Holiday rentals with outdoor seating in Thompson

4.89 out of 5 average rating, 159 reviews

A covered porch showcases two comfortable rocking chairs positioned to invite relaxation. The porch features a light fixture and offers views of the expansive landscape beyond, framed by tree branches and open fields.

Home in Mountain Dale

90 Acre Mountainview Ranch Home

Escape to a beautiful ranch home in the Catskill Mountains, offering a spacious and open 2000 sqft layout with 3 bedrooms and 2 bathrooms, accommodating up to 7-8 guests. The property is surrounded by 90 acres of land with trails for hiking and biking, two ponds with freshwater fish, and stunning mountain views. The house is bright and airy with large windows that frame the beautiful scenery. It features a mix of rustic and modern decor and amenities, creating a warm and inviting atmosphere.

4.94 out of 5 average rating, 156 reviews

Cabin in Bethel

Fireplace—Renovated—Near Skiing & Tubing—Chic+Cozy

Escape to The Original Bungalow, part of the @boutiquerentals_ collection—a newly renovated Scandi-chic retreat with a cozy fireplace & fire pit in a woodland backyard. Located just 2 hours from NYC in the Catskills (one of Travel+Leisure’s 50 Best Places), Smallwood is a destination in itself: walk along the lake, waterfall or hike the forest trails. Nearby are Holiday Mountain (skiing+tubing), Kartrite Waterpark, Bethel Woods + dining & shopping in Callicoon, Livingston Manor & Narrowsburg.

4.92 out of 5 average rating, 166 reviews

A cozy outdoor seating area is surrounded by trees and fallen leaves. Four red chairs are positioned around a wooden table, with a fire pit in the center. String lights are draped overhead, creating a warm ambiance in the natural setting.

Home in Livingston Manor

Parkston Schoolhouse

Relax and unwind in this historic converted one-room schoolhouse. Built in 1870, the Parkston Schoolhouse served all grade levels in the Livingston Manor area. The schoolhouse was retired and converted to a cozy cottage style home in the mid 20th century and has recently been renovated into a stylish tiny home getaway. The home is tucked into the hillside along the beautiful, winding Willowemoc Creek and is set amidst a lush Catskill landscape just a five minute drive from Livingston Manor.

4.91 out of 5 average rating, 364 reviews

Cabin in Bethel

Cozy Barn Cabin near Ski Mountain & Bethel Woods

1200 sq. ft Post & Beam 2 story Barn Cabin set on 18+ acres of property w/1250 ft. of rd frontage leading to this gem. Amish wood furniture and a wood burning stove. Open loft concept on 2nd floor offers 1 king bed, a trundle bed with 2 twins (sleeps 4), 1/2 bath & closet space. Downstairs offers kitchen, dining room, living room and full bath. Private park on property w/hammock, volleyball & basketball court, swing set, slide & playhouse, yard games (in house & shed) barbecue & firepit.

5 out of 5 average rating, 163 reviews

A cozy living area is highlighted by a corner fireplace and a flat-screen television. A sectional sofa with cushions and an armchair create a comfortable seating arrangement. A decorative shelving unit displays greenery and decorative items, while warm lighting adds a welcoming touch.

Bungalow in Hurleyville

Romantic Agrihood Getaway Bungalow-Fireplace/WiFi

Spend some time in a classic Catskill Bungalow! Beautifully renovated and nestled in the quiet yet all-inclusive Hamlet of Hurleyville; this clean space offers a great place to rest your head and bones. In the cooler months enjoy a beverage by the fireplace or in the warmer months have one on the porch and look out at all the green there is around. Walk to town for dinner, shopping, or a movie at the PAC (VisitHurleyville.org). Please see below for more information on our pet policy.

4.92 out of 5 average rating, 474 reviews

Home in Narrowsburg

Cutest Little House in Narrowsburg

Relax in an idyllic wooded setting with 1000 feet of totally private river frontage, yet a 5 minute drive to Narrowsburg's restaurants and shops. If you like nature, privacy, history, vintage decor & design, this quaint 1950s cottage is for you. Hiking & campfires • Clawfoot tub • Front & back porches • Hummingbird & bunny watching • Den & WiFi • Peace & quiet • All included in your stay! Hundreds of 5-star reviews say it all. IG: #luxtonlake #tenmileriver #cutesthousenarrowsburg

4.98 out of 5 average rating, 126 reviews

The exterior of the riverfront chalet is presented, featuring an A-frame design painted in soft green. Snow covers the ground, and evergreen trees surround the property. A wooden deck with chairs is visible, along with a porch light inviting a warm welcome.

Chalet in Monticello

Riverfront Ski Chalet

Escape to the country air at Sean & Brad's riverfront chalet on the Neversink River. Formerly a popular ski shop and yoga studio, this fully renovated property offers you every possible amenity. Walk across the street to launch your kayak or toss a line into some of the best trout fishing around, roast s'mores around the fire or visit the Resorts World Casino, just 5 minutes away. Golf, hiking, mountain biking, local breweries and distilleries...all just a short distance as well.

