Holiday rentals in Cold Spring

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Top-rated holiday rentals in Cold Spring

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Top guest favourite
A sunlit seating area features light-colored, oversized chairs and a round coffee table. Large sliding glass doors open to a view of the forest, enhancing the connection to nature. A minimalistic pendant light hangs elegantly above, while a decorative plant adds a touch of greenery.
Home in Cold Spring
4.95 out of 5 average rating, 350 reviews

Hilltop Hideaway Forest Villa on 13 acres!

Our artistic, spacious , comfortable home is set on 13 (fairytale-esque) private, forest acres. We are minutes away from hiking trails, swimming lakes, and the Hudson River where you can kayak. The house is located on 13 acres of land just minutes away from the vibrant shopping of downtown Cold Spring, NY. It is surrounded by lakes and hiking trails, including the Appalachian Trail. We are minutes away from the Cold Spring train station. From here, you can get to Manhattan in an hour and 10 minutes. Occasionally our two small hypoallergenic dogs are with us in the house — one toy poodle and one shih tzu. If you'd like to bring your dog(s), this is a pet friendly home! Our dogs will not stay here when you visit, of course.

Guest favourite
The living and dining area features a cozy leather couch, a circular dining table with four chairs, and large windows allowing natural light. Decorative leaf prints adorn the walls. A coffee table sits in the center of the space, creating a welcoming atmosphere.
Flat in Beacon
4.85 out of 5 average rating, 665 reviews

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]

Superhost
The interior of a wooden sauna is shown, featuring warm cedar walls and benches. A stove is located at the center, surrounded by two folding chairs and neatly rolled green towels. A wooden bucket sits in one corner, emphasizing the tranquil spa environment.
Flat in Cold Spring
4.9 out of 5 average rating, 300 reviews

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

Top guest favourite
The exterior of the Equestrian Suite is showcased, featuring a two-story structure with a blend of brick and wood. A wrap-around balcony offers scenic views, and lush greenery surrounds the property, complementing the tranquil mountain setting.
Guest house in Beacon
4.95 out of 5 average rating, 412 reviews

Cozy Mountainside Suite - Minutes from Beacon

The Equestrian Suite at Lambs Hill is a private estate with panoramic views overlooking the Hudson River & downtown Beacon. This beautifully-designed luxury suite sits atop a barn home to Icelandic horses & miniature donkeys, & features an outdoor hot tub, red light therapy, gourmet kitchen, & wrap-around decks. 1 mile to Beacon's Main St, 2 miles to Metro North train station & DIA: Beacon. We can host a max of 2 guests & have some dangerous features for kids so guests should be adults only.

Top guest favourite
A spacious great room features a stone fireplace amidst large windows, allowing natural light to fill the space. A wooden dining table is placed near a comfortable sectional sofa, creating an inviting area for relaxation and dining. The warm wood beams add a rustic touch.
Home in Staatsburg
4.99 out of 5 average rating, 109 reviews

Boulder Tree House

Boulder Tree House 🌲🌲🌲 FRESH AIR • SMOKE FREE • ALLERGY FREE Early Check In & Late Check Out! Boulder Tree House is an Inhabitable Work of Art, created by owner architects. The design is based on organic and innovative blending of natural elements and environmentally conscious technology, creating a happy and healthy living space. Boulder Tree House is ideal for a couple looking for a exciting, romantic and unique experience. The space can also comfortably accommodate a 3rd person.

Guest favourite
Flat in Newburgh
4.88 out of 5 average rating, 233 reviews

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!

Top guest favourite
The studio features large windows with yellow curtains, allowing natural light to fill the space. A cozy seating area with a blue sofa and yellow cushions is displayed, alongside a sleek dining table. A spacious bed is framed against the wall, with modern artwork adding character.
Flat in Beacon
4.96 out of 5 average rating, 674 reviews

Luxe Loft 2 on Main St. Views! Steam Shower! W/D

Luxe Studio # 2: Modern, clean & bright studio in the best location on Main Street Beacon! Everything at your doorstep: Restaurants, breweries,shopping, galleries, hiking. Walking distance to Metro North train & DIA Museum. Indulge in the unforgettable steam shower perfect after a day of hiking & sightseeing! Designed for your comfort and convenience. Coffee, tea & bottled water provided, full kitchen, luxurious bed & linens. Excellent location for exploring the Hudson Valley

Top guest favourite
A sunlit open space features a light-colored wooden floor and white walls. Two large windows invite natural light, while a patterned area rug adds warmth. A small table and chairs are arranged nearby, creating a versatile area for dining or work.
Guest house in Cold Spring
4.99 out of 5 average rating, 201 reviews

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.

