Holiday rentals with a fireplace in Hammondsport

Falcon Nest - Treehouse Secluded in Private Forest

A Treehouse. Reconnect with nature at this unforgettable escape. Nestled in 28 acres of woods with hiking trails. This unique newly constructed all electric 525 sq foot elevated structure offers a wrap around deck for an ever changing view. King size bed & new technology foam offers complete comfort in separate climate controlled bedroom. Heated bathroom floor is a “warm” surprise. Optional seasonal outdoor shower for the adventurous. Kitchen lacks nothing tucked conveniently in the great room.

2br Chalet with Hot Tub on a 30+ acre vineyard

Welcome to Whispering Pines, an immaculate 2 bedroom, 1.5 bath chalet on a vineyard overlooking Keuka Lake. Relax on a large, private deck equipped with a year-round hot tub while taking in the beauty of the surrounding vistas. At night, you will be treated to breathtaking panoramas of the celestial bodies above. Located within 10 miles from many wineries, breweries, restaurants, wedding & event venues and local attractions. Truly a unique place to enjoy all that the Finger Lakes has to offer.

The Carlin Cottage on Keuka Lake

The Carlin Cottage sits on the private, beautiful, and picturesque East Bluff of Keuka Lake — it's the absolute perfect getaway for a couple, small group of friends, or a family! Our adorable cozy cottage sits right on the lake and has all you need for an amazing time — a fireplace, a sun porch overlooking the lake, a deck for lounging or outdoor meals, a bonfire pit, grill, kayak, and more! The lake also has amazing restaurants, wineries, and breweries all around, so you'll never get bored!

Hammy on a Rye I Hammondsport Village

Enjoy a relaxing stay in this beautifully remodeled Hammondsport home, just 1½ blocks from the Village Square and 4½ blocks from Keuka Lake. The home features a king bedroom, queen bedroom, 1½ baths, laundry, Smart TVs, Wi-Fi, private outdoor seating, and off-street parking. Walk to restaurants, shops, parks, and the lake. Minutes from award-winning wineries, breweries, museums, and Keuka Water Sports. Dog-friendly and ideal for couples, families, and Finger Lakes adventures.

Wildlife Ridge - cabin between Keuka & Seneca

WILDLIFE RIDGE - Country cabin between Keuka & Seneca lakes - with amenities. Cute comfy rustic cabin, outdoor entertaining space perfect for a small group or family get together. There are eight beds! Since there is only one bathroom accommodations are limited to a maximum of eight guests. De-stress and enjoy a relaxing country getaway. This is where nature meets amenities. If you crave a country getaway, love wine, hiking, nature, or all of the above, this is for you.

Private and plentiful in Hammondsport NY

Hammondsport NY Easy walking just outside village. Spacious full downstairs. 1 queen bedroom and 1 queen pull out sofa full bathroom, kitchen, livingroom and seasonal front room . Walking distance to beautiful Keuka Lake beaches, parks , boat/jet ski rental, restaurants, bars and many attractions. 5 minute drive to several Wineries,Breweries, Antiques, Glen H.Curtiss Museum , Boat Museum and Fingerlakes trail. Beautiful senic overlooks along both sides of the lake.

Family Thyme

Holiday Stay at Family Thyme Seasonal savings included in the price 🔥 Inviting fireplace for cozy evenings 🏡 Well-equipped home with a welcoming feel 🎿 Conveniently located a short drive from Swain Ski Resort 🛏️ Ideal for families and extended stays Perfect for holiday travel and seasonal visits ✨ Special seasonal rates are already applied to select holiday dates. ✨ Simply choose your dates to see the discounted price reflected automatically.

The Cabin

Experience true relaxation at this updated cabin just up the hill from the beautiful small town of Hammondsport, NY and the head of Keuka Lake. Explore the countless wineries nearby making up the Keuka lake wine trail, along with several breweries and distilleries. Surrounded by picturesque wooded landscape and open fields, enjoy cooking on the grill, over a campfire, or chose one of the unique restaurants in downtown Hammondsport or others nearby.

Fall in Love with this Cabin! Watkins Glen

Enjoy a romantic getaway in this beautiful 1 King bedroom cabin, located in the heart of the Seneca Lake Wine Trail. This newly updated cabin provides all the modern amenities with a rustic country feel. It is set in a meadow with adjacent forest, has a charming fireplace perfect for warming up after a day of exploring, and offers breathtaking night-sky views around the campfire. Located just 2 miles off the Seneca Lake Wine Trail!

Slalom Run (Lakefront Cottage)

The beautiful lakefront home sits directly across the road from one of our residential vineyards on gorgeous Keuka Lake. It is a little slice of heaven, perfect for a couples getaway or small family! This charming cottage is complete with recent exterior improvements and all of the comforts of home inside!

Cottage on the Square in the Heart of Hammondsport

The Cottage offers the best of both worlds – the Village Square with fine shops, pubs & restaurants – and Keuka Lake for boating, fishing & natural beauty . . . all within a short walk! And for wine enthusiasts, a better location could not be found.

Hammondsport Hideaway

Excellent location in Hammondsport, voted the coolest small town in America! Walk to restaurants, shops and to Keuka lake! Close to local wineries and breweries yet tucked away for a cozy stay in our beautifully decorated space perfect for two!