Holiday rentals with outdoor seating in Albany

Whimsical Carriage House & Enchanting Courtyard

Welcome to your boutique retreat in the heart of downtown Troy! This cozy second-floor studio, designed by a local artist, is tucked away in a standalone Carriage House with a private entrance next to a whimsical mural by local artist Kayla Ek, and a lush New Orleans-inspired courtyard. Just steps from Troy’s best dining, art, nightlife, and wedding venues—and less than a block from the RPI approach—this gem is perfect for a romantic getaway, solo escape, or stylish stay while visiting the area.

Cozy cottage with pool, walking distance to lake

Cozy cottage with pool, fire-pit, and a short walk to the lake. Enjoy a relaxing stay at our home exploring the lake and local eateries, or a fun family getaway at the pool. Just a short drive to your winter fun at Jiminy Peak for skiing, or Saratoga during track Season. Minutes to the Crooked Lake House for your wedding stays. Don't forget your four legged family members, while you're snowshoeing, or swimming at the lake. With WIFI and A/C you can tele-work, while sitting pool side this summer.

Barn Stay at Shadowbrook Farm

Welcome to the Shadowbrook Farm Stay. Tucked in the hills of upstate New York, this 1700's Shaker barn has been restored into a beautiful guest house. It sits upon a two hundred acre working pasture raised meat farm. This barn was used to hold, and milk cows for two hundred and fifty years. Guests will have access to portions of the farm lands which are highlighted on the maps provided in the Farm Stay manual. If you follow the farm road, you are able to meet every farm animal on the property!

The Old Canal House at Halfmoon

Located in a 200-year old historic brick house, the guest apartment is fully furnished and all windows face the Mohawk River and a scenic walk path. Nearby Kayak rental is available. We are located a few minutes’ drive from The Klam'er Tavern and Marina and about 30 minutes from Saratoga Springs and Albany, where art performances, concerts and dining experiences await you. At all times, you can enjoy the view on the river from your own private patio or the warmth of the fire pit in the yard.

Private Hudson Valley Lakefront-Kayak, SUP, Fish,

Welcome to our paradise-where time slows down and memories are made. It's the perfect retreat for relaxing, kayaking, swimming, hiking, biking, and so much more. -Sip your coffee on the decks while enjoying lake wildlife -Grab a kayak or paddleboard and explore the 8 miles of shoreline -Catch the sunset, then end the day sharing stories around the starlit firepit. An ideal base for exploring restaurants, breweries, wineries, galleries, historical sites, trails, farm stores, and orchards.

Luxury A-Frame Cabin in the Woods with Sauna

Modern, glass‑fronted A‑frame perched in the Catskills, offering sweeping mountain vistas. Relax in the private cedar barrel sauna & refreshing outdoor shower, gather round the smokeless propane fire-table, or fire up the propane grill for al‑fresco dinners. A stylish bedroom with woodland views, luxe linens, fast Wi‑Fi, and a cozy electric fireplace blend comfort with design. Minutes to trailheads, waterfalls & farmers markets - ideal for couples seeking a serene and restorative escape.

Sugar Shack | Romantic Tiny Home + Hot Tub

Sugar Shack | Romantic Tiny Home + Hot Tub. March-April midweek special: Bottle of prosecco, robes/slippers, s'mores. Escape to this 300 sq ft tiny home with private hot tub and she-shed. A peaceful, romantic getaway in the heart of Chatham—just steps from shops, dining, and theater. Only 2.5 hrs from NYC & Boston. Hike, explore, soak under the stars, or cozy up by the firepit. Thoughtfully designed for privacy, comfort, and indulgence. A blissful upstate NY retreat @artparkhomes.

Creekside Couple's Retreat w/Hot tub, Sauna & More

Tucked by an enchanting creek, this newly built cabin is a serene haven where nature and comfort meet. Unwind together in the hot tub beneath the stars, relax in the wood fired sauna, or enjoy a fun evening in the game room. Let the soothing sounds of the creek lull you to sleep as you take in the beauty of the outdoors from every window. Explore nearby trails, quaint towns, and secret escapes. Pet-friendly, perfect for couples seeking a magical retreat in every season.

Contemporary Cabin in Catskill Mountains

Our luxurious cabin is more than just an Airbnb; it's a personal sanctuary designed with your comfort and tranquility in mind. Nestled on 1.5 acres of Catskill Mountain beauty, this idyllic retreat offers everything you need for a relaxing getaway or extended stay. Enjoy the modern amenities, cozy furnishings, and breathtaking views that make our cabin a truly special place. View more pictures at @the_reve_cabin Ready to escape the ordinary? Book your stay today.

*The Allen House* Gorgeous Apartment - Sleeps 8

Settle into Albany at the Allen House. This newly renovated apartment will be perfect for your time in the capital of NY. The house is in an unbeatable location with restaurants and stores just around the corner; a few of our favorites are Juniors & Madison Cafe. Many shops and stores are within walking distance. Free street parking only. Book today to ensure your dates! 10 minute drive to the heart of downtown 16 minute drive to Albany International Airport

Cozy Stay – King Bed, Soaking Tub & Fire Pit

Cozy winter reset in Clifton Park—perfectly located for easy trips to Saratoga Springs, Albany, Troy, and Schenectady. Sink into a plush king bed, unwind in the soaking tub, and end the day by the fire pit under string lights. Whether you’re here for a quiet getaway, work trip, or a longer stay, you’ll have comfort, privacy, and the space to truly relax. Outdoor movie screen: “available weather-permitting” + two 65" TV indoors for winter nights.

High Oaks Lodge on Cossayuna Lake

Come enjoy a lakeside getaway at, newly constructed, High Oaks Lodge on Cossayuna Lake! Situated 25 miles from Saratoga Springs, NY and 33 miles from Manchester, VT. Amazing views of the lake from the spacious open-concept living room. Relax on the lower deck and make s'mores around the outdoor fire pit. Water access and private dock for your boat just steps away from the house. Use the canoe and kayaks provided to explore the lake.