Holiday rentals in Plainville

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Top-rated holiday rentals in Plainville

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Top guest favourite
A red barn-style structure features a white metal roof and is surrounded by a green lawn. Large windows are situated on both sides of the central door, offering views of the vibrant autumn landscape in the background.
Place to stay in Chittenango
4.98 out of 5 average rating, 178 reviews

Luxury Barn Apartment with Private Hot Tub

Come and enjoy the quiet of our newly finished country apartment! Relax and unwind in the hot tub on your private deck, overlooking the beautiful hills of Central New York. A seven minute walk will bring you to Chittenango Falls Park with it’s majestic waterfall and lots of trails. The property is backed by the NYS walking trail that follows an old rail line. The historic Village of Cazenovia is four miles away. Hillside has everything you’ll need for a quiet getaway. Good dogs allowed. No cats.

Guest favourite
A well-lit kitchen area features light-colored cabinetry and modern appliances, including a stainless steel refrigerator and a microwave. A small table with two wooden stools is positioned next to a welcoming sign, while a decorative rug adds texture to the floor.
Flat in Baldwinsville
4.94 out of 5 average rating, 130 reviews

1 bdrm apt, quiet, cozy and 15 min from SU

Quiet 1 bedroom fully furnished apartment surrounded by trees. Self check in, farm fresh eggs when available. 2 minutes from 690, 10 minutes from NY state fairgrounds!!! and 15 minutes from the Syracuse hospitals. Also 15 minutes from cross lake, and Weedsport racetrack. We are right next to the state trails for snowmobiling. DOGS on approval basis ONLY, with an extra 150$ pet cleaning fee. Free WiFi 😊 Early check in, late Disclosure- we do have surveillance cameras installed on the property

Guest favourite
Large glass doors provide a view of the Seneca River, with natural light filtering through sheer curtains. A comfortable sofa is positioned near the door, and a floor lamp stands beside it. A deck is visible outside, surrounded by trees.
Home in Baldwinsville
4.85 out of 5 average rating, 26 reviews

The River Retreat

Stay at our cozy pet friendly river retreat nestled on the banks of the Seneca River Supplied with all amenities including central AC heat cable high speed Internet multiple parking spaces. Our nightly price covers 4 guests Air mattress/pack N play at request Entry Keyless entry Kitchen Full kitchen microwave dishwasher pots/pans cooking/baking appliances Bedroom 1 Queen size mattress dresser closet desk Bedroom 2 Full mattress w/ twin trundle Living room 4K 50” smart TV gas fireplace

Top guest favourite
Cabin in Hannibal
4.99 out of 5 average rating, 121 reviews

Quirky, Rustic Lodge in the Woods

Our quiet hunting lodge is situated on 29 picturesque acres of beautiful, rural, upstate NY wilderness. The cabin is uniquely built with high ceilings and is filled with antique farm equipment & taxidermy animals. We have a pond full of fish, nature trails, wildlife, gardens and plenty to do: hot tub, pool, pool table, ping-pong, piano, darts, board games & MORE. More than 6 people? Ask about adding on an A-Frame Tiny Cabin for additional guest lodging. We allow parties with permission ONLY.

Guest favourite
The modern kitchen features wooden cabinets and granite countertops. Stainless steel appliances, including a refrigerator, oven, and dishwasher, are present. Ample lighting is provided by recessed fixtures. The floor is finished with light-colored wood, creating a bright workspace that is practical and inviting.
Guest house in Strathmore
4.94 out of 5 average rating, 191 reviews

Carriage house studio/book nook

SYR second floor studio and first floor book nook in detached carriage house next to owner occupied home. Private. Modern. Authentic. Near SU, downtown, and hospitals. House backs up to beautiful Elmwood park and our family garden. Perfect for 1 or 2 (potentially 3). Great for coffee, book, and nature lovers. Stairwell to apartment is narrow and could be a challenge for some. Access to fenced private family garden if you like. We are often around and outside but the apt is very private.

Top guest favourite
Home in Skaneateles
4.98 out of 5 average rating, 124 reviews

Spotless ranch 2 miles to village & beautiful yard

This house is about 2 miles from the village, lake, restaurants, bars and most wedding venues. Enjoy the beauty of Skaneateles and then return to your own oasis on nearly an acre of manicured landscape with a wonderful deck overlooking a pond. Make time to watch the sunset with a glass of wine or the sunrise with your morning coffee . Coffee bar included with snacks. In the wintertime enjoy the wood stove (wood is provided but if you need more the Byrne Dairy has some) and games.