4.81 out of 5 average rating, 953 reviews

A cozy living room features a stone fireplace surrounded by plush seating. Wooden beams accent the ceiling, enhancing the rustic charm. Soft light glows from nearby rooms, creating a warm and inviting ambiance. Decor elements reflect nature-inspired design, adding character to the space.

Cottage in Kerhonkson

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.

4.94 out of 5 average rating, 385 reviews

The living room features a spacious couch, modern lighting, and a wood-burning fireplace, with a flat-screen TV mounted above a decorative white wall. Large windows invite natural light, while sliding glass doors open to the deck. A minimalist chair adds an additional seating option.

Cottage in Monticello

Modern Upstate Escape with Outdoor Sauna

Newly renovated two bedroom, two bath cottage with four person barrel sauna at Swinging Bridge Reservoir, Sullivan County's largest motorboat lake. Updated amenities and mid-century and modern furniture provide a welcome respite from the city just 90 miles away. Take in the local scenery, catch a show at the Forestburgh Playhouse or stop into some of the local vineyards and restaurants. For a low key weekend, hang out by the fireplace playing some records and cooking a meal.

4.97 out of 5 average rating, 111 reviews

A serene view of a MidCentury bungalow, framed by lush greenery. The house, featuring large windows, is illuminated from within, reflecting a warm glow. A clear evening sky is visible, alongside the presence of the moon.

Home in Monticello

Catskills Winter Lakeside Serenity

Serene getaway to a lakefront luxury MidCentury house 90 mins from NYC/3 hours from Philadelphia. Equipped with dock, firepit, outdoor deck and patio, guitar, instruments for family music making, games, books, and lake toys galore. 3-beds, 2-baths, fully equipped kitchen, large dining & living areas. Minutes to Callicoon, Livingston Manor, Narrowsburg, Bethel Woods, spas, Catskills Casino, Monticello Racetrack, Kartrite Waterpark, Holiday Mountain.

4.97 out of 5 average rating, 153 reviews

A modern house with a large glass wall is nestled among tall trees beside a serene waterway. A spacious deck extends from the home, offering a view of the surroundings. The landscape features a gently sloping yard leading to the water's edge.

Home in Monticello

Secluded lakefront home With an EV charger

Welcome to your oasis on the Swiniging Bridge Reservoir! Only 90 minutes from NYC, but a world away. A complete glass wall facing the water allows guests to take in the views and sounds of a babbling brook that feeds into a motorboat lake. This brand new house sleeps 6 adults (or 4 adults and 3 children) and features a full kitchen, free WiFi, bedding, linens, and toiletries. A canoe and paddleboat are also available for your use!

4.99 out of 5 average rating, 140 reviews

A rustic cottage is nestled in a snowy landscape, surrounded by tall evergreen trees. The house features a covered porch with multiple seating areas, inviting relaxation in the serene winter setting. Fresh snow blankets the ground, enhancing the cottage's charm.

Cottage in Monticello

Dutchhillcottage, gem in the southern Catskills.

The Dutch Hill Cottage is a renovated, rustic chic design waiting for you and your friends or family to enjoy. Private, comfy & cozy country getaway with amazing views situated on 10 acres of rolling hills in the southern Cattskils, perched on a peak at the forests edge with expansive views all the way down to the Never Sink river with amazing suntset views from our huge deck. Plenty of ameneties and we welcome your petdog!

Popular amenities for outdoor seating rentals in Thompson

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with outdoor seating

4.89 out of 5 average rating, 103 reviews

A cozy living area features wooden walls and a plush sectional sofa, complemented by a dark coffee table. A smart TV is visible on the wall, while a doorway leads to a bathroom. Natural light enhances the inviting atmosphere.

Home in Glen Spey

Cozy and Quiet Lakeview House

4.91 out of 5 average rating, 593 reviews

Home in Cochecton

Woodsy Retreat, Sunny Home with Paths and Stream

4.96 out of 5 average rating, 117 reviews

A circular stone patio surrounds a central fire pit, featuring six red Adirondack chairs. The modern house with a welcoming entrance is partially obscured by lush green trees in the background, creating a natural and serene environment.

Home in Montgomery

Modern Woodland Retreat, Hudson Valley & Catskills

4.94 out of 5 average rating, 324 reviews

A charming farmhouse exterior is presented, featuring a well-maintained porch with seating. The facade showcases a combination of horizontal and vertical siding, complemented by a sloped roof. Lush greenery surrounds the property, enhancing the serene atmosphere of the rural setting.

Home in Kingston

Hudson Valley Hygge House~ comfort in the country!

4.99 out of 5 average rating, 140 reviews

A charming Swiss chalet is nestled among tall trees, surrounded by lush greenery. The house features a welcoming deck and multiple windows that provide natural light. A stone path leads to the entrance, inviting guests to explore the tranquil outdoor setting.

