Holiday rentals with outdoor seating in Round Top

Find and book unique Holiday Houses with Outdoor Seating on Airbnb

Top-rated Holiday Houses with Outdoor Seating in Round Top

Guests agree: These Holiday Houses with Outdoor Seating are highly rated for location, cleanliness and more.

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Guest favourite
The living room features exposed wooden beams and warm hardwood flooring. A spacious seating area is centered on a large area rug, surrounded by colorful floor rugs. Framed artwork adorns the walls, while natural light filters in through window treatments.
Cottage in Catskill
4.95 out of 5 average rating, 112 reviews

Cozy Catskill Cottage

Kick back and relax in this serene and stylish mid-century cottage. Perched atop a knoll and shaded by a giant oak, the enchanting property hosts a juniper grove, apple trees, wildflowers, wild raspberries and blackberries. The backyard oasis consists of a gravel picnic area, patio, firepit flanked by Adirondack chairs and ample grassland for yard games. Have your morning coffee on the front porch rocking chairs and take in the surroundings. This is a quiet place to relax, no parties please :)

Guest favourite
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
4.94 out of 5 average rating, 374 reviews

Woodstock Historic Artist Estate - The Pond House

Awaken to an idyllic lake view through a timber-framed glass facade. Acclaimed social realist painter Reginald Marsh's family estate is known to be unique for Woodstock with its ball shaped junipers, a pond that brackets the house, expansive lawns, a gathering of birches and 100 year old cone shaped cedar trees. In short walking distance to the center of Woodstock the secluded setting with a private waterfall bordering a public preserve as well as the attention to architectural detail is unique.

Top Guest favourite
A charming cottage is set in a snowy landscape, surrounded by tall trees and quiet woods. Warm light glows from the windows, contrasting with the white snow covering the ground. A wooden staircase leads to the entrance, enhancing the inviting winter scene.
Home in Catskill
4.99 out of 5 average rating, 217 reviews

Athens, NY House - 1 Bedroom "Want to Get Away"?

Athens, NY Entire House - 1 bedroom Quiet Country setting Winter time is a great time to escape to upstate NY. Guests have called it "a very cozy cottage in the woods". It is set back off the road and a great place to get away and unwind. 10 minutes from Exit 21 on the NYS Thruway and is an easy drive to several towns on the Hudson River. They are known for their restaurants, local shops and quaint downtowns. Area features outdoor activities: hiking trails, skiing,snowboarding and kayaking.

Guest favourite
A spacious bedroom features two beds with striped bedding. Natural light streams through large windows, illuminating the hardwood floor. A ceiling fan hangs above, and a dresser can be seen along one wall, providing ample storage space.
Home in Earlton
4.9 out of 5 average rating, 130 reviews

The Earlton - Spacious home w/ fireplace & firepit

Enjoy your time away in a spacious & peaceful new home in the Catskills of upstate New York. Relax & cozy up to the indoor fireplace or have fun with outdoor fire-pit with seating & dining area, great for BBQ & s’mores! Location is central to many historic sites, outdoor activities, tourist attractions & destinations. Nearby attractions include, skiing, hiking & ATV/biking trails, canoeing, boating, local organic farms, antiques & shopping. Forget your worries in this spacious & serene space.

Guest favourite
A red cottage emerges amid a vibrant landscape of autumn foliage. The path lined with fallen leaves leads to the home, surrounded by tall trees showcasing bright yellows and oranges. Sunlight filters through the branches, illuminating the serene setting.
Cabin in Purling
4.96 out of 5 average rating, 108 reviews

Catskills Mountain Cottage - Near Hunter & Windham

The Mountain Cottage is a cozy, thoughtfully-designed home in the heart of the Great Northern Catskills, perched on a scenic hill surrounded by an acre of tall, whimsical trees. Only 2.5 hours from NYC, 20 minutes to Windham Mountain, and 25 minutes to Hunter Mountain. It is centrally located to renowned hiking trails, mountain biking, skiing, the Kaaterskill Falls, antique shopping, local apple picking, and excellent coffee, breweries, and vineyards to be enjoyed throughout the four seasons!

Top Guest favourite
A modern A-frame cabin is illuminated under the evening sky, featuring large glass doors that open to a spacious deck with outdoor seating. The surrounding wooded area is visible, adding to the tranquil setting of the nature retreat.
Cabin in Freehold
4.94 out of 5 average rating, 312 reviews

Tiny Home A-Frame with Hot Tub & Creek

Just a little over 2 hours from NYC, the Cozy A-Frame is a 400 sq foot, eco-friendly, creekside cabin set in the Northern Catskills of New York. Our brand new home has been thoughtfully designed to include many indulging comforts while secluded in nature. Take in the calm of the woods from the hot tub or while roasting s'mores at the fire pit. Or turn up the music on the vintage stereo and watch the snow fall. An ideal getaway for those seeking a romantic escape or a change of pace to WFH.

Top Guest favourite
A single-story cottage is set amidst lush greenery, featuring a welcoming porch and large windows. A stone pathway leads to the entrance, surrounded by well-maintained grass and shaded by surrounding trees.
Guesthouse in Cairo
4.98 out of 5 average rating, 199 reviews

Tomte Cottage in the Catskills!

