House vacation rentals in Hillsdale

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Popular amenities for Hillsdale 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.
Guest favorite
A spacious three-story home is surrounded by lush green grass and mature trees. The exterior features a blend of light-colored brick and stucco, with arched windows and a covered entryway, creating an inviting atmosphere. The landscape is well-maintained, enhancing the home's curb appeal.
Home in Battle Creek
4.93 out of 5 average rating, 61 reviews

HotTub • FirePit • Game Room • MovieTheater &more!

Jennifer Helen-BernhardRating, 5 stars5 months ago
Rob's place is fantastic! This is our second year renting for an annual Halloween gathering and this home is perfectly equipped. There's more than enough personal and private space for big groups + fur babies. We love using the hot tub and the theatre. The grounds are stunning, with great views and a lot of privacy, while still close enough to town to run out for anything we needed. The hosts anticipated our needs and even added some lovely spooky decorations to enhance our weekend. We can't recommend this property or the hosts highly enough. We'll definitely be returning!
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

Guest favorite
The lakeside entertainment cabin is viewed from the dock, featuring large glass doors and a deck with red seating. A modern design is highlighted by a red awning, while the surrounding green lawn and stone pathway extend towards the water.
Home in Angola
4.85 out of 5 average rating, 26 reviews

Luxury Lake Home & Lakeside Cabin- Lake James, IN

MikeRating, 5 stars4 months ago
This Lakes James retreat is just as promised. It is bright, clean, has everything you need to feel right at home, and the view of the lake is spectacular. Due to the timing of our stay, we weren't able to use the lake front cabin, but it would be perfect for a summer visit. Travis is extremely responsive to questions. We highly recommend this location to others.
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 stars5 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!
Guest favorite
A tranquil view of the property is captured from the water, with lush green lily pads floating on the surface. The spacious house is framed by trees, showcasing a screened-in porch and well-maintained lawn in the background, under a clear sky.
Home in Brooklyn
4.96 out of 5 average rating, 52 reviews

Sweezey Oaks

LisaRating, 5 stars6 days ago
We couldn’t have asked for a better week at this house! The house was perfect, right on the lake and easy to find. It was clean and had everything we needed. The pedal boat was a huge hit with the kids, and the view of the lake from inside the home was so peaceful. We definitely recommend this house when visiting Michigan. It was a short drive to Ann Arbor and Brooklyn was a nice town to explore as well. We would definitely stay again!
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!
Superhost
A comfortable living area features a gray sectional sofa and a cozy armchair. Light curtains frame the windows, allowing natural light to brighten the space. Wall art is displayed above the sofa, and a small table with a potted plant adds a touch of greenery.
Home in Adrian
4.74 out of 5 average rating, 126 reviews

Cozy One Bedroom House

MelissaRating, 5 stars4 months ago
Loved this cute home. Was perfect for our short stay and had everything we needed.
Top guest favorite
A spacious kitchen features modern white cabinetry and a large central island with seating for four. Natural light brightens the room through multiple windows, highlighting stainless steel appliances and a decorative backsplash. A small table in the corner offers additional seating.
Home in Chelsea
4.98 out of 5 average rating, 237 reviews

Charming Retreat in Downtown Chelsea 4 Br 2 Ba

JohnRating, 5 stars4 weeks ago
We enjoyed a two-night stay in this comfortable home located in charming and quiet Chelsea. For four people, there was plenty of space to relax after our college tours in Ann Arbor and East Lansing. You can find a nice selection of restaurants and shopping within a five to ten minute walk.

