Vacation rentals in Pittsford

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Top-rated vacation rentals in Pittsford

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Top guest favorite

The inviting living area features a plush area rug with soft seating arrangements, including a cozy couch and an accent chair. A small table holds a lamp, while decorative shelves display charming items. Natural light filters through horizontally striped blinds, highlighting the spacious layout.

Home in West Unity

4.95 out of 5 average rating, 130 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.

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

4.96 out of 5 average rating, 241 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

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, 51 reviews

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,

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

4.99 out of 5 average rating, 350 reviews

Bluebird Trails

This is a rare opportunity to be the only guests on a secluded 220 acres of gentle hills with grasslands interspersed with trees and ponds. Explore natural ecosystems and witness sustainable grazing of sheep. The back yard is filled with an organic vegetable garden and behind that are honeybees. Your family may participate in any and all of it. The newly renovated apartment is the upstairs of my farmhouse. It includes a private entrance, full kitchen and deck overlooking the lake.

Top guest favorite

A spacious living area features a comfortable gray sofa facing a TV mounted on the wall. A dining table with white chairs is visible in the background, alongside a set of round tables with upholstered chairs. Natural light filters through vertical blinds on the windows.

Home in Osseo

5 out of 5 average rating, 12 reviews

Cozy Lakefront Home minutes from Hillsdale College

Welcome to your perfect lakefront getaway! This beautiful lakefront home offers breathtaking views and all the comforts of home. Nestled directly on the water, you will enjoy direct access to the lake for swimming, boating and fishing. Unwind in our new recreational room, featuring a small bar and games, large tv and plenty of comfortable seating. Perfect for family fun, rainy days, and evening gatherings. Free WIFI, air conditioning, laundry, ample parking all available.

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

4.96 out of 5 average rating, 276 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.

Guest favorite

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

4.9 out of 5 average rating, 145 reviews

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.

Top guest favorite

The exterior of the cottage features a combination of white siding and natural wood accents. Large floor-to-ceiling windows provide expansive views of the surrounding landscape. A manicured grassy area surrounds the structure, complemented by the presence of mature trees and a nearby black circular building.

Cottage in Fremont

4.97 out of 5 average rating, 181 reviews

The Cottage at The Mill District

Relax and unwind at our peaceful cottage at The Mill District. You will love the views out of the floor to ceiling windows. Everything inside and outside the cottage was recently remodeled including a brand new bathroom. You and your guests will love the well manicured property. Feel free to explore the grounds and bring your photographer (No sitting fee for guests). Peaceful location located next to clear lake.

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

4.98 out of 5 average rating, 241 reviews

Water’s Edge-Hot Tub, Pet Friendly, No Fees

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, 276 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.

Guest favorite

A historic brick building showcases a charming façade with decorative architectural elements. Dual entrances are highlighted by warm exterior lighting, and flower planters add a touch of greenery. The American flag is prominently displayed, complementing the building's welcoming appearance.

Apartment in Napoleon

4.95 out of 5 average rating, 399 reviews

Beautiful full suite located in historic Armory

Gorgeous 1500 square foot suite in our fully restored historic building built in 1913. Located in historic downtown Napoleon. Walking distance to winery, brewery, coffee shop, historic restaurant and bar, and quaint downtown businesses and shops. The Armory also hosts an art gallery, event space, and hair salon.

Guest favorite

A functional kitchen features wooden cabinets and stainless steel appliances, including a microwave and dishwasher. A window offers natural light above the sink, with a small table and chairs visible in the foreground. The countertop is organized, enhancing the space's usability.

Home in Manitou Beach-Devils Lake

4.89 out of 5 average rating, 129 reviews

Charming Devils Lake Cottage!

Beautifully kept 2 bedroom, 2 bathroom home just steps from Devils and Round Lake. Right across from popular Highland Inn Bar and Restaurant. Close to International Speedway. Limited hotel options in the area make this lake house the perfect getaway to see friends and family! Living quarters are upstairs.