Family-friendly holiday rentals in Hillsdale

4.97 out of 5 average rating, 378 reviews

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

Private Lakefront, Hot Tub, Kayaks

*Lakeside Luxury Awaits: Your Tranquil Escape* Immerse yourself in the serenity of lakeside living at this stunning retreat, perfectly positioned just 10 minutes from the natural beauty of Pokehagen State Park. This 3-bedroom haven offers an unparalleled escape for families and friends seeking relaxation and adventure. Wake up to breathtaking lake views from almost every room. The sunroom beckons with its cozy ambiance, ideal for enjoying your morning coffee or losing yourself in a good book.

FamilyKitchenAir conditioning

5.0 out of 5 average rating, 6 reviews

Home in Hillsdale

The Independence Inn near Hillsdale College

Welcome to Independence Inn, the premier founding-era themed stay near Hillsdale College. This recently renovated home was thoughtfully designed around America's founding spirit, featuring curated historical décor, premium furnishings, luxury bedding, and elevated finishes throughout. Professionally managed by Hillsdale College graduates and hospitality professionals, Independence Inn delivers exceptional cleanliness, premium comfort, and true local hospitality from a team that knows Hillsdale.

AmenitiesComfortHospitality

4.97 out of 5 average rating, 144 reviews

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

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.

KitchenFamilyView

A charming lakefront house features a dark exterior with a welcoming red door. The manicured lawn leads from a gravel path to the entrance, with serene water visible beyond. Surrounding trees provide shade, enhancing the peaceful setting by Huyck Lake.

4.92 out of 5 average rating, 160 reviews

Cozy Lakefront Cottage on Huyck Lake

Relax with the whole family at this peaceful, cozy place! 3 bedrooms 1 bath. Living room has a comfortable couch that pulls out into a bed along with additional seating. Full bath, kitchen, and laundry room are fully stocked for your comfort and enjoyment. Huyck Lake is a quiet, no wake lake. This house is perfect for a small to medium sized family or a romantic getaway. Master bedroom and guest bedroom have mounted TV’s. Family friendly. No to the following: pets, smoking, parties.

Indoor spacesKitchenNearby

Cottage in Manitou Beach-Devils Lake

Lakefront Getaway: Private dock, HOT TUB & kayaks

DEVILS LAKE GOLDEN RETREAT We are located directly on the lake with no walk to the water. Charming Cottage with one of the most spectacular views of the lake! The sunrises, sunsets, and calming sounds of the water will have you never wanting to leave. A gorgeous place to relax, unwind and enjoy every season of beautiful Devils Lake. Ideal for a couples getaway, girls weekends, or family vacation You may bring a boat or rent one. We have 2 kayaks available for your use.

FamilyIndoor spacesAmenities

4.99 out of 5 average rating, 103 reviews

4.85 out of 5 average rating, 191 reviews

A cozy lakefront home is visible, featuring a welcoming front deck with decorative bunting. A small lighthouse-style feature is situated next to the stone steps leading up to the entrance. A blue shed rests in the foreground, surrounded by landscaped rocks and greenery.

Home in Quincy

Stunnnig House on Marble lake with private beach🏖

Our cozy lake front home offers both summer and winter fun with amazing views of beautiful Lake Marble. The direct water access allows family and friends the ability to swim, fish, and boat with ease and convenience. Our 4 bedroom home sleeps up to 10 comfortably with 3 full bathrooms. You will find our home fully furnished with everything you would need. 17 miles of lakes connected by channels. Minutes away from Allen Michigan, the Antique Capital of the World.

KitchenIndoor spacesCondition

4.91 out of 5 average rating, 159 reviews

A serene lakeside scene is depicted at dusk, featuring silhouetted trees against a colorful sky. Four white Adirondack chairs are positioned neatly near the water's edge, inviting a moment of relaxation as vibrant hues reflect on the lake's surface.

Apartment in Hillsdale

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.

KitchenFamilyHospitality

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.

4.85 out of 5 average rating, 139 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.

FamilyIndoor spacesBarbecue

4.89 out of 5 average rating, 296 reviews

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

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.

KitchenFamilyAir conditioning

4.98 out of 5 average rating, 109 reviews

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

The Rupp House

Make your Hillsdale County home base in one of the earliest houses in Jonesville, conveniently located 10 minutes from Hillsdale College. The house is a solid preserved house which invites you to kick off your shoes and relax. It has a full kitchen, a large dining table and beds for 6 persons. There is one bathroom which has a shower and plenty of hot water. Full kitchen. Washer and dryer.

