Vacation rentals in Pittsford

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Top-rated vacation rentals in Pittsford

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Top guest favorite

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.

4.97 out of 5 average rating, 378 reviews

Guest favorite

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.

5.0 out of 5 average rating, 6 reviews

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

R&R friendly House

NO PETS.Relax, enjoy, Cabin like cozy feeling! 2 bedrooms, one with a queen size bed, and the other is a double. But there is a self contained air mattress, and a single folding bed, and the sofa that could accommodate a couple of smaller guest. only minutes from 2400 acres of Lost Nations State Game area, open to hunting, hiking, nature sightseeing. 12 miles from Hillsdale College . Short drive to Bundy Hill off road park. Also nearby is Hidden Lake Gardens, Irish Hills , MIS Speedway,

5.0 out of 5 average rating, 72 reviews

Top guest favorite

The image features a scenic view of a dock extending into calm water at sunset. The horizon is painted in warm orange and purple hues, reflecting on the water's surface. Boats can be seen moored at the dock, completing this tranquil lakeside setting.

Home in Manitou Beach-Devils Lake

Lakefront Living | NEW HOT TUB | Private Dock

Escape to our lakefront retreat, perfect for large gatherings of 20+ guests (Including campers). Enjoy the Hot Tub and breathtaking sunsets over the water, a sandy-bottom shoreline safe for kids, and plenty of room to relax. Ample parking and trailer access make it easy to bring boats and toys, with electrical hookups for campers. The spacious home and property are ideal for family reunions, celebrations, or group getaways, offering comfort, convenience, and endless lake fun for all ages.

5.0 out of 5 average rating, 39 reviews

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

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.

4.92 out of 5 average rating, 36 reviews

Top guest favorite

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.

4.99 out of 5 average rating, 103 reviews

Top guest favorite

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

Relax with the whole family at this peaceful, rustic and freshly remodeled cabin. Located right off the Archbold turnpike exit just miles away from Sauders village. Enjoy staying inside by the cozy fireplace, 10 acres of wooded property along the tiffin river, direct access to fish the river, and enjoy miles of Scenic views with direct access to the Cannon-Wabash Bike and Walking trail! Room for plenty of guests with 3 bedrooms one king, two queens and a pull out couch.

4.97 out of 5 average rating, 347 reviews

Guest favorite

Home in Addison

Family-Friendly 4BR Home with Acreage in Addison

Welcome to this charming 4-bedroom, 2-bath home on 2.5 scenic acres . Offering both space and comfort, it’s ideal for families, friends, or groups seeking a peaceful getaway. Inside, enjoy spacious living areas filled with natural light, modern conveniences, and all the essentials for a relaxing stay. Outside, the large yard provides plenty of room to unwind, play, or simply enjoy the quiet surroundings, all while being just a short drive from local amenities.

4.94 out of 5 average rating, 17 reviews

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

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.

4.89 out of 5 average rating, 296 reviews

Guest favorite

The exterior of a spacious lakefront home is visible, featuring a symmetrical design with large windows that reflect the twilight sky. A wide driveway leads to a double garage, and manicured landscaping adds a touch of greenery along the entrance.

Home in Manitou Beach-Devils Lake

Horton Beach Lake House: Devils Lake Fall Retreat

Welcome to the beautiful Devils Lake! Enjoy making memories in this spacious lakefront home, perfect for gathering families or larger groups! Plenty of bedrooms to accommodate 16+ guests. Lake access is directly behind property, perfect for docking your own boat or a rental! Public boat launch is just minutes away, as well as a 5 minute drive to multiple dining options, ice cream, and golfing.

4.95 out of 5 average rating, 42 reviews

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

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.

4.98 out of 5 average rating, 109 reviews

Top guest favorite

Home in Hillsdale

Hillsdale’s Hidden Condo Hideaway

This is a newly built, luxurious condo with 3 bedrooms and 2 bathrooms featuring cathedral ceilings, a large kitchen island, and gorgeous master bathroom. It is located in a quiet, rural neighborhood. If you enjoy the outdoors, there is a paved walking path to Baw Beese Lake. This home is 2 miles from Hillsdale College and just minutes from downtown Hillsdale.

4.99 out of 5 average rating, 81 reviews