Holiday rentals with outdoor seating in Cold Spring

4.99 out of 5 average rating, 170 reviews

A modern living area features a gray sofa with tufted seating, positioned near a wooden coffee table. Exposed wooden beams span the ceiling, while a cozy rattan chair adds warmth. Natural light streams through windows, creating a bright and airy ambiance.

Home in Beacon

NEW! Stylish Home in the Heart of Beacon

This Scandinavian style home in the heart of Beacon is bright, airy and modern with beautifully-restored architectural details. Located on a quaint street in the best part of town just steps away from the Roundhouse and Main Street. Enjoy the brewery, bars, restaurants, shops, galleries, and so much more - all within walking distance. Every piece of furniture and decor was handpicked to provide you the perfect designer-quality getaway, focusing on natural simplicity with contemporary luxuries.

4.99 out of 5 average rating, 144 reviews

A cozy living area is presented, featuring a soft beige sofa and a light armchair beside a wooden coffee table. A green plant adds a natural touch, and a light fixture hangs from the ceiling, while soft light filters in from a nearby window.

Home in Beacon

Beacon Creek House

Welcome to our serene oasis in Beacon, NY. If Gilmore Girls and Schitt’s Creek had a baby, it would be Beacon. Nestled beside a tranquil creek, our home features 2 cozy bedrooms, a stylish bathroom, and an open living space with a daybed. Designed with wabi-sabi aesthetics and eco-friendly materials. Just steps from Main Street and less than a 5 min drive from the train station, with scenic trails, shops and restaurants nearby. Book your stay and experience our artfully designed home and city!

4.9 out of 5 average rating, 329 reviews

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.

Apartment in Cold Spring

HOT Sauna/COLD Plunge- Mountains-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

4.99 out of 5 average rating, 168 reviews

A hammock is suspended between two trees, providing a relaxing spot beside the lake. Vibrant autumn leaves in shades of orange and yellow frame the serene water view, while a wooden dock is visible in the background, inviting guests to enjoy the tranquil setting.

Home in Putnam Valley

Luxury Lake House Sauna 1h From NYC

Enjoy the lakefront from my charming home! Fish or Kayak from the private dock or relax on the large deck overlooking the water tucked away on the lake. Boats are included for all guests! Heated bathroom floors, massive TV (86in) + ample lake views. We also have a free Tesla Charger (with an adaptor you can use for other EVs). This is a relaxing retreat tucked away in one of New York's most convenient lakefronts from the city. 20 min to Bear Mountain 35 min to West Point 1 hour to NYC

4.95 out of 5 average rating, 416 reviews

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.

Guesthouse in Beacon

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.

4.99 out of 5 average rating, 127 reviews

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

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 suite in Cold Spring

A serene sleeping area features a spacious bed covered with a patterned gray blanket. Nightstands are situated on either side, each equipped with lamps. Soft blue walls and a landscape painting enhance the calming ambiance. Natural light filters in through a window adorned with light drapes.

4.8 out of 5 average rating, 559 reviews

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.

A well-appointed room features a queen-sized bed with crisp white linens and a patterned throw. Natural light filters through multiple windows, illuminating a vintage bar cart and a small black mini-fridge. A wooden dresser and a chair complement the inviting space.

4.99 out of 5 average rating, 217 reviews

Stylish Private Studio 1 block from Main St Beacon

Stylish, private bedroom & bath w/ self check-in private entrance. Garden/art/antiques/vintage bar-cart/mini-fridge/microwave/43in 4KTV/ black-out curtains/outdoor seating area. 1 block from Main St/3 min free shuttle/20 min walk from Metro-North station. Close to DIA&hiking trails. NOTE: -Ceilings are a bit low so if you are very tall, please contact before booking. -To ADD PET click "guests"scroll to bottom,select"pet"to pay fee for ONE pet $45 xtra for EACH additional pet

A spacious kitchen and dining area feature light wood cabinetry and modern stainless steel appliances. A wooden dining table is complemented by white chairs, and a window seat provides natural light. Decorative elements include a bowl of fruit at the center of the table.

