
Holiday rentals with outdoor seating in Round Top
Find and book unique rentals with outdoor seating on Airbnb
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 €114 per night before taxes and fees

Verified guest reviews
Over 2,150 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
20 properties have a dedicated workspace

Wifi availability
30 of Round Top holiday rentals include wifi 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!
Top-rated rentals with outdoor seating in Round Top
Guests agree: these rentals with outdoor seating are highly rated for location, cleanliness and more.

Luxury Catskills A-Frame Cabin | Hot Tub & Sauna
Nestled in the serene woods of Saugerties, NY, this luxurious A-frame cabin offers modern comfort and natural beauty. Just 10 mins from Woodstock and 2 hrs from NYC, NJ. it sits on a private 2-acre lot. Easy Access. Featuring premium queen Casper mattresses, a Breville espresso machine, a 4K projector, a firepit, grill, a cedar wood-fired hot tub & Sauna. Dog friendly! A cozy & stylish retreat near hiking, skiing, and top dining spots in the Catskills. Visit our ig ‘highwoodsaframe’ for more!

40-Foot Container Cabin in the Catskills
*Click our logo to see the NEW DOUBLE container Cabin 1: a 2 bed/2 bath luxury retreat! Cabin 2 is our RECENTLY renovated 40-foot container cabin - with a full bathroom, A/C, and wood-fired hot tub - set on a waterfall and 20 acres of wilderness. Warm in winter and cool in the summer, enjoy the deck, fire ring, grill, and hammock. The cabin is two hours north of NYC, with a refrigerator, Wifi, propane, furnace, and wood stove. Woodstock, Kingston, the Hudson River and hiking trails 15 min away.

Modern Cabin in the woods
Escape to serenity in our cozy cabin nestled in the heart of the woods! Surrounded by towering trees & the soothing sounds of nature, this secluded retreat offers the perfect blend of peace & adventure. Inside you'll find a warm & inviting atmosphere, complete with rustic charm & modern design. Explore our private trail that takes you to a beautiful creek, or relax in the tranquility of the forest by the fire. The perfect getaway for travelers seeking a digital detox & a connection with nature

Private Waterfall Retreat on 10 acres
Newly renovated 2 BR private home in the Catskill foothills perched next to a beautiful waterfall and stream. Furnished with quality and care, with an eye toward modern style and comfort. Gas Grill on covered porch, Campfire area, & outdoor table and benches for dining outside! Hiking trails and swimming holes nearby. Walking distance to Zoom Flume Waterpark, 12 mile drive to Windham Mountain, 30 minutes to Hudson. But really no need to go anywhere once you settle in to this quiet retreat!

Cabin by the woods, Hunter Mountain & Kaaterskills
Our cozy little cottage is tucked away adjacent to the woods. This single floor 650sf apartment is a perfect place to unwind, build a bonfire, & enjoy the nature that surrounds you. Wake up in the morning to watch deer while enjoying your coffee on the porch. Main St. Tannersville is only an 8 min walk; with its nice selection of restaurants & shops. Hunter Mountain & Kaaterskill Falls are within a 10 min drive . Woodstock, Saugertise, Windham, Catskill & Kingston are within a 35 min drive.

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!

Hot Tub~Fire Pit~Hiking~BBQ~Catskills~Kaaterskills
☀️Private Chef Services Available☀️ ☀️HOT TUB ☀️FIRE PIT ☀️Hiking ☀️Skiing ☀️Pet friendly ☀️Fast wifi ☀️Wrap Around Deck w/ Weber Grill ☀️Washer/Dryer ☀️5 min to Hunter Mt. ☀️16 min to Windham ☀️2 hrs to NYC Let us show you a 5⭐️ experience! This upstate getaway is the ideal home to escape the city, breathe deeply and have fun. Our home was hand-built in the 80's and we've preserved the perfect nostalgia of that moment - pre cellphones! - while updating it to meet all contemporary needs.