Top guest favourite
A cozy sitting room features exposed wooden beams and a brick fireplace. Two comfortable leather chairs are arranged around a wooden coffee table. Natural light enters through multiple windows adorned with sheer curtains, illuminating the space, which is enhanced by decorative touches like artwork and plants.
Guest house in Philipstown
4.99 out of 5 average rating, 125 reviews

Historic 1 bedroom home in Cold Spring, NY

This lovingly restored home, built in 1826,is located within the hamlet of Nelsonville within walking distance of the village of Cold Spring. This home has its own entrance and private courtyard and is attached to the owners main residence. Space is curated with antiques and is intended for a couple. This is cozy any time of the year. This home is near trailheads of spectacular hikes in the Hudson Highlands and at the base of Bull Hill.

Top guest favourite
A modern living room is presented with two comfortable couches adorned with soft throws and decorative pillows. Two dark coffee tables sit centrally on a textured area rug. Large windows offer glimpses of the surrounding trees, allowing natural light to fill the space.
Chalet in Gardiner
4.97 out of 5 average rating, 277 reviews

Modern Zen Chalet at the Foot of Gunks w Mt. View

Kick back at the foot of the Shawangunk Mountains in this calm, stylish home. Surrounded by forest, the house features large picture windows in every room to help you reconnect with nature. Enjoy the natural stone porch with a fire pit and newly built barrel sauna. Located near Minnewaska State Park, with quick access to trails, and views of Millbrook Ridge and the Gunks’ iconic climbing routes right from the windows.

Guest favourite
Natural light floods a living area through large glass doors, which provide views of the garden and mountains. A comfortable couch faces a wooden coffee table, and a fireplace is situated beside a bookshelf filled with books. Decorative art enhances the space.
Chalet in Cold Spring
4.9 out of 5 average rating, 487 reviews

Mountain View Retreat

15 Minutes drive from Cold Spring & Beacon. 1 hour, 15 min by train or car from NYC. High-speed internet (wifi cell), cable, central AC, fireplace, large deck, mountain views, portable fire pit, gas grill and a 8 person hot tub. Featured in TIME OUT, "Best Airbnb Hudson Valley Rentals" Price change after 8 guests. Add guest number when booking, you can adjust it after booking. Specify beds you will need.

Top guest favourite
The kitchen features white cabinetry with glass display doors, showcasing colorful dishware. A Viking range is prominently positioned, with a polished countertop below. A wooden table with two chairs sits on a light yellow floor, illuminated by warm lighting from a nearby lamp.
Apartment in Beacon
4.99 out of 5 average rating, 624 reviews

Rustic Spa Retreat

10 minute walk to Main Street (many restaurants, cafes, galleries, etc) 10 minute walk to Mt Beacon TrailHead. (It's not a hotel and not on Main Street: it's in a residential neighborhood) Cozy, small space set up for a couple (or solo traveler) looking for a relaxing short escape from "The Real World". A couple days here really feels likes so much longer (especially if you take a steam and a jacuzzi)!

Popular amenities for Cold Spring holiday rentals

When is the best time to visit Cold Spring?

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Avg. price$215 SGD$199 SGD$213 SGD$230 SGD$234 SGD$230 SGD$230 SGD$262 SGD$256 SGD$256 SGD$261 SGD$224 SGD
Avg. temp-4°C-2°C2°C9°C14°C19°C22°C21°C17°C10°C5°C-1°C

Frequently Asked Questions

  • What are the best places to stay in Cold Spring?

    Vacation rentals and guesthouses near the village center allow for easy access to historic streets, shops, and riverfront views. Staying around Main Street or close to the waterfront is frequently suggested for convenience and local atmosphere.

  • What are the best things to do in Cold Spring with kids?

    Families with kids often enjoy picnics in the waterfront park, easy nature trails, and hands-on art activities in village studios. Ice cream shops and casual cafes cater to young visitors looking for sweet treats and snacks.

  • What are some of the best things to do in Cold Spring?

    Explore antique shops, enjoy riverfront picnics, or hike popular trails with elevated views. Art galleries, small museums, and local markets add more ways to experience Cold Spring's creative and outdoor spirit.