4.85 out of 5 average rating, 760 reviews

Top Floor 2BR

Full-floor 2BR in historic 1870 brick building with creek & Mt. Beacon views, shared backyard oasis (covered lounges, fire pit, seasonal stream). Walk the scenic abandoned railway tracks alongside Fishkill Creek to Main St and the Roundhouse waterfall in 10 min. Interior and exterior by award winning Hudson Valley designer Simone Eisold. Two off-street parking spots. Ask about upgrading to the private patio with treetop hot tub & Mt. Beacon vistas! [Permit: 2024-0027-STR]

Guesthouse in Cold Spring

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.

4.99 out of 5 average rating, 220 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.

4.96 out of 5 average rating, 133 reviews

A charming cabin is nestled among vibrant trees displaying autumn foliage. A wooden staircase leads to the entrance, flanked by natural stone walls. Outdoor seating arrangements are visible on the deck, offering a peaceful retreat in a wooded setting.

Cabin in Fishkill

Secluded Hilltop Cabin near Beacon & Cold Spring

3 private acres atop small mountain, next to massive forest preserve. 90 min from NYC but feels like you're way upstate. 130+ 5-star reviews! Cozy deck w grill overlooks Mt. Beacon sunsets. Loft w/queen and twin mattresses + twin-size mattress day bed on the porch. Fast WiFi. Fire pit and stacks of cut wood. Plus waterfall area with meditation pier (but waterfall only active Apr-Jun) 5 miles from Beacon restaurants & Cold Spring hiking trails.

Guesthouse in Philipstown

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.

4.99 out of 5 average rating, 145 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.

Popular amenities for Cold Spring outdoor seating rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Holiday House Rentals with Outdoor Seating

4.95 out of 5 average rating, 111 reviews

A two-story farmhouse is surrounded by colorful wildflowers and lush greenery. A wide porch features rocking chairs and bright seating areas. The building is topped with a metal roof and a stone chimney, providing a scenic view against a clear blue sky.

Home in Napanoch

Cozy farmhouse & stunning views on 135 acres

4.98 out of 5 average rating, 125 reviews

A charming cabin is set against a backdrop of trees, featuring a blue exterior and a sloped metal roof. Reflections of the cabin are visible in the calm surface of a nearby pond. A small deck with steps descends into the water, enhancing the outdoor scenery.

Home in Rhinebeck

Slate Cabin - Stylish Country Escape x Rhinebeck

4.95 out of 5 average rating, 234 reviews

An outdoor area is visible through a large window, featuring a vintage clawfoot bathtub and a wooden stool. A hammock is suspended nearby. Lush greenery surrounds the space, creating a serene atmosphere.

Home in Spring Glen

Creekside cottage on 65 acres of land

4.99 out of 5 average rating, 194 reviews

A spacious living area features large windows allowing ample natural light. A gray sectional couch is complemented by a mustard yellow chair and a round ottoman. Wooden flooring is contrasted by a blue area rug, adding warmth to the minimalist design.

Home in Newburgh

Balmville Mid-Century Gem & Work From Home Retreat

4.93 out of 5 average rating, 174 reviews

A Mediterranean style house is showcased against a backdrop of rolling hills and the Hudson River. The exterior features multiple windows, and a stone chimney rises from the roof. The expansive landscape is highlighted by autumn foliage, creating a vibrant setting.

Home in Garrison

Hudson Valley Mountaintop Riverview

4.94 out of 5 average rating, 384 reviews

A striking landscape features a modern home beside a serene pond. Lush green lawns and colorful trees reflect beautifully in the water. Towering conifers and deciduous trees frame the scene, enhancing the idyllic outdoor setting.

Home in Woodstock

Woodstock Historic Artist Estate - The Pond House

4.95 out of 5 average rating, 371 reviews

The image captures the exterior of a modern home, showcasing its wooden facade alongside natural elements. Tall trees stand near the structure, with a gravel base visible at the bottom. The design reflects a strong connection to the surrounding woodland environment.

Home in Kerhonkson

Architect's Hudson Valley Home in the Woods

4.98 out of 5 average rating, 127 reviews

A newly built cabin features a charming wooden exterior with warm lights illuminating the porch. The stone walkway leads to a grassy area beside the cabin, surrounded by trees. An outdoor pizza oven is visible on the patio, enhancing the inviting ambiance.

Home in East Jewett

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

Apartment rentals with outdoor seating

A spacious deck is captured in the image, featuring two green wicker chairs arranged on a wooden floor. The open railings provide a view of surrounding trees and a clear sky, creating a relaxed outdoor setting for guests to enjoy.

