Vacation rentals with outdoor seating in Cold Spring

HOT Sauna - Mountain Views - Hiking - NYC Trains

Your SPA - Cedar Barrel HOT SAUNA - Outdoor Cozy updated 1814 Cold Spring Village Classic-NATIONAL Historic Register Close to West Point & Beacon Guest Jack's comments "This apartment gave me the feel that I had my own place in a beautiful river town" Mountain Views - Sunny (12+ Windows) 3 Bedroom Modern Garden Apartment (850+SF) Cozy for 1 to 6 #1 Coffees & Teas Walk to Waterfalls, Hiking Trails, River Beaches, NYC trains Restaurants & cafes Outdoor living space in Garden - birds

Urban Rustic Eco-Homestead

This rustic wood-filled place feels like a forest cottage—yet it’s located a short walking distance from hot spots on Main Street as well as local trailheads. Excellent for a weekend getaway, romantic interlude, or writing retreat. Go ahead and stay out late; then, stroll back to your cozy, private haven. Enjoy crickets & birdsong in season from your own porch. Fastidiously eco-focused & non-toxic, the apartment is situated on the lower floor of a bermed house. Steps from the Roundhouse, too!

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!

2Blocks to MainSt/Roundhouse-UnderMtBeacon-PvtApt

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.

Cozy getaway in Cold Spring

Sweet studio attached to our house w/updated kitchen & bathroom on a dead-end street backed up to a nature preserve. We have parking for those arriving by car & are a block from the train if coming up from the city. Walking distance to everything (Main St is 2 blocks away!) We welcome all types of folks and your lovely pets as well. We're here for your needs & offer as much contact or privacy as you like! In the summer, an outdoor shower is available to you as well through the backyard.

Cozy Beacon Studio

Studio apartment in 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]

Special Nest w Private Entrance River View Porches

Front and back porch, river views, spacious living areas, new & fresh kitchen, and *two* bathrooms make this apartment the ultimate landing spot for a fun vaycay! Located on a street filled with intricate historical homes, this first floor apartment offers an accessible and comfortable getaway. A large backyard is shared with other guests, and sweeping river views are only steps away from your front door. Private entrance, plus easy parking and an electric car charger if you need it!

Cozy Cottage | Sauna + Stone Patio w/ Firepit

Escape to a serene cottage nestled on the Shawangunk Ridge. Unwind by the fireplace, soak in the private infrared sauna (with direct patio access), or relax outside on the natural stone terrace with a firepit and forest views. Crafted with care—from a 100-year-old reclaimed wood dining table to a curated “meaningful library” and hidden messages—this space invites calm, curiosity, and connection. Near trails, lakes, and local adventure. Thoughtful, cozy, and quietly unforgettable.

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!

Village Hideaway

1 bedroom apt. steps from Main St...(2 Guest Max.)...Private and quiet, cozy 1 bedroom apartment in the center of the Village, but you’ll feel as if you are a world away, with access to our private Garden and Koi Pond. Just a 7 minute walk to the Metro North train. Within walking distance to everything: Shopping, fine or casual dining, the Hudson River, hiking trails (Breakneck Ridge), even a supermarket, drug store, and post office! Off street parking for one (1) automobile.

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.