FamilyIndoor spacesAmenities

4.95 out of 5 average rating, 461 reviews

A charming white structure with a light grey roof is set against a backdrop of lush green grass and large trees. An American flag is displayed at the entrance, and a decorative stone feature is visible in the background, contributing to the property’s rustic character.

Home in Parma

Stay In An Old Train Depot - Gidley Station!

Be adventurous and stay in rustic old Gidley Station. It was moved to "Trail Acres" in the 1920's and was converted to a house. It has a unique but spacious floor plan, and is on a property that we have been working hard to restore for the last few years. PLEASE READ FULL DESCRIPTION BEFORE BOOKING!

Indoor spacesFamilyCondition

4.99 out of 5 average rating, 163 reviews

A cozy living area features a plush gray sofa adorned with decorative cushions. Two patterned armchairs sit nearby, complemented by a floor lamp and decorative vase. Artwork depicting graceful birds is displayed on the walls, enhancing the modern aesthetic of the space.

Cottage in Fremont

Totally renovated Boutique cottage on the beach

Beautifully renovated modern cottage. All appliances and furniture are brand new. Space on the dock for your boat! Plenty of room for beach activities and yard games. Plenty of parking. There is an extra refrigerator in the garage and there are chairs and toys for quest use.

FamilyIndoor spacesBeach

Popular amenities for Hillsdale family-friendly rentals

Kitchen

Wi-Fi

Pool

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

4.91 out of 5 average rating, 222 reviews

A charming lake house is set amidst vibrant fall foliage, highlighting warm colors against the greenery. The home features large windows, a spacious deck, and is surrounded by trees, while kayaks are seen on the shoreline near a gentle slope leading to the water.

Home in Grass Lake

Secluded Lakehouse w/ Hot Tub, Sauna & game room

Indoor spacesKitchenBathroom

4.97 out of 5 average rating, 153 reviews

Home in Albion

Lakefront Wonderland | Dock, Game Room & Hot tub

FamilyIndoor spacesComfort

5.0 out of 5 average rating, 103 reviews

The cottage exterior showcases a charming design with light green siding, decorative eaves, and a spacious driveway. Lush greenery surrounds the property, and large windows create an inviting feel. The background features trees and hints of the tranquil lake, enhancing the serene setting.

Cottage in Grass Lake

Peaceful 3 Bedroom Cottage with Lake Access

Indoor spacesKitchenBiking

Guest suite in Battle Creek

A modern living room features two seating areas with comfortable sofas complemented by colorful pillows. A large flat-screen TV is mounted on the wall above a stylish electric fireplace. A glass coffee table and bar-height seating enhance the inviting atmosphere.

Couples spa retreat suite getaway. Hot tub

KitchenFamilyDecor

4.92 out of 5 average rating, 231 reviews

4.9 out of 5 average rating, 268 reviews

Home in East Leroy

Quiet Getaway w/ Hot Tub + Fire Pit | Lake Access

KitchenFamilyLong stay

4.96 out of 5 average rating, 26 reviews

Cottage in Jonesville

Farm Cottage with Hot Tub, Sauna, Fire Pit, Trails

KitchenFamilyNearby

4.97 out of 5 average rating, 39 reviews

An outdoor hot tub, accommodating eight, is filled with bubbling water. Surrounding it, vibrant greenery and a blue cottage are visible. Relaxed individuals enjoy the warm environment, while a wooden deck and snacks can be seen in the foreground.

Home in Hillsdale

Charger Bungalow Hillsdale College

KitchenIndoor spacesCleanliness

4.96 out of 5 average rating, 69 reviews

A serene view of Round Lake showcases clear turquoise water under a bright blue sky dotted with fluffy white clouds. Lush green grass lines the shore, creating a tranquil waterfront scene ideal for relaxation and recreation.

Apartment in Horton

Tree House Studio

FamilyIndoor spacesComfort

Family- and pet-friendly home rentals

4.94 out of 5 average rating, 132 reviews

A secluded cabin is surrounded by trees adorned with vibrant autumn leaves. A picnic table is positioned nearby, complementing the natural setting. The cabin features large windows, providing views of the forest, and a wooden entryway leading to the porch.

Tiny home in Tekonsha

Little Cabin in the Woods-Quiet

FamilyIndoor spacesCheck-in

A spacious deck is shown overlooking the lake, featuring a large table surrounded by four chairs. Lush green trees are visible nearby, providing shade and enhancing the outdoor setting. The tranquil water reflects the daylight, creating a serene atmosphere.