Welcome to the Shangri-La Chalet!
A Chalet-style home in the Catskills, ideal to SKI, HIKE, WORK REMOTELY; PLAY or simply get away. Lots of GAMEROOM activities; a large airy "GREAT ROOM" for gatherings by the FIREPLACE then wander to private bedrooms. OUTDOOR wrap-around split-level DECKS (nearly 3,000 sq. ft!) with all the accoutrements for outdoor GRILLING & DINING AL FRESCO and a dip in the HOT TUB! WIFI is 200 DOWNLOAD /10 UPLOAD On-site AMPLE PARKING Longer stays welcomed & discounted! NOT SUITABLE FOR MINORS.

🏔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.

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!

Modern Riverfront, Swim & Fish, 20 min to Hudson
Modern Scandinavia-style riverfront bungalow on 8 acres. Sit on your deck with twinkle lights for coffee/dinner filled w sounds & views of a rushing river; walk across the river into your own private swimming spot! Perfect for a nature retreat, hiking, swimming, fishing (stocked every April), skiing, work w mountain views or write that novel you have always wanted to finish. 2 hrs from the George Washington Bridge. Level 2 EV charger. Hate has no home here-all are welcome.

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.
Popular amenities for outdoor seating rentals in Round Top
House rentals with outdoor seating

Scandinavian Cottage/Mountain Views/Fire pit

The Stone House

Architect's Hudson Valley Home in the Woods

Schoolhouse in the Catskills

Boulder Tree House

Accord River House

Modern House with Mountain View @Getawind

Rustic Swedish Barn/Featured in Airbnb Magazine
Apartment rentals with outdoor seating

1 bdrm apt in Athens on the Hudson

Catskill Village House - Studio w/ Private Terrace

D & D’s Place

Burnt Knob Mountain Escape

Hudson River Beach House

Escape to a Sleek, Serene Studio on the Riverbank

Scenic Hudson River Getaway!

Chic Country Apt in Woodstock, NY
Apartment rentals with outdoor seating

Luxury. 5-Star. Ski In/Out, Heated Pool, Hot Tub

Trailside At Hunter-Phase II-Hunter NY

Windham Condo

Hike Minnewaska + Walk to Rail Trail, Food, Drink

Hunter creekside condo with mtn. view

Hunter Mountain 2BR Condo - Steps to Ski Slopes!

Walk to Hunter Mtn Slopes (5 Min) + Fireplace

MountainViews•Sunny2BR•Pool•10 MinToLakes•Farm
When is the best time to visit Round Top?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | €332 | €285 | €240 | €285 | €232 | €292 | €290 | €253 | €286 | €292 | €285 | €318 |
| Avg. temp | -4°C | -3°C | 2°C | 9°C | 15°C | 20°C | 23°C | 22°C | 18°C | 11°C | 5°C | -1°C |
Destinations to explore
- New York City Holiday rentals
- Montreal Holiday rentals
- Philadelphia Holiday rentals
- Washington Holiday rentals
- Boston Holiday rentals
- Ocean City Holiday rentals
- Niagara Falls Holiday rentals
- Jersey City Holiday rentals
- Mississauga Holiday rentals
- Newark Holiday rentals
- Portland Holiday rentals
- Baltimore Holiday rentals
- Rentals with a patio Round Top
- House rentals Round Top
- Rentals with a washing machine and dryer Round Top
- Rentals with a fireplace Round Top
- Rentals with a firepit Round Top
- Family-friendly rentals Round Top
- Pet-friendly rentals Round Top
- Rentals with outdoor seating Greene County
- Rentals with outdoor seating New York
- Rentals with outdoor seating United States
- Hunter Mountain
- Belleayre Mountain Ski Center
- Minnewaska State Park Preserve
- Jiminy Peak Mountain Resort
- Windham Mountain
- Howe Caverns
- Catamount Mountain Ski Resort
- Butternut Ski Area and Tubing Center
- June Farms
- Plattekill Mountain
- Bash Bish Falls State Park
- Taconic State Park
- Thacher State Park
- Zoom Flume
- Mohonk Preserve
- Kent Falls State Park
- Hunter Mountain Resort
- Bousquet Mountain Ski Area
- Mohawk Mountain Ski Area
- Hudson Chatham Winery
- Rensselaer Polytechnic Institute
- Millbrook Vineyards & Winery
- Peekamoose Blue Hole
- Benmarl Winery





