Family-friendly vacation rentals in Putnam County

Newly Restored 2BR

This 2BR is an entire floor of an 1870 brick house, gut renovated in 2022 with Hudson Valley designer Simone Eisold. Property backs up to Beacon's famous Fishkill Creek and abandoned railway tracks (future rail trail). Take a nature walk on the tracks to Main St, the Roundhouse and the waterfall in ~10 min. The property has a separate patio & treetop hot tub with view of the creek and Mt Beacon for private additional rental (pending availability). Inquire for details. [Permit: 2024-0027-STR]

Lux Bungalow on the Lake

Beautiful, light flooded, waterfront home 1 hour from New York City. The 2 bedroom home is on picturesque Lake Carmel. Wake up, eat, sleep and relax to the tranquil view of the glistening water - truly an oasis! Take in a sunset while eating a meal at home, explore the shops and restaurants in a cute nearby town, take a walk around the lake, read a book by the cozy fireplace, hike, cook, kayak, ski, or just sit and enjoy. Centrally located close to Hudson Valley, Westchester and Connecticut.

Secluded Lakefront Chalet-Firepit+Yard Dogfriendly

Just over an hour from NYC, this secluded, dog-friendly lakefront chalet offers 200’ of private shoreline, fenced yard and sunroom with stunning lake views. Thoughtfully decorated with treasures from my travels, it blends quiet luxury and modern comfort. Cozy up by the fireplace, enjoy a vinyl or a movie, take in Autumn colors, spot local wildlife, hike nearby trails, unwind by the fire pit and rest in the king size bed. Romantic, peaceful, beautifully secluded – your perfect fall escape awaits.

Secluded Hilltop Cabin near Beacon & Cold Spring

3 private acres atop small mountain. Feels like your way upstate - check out the reviews! Hi-speed WiFi. Next to forest preserve and hiking trails. Furnished deck w grill overlooks Mt. Beacon sunsets. Loft w/queen and twin mattresses + pull out couch & twin-size mattress day bed on the porch. Perfect for 2, comfortable for 3, but 4 is probably max comfort since it's a small space. Please note that the road heading up there is steep. A car with AWD is ideal but a sedan will make it up too!

2BlocksToMainSt/Roundhouse Under Mt Beacon Pvt Apt

A cozy, clean, large studio apartment within a two minute walk to Mt. Beacon and Main St. Enjoy your stay with a fully equipped kitchen (coffee, tea, creamer, sugar, etc.), a comfy queen bed with lots of pillows, a full bathroom with shampoo, conditioner, body wash and extras. You will have off-street parking and a beautiful outdoor patio all to yourself. The apartment has WiFi, a Smart T.V. and lots of lighting but also room darkening shades to sleep in. Pickleball courts 2 blocks away.

Cozy, Small Studio with Backyard & great A/C

Cozy, small studio on quiet block. Near Main Street, Roundhouse, hiking, restaurants. Fully private space & entrance, shared backyard, new A/C, wifi. Walk everywhere. Queen-sized bed. BEFORE YOU BOOK - 200 year old house - hosts live upstairs and there is another guest apartment. You WILL NOTICE sounds from others. QUIET HOURS from 10 PM to 8 AM. As a courtesy to others, please keep conversations quiet after 10 PM. We only book guests with favorable Airbnb reviews. NO SMOKING please.

Sweet, stylish cabin in the woods- hiking & more!

Only an hour north of NYC, but a world away! Adorable cabin in the woods offering stylish updated decor and beautiful natural surroundings. Brand new and completely renovated interior, but all the classic charm of the country. Trade in skyscrapers for tall trees in this sweet country escape that is near Fahnestock Park (surrounded by great hiking, skiing, etc) and 15m from the village of Cold Spring. Fully set up w/ wifi, Netflix & more! Quiet, considerate guests only please!

Modern+bright forest escape - near village & train

Modern, efficient, and elegant private flexible garden apt. Guesthouse can be used as a studio apartment, or as a private personal retreat space for art/work/rest/meditation. Hiking trails available right out the door, and just a few minutes walk to Cold Spring's vibrant Main Street and Metro North train station to NYC and beyond. Comfortable bed, all modern amenities. Private patio. Native pollinator gardens and forest surround. Solar orientation brings in natural light.

Cozy retreat, centrally located in Beacon NY

Private studio apartment for single person or couple (3rd guest can sleep on sofa). It is walking distance to Metro-North and Main St. Beacon. Private entrance on the right-side of the house. Queen bed with mini-fridge and microwave (no kitchen, no cleaning fee!). A quiet homebase to explore all the Hudson Valley has to offer. **Winter Advisory ** I will refund 100% if you chose to cancel your reservation due to a forecasted snow event within 24hrs of arrival

The RED Door Suite

Escape to this private lower level oasis with a cozy living room, spacious bedroom, and full private bathroom. Amenities include a kitchenette, dining table, flat screen TV with Apple TV, Fios, and a coffee maker. The bedroom features a queen bed, dresser, clothing rack, mirror, microwave, small fridge, and desk setup. Just a 20-25 minute walk, 10-15 minute bike ride, or 5-7 minute drive to Beacon's main street. Relax and unwind in this comfortable space!

Tiny house on tiny farm close to hiking trails.

This space is a unique and private dwelling on 5.5 acres of property. The tiny house is a newly renovated modern and artistically designed space. Guests will have access to the back yard and wood lands. There are small trails and sitting areas that guests are free to enjoy. There is also a hiking trail walking distance down the street that leads to the Fishkill Ridge and Beacon.

The Cottage by the Lake: Hudson Valley Indulgence

The Cottage by the Lake is a cozy, secret get-away on the scenic banks of the Croton Watershed. About an hour from NYC, it’s on the property of an 1850 farmhouse & has a fully equipped kitchen & bath, cathedral ceiling, working fireplace & cozy sleeping loft. The patio has a fire pit and gas bbq. It’s the ideal place for those seeking to work from home.