Holiday rentals in Windsor

1st Floor Farmhouse Apartment at Osborne Creek!

Country setting, 23 acres and only minutes to downtown Binghamton or SUNY Broome. Newer efficiency apartment with ALL the comforts of home, whether your staying for 1 night or many nights, our goal is to make you feel like you are on vacation. Linens, pots, pans, towels, washer/dryer provided. This is farm and farmhouse with its own private efficiency apartment. New for 2026, we have added an additional Cabin on the property, be sure to check out the listing "Fireside Cabin at Osborne Creek".

Family · Value · Condition

Quill Creek Aframe

Welcome to our charming A-frame retreat near Elk! At 101 Longacre Rd, Susquehanna, PA! This cozy cabin features 2 bedrooms, 1 bathroom, a spacious deck, back patio, and a fire pit. Perfect for couples, families, or friends, our cabin offers a serene escape with modern comforts. Enjoy the stunning surroundings, unwind by the fire, or explore the beauty of Susquehanna. Ideal for those seeking tranquility and adventure. Book your stay today and create lasting memories at our lovely A-frame cabin!

Value · Location · Decor

Windcrest Country Home

Enjoy some time away in a renovated country farmhouse situated on 100 acres of farmland that raises Black Angus cattle. Located 3 miles outside of Susquehanna, PA we have ponds for fishing, swimming, and boating so bring your suits and fishing poles. We are surrounded by woods that have beautiful color in the fall. If you are a skier, Elk Mountain is only a short 25 minutes away. Any season is a relaxing time. After a peaceful day, end your night with a cookout and sitting around the fire pit.

Value · Family · Quiet

Olivia House

Olivia House is located in the quaint village of Steven's Point Pa. There is a large kitchen, dining & living room area and the original farm house features the family room which has been re-modeled but still retains the rustic farmhouse charm. The master bedroom has an attached bathroom with a large shower. The second bedroom is near another bathroom with a tub. There are 5 twin beds upstairs with an ajoining loft. A half bath is located in the laundry room. A BBQ grill inhabits the deck.

Location · Family · Quiet

Lovely Custom Home

This is a great location to get to know the Greater Binghamton area - minutes from Binghamton University, SUNY Broome, downtown, Chenango Valley State Park. Visit with or entertain your whole family in a comfortable, safe area. Gas fireplace, large two person tub, extra basement suite w/bed+bathroom. Great to stay while you tour the colleges, visit on parent weekend, enjoy the Southern Tier at large, or just have a stopping point on a longer journey. Easily get on and off from 81, 88, and 17.

Value · Family · Layout

Susquehanna Home - Next to Priesthood Restoration

Escape to your own charming retreat in this newly renovated 3-bedroom house in Susquehanna, PA. Perfect for families or groups, this modern and cozy home, thoughtfully designed for Airbnb guests, is a minute's walk from the Priesthood Restoration Site and Penn Can Speedway. Prepare a delightful meal in the fully equipped kitchen, enjoy the huge yard, field and fire pit, relax on the patio, and experience the peace and quiet of the countryside. Elk Mountain is a scenic 30-minute drive away.

Value · Family · Sleep quality

Waterfront Vacation Rental

The property is a hidden gem, a private, relaxing, peaceful, cozy, quiet, fun getaway with a country setting, and access to the river for Kayaking, fishing, tubing & swimming. Grilling/Cookouts, & fire pits. Centrally located to Cole Park & State Park. Biking, hiking. Animal adventure, zoo, drive-in movies, restaurants, golfing, Chucksters family fun, skate estate, midway lanes, and fun zone, Our area is known for, wineries @ the 5 Great Lakes, spiedies sandwiches, maple syrups.

Location · Family · Sleep quality

The Mill House: An Enchanting Stream-Side Retreat

Nestled in the heart of the Catskills and just a 2.5-hour drive from NYC, escape to the perfect fall retreat where you can reconnect with nature and enjoy the serene beauty of the season. This historic gem underwent a recent restoration, marrying its saw mill heritage with contemporary luxuries, including a Nest thermostat, smart speakers, keyless entry, and fast wifi. Original exposed post and beam construction and Scandinavian-inspired design make for a unique and cozy atmosphere.

Family · Location · Getting around

The River House on the upper West Branch

Located right on the upper West branch of the Delaware River and just 1 mile from route 17 the "River house" is a fully restored and renovated 90 year old bright and open home. Great trout fishing or just relax and watch the water roll by from almost every window. The property includes 3 decks, one right at the rivers edge. The house is fully equipped to cook with spices and utensils. Keurig combo coffee pot and coffee. Bedrooms/ living room are all brand new furniture.

Family · Location · Parks

Hillside Haven w/ Great Views-King Bed-Pool Table

Relax with the whole family at this peaceful place to stay. This tasteful gem is newly remodeled top to bottom, and is perched on a hillside overlooking the beautiful Susquehanna River valley. Challenge your friends to a game of pool in the game room, or relax on the huge deck and enjoy the view. (up to 15 miles on a clear day!) This property is located a quick 25 minutes from Binghamton, only 6 minutes from Animal Adventure Park and 9 minutes from Nathaniel Cole Park.

Family · Location · Comfort

Rural Retreat

Relax on 4 acres of nature in a rural setting of Upstate New York. The backyard butt's up to the Susquehanna River, hop on in! Walk down the street to see the neighbors cows and horses or to the boat ramp access. Community members occasionally do sunset yoga on the walking Ouaquaga bridge (2 min walk) from the property. There's also a park close by and the zoo Animal Adventure within 3 miles. At night cozy up in the open concept apartment.

Value · Family · Sleep quality

Susquehanna River House (Pet Friendly)

Welcome to the Susquehanna River House — a peaceful, 3-bedroom retreat on the Susquehanna River in Kirkwood, NY. Wake up to river views, sip coffee on the deck, and spend your day kayaking, fishing, or enjoying the sauna. Whether you're visiting for adventure or rest, this cozy escape offers the perfect mix of comfort, nature, and small-town charm — with Downtown Binghamton just 15 minutes away. Pets are welcome

Family · Location · Amenities