Top guest favourite
The historic home features a spacious front yard adorned with vibrant yellow daffodils and various green shrubs. A covered porch is visible at the entrance, leading to the inviting façade. A blooming cherry tree adds a touch of color, framed by lush greenery in the background.
Home in Baldwinsville
5 out of 5 average rating, 175 reviews

The George Washington Suite

Step back in time in time as you enter the first-floor George Washington Suite in this 1790 historic home in Baldwinsville, NY. Period furniture blended with modern amenities provide for a luxurious stay. Park directly outside your suite and private front entrance. From your living room, step out onto the grand, columned back porch and stroll through the peaceful gardens. Sip your morning coffee on the patio beside the fountain or under the pergola while enjoying the gas fire pit.

Guest favourite
The kitchen features modern appliances, including a stainless steel oven and microwave. A white countertop is complemented by four bar stools with black cushions, and a basket of snacks is placed in the center. Neutral-colored walls and ample lighting create a bright atmosphere.
Home in Fulton
4.91 out of 5 average rating, 106 reviews

Home away from Home by Jess and Dennise

You'll have a great time at this comfortable home to stay for any occasion you are in or around Fulton, NY! Enjoy walks by the lake close by, walking distance to bars and restaurants and a short drive to the bowling alley and more! 20 minute drive to Syracuse for concerts and events or Upstate hospital, or 15 minute drive to Oswego NY! 10 minutes to the Drive-In movie theater! 3 bedrooms with 1 King bed, 1 double bed, and 1 twin bed. Washer and Dryer on-site!

Top guest favourite
Guest house in Phoenix
5 out of 5 average rating, 17 reviews

Tulip Tree Ridge Guesthouse

Tulip Tree Ridge Guesthouse is your home away from home. Whether it be relaxing on the deck with a locally crafted beverage, watching the amazing wildlife on the property, or fishing on the river, there is something everyone will enjoy. Located in Central New York, you are centrally located to explore the entire state in just a days trip distance. We simply want to share our love for this great town, and show everyone all that it has to offer.

Top guest favourite
A spacious backyard is depicted, featuring a wooden deck area with seating. Colorful chairs are arranged under string lights, casting a warm glow as night approaches. Pathways lined with stones and illuminated edges lead through a grassy area surrounded by decorative plants in pots.
Flat in Syracuse
4.96 out of 5 average rating, 103 reviews

Syracuse Spot-3BR 4BD w/Pool Table/Traeger/Firepit

If you are looking to experience Syracuse, this is your SPOT! 2025 remodel that's centrally located to a variety of Syracuse venues, hospitals and parks. Bring your family and friends (furry included) to our home and make it your own. Our goal is to bring a high value option that provides a fun space unique to the market. Check out my guidebook for more information on what Syracuse has to offer. We welcome you to CUSE!

Top guest favourite
The exterior of a two-story canal home showcases a classic design, featuring detailed cornice brackets and scrollwork. A welcoming porch is adorned with a seasonal flower arrangement. A flag is displayed, and trees with autumn foliage provide a colorful backdrop.
Flat in Jordan
4.96 out of 5 average rating, 139 reviews

A stay at the 1850 Haines House on the Erie Canal

Cyclists: You can ride directly onto our property from the Erie Canal Trail (ECT)! Located minutes from NYS 31, this modern restoration of an authentic 1850 canal home has plenty to offer to the road-weary wanderer. Situated on just under an acre of land, this historical property is diagonal to 50' of frontage of the original Erie canal. Come see our cornice brackets, restored scrollwork and much more.

Superhost
A brown wooden exterior of The Honeycrisp House is complemented by large windows reflecting natural light. A paved pathway leads to the entrance, flanked by lush greenery. The garage, attached to the main structure, features a gentle arch design.
Home in LaFayette
4.95 out of 5 average rating, 255 reviews

The Honeycrisp House at Beak & Skiff

Welcome to The Honeycrisp House. Located directly across from Beak & Skiff Apple Orchard's, this is the perfect house for a weekend get away in the country. Situated in the middle of Beak & Skiff Apple Orchard's, the house sits atop the highest point in Onondaga County. The living room boasts a million dollar view that showcases the true beauty of apple country.

Popular amenities for Plainville holiday rentals

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