109 reviews

Newly Renovated Home w/Backyard.

TegwinRating, 5 stars1 week ago
Our second time staying here. Really comfortable place; great location and super clean. We appreciated the well-equipped kitchen!

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