Stay in the heart of the Catskills! 2 Bedroom Cottage with private entrance. One bedroom has a queen bed the other a twin/full bunk bed, suited for up to 5 guests! Cottage has full kitchen and bath w/shower. Wi-Fi and a 50 inch smart tv. Located 18 minutes to Windham and 30 to Hunter for skiing or snowboarding. Whether you are looking for a quiet weekend retreat or family weekend skiing trip, hiking or just exploring, this is the place for you! Self check in for your convenience.

Guest favourite
The living area features a spacious sofa, accented with patterned throw pillows, placed in front of a wooden coffee table. Sunlight enters through multiple windows, illuminating the room's warm wood floors and green walls. A dining area with natural wood chairs is visible in the background.
Apartment in Round Top
4.97 out of 5 average rating, 119 reviews

🏔O'Clarke Mountain House - The Catskills

Enjoy a slice of hosts (Bridgitte and Kevin's) ideal Catskill Mountain vacation rental. This 2bd 2ba apartment has an outstanding kitchen, bathrooms, cozy living room, and a perfect dining table to enjoy all your meals. This is our first home, and we will be your neighbors living on the other side of the duplex, we will respect your privacy and let you enjoy your well-earned time away from home. We hope to introduce you to our favorite shops, hikes, and restaurants nearby.

Top Guest favourite
A cozy seating area features a large, woven hanging chair with a white cushion and a bright green accent pillow. A textured pouf and a small side table complement the space, which is surrounded by large windows offering views of the mountains and natural light.
Apartment in Freehold
5 out of 5 average rating, 341 reviews

Mountain View Retreat~Sunny Hill Golf / Skiing

Welcome to Sunny Hill Road ! We are located in a small community of private homes in an open space overlooking the mountains. This one bedroom unit has everything you need to enjoy your stay in the Catskills. Relax on the private deck or inside with amazing views from every window. The kitchen is fully equipped and ready to cook a full meal and then enjoy it in the dining room overlooking the mountains. It is quiet and restful here, amazingly beautiful in all four seasons!

Top Guest favourite
A charming Craftsman cottage is set on a lush green lawn, surrounded by trees for privacy. The light-blue exterior showcases a welcoming front porch, with steps leading to the entrance. A detached structure is visible, providing additional outdoor space.
Bungalow in Palenville
4.99 out of 5 average rating, 186 reviews

Home in the Catskills with Hot Tub

Welcome to our 1920's Craftsman Cottage, nestled in the friendly hamlet of Palenville. This fully furnished house is currently located close to the historic Kaaterskill Falls, Hunter Mtn skiing and hiking. The local swimming hole is within walking distance. Hop in your car for the short drive to Catskill, Hudson, Woodstock, or Saugerties. This area will keep you coming back time and time again. Located less than 2 hours from NYC and just 15 min Exit 20 of the NYS Thruway.

Top Guest favourite
A warm and inviting living space is seen, featuring a round wooden dining table surrounded by four rustic chairs. An adobe wood-burning fireplace is visible in the background, with seating arranged nearby for relaxation. Natural light flows in through a window, enhancing the cozy atmosphere.
Home in East Jewett
4.98 out of 5 average rating, 108 reviews

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

Tucked by an enchanting creek, this newly built cabin is a serene haven where nature and comfort meet. Unwind together in the hot tub beneath the stars, relax in the wood fired sauna, or enjoy a fun evening in the game room. Let the soothing sounds of the creek lull you to sleep as you take in the beauty of the outdoors from every window. Explore nearby trails, quaint towns, and secret escapes. Pet-friendly, perfect for couples seeking a magical retreat in every season.

Top Guest favourite
A modern cabin exterior is set against a backdrop of colorful autumn foliage. The structure features large glass doors and windows, allowing natural light to flow inside. A spacious lawn is visible, complemented by seating arrangements on the patio, inviting relaxation in nature.
Cabin in Round Top
4.99 out of 5 average rating, 138 reviews

Contemporary Cabin in Catskill Mountains

Our luxurious cabin is more than just an Airbnb; it's a personal sanctuary designed with your comfort and tranquility in mind. Nestled on 1.5 acres of Catskill Mountain beauty, this idyllic retreat offers everything you need for a relaxing getaway or extended stay. Enjoy the modern amenities, cozy furnishings, and breathtaking views that make our cabin a truly special place. View more pictures at @the_reve_cabin Ready to escape the ordinary? Book your stay today.

Popular amenities for Round Top outdoor seating rentals

When is the best time to visit Round Top?

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Avg. price$460 AUD$468 AUD$460 AUD$460 AUD$375 AUD$471 AUD$468 AUD$409 AUD$461 AUD$471 AUD$460 AUD$512 AUD
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Quick stats about holiday rentals with outdoor seating in Round Top

  • Total holiday rentals

    Explore 30 holiday rentals in Round Top

  • Nightly prices starting at

    Round Top holiday rentals start at $184 AUD per night before taxes and fees

  • Verified guest reviews

    Over 1,970 verified reviews to help you choose

  • Family-friendly holiday rentals

    30 properties offer extra space and kid-friendly amenities

  • Pet-friendly accommodation

    Find 20 rentals that welcome pets

  • Rentals with dedicated workspaces

    20 properties have a dedicated workspace

  • Wi-Fi availability

    30 of Round Top holiday rentals include Wi-Fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Round Top rentals

  • 4.9 Average rating

    Round Top stays are highly rated by guests—averaging 4.9 out of 5!