Holiday houses in Greenwich

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Top-rated holiday rentals in Greenwich

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

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Top Guest favourite
A charming guest house is set within a peaceful landscape, featuring light gray siding and a sloped roof. Lush greenery surrounds the building, while a wooden stepping stone path leads to the front door, which is framed by black shutters and a small porch.
Guesthouse in Greenwich
5 out of 5 average rating, 46 reviews

Plow & Stars Farm Guesthouse

Forget your worries in this lovely and serene space. Located on a farm with acres of land, trails and starry skies, you will enjoy kicking back in an open design guest house. Living and dining in front of a wood burning fireplace with a fresh and bright kitchen immediately at hand. The guesthouse has king & queen beds with a nicely finished bathroom. A quiet escape that is also close to amenities and adventures in Vermont, Greenwich and Saratoga Springs. We support diversity, equity & inclusion.

Top Guest favourite
Apartment in Greenwich
5 out of 5 average rating, 13 reviews

Cozy Apartment with River Views in Greenwich, NY

Experience the charm of this recently renovated 1800s home, blending historic character with modern amenities. Located on the 1st floor of a multi-family house in the heart of downtown Greenwich, this cozy 2-bedroom apartment offers the perfect escape. Relax on the back patio, overlooking the serene Battenkill River. Nestled in a quiet, friendly neighborhood, the space is within walking distance of local shops, restaurants, and more. Keep it simple at this peaceful and centrally-located place.

Top Guest favourite
A spacious family room features wooden walls and beams, with a comfortable couch and a coffee table in the foreground. A large TV is mounted on the wall, and a dining area is visible in the background, illuminated by natural light from windows framed by greenery.
Apartment in Greenwich
4.96 out of 5 average rating, 135 reviews

Apartment in Historic Village Home

Our home was built in the 1830's, and the apartment added in the 1950's. The apartment has a throwback feel. We are an easy walk to restaurants, Flynn's funeral home, the school, and churches. We are minutes from the Washington County Fairgrounds. We are 1/2 an hour from the Saratoga race track, 45 minutes to Lake George, 10 minutes from Willard Mt, and an hour from great Vermont skiing! We have a full kitchen, guests say our beds are super comfy, and we have hi-speed cable and Internet!

Top Guest favourite
A charming treehouse is nestled among lush green foliage, featuring a rustic wooden exterior and a wraparound deck. Sunlight filters through the trees, creating a serene atmosphere that invites relaxation and connection with nature.
Treehouse in Argyle
4.99 out of 5 average rating, 119 reviews

Out On a Limb • A Magical Treehouse Experience

Welcome to Out on a Limb, our magical treehouse nestled in the serene woods of upstate New York. This cozy, charming hideaway offers a peaceful & romantic escape, perfect for couples or solo travelers looking to connect with nature. Surrounded by towering trees, the treehouse provides a unique experience year round—from relaxing in the hot-tub on a snowy night, to stargazing by the campfire. The treehouse is always stocked with waffle mix & homemade frozen cookies. We can’t wait to host you!

Top Guest favourite
A spacious wooden deck is adorned with a rustic table set for a meal, surrounded by lush green trees. Below, the Battenkill River flows gently, reflecting the nearby foliage. A glimpse of the apartment's inviting interior is visible, featuring cozy bedding and a decorative table. Steps lead upward to the deck.
Guesthouse in Greenwich
4.96 out of 5 average rating, 173 reviews

Apartment on the Battenkill 30 minutes to Saratoga

Enjoy the natural beauty of the Battenkill River in our private, charming, guest apartment located on the outskirts of Greenwich, New York just 20 miles from Saratoga Race Course and a lovely scenic drive to Lake George and Vermont. Our cozy space includes 1 private bedroom with a queen size bed (linens included), a couch that can sleep an additional 2, TV, dining space and a complete kitchen. Lounge on the spacious deck, fish, take a dip in the river and enjoy comfort of our cozy space!

Top Guest favourite
A warm wood-paneled space features a bar area with tall chairs and a dining table surrounded by several wooden chairs. Natural light enters through large windows, illuminating a floral tablecloth and rustic decor. A cozy atmosphere is provided by warm lighting throughout the room.
Apartment in Greenwich
5 out of 5 average rating, 261 reviews

Charming River View Studio

A great stopping place for enjoying all that the Saratoga, Lake George and beautiful Washington County areas offer. You’ll love our place because of the coziness, the views, the high ceilings, gas fireplace and the location. Enjoy grilling on the deck overlooking the Hudson River. Our place is good for couples, solo adventurers, and business travelers. Bring your bikes and kayaks! This is a quiet country setting yet only a scenic 20 minute drive to either Saratoga Springs or Glens Falls.