  • How is the weather in Cold Spring?

    Cold Spring has cold winters, with temperatures ranging from 16 to 40°F (-9 to 4°C), and warm summers, reaching 80°F (27°C) or higher. Spring and autumn bring mild days, making outdoor activities comfortable for most visitors.

  • When is the best time to visit Cold Spring?

    Late spring through early autumn is often recommended for comfortable temperatures and lively village markets. Fall foliage attracts many visitors, while winter brings a quieter, cozy atmosphere to shops and cafés.

  • What are the best places to visit in Cold Spring?

    Wander through Main Street's shops and antique stores, explore the waterfront park along the Hudson River, or visit local art galleries. Many enjoy nearby state parks and historic sites around the village.

  • What are some hiking trails in Cold Spring?

    Trails near Cold Spring include those in Hudson Highlands State Park, with Breakneck Ridge frequently suggested for experienced hikers. Easier walks can be found on local greenways and through forested areas overlooking the river.

  • What are some family activities we can do in Cold Spring?

    Families often explore the waterfront park, hike gentle trails, or visit playgrounds in the village. Ice cream shops, farmers' markets, and interactive art spaces are also popular with kids.

  • What are some of the best day trip ideas from Cold Spring?

    Plan a nature-filled outing to a state park, explore nearby historic estates, or visit regional art museums. River towns around Cold Spring are known for farm-to-table dining, craft shops, and distinct local history.

  • Are there any pet friendly accommodations available in Cold Spring?

    Many Cold Spring rentals, especially cottages and houses, are described as pet friendly, though rules vary by property. The area has walkable streets and several outdoor spaces welcoming to dogs and their people.

  • What are some local tips for visiting Cold Spring?

    Exploring Cold Spring on foot is often recommended, as many shops, galleries, and cafes are clustered in the village center. Weekdays or early mornings tend to be quieter, and free street parking can fill quickly during weekends.

  • What is Cold Spring known for?

    Cold Spring is known for its well-preserved nineteenth century village, scenic Hudson River views, and proximity to popular hiking trails. The area draws people interested in outdoor recreation, antiques, and small-town charm.

  • What are the best hidden gems to explore in Cold Spring?

    Discover lesser-known art studios, stroll along quiet side streets lined with historic cottages, or relax under shady trees in pocket parks around the village. Some visitors enjoy exploring old railroad tracks and scenic viewpoints outside the busiest areas.

  • What are the best foods to try in Cold Spring?

    Cold Spring's restaurants highlight seasonal American fare, with locally sourced produce, homemade baked goods, and classic deli sandwiches frequently suggested. Riverfront cafes serve fresh salads, pastries, and coffee favored by locals.

  • What should I bring for a trip to Cold Spring?

    Bring comfortable walking shoes for village strolls and hiking attire if you plan to explore trails. Weather can shift with the seasons, so a light jacket, water bottle, and layers are useful, especially near the riverfront.

  • What is the nightlife in Cold Spring like?

    Nightlife in Cold Spring tends to be relaxed, with local pubs, wine bars, and casual restaurants at the heart of evening activity. Live music is occasionally featured in village venues, attracting both visitors and residents.

  • What are the most popular events or festivals in Cold Spring?

    Cold Spring has outdoor markets and summer performances in its village center. The Halloween parade is a favorite annual tradition, drawing locals and visitors to Main Street for festive costumes and community spirit.

  • Are there family friendly vacation rentals in Cold Spring?

    Cold Spring has a variety of vacation rentals that are often described as family friendly. Many homes feature amenities like kitchens, living spaces, and access to outdoor areas suited for families with children.

Quick stats about holiday rentals in Cold Spring

  • Total holiday rentals

    Explore 50 holiday rentals in Cold Spring

  • Nightly prices starting at

    Cold Spring holiday rentals start at $116 SGD per night before taxes and fees

  • Verified guest reviews

    Over 5,550 verified reviews to help you choose

  • Family-friendly holiday rentals

    30 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 20 rentals that welcome pets

  • Rentals with dedicated workspaces

    30 properties have a dedicated workspace

  • Wifi availability

    50 of Cold Spring holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Gym, BBQ grill and Laptop-friendly workspace across Cold Spring rentals

  • 4.8 Average rating

    Cold Spring stays are highly rated by guests – averaging 4.8 out of 5!

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  5. Cold Spring