Vacation rentals in Pittsford

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Top-rated vacation rentals in Pittsford

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Top guest favorite
Home in West Unity
4.95 out of 5 average rating, 141 reviews

Stray Chalet: 2-bedroom home on a quiet street

The Stray Chalet boasts a relaxing, clean and open space with no steps. It is a peaceful home in a quiet neighborhood . Relax in comfort with everything you need in a home away from home. We try our best to be allergen free! The home is located 1 block from the quaint downtown and just steps away from Wabash Park and the Wabash Cannonball trailhead. West Unity is right along the Ohio Turnpike between exit 13 and 25. There are many adventures awaiting locally and even more within an hour's drive.

Guest favorite
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
4.97 out of 5 average rating, 134 reviews

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.

Top guest favorite
A teal skoolie sits parked on a grassy area, with a shaded wood deck extending from its side. Two red outdoor chairs are positioned nearby, and decorative lights are strung overhead, adding a cozy ambiance to the serene outdoor setting.
Bus in Grass Lake
4.97 out of 5 average rating, 261 reviews

The Feral Skoolie

Nestled on 4 acres and located in the heart of Waterloo recreation area, this 280sq ft skoolie boasts comfort and eclectic energy! Sure to please the outdoor enthusiast, the property is surrounded by public land with the Pinckney Waterloo Trail crossing at the end of our driveway, and several nearby lakes. Located 30 minutes to Ann Arbor, 15 minutes to downtown Chelsea which offers plenty of great eats and drinks, 20 minutes to downtown Jackson, 10 minutes to Sandhill crane winery.

Top guest favorite
Home in Osseo
4.93 out of 5 average rating, 27 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.

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
4.97 out of 5 average rating, 310 reviews

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.

Top guest favorite
The farmhouse is nestled among greenery, featuring a wraparound porch and a private deck extending from the upper level. The structure showcases a gable roof and a chimney, surrounded by trees and lush grass.
Farm stay in Hillsdale
4.98 out of 5 average rating, 363 reviews

Bluebird Trails

This is a working farm with hands-on learning of organic gardening practices, market gardening, winter gardening, farmers market and CSA prep and sales, as well as sheep husbandry, including assisting with lamb births and herding. Other hands-on learning experiences include sourdough bread and jam making as well as canning. You will leave with increased knowledge of sustainable agriculture, self-sufficiency and a feeling of being at one with the earth.

Guest favorite
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.
Home in Coldwater
4.84 out of 5 average rating, 113 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.

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
4.97 out of 5 average rating, 326 reviews

Water’s Edge-Lakefront-Hot Tub-Kayaks-Pet Friendly

Tranquil lake living! The Water’s Edge is a great way to enjoy the lake. It is right on the water with kayaks, stand up paddle boards, and a canoe to venture out with. The hot tub accommodates 6 people. The sunroom has beautiful views as well as a couple of beds that can be used if the weather is nice. There is nothing better than falling asleep to lake sounds and a pleasant breeze! Please no college partyers.

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, 285 reviews

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.

Top guest favorite
A firepit is situated near the lake, with flames flickering, illuminating the surroundings. Two individuals are engaged in roasting food over the fire. The calm water reflects soft hues, contributing to a serene lakeside atmosphere.
Home in Brooklyn
4.97 out of 5 average rating, 113 reviews

**Lakefront** Updated Open Concept Gem

Open-concept living with lots of updates. Fully stocked and equipped kitchen and main floor laundry. First floor master bedroom and full bathroom are great for those with mobility limitations. Four seasons room with beautiful lake views. Dock space, firepit, and lots of lake extras included.

Top guest favorite
A historic farmhouse cottage is nestled under a large tree, surrounded by a well-maintained lawn. The house features a porch with decorative elements, and a side building extends from the main structure, blending with the rural landscape.
Farm stay in Metamora
4.95 out of 5 average rating, 191 reviews

Koelsch Farm Homestead Cottage

Our Historic 5 bedroom 2 1/2 bath Farmhouse Cottage is a perfect country farm getaway with 10.5 acres, barns, trees, a pond, trails, flower beds, and rustic accents. It's very relaxing to sit on the porch or by the pond and enjoy all the outdoor beauty. We do not allow events or parties.

Top guest favorite
The exterior of the home is presented, featuring a dark blue facade with a welcoming entrance. A spacious driveway leads up to the house, which includes a garage and a front porch with two blue chairs. A flag is displayed, and vibrant greenery surrounds the property.
Home in Clarklake
4.99 out of 5 average rating, 106 reviews

Gorgeous lake-access home steps from the lake!

Welcome to Casa Viva, a beautiful lake-access home just 120 yards from the sparkling waters of renowned Clark Lake, a 580-acre-all-sports-lake. This enchanting retreat is designed to provide you with everything you need for an unforgettable getaway.

Popular amenities for Pittsford vacation rentals

  1. Airbnb
  2. United States
  3. Michigan
  4. Hillsdale County
  5. Pittsford