Top Guest favourite
Cabin in Shaftsbury
4.99 out of 5 average rating, 325 reviews

The Hygge Loft- mid-mod cabin on 70 acres w/HotTub

The Hygge Loft: a midcentury modern-designed cabin nestled among 70 acres of privately-owned forest with rivers & hiking trails. Enjoy sipping an espresso or wine while listening to vinyl records, cozied up by the wood-burning fireplace. Take a walk in the forest to the river or stargaze by the firepit on the private deck. Indulge in a luxurious bath or snuggle up in the ultra comfy king-size bed with views of treetops and sky all around. It’s the kind of place you’ll never want to leave!

Superhost
The image features a natural scene with a wooden table in the foreground, adorned with a planter filled with vibrant flowers. Beyond, rolling green fields and distant mountains are visible through a border of trees, showcasing a serene outdoor environment.
Tiny home in Cambridge
4.88 out of 5 average rating, 103 reviews

A Bedroom in the woods with lovely views!

Picturesque location on farmland with views of the mountains. We are a micro farm. Wake up and watch the sunrise and go for a short hike on the property, and get to know the animals. We are located 35 minutes from Saratoga Springs and Lake George, NY and 45 minutes from Dorset and Manchester, VT. Hike the Adirondack or Green Mountains, paddle the streams or go to a nearby small city for a play, a festival, or a concert. There is a long list of things to do and see within an hour of us!

Top Guest favourite
Guest suite in Salem
5 out of 5 average rating, 124 reviews

Suite on Salem

Keep it simple at this peaceful and centrally-located place. Walking distance to Salem Central, Fort Salem Theater, the Historic Salem Courthouse, Jacko's, Salem Art Work, On a Limb Bakery, and less than an hour to vermont sking. Come stay in our secure 2-room suite plus bathroom with a separate entrance uniquely filled with local art and antiques. Includes cube-sized refrigerator, coffee maker, and microwave for use.

Guest favourite
A serene view of the Battenkill River is captured in soft fog, with reflections of trees and rocks visible on the water's surface. Gentle ripples create a peaceful ambiance, and lush greenery lines the riverbank, enhancing the tranquil setting.
Campsite in Greenwich
4.92 out of 5 average rating, 130 reviews

"The BattenView" on the Battenkill River

Camp site on the Battenkill River to restore your soul. Enjoy the view, the peace, the river. Kayak, swim, fish, grill, relax next to the firepit, enjoy the wildlife and stargaze. Water & electrical hook-ups provided. Note: RV in photo is no longer available - it is just to show what your experience with your own RV will be like. Two kayaks provided. Total restoration from your hectic daily routine.

Top Guest favourite
A cozy living room features exposed brick walls highlighted by a colorful framed artwork. A white fireplace is centered along the wall, flanked by two framed photographs. Soft lighting comes from sconces, and a wooden coffee table sits between a dark couch and a retro chair.
Apartment in Greenwich
4.94 out of 5 average rating, 50 reviews

Hettie's Place

Located on the second floor of a historic brick building in Greenwich, NY, this fully updated rental blends classic charm with modern comforts. It boasts a spacious large bedroom, bright living room, dedicated workspace, and a stylish retro kitchen. Step onto the small outdoor porch with a BBQ for alfresco dining, and stroll to local shops and eateries to experience the quaint charm of Greenwich.

Top Guest favourite
A welcoming living area features a large gray couch adorned with decorative pillows, complemented by a vibrant yellow armchair. Wooden cabinetry in the kitchen area holds essential appliances, while a lush indoor plant adds a touch of greenery. Natural light enters through the windows, creating a cozy atmosphere.
Apartment in Greenwich
4.97 out of 5 average rating, 103 reviews

Cozy Riverside Apartment with Private Backyard

One bedroom apartment - all the amenities attached to our home. Private entrance. Large backyard overlooking a river - campfire, grill, sit back and relax. Don't forget to enjoy our rustic boat house. In the winter we are a ten minute drive to Willard Mountain. A small local ski mountain with 12 trails and very affordable ticket prices.

Popular amenities for Greenwich holiday rentals

  1. Airbnb
  2. United States
  3. New York
  4. Washington County
  5. Greenwich