Home in Big Indian

Gingerbread House- a 1950s Catskills Chalet

4.96 out of 5 average rating, 347 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

4.99 out of 5 average rating, 311 reviews

The entrance of the cottage is framed by lush greenery and vibrant foliage. A stone pathway leads to a welcoming front door, accentuated by an overhanging roof and outdoor lighting. The architectural details are complemented by the surrounding natural landscape.

Home in Kerhonkson

Cook House | Modern Cottage w/ Hot Tub & Fireplace

4.99 out of 5 average rating, 329 reviews

The great room features a rustic stone fireplace as its focal point, surrounded by wooden beams and large windows allowing natural light. Two couches of varying styles are arranged around a wooden coffee table, providing a cozy setting for gatherings.

Home in Callicoon

Paradise in the Catskills

Apartment rentals with outdoor seating

4.78 out of 5 average rating, 652 reviews

The exterior of a historic stone farmhouse is shown, featuring a vine-covered wall and landscaped garden. Steps lead to the entrance, surrounded by greenery and floral elements, with large windows allowing natural light. The serene outdoor setting reflects the charm of the surrounding countryside.

Flat in High Falls

Art Room at Old Stone Farmhouse

4.96 out of 5 average rating, 295 reviews

The kitchen features modern cabinetry and a spacious island with seating. Natural light streams through large windows, illuminating the room. A vase of fresh flowers is placed on the counter, alongside a bowl of lemons. Stainless steel appliances complement the warm wooden flooring.

Flat in Warwick

Village of Warwick Cozy Apartment

4.99 out of 5 average rating, 159 reviews

A cozy bed features layered white linens and a prominent decorative pillow with a textured design. Soft lighting from wall sconces creates a calming ambiance. A small clock and decorative sign are neatly positioned on the bedside table, enhancing the overall serene environment.

Flat in Honesdale

Like Home, 2 BR Apt - Historic Home- Honesdale, PA

4.96 out of 5 average rating, 407 reviews

The living area features a welcoming sofa set with soft, rounded chairs and a wooden coffee table. A rustic accent wall made of horizontal wooden planks adds character. Natural light fills the space, highlighting the art pieces and decor. A workspace is visible in the background.

Flat in New Paltz

Modena Mad House

4.96 out of 5 average rating, 183 reviews

A welcoming studio space is furnished with a pink sofa, a wooden coffee table, and a dining area with a table and chairs. Light enters through a sliding glass door, revealing views of the wooded backyard. A small television is positioned near the seating area.

Flat in Tillson

Woodland Neighborhood Retreat

4.85 out of 5 average rating, 192 reviews

Two black Adirondack chairs are placed beside a small round table on a wooden deck, overlooking Kauneonga Lake. The sunset casts soft hues across the water, while the shoreline and trees are silhouetted against a colorful sky.

Flat in Bethel

Lakeside Studio on White Lake

4.99 out of 5 average rating, 156 reviews

A spacious living area features a large black leather sofa, complemented by a circular coffee table on a soft area rug. Sunlight streams through multiple windows, illuminating the room, which contains a flat-screen TV mounted on the wall and decorative shelving.

Flat in New Paltz

Gunks Retreat: close to Climbing and Trails

4.93 out of 5 average rating, 172 reviews

A serene pond is surrounded by lush green grass and natural landscaping. Smooth stones are placed along the edge of the water, reflecting the blue sky and distant hills. The area offers a peaceful atmosphere with hints of nature visible in the scenery.

Flat in Middletown

Just Around The Corner

Apartment rentals with outdoor seating

The living area features large windows allowing natural light to fill the space. A wooden dining table with six chairs is situated near a cozy seating area, which includes a sofa and armchair. A flat-screen TV is mounted above a rustic gas fireplace, enhancing the room's comfort.

4.82 out of 5 average rating, 225 reviews

2 Bedroom Hotel Suite at Mountain Creek Resort

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, 141 reviews

Sunsets at Mountain Creek! Walk to ski slopes!

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.

4.89 out of 5 average rating, 135 reviews

Valley Overlook @ Mtn Creek Resort Park & Play

The exterior of the Appalachian building is shown, featuring a combination of vibrant wood siding in warm hues and decorative green shutters. Balconies are visible, nestled among well-maintained landscaping, creating a welcoming entrance leading to the facility.

4.94 out of 5 average rating, 208 reviews

Comfy Studio at Mountain Creek Resort

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.

4.98 out of 5 average rating, 122 reviews

Skiiis N Tees • Mountain Views, Cozy Vibes

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, 362 reviews

BRAND NEW! MODERN SlopeSide Condo, Golf, & Spa

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.

4.96 out of 5 average rating, 114 reviews

The Oasis of Vernon

A serene bedroom space features a spacious bed adorned with cozy linens and decorative throw pillows. Geometric wall carvings in dark tones create an artistic backdrop, complemented by bedside lamps providing soft lighting. Natural light fills the room through a nearby window.