Vacation rentals with a kayak in Hillsdale County

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Top-rated kayak rentals in Hillsdale County

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

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Top guest favorite

The exterior of a red brick estate is featured, with tall white columns and a wide entrance. A flowering tree with white blossoms stands in the foreground, complementing the lush green lawn and manicured shrubs surrounding the property.

Home in Montgomery

4.98 out of 5 average rating, 116 reviews

Hermitage Hills Estate-Hillsdale, weddings, groups

Our Greek Revival graces 64 acres of rolling glacial till in rural south central Michigan. Hermitage Hills Estate was built in 1995 as a replica of Andrew Jackson's Hermitage in Nashville. Not far from Hillsdale College for parents' weekend, graduation, and CCA. Even closer to John A. Halter Shooting Sports Center. Destination wedding weekends May through October at our huge outdoor pavilion and grounds. Campground for your guests. Message us for a bridal tour. More info at end of description.

LocationOutdoor spacesHeating

Guest favorite

A stainless steel mug featuring the words 'Bear Lake' with a bear silhouette stands on a wooden dock. In the background, a clear blue sky is visible, along with boats anchored on the shimmering lake. Lush greenery borders the water's edge.

Cottage in Hillsdale

4.94 out of 5 average rating, 89 reviews

Bear Lake access/Getaway/family friendly-Bears Den

Bear Lake welcomes you. Relax with friends/family at this peaceful and sometimes spirited getaway steps away from ALL SPORT Bear Lake. Shared dock where you can swim, Kayak, fish, or merely float. A Public access launch is just yards away for personal watercraft. Evenings sprinkle the sky with plenty of stars to gaze at. Fishing, boating, kayaking, or just relaxing are all at your finger tips. Golfing, restaurants, shopping, and walking/ biking trails nearby. Pontoon/Kayak rentals available.

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Guest favorite

A serene view of Clear Lake showcases gentle waves reflecting a colorful sunset. The horizon features layers of purple, orange, and pink hues blending into the sky. Tall grasses frame the foreground, adding natural texture to the peaceful lakeside setting.

Cottage in Fremont

4.91 out of 5 average rating, 57 reviews

The "Hall-i-Day Inn" (Clear Lake Cottage for 6)

2 Kayaks and 1 paddle board on location provided with your stay! Our cozy home offers a great location on Clear Lake with only a short walk to the sandy Public Beach, as well as the Public Access where you can put in your water toys! The backyard has ample space for parking in the 3 car driveway, a fire pit, grill, and a small back deck. Across the street is a Clear Lake conservation area with pet friendly walking trails! There is a nearby dog park, and an ice-cream shop down the street.

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Top guest favorite

A hot tub is positioned under a wooden pergola, surrounded by lush greenery. The lake reflects a colorful sunset sky, and a well-maintained outdoor area features seating and a shed, creating a serene space for relaxation and enjoyment.

Home in Hillsdale

4.97 out of 5 average rating, 115 reviews

Sapphire Shores: Lakefront W/Hot Tub & Fireplace

Welcome to Sapphire Springs, your lakefront retreat on South Sand Lake, MI! Perfect for all seasons, this home offers endless fun indoors and out. Outside, enjoy a sandy beach, kayaks, paddleboards, a grill, fire pit, hot tub, and outdoor games. Indoors, unwind in the game room with a pool table, arcade games, and TV. Relax in the living room, spin some vinyl on the turntable, and cook up a feast in the fully equipped kitchen. The coffee station has an espresso machine, drip, and Chemex.

Outdoor spacesLocationAccuracy

Top guest favorite

The exterior of the lake cottage features a light-colored facade and a well-maintained front yard with decorative bushes. A screened porch extends across the front with large windows, allowing for natural light. A gravel pathway leads to the entrance, bordered by a low railing.

Guesthouse in Reading

5.0 out of 5 average rating, 8 reviews

Relaxation Party of 2

Escape to your perfect retreat at our charming lake cottage on all-sports Long Lake in Reading MI! This beautifully designed home blends cozy indoor comfort with stunning outdoor beauty, offering an ideal getaway for a weekend or a relaxing week. The modern kitchen is perfect for preparing meals with a view. With an open floorpan and accordion-style doors that seamlessly connect to a screened porch, you can enjoy the gentle lake breeze year-round. This cottage promises a memorable stay!

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Top guest favorite

A serene lakefront view showcases a wooden dock extending into the calm water, surrounded by trees and green grass. In the background, a cozy home is visible, featuring a covered porch and large windows. The reflection of the structures and trees is mirrored in the lake.

Home in Osseo

4.91 out of 5 average rating, 35 reviews

Cozy Lakefront Home minutes from Hillsdale College

Welcome to our lakefront home on Bird Lake—where relaxation, comfort, and fun come together. Nestled directly on the shoreline, this beautifully updated retreat offers breathtaking views, direct water access, and remodeled living spaces, making it an ideal escape for families, couples, or friends. Begin each day with stunning sunrises and unforgettable views from your private deck. Inside, the remodeled main living area features an open floor plan designed to keep everyone connected.