4.97 out of 5 average rating, 166 reviews

Beacon Bird's eye view! Close to Main St & Train

4.84 out of 5 average rating, 192 reviews

A modern kitchen area features sleek blue cabinetry complemented by a stainless steel refrigerator. A white countertop provides workspace above a stainless sink, with a dish rack nearby. The floor is adorned with a textured gray surface, contributing to the kitchen's contemporary feel.

Apartment in Nelsonville

Wooded stream side Retreat

4.92 out of 5 average rating, 511 reviews

A bedroom features a spacious bed with neutral-toned bedding and decorative pillows. A small bedside table holds a clock, while a light fixture hangs above. The room is brightened by natural light streaming through a window with blinds, contrasting with the warm wooden floor and white walls.

Apartment in Newburgh

Riverview Rowhouse, a vintage modern home

4.97 out of 5 average rating, 373 reviews

A cozy bedroom features a spacious bed with layered bedding. A gallery wall of framed art pieces adds visual interest. Natural light filters through a window with shutters, illuminating the warm wood floors. An electric fireplace and a potted plant provide a touch of comfort.

Apartment in Kingston

The Ivy on the Stone

5 out of 5 average rating, 109 reviews

Apartment in Holmes

Top Side

4.96 out of 5 average rating, 531 reviews

A serene view of the Hudson River at sunset, featuring vibrant orange and yellow hues reflected on the calm water. Silhouettes of trees outline the scene, creating a peaceful atmosphere with the distant hills visible against the colorful sky.

Apartment in Ossining

Hudson River Peaceful Getaway, Explore from here

4.96 out of 5 average rating, 417 reviews

Apartment in New Paltz

Modena Mad House

A vibrant rainbow arcs over a lush neighborhood, providing a colorful backdrop to quaint houses with varying roof colors. Tall trees frame the scene, adding a touch of greenery to the residential area.

4.98 out of 5 average rating, 174 reviews

Walkable Beacon Apt w/ Fire-Pit

Condo rentals with outdoor seating

An illuminated salt-water pool reflects soft light at night, surrounded by a well-maintained patio. The backdrop features a multi-story building with balconies and warm lights glowing from the windows, creating a serene atmosphere.

4.88 out of 5 average rating, 141 reviews

Valley Overlook @ Mtn Creek Resort Park & Play

A relaxing outdoor pool area features lounge chairs and red umbrellas, with a wooden sauna-like structure positioned nearby. Lush greenery surrounds the space, and a decorative stone wall enhances the rustic charm of the setting.

4.94 out of 5 average rating, 144 reviews

Sunsets at Mountain Creek! Walk to ski slopes!

4.99 out of 5 average rating, 100 reviews

Luxurious Cozy Mountain Retreat 2BR/2BA – Ski/Spa

The living area features high ceilings and a spiral staircase leading to the loft. A blue couch faces a Smart TV, accompanied by a coffee table. A round dining table with blue placemats and four chairs is positioned nearby, offering an open view of the kitchen.

4.92 out of 5 average rating, 389 reviews

BRAND NEW! MODERN SlopeSide Condo, Golf, & Spa

A spacious living area showcases a large sectional sofa and a coffee table on a patterned rug. Natural light fills the space through expansive glass doors that lead to an outdoor area. A spiral staircase leads to an upper level, while a dining area features a stylish chandelier.

4.99 out of 5 average rating, 141 reviews

Skiiis N Tees • Mountain Views, Cozy Vibes

A spacious living area is highlighted by a large sectional sofa adorned with decorative pillows. A round wooden coffee table sits in front, centered on a patterned area rug. A stylish electric fireplace is mounted on the wall, complemented by natural light from nearby windows.

4.89 out of 5 average rating, 104 reviews

Cozy Getaway by Mountain Creek, Minerals & Golf!

4.95 out of 5 average rating, 246 reviews

Condo in Vernon

FIFA 57 Miles Mtn Creek Pool Hot Tub Gym #324

A spacious living area is shown, featuring a contemporary design with a large gray sofa and a plush purple chair. An elegant dining table sits beside the window, while a flat-screen television is mounted on the wall, complemented by a stylish mirrored console below.