4.89 out of 5 average rating, 103 reviews

Peaceful, Pleasant and Gorgeous w/pontoon rental

FamilyIndoor spacesAir conditioning

4.87 out of 5 average rating, 160 reviews

The exterior of a modern, rustic home is presented, featuring a combination of dark wooden panels and light-colored siding. A welcoming entryway is accentuated by a covered porch and a cheerful front garden with flowers. A garage is positioned to the left of the entrance.

Home in Fremont

Newly Designed Beach Front Get Away

KitchenFamilyDecor

4.97 out of 5 average rating, 347 reviews

A rustic cabin with a log exterior is surrounded by a well-kept lawn. The front porch features decorative planters with greenery and flower beds. Large windows are visible, allowing natural light to illuminate the interior.

Cabin in Archbold

20a Cabinn - Private cabin on 10 woodland acres

Indoor spacesKitchenDecor

4.76 out of 5 average rating, 218 reviews

A vibrant two-story cottage with yellow siding stands beside a tree. A grassy area with chairs is visible in front, leading to a wooden dock along the lake's edge. Nearby houses are visible, showcasing a blend of architectural styles.

Cottage in Tipton

Cozy Cottage Getaway on Evan’s Lake

KitchenFamilySleep quality

4.86 out of 5 average rating, 177 reviews

The front room features wooden paneling and large windows offering views of the outdoors. A comfortable armchair is positioned near a wooden bench, with decorative nautical elements enhancing the space. Light is allowed in by the windows, creating a bright and inviting atmosphere.

Cottage in Coldwater

Lakefront Nostalgic Cottage

Indoor spacesFamilyView

4.84 out of 5 average rating, 292 reviews

A light-filled living area is presented with a soft gray couch adorned with decorative pillows. Built-in white cabinetry features a television and shelves displaying plants and decorative items. A window provides views of outdoor greenery, enhancing the open and airy feel of the space.

Apartment in Marshall

Stunning Studio

Indoor spacesKitchenCheckout

4.96 out of 5 average rating, 238 reviews

The ranch-style home features a combination of brick and stone exterior, highlighted by a decorative star. A well-maintained lawn runs alongside a paved driveway leading to a two-car garage. Sunlight filters through the trees, enhancing the inviting curb appeal.

Home in Battle Creek

Cattle Ranch, Country Charm & Easy Urban Access

Indoor spacesFamilyLocation

Family-friendly home rentals with a pool

4.91 out of 5 average rating, 462 reviews

An outdoor seating area features a comfortable green sofa accompanied by a stone fireplace. Lush greenery surrounds the space, with a view of the lake and boats in the distance. Flower pots add color, and a peaceful atmosphere is suggested.

Apartment in Clarklake

Turtle Cove Lakefront, pool, hot tub, Sauna!

Indoor spacesKitchenBathroom

4.9 out of 5 average rating, 311 reviews

Home in Grass Lake

LIL Carrot- hot tub, pets welcome

Indoor spacesFamilyDecor

4.82 out of 5 average rating, 179 reviews

A poolside view showcases a well-maintained in-ground pool surrounded by lounge chairs and tables. A hot tub and a large blue umbrella provide shade. The white exterior of the attached apartment is visible, with multiple windows reflecting natural light.

Guest suite in Jackson

Heated Pool /Hot Tub Villa

KitchenFamilyOutdoor spaces

4.97 out of 5 average rating, 86 reviews

A spacious living area features large windows that allow natural light and views of the indoor pool. Modern furniture includes a comfortable sofa and a sleek desk. The kitchen is visible, showcasing wood cabinetry and stainless-steel appliances.

Home in Jackson

Annie's Place behind the winery

Indoor spacesKitchenBathroom

4.81 out of 5 average rating, 21 reviews

Home in Adrian

Oasis Retreat with Pool and Sauna!

KitchenFamilyHospitality

4.55 out of 5 average rating, 33 reviews

A refreshing swimming pool is surrounded by a patio area featuring shaded seating for dining. A white fence offers privacy while potted plants add a touch of greenery. The pool's clear water reflects the surrounding trees under a partly cloudy sky.

Home in Adrian

Bent Oak Estate

FamilyIndoor spacesParking

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.

5.0 out of 5 average rating, 25 reviews

Luxury lake-house and heated salt pool

KitchenIndoor spacesAccuracy