Vacation rentals in Pittsford

Find and book unique accommodations on Airbnb

Top-rated vacation rentals in Pittsford

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

0 of 0 items showing

1 of 3 pages

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, 252 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, 54 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 exterior of the bungalow showcases a white siding with a bright red door and barn quilt design. A small patio area features a glass-topped table surrounded by four metal chairs, nestled in a grassy lawn with surrounding greenery.

Bungalow in Jackson

4.95 out of 5 average rating, 398 reviews

Barn Quilt Bungalow

The Barn Quilt Bungalow- Views of horses right out your window! Includes 1 bedroom (queen), 1 pull out mattress (queen), 1 bathroom (shower only), living room, kitchen, heat & A/C. Walk the trails or walk to the winery. MAX OCCUPANCY is TWO guests. You can add a third for $30/night. Guests may not bring additional people, no matter how long. Airbnb will be contacted immediately if you exceed the max occupancy. No children, animals, or service animals (allergy/ health hazard).

Top guest favorite

A welcoming living room features a comfortable sectional sofa, accompanied by a decorative coffee table. A gas fireplace is seen beneath a mantle, with the word 'Relax' displayed above. Natural light enters through large windows, enhancing the cozy atmosphere.

Cottage in Grass Lake Charter Township

4.94 out of 5 average rating, 202 reviews

Clever Fox Cottage, hot tub and dog friendly

Enjoy our hot tub all year long. Canal views with free access to pedal boat, SUPs, and kayak. Relax by the indoor gas fireplace or fire pit. Guest rave about nearby wineries and walking trails. UM football : 30 miles to the Big House. Equestrians- Waterloo Hunt: 9 miles. We offer dog-friendly accommodations (pet fee required). Want a pontoon to explore the lake? Boat rental within walking distance at the end of our street. We do NOT take responsibility for third-party boat rentals.

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, 356 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, 16 reviews

Cozy Lakefront Home minutes from Hillsdale College

Wake up to breathtaking water views and step right outside to enjoy direct access to the lake for swimming, boating, or casting a line. Whether you’re here for adventure or relaxation, this home offers the best of both worlds. Inside, you’ll find a brand-new recreational room with a cozy bar, games, a large TV, and plenty of comfortable seating—ideal for family fun, rainy-day entertainment, or winding down together in the evenings. Come make some memories at the lake!

Guest favorite

A cozy treehouse structure is nestled among tall trees, elevated above a carpet of fallen leaves. Warm light glows from the outdoor balcony, inviting guests to enjoy the serene wooded surroundings. The wooden exterior features a mix of rustic charm and contemporary design.

Treehouse in Brooklyn

4.95 out of 5 average rating, 134 reviews

*Treasure Hunt Treehouse*

Immerse yourself in nature at our enchanting treehouse surrounded by woods & tranquil scenery. This unique getaway is the perfect blend of adventure and relaxation. Enjoy the modern comforts while disconnecting from day to day grind. Located on the river and short walk from private lake & nature trails. It is a sanctuary for explorers & nature enthusiasts. Book your stay with us & create unforgettable memories in this magical treehouse hideaway

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, 184 reviews

Relaxing Cottage Near Clear Lake

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.

Top guest favorite

A cozy sleeping area features a spacious bed with a patterned quilt and decorative pillows. Wooden paneling complements the warm ambiance. A bedside table with a lamp is positioned next to the bed, and a full-length mirror is visible on the wall.

Apartment in Archbold

4.97 out of 5 average rating, 30 reviews

cozy farm apartment

Come enjoy the peaceful countryside just 10 minutes off the tollroad in northwest Ohio. We have a separate one bedroom apartment on our fifth generation farm. My grandparents added this space onto the barn in 1968 so they had a place to stay when visiting. Now that they have passed, we have this space to share with others who are visiting or passing through the area . The space is perfect for one or two people.

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, 278 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

The living area features a light-colored wall with large windows allowing natural light. A comfortable couch and two chairs are arranged around a small coffee table on a patterned rug. A dining table with elegant chairs sits opposite a TV stand, creating a cozy atmosphere.

Home in Hudson

4.9 out of 5 average rating, 21 reviews

The Little Cottage on Lime Lake

Discover our cozy and newly renovated 3 bedroom cottage situated on the shore of the private Lime lake in the Hudson, MI area. Great for a cozy weekend getaways. Located close to Toledo, Archbold, Sauder Village, Adrian, Jackson, Harrison State Park, 30 minutes from MIS (Michigan International Speedway) and many others.

Top 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

4.96 out of 5 average rating, 410 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.