House vacation rentals in Hillsdale County

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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, 15 reviews

Luxury lake-house and heated salt pool

TheresaRating, 5 stars2 days ago
June 14th thru 21st. Family vacation with all the adult and grandchildren. Always something to do for everyone. Swimming in the salt water pool, relaxing in the hot tub, fishing off the private dock or taking a boat ride. We had first time skiers and tubers. Lots of laughs! Extra amenities that made are trip easy and comfortable. Mary was easy to communicate with and her response time was right on. Not many vocational rentals supply you with extra amenities but not in this case. We never left the house to go out to eat. All our meals were prepared right there. loved the outside Grill and Blackstone. And my favorite was the kitchen had enough seating so that we sat down every night together as a family. Thank you Mary! We will return!!
Superhost
Home in Adrian
4.71 out of 5 average rating, 14 reviews

Outdoor Oasis & Gorgeous Adrian Retreat! Welcome!

AmandaRating, 5 stars10 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, 59 reviews

Annie's Place behind the winery

JohnRating, 5 stars1 month ago
Annie's place is The Place to stay!!! When I first saw the post and was thinking of a trip, I couldn't stop thinking about the private pool!! That caused me to make the reservation and I am so glad I did!!!! The pool was amazing, even if I ended up doing a polar bear swim or two in the mornings lol!! It's all the other things that make this place a true great getaway!! The winery products and their staff are beyond amazing!!! The host are readily responsive and extremely helpful but at the same time not in your business at all!! Try the fire pit, it was some serene views as the sun went down and then a symphony of sounds as the wildlife chirped up more after dark. Speaking of neighbors, during the day you will be blessed by four goats on site who are also amazing neighbors!!
Guest favorite
An inviting living area is bathed in natural light from large glass doors that lead to the outdoor space. A light-colored sofa is positioned with a wooden coffee table at its center, showcasing a few magazines. The open floor plan extends toward the kitchen area and entrance.
Home in Grass Lake Charter Township
4.9 out of 5 average rating, 257 reviews

Couples hot Tub 365 days a year, pets welcome too

JaymeRating, 5 stars4 days ago
We loved our stay. It was just as described. Very nice place and peaceful. Judi has anything you could possibly need. Everything we forgot, she had. Including aspirin and travel sized bottles of mouthwash. Her communication was wonderful. We really enjoyed our stay here! Thanks, Judi!
An outdoor pool is surrounded by a spacious deck, featuring a smooth concrete surface. Bright blue water reflects the sunlight, while several blue lounge chairs are placed nearby. A hammock is visible to the left, with greenery framing the yard and white fencing enclosing the area.
Home in Adrian
4.42 out of 5 average rating, 19 reviews

Bent Oak Estate

ShawnaRating, 5 starstoday
Daniel was able to accommodate our very large group. We had multiple Airbnb's and hotels to fit college students competing in SAE Formula Electric. House was comfortable and had piano and pool table. Would recommend this location for proximity to Adrian and other local areas!
Top guest favorite
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, 6 reviews

Great Wood Lodge

RobertRating, 5 stars1 month ago
Great spot would have loved to have spent more time relaxing there.

Weekly house rentals

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

Hillsdale Cottage | Whole House

AndrewRating, 5 stars2 months ago
My stay in Emma's home was amazing. The word I kept coming back to was "sanctuary." While clearly an older home, everything was immaculately clean, freshly painted, and more than thoughtfully stocked with anything I might have needed in bathroom or kitchen. Towels were fluffy and the furniture was super comfy. All in all a tremendous blessing to stay in this home. We were so thankful to find it for the price that we did and hope we might be able to return. Thank you, Emma for your hospitality!
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
4.91 out of 5 average rating, 11 reviews

The LaFayette House (.1 miles from campus)

JulieRating, 5 stars5 days ago
The house was tastefully decorated and we felt right at home. The beds were very comfortable and the upstairs bedrooms were spacious. The host was incredibly responsive and gracious when we inquired about a couple needs that we had. Can’t beat the location if you are in town for college related functions.
A serene waterway is surrounded by lush greenery, with gentle ripples reflecting sunlight. Trees arch over the water, while a glimpse of a dock and boats is visible in the distance, suggesting a tranquil setting for relaxation and exploration.
Home in Camden
4.58 out of 5 average rating, 50 reviews

Hideaway Bay Lakefront Home on Lake Diane

HeatherRating, 5 stars13 months ago
The house was very clean, spacious, and had everything- and then some!- that we needed. There was even a helpful business card for a local dispensary. The location was amazing, very peaceful and beautiful. We saw an eagle, two heron, and two geese families as soon as we turned onto the road before we even got to the house! Definitely bring your own kayak- that's the only regret I have.
A charming lakefront house is depicted, with a stone exterior and large windows reflecting on the tranquil water. Two swans glide peacefully nearby, framed by lush greenery and a spacious deck. Boats are moored at the dock, indicating easy access to lake activities.
Home in Reading
4.78 out of 5 average rating, 9 reviews

Lakefront house on Long Lake near Reading, MI

KyleRating, 5 stars1 week ago
Had a great time, was very peaceful. Beautiful deck loved sitting out and looking at the lake. Everything was well stocked, had everything you needed. Renting the pontoon was a plus and the fishing was great. If you're looking for a place to just relax this, is it!!!!!
The exterior of a spacious cottage is depicted, featuring a well-maintained facade with large windows framed in blue. A paved driveway leads to the front entrance, while a grassy yard provides an open area. A storage shed is visible in the background.
Home in Fremont