Private house rentals

Guest favorite
A comfortable living area features a large sectional sofa, complemented by a woven basket and decorative pillows. A flat-screen television is mounted above a modern fireplace, with a wall displaying a floral artwork. Natural light filters through the windows, illuminating the textured area rug.
Home in Jackson
4.93 out of 5 average rating, 14 reviews

Cozy Clean Cottage

SaraRating, 5 stars2 months ago
This was an excellent stay. Brain expertly communicated with us. Everything was above and beyond our expectations. The fresh fruit, coffee, and teas were enjoyed by all and such a welcoming refreshment. We would definitely stay here again the next time we are in Jackson. Beautiful place with outstanding host.
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!
Guest favorite
The single-family home features a grey exterior with white trim, distinguished by a bold red front door. Large windows on either side allow natural light to fill the interior. Neatly landscaped bushes and mulch enhance the welcoming entrance, with a green lawn extending in front.
Home in Chelsea
4.97 out of 5 average rating, 29 reviews

Downtown Chelsea w/ hot tub

RebeccaRating, 5 stars4 weeks ago
Scott's house was perfect! Very nice, it felt homey but luxurious all in one. Scott left us great recommendations for the area and communicated with us right from the start without feeling over bearing. His place will be our go to when we visit Chelsea.
Superhost
The lakehouse is set amid lush greenery, featuring a brick exterior and a spacious covered porch. Tall trees provide shade over the well-manicured lawn, enhancing the serene atmosphere. The porch is accessible, offering a restful spot to enjoy the surrounding nature.
Home in Quincy
4.74 out of 5 average rating, 125 reviews

Cozy Lakehouse on Marble Lake

CherylRating, 5 stars2 weeks ago
We enjoyed our stay! It was right on the lake as described and we were glad to have our dogs with us. Thank you for sharing your lake home!
Guest favorite
A cozy living room displays a blue sectional sofa and a brown recliner. Light streams through three windows covered with sheer shades. A coffee table sits in front, accompanied by a small decorative rug and a wall art piece featuring floral motifs.
Home in Adrian
4.86 out of 5 average rating, 35 reviews

Cozy Clean Large 3 Bedroom Home

LaceyRating, 5 stars4 days ago
We had an amazing stay at Tyrone’s home. We stayed over Easter vacation and from the beautiful home to the abundance of snacks, coffee, and cooking supplies, to the comfiest Airbnb bed I’ve slept in. I could go on and on about this stay, but overall it was all we were hoping for and then some. Would stay again anytime!
Top guest favorite
A spacious living area features large sliding glass doors that open to a scenic view of the water. Bright yellow curtains frame the windows, and modern furnishings include a small table and elegant seating. A decorative plant adds a touch of greenery to the space.
Home in Michigan Center
4.98 out of 5 average rating, 47 reviews

Entire House on Center Lake

NancyRating, 5 stars3 weeks ago
Absolutely beautiful place!! You would have to see it to believe it!
Top guest favorite
An open living area is highlighted by a dark sectional sofa with decorative pillows. Bright light filters through large sliding doors leading to the outdoor space. A contemporary kitchen with modern appliances is visible in the background, along with a dining table and chairs.
Home in Clarklake
4.96 out of 5 average rating, 93 reviews

Beautiful Clark Lake home steps from the lake!

JohnRating, 5 stars2 weeks ago
Nice house right by the lake. Hosts were very responsive to questions.
Superhost
A serene lakeside scene is captured at sunset, showcasing calm waters reflecting orange and pink hues. Boats are anchored at the dock, with a wooden walkway leading to the shore. A paddleboard rests on the sandy beach, inviting outdoor activities.
Home in Brooklyn
4.91 out of 5 average rating, 23 reviews

Cottage w Kayaks Steps to Beach and Vineyard Lake

AustinRating, 5 stars5 months ago
Overall great place to stay. Beautiful home right next to the lake with an amazing host

Quick stats about house rentals in Hillsdale

  • Total rentals

    30 properties

  • Nightly prices starting at

    ﺩ.ﺇ184 before taxes and fees

  • Total number of reviews

    890 reviews

  • Family-friendly rentals

    20 properties are a good fit for families

  • Rentals with dedicated workspaces

    20 properties have a dedicated workspace

  • Wifi availability

    30 properties include access to wifi

Destinations to explore

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  2. United States
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  4. Hillsdale County
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