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Top guest favorite

The exterior of the lake house is illuminated at night, showcasing its two-level structure. A spacious deck with white railings overlooks the water, while a fire pit and seating area are visible on the lawn. String lights add a warm glow to the setting.

Cottage in Camden

5.0 out of 5 average rating, 18 reviews

New, quaint, all sports lakefront home

Welcome to our family lake house! We hope that you enjoy this fun, relaxing escape as much as we do! There’s beautiful wildlife, great fishing, and you might be lucky enough to see an owl or a baby turtle! Additionally, Lake Diane provides several nearby areas of enjoyment including 2 playgrounds, sand volleyball courts, a convenience store with soft serve ice cream, and a restaurant. You may get to visit with the Amish as they pass by on horse and buggy offering freshly baked treats.

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Guest favorite

The lakefront house is surrounded by a spacious lawn, featuring a stone facade and large deck. Sunlight filters through the trees, creating a serene space. White chairs are positioned on the deck, with a sandy area visible nearby, offering a natural and inviting setting.

Home in Reading

4.87 out of 5 average rating, 23 reviews

Lakefront house on Long Lake near Reading, MI

Come enjoy our lakefront house on beautiful Long Lake. This is a full sport lake that will provide you the opportunity to enjoy your favorite activities. There are no wake hours before 11am and after 7:30pm, this is a great time to explore all of the nature and serenity the lake has to offer. The fishing is abundant including walleye, large mouth bass, pike, crappie and blue gills to name a few. 2 kayaks and a paddle boat are included with rental. Pontoon is available upon request.

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Top guest favorite

Home in Hillsdale

5.0 out of 5 average rating, 10 reviews

The Lil Lazy Lakehouse Pontoon Available for Rent

Tucked along the peaceful shoreline, The Lil Lazy Lakehouse is your cozy escape from the noise of everyday life. This isn't just a place to stay-it's a place to exhale. Wake up to soft lake views and the gentle sound of water lapping at the shore. Sip your morning coffee from our coffee bar as the sun rises over the water, then spend your day exactly how you want... kayaking, lounging, laughing, or doing absolutely nothing at all. Pontoon rental available separately through Host.

LocationOutdoor spacesIndoor spaces

Top guest favorite

A sunlit sunroom features multiple glass sliding doors that offer views of the lake and surrounding greenery. Four cozy, woven chairs are arranged around two small, round wicker tables, creating a relaxing space. Natural light fills the area, enhancing the serene atmosphere.

Home in Hillsdale

5.0 out of 5 average rating, 34 reviews

Lovely 6Bed 4Bath Lakefront home with Game Garage

Sept 25th to 28th, Hillsdale Homecoming, the house will sleep 11 not 15. The suite is in use that weekend *New! Beach!! * New! Heated Game Garage! *Lakefront property! * Private All Sports Lake * Private Dock, access to kayaks, paddle board and pedal boat! ( (Memorial Day to Labor Day) *3.9 miles from Hillsdale College! *10 Minutes from downtown Hillsdale, shopping and restaurants! *Mother-in-Law style suite *2 Full Kitchens! *4 Full Bathrooms! *12 Beds! (6 bedrooms)

Outdoor spacesLocationCondition

Superhost

A charming one-level cottage is positioned near Bear Lake, featuring a large concrete patio with patio furniture. A sandy area leads to the water, showcasing a private dock. The landscape includes green trees and grassy areas, contributing to a serene environment.

Home in Hillsdale

4.74 out of 5 average rating, 321 reviews

Bear Lake Cottage ... Pontoon Available for Rent

Quaint and cozy cottage on all-sports Bear Lake in Hillsdale, MI, offering a year-round peaceful and serene getaway. Bring your boats, campers and tents; there’s plenty of room for everyone. The outdoor fire pit is perfect for campfire bonding, and in fall and winter months, enjoy the fire overlooking the lake. Cottage is on a channel to Pike Lake - a calm, private lake. Take the kayaks and SUPs exploring, or enjoy ice skating or fishing when the lake’s frozen.

Outdoor spacesLocationHiking

Top guest favorite

The exterior of Frogmore Cottage features a welcoming deck with handmade Adirondack chairs overlooking the surrounding greenery. Bright kayaks are stacked beside the cottage, ready for use. The driveway runs alongside, providing parking access. A neatly landscaped area enhances the cottage's inviting exterior.

Cottage in Hillsdale

4.98 out of 5 average rating, 50 reviews

The Frogmore on Baw Beese Lake!

Welcome to Frogmore Cottage, located on the shoreline of Baw Beese Lake! Newly renovated and stocked with all you'll need, Frogmore is a clean, cozy, bright and airy, two bedroom, one bathroom, 550 square foot cottage. Frogmore is just two miles from downtown Hillsdale and three miles from Hillsdale College. Relax on the deck that overlooks the lake and enjoy the kayaks to explore the shoreline of the largest lake in Hillsdale County!

LocationOutdoor spacesWalkability