Home away from home

RichardRating, 5 stars1 week ago
We truly enjoyed our stay at this home! It was clean and nicely decorated, with comfortable furniture. They provided several board and card games, a pool table, darts and an arcade game, which we played way more than we should have! We were there on a work trip, so we didn't have time to spend on the lake, but we loved the area. The neighbors were all friendly and it felt very safe.
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, 25 reviews

Twin Spruce Craftsman

MaggieRating, 5 stars1 month ago
Beautiful home in a great location for Hillsdale College graduation weekend celebrating. The hosts were very thoughtful when stocking the house - it had everything you could need. They were also very communicative. Highly recommended!
A living area features comfortable seating arrangements with two armchairs and a sofa. A large television is mounted on a black media console. Natural light enters through a window, complemented by decorative curtains. A coffee table is positioned on a soft area rug, enhancing the space.
Home in Hillsdale
4.82 out of 5 average rating, 17 reviews

Cozy Hillsdale Cottage

AbbeeRating, 5 stars2 weeks ago
Very nice place!
Top guest favorite
A charming white house is framed by vibrant autumn leaves falling to the ground. The front porch features two rocking chairs, and a red door creates a warm focal point. A pathway leads to the entrance, surrounded by a carpet of colorful leaves.
Home in Jonesville
5 out of 5 average rating, 44 reviews

The Rupp House

LauraRating, 5 stars1 day ago
We had a great trip time. Very comfortable and really enjoyed learning about the house’s history.

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, 42 reviews

R&R friendly House

ScottRating, 5 stars3 weeks ago
We have stayed at Randy’s twice . Both times were great . We had everything we needed . Easy to cook great meals and very comfortable beds . We will be back
Top guest favorite
A modern kitchen and dining area are featured, highlighted by a large kitchen island with seating for five. Natural light fills the space through sliding glass doors, which lead to a patio. Light wood flooring extends throughout the room, complementing the white cabinetry.
Home in Hillsdale
4.98 out of 5 average rating, 50 reviews

Hillsdale’s Hidden Condo Hideaway

DanielleRating, 5 stars1 day ago
This was our third stay at Cecilia's place and it was everything we'd come to expect. Spacious, peaceful, clean and super comfortable. Cecilia is a fantastic host, very proactive and thoughtful. The beautiful condo really has felt like a home away from home when traveling to Hillsdale. We certainly appreciate the hospitality and look forward to staying at Cecilia's condo during future trips!
The single-story home features a wide, furnished deck with a railing and multiple seating areas. A well-maintained lawn surrounds the property, framed by trees and shrubs. The exterior walls are a soft gray, with large windows inviting natural light indoors.
Home in Reading
4.83 out of 5 average rating, 6 reviews

Charming Reading Home w/ Lake Views & Private Dock

ChrisRating, 5 stars3 weeks ago
We enjoyed our stay in Reading! The neighborhood was super quaint and it was the perfect distance for traveling places. Highly recommend!
Top guest favorite
The lakeside view captures a tranquil sunset over the water, framed by trees. A three-season room with warm lighting is visible, inviting relaxation. The reflection on the lake adds a serene quality to the atmosphere, enhancing the peaceful setting.
Home in Hillsdale
5 out of 5 average rating, 29 reviews

Firefly Cottage Lake front home on Baw Beese Lake

KellyRating, 5 stars1 month ago
Scott was an excellent communicator, the cottage was extremely well equipped. Plenty of space, tons of entertainment options, spacious, clean, and comfortable. I only wish we could’ve stayed longer to enjoy the lake and activities. I would definitely recommend Scott’s place.
Top 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, 273 reviews

Comfy home in recreational town

CandiRating, 5 stars3 weeks ago
Great space with extras like Keurig pods and plenty of toilet paper and paper towels….little things that make a stay much easier.
Guest favorite
A dining area features a large wooden table surrounded by six chairs. The space is open to a modern kitchen with white cabinetry and pendant lighting. A cozy seating area with a fireplace is visible, complemented by large windows allowing natural light.
Home in Hillsdale
4.89 out of 5 average rating, 37 reviews

New Condo

MichelleRating, 5 starstoday
The pictures don’t capture the space this whole house provides. We thoroughly enjoyed our stay and especially enjoyed the spacious bathrooms and large TVs. Our only complaint is that we didn’t stay longer! We would definitely return to this home and look forward to it already.
Top guest favorite
The exterior of a charming white house is framed by vibrant autumn foliage. A mix of orange and red leaves from nearby trees can be seen, along with a green lawn and a white picket fence in the background. An American flag is visible, adding to the inviting atmosphere.
Home in Jonesville
4.99 out of 5 average rating, 77 reviews

The Garden House

EstherRating, 5 stars1 week ago
Great place to stay. Wonderful host. Beautiful old home. Well cared for with several old pieces of furniture. Loved our stay. Home is on main road. Easy to get to and centrally located to places to eat and a lot of antique stores which we love to shop in. Some road noise due to house on main road but we still enjoyed the home and had everything we needed. Thanks for sharing your home.
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, 115 reviews

Newly Renovated Home w/Backyard.

CurkRating, 5 stars4 weeks ago
Home is as described, clean and well stocked. Good internet speed for work.

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