
Holiday houses in Round Top
Find and book unique accommodation on Airbnb
Quick stats about holiday rentals in Round Top

Total holiday rentals
Explore 50 holiday rentals in Round Top

Nightly prices starting at
Round Top holiday rentals start at $181 AUD per night before taxes and fees

Verified guest reviews
Over 2,620 verified reviews to help you choose

Family-friendly holiday rentals
40 properties offer extra space and kid-friendly amenities

Pet-friendly accommodation
Find 30 rentals that welcome pets

Rentals with dedicated workspaces
30 properties have a dedicated workspace

Wi-Fi availability
50 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!
Top-rated holiday rentals in Round Top
Guests agree: these stays are highly rated for location, cleanliness and more.

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!

Walk To Round Top Resorts
Welcome to the Northern Catskills where you are surrounded by Earth's natural beauty. Our home is located on a quiet country road, but is just a quick car ride or walk to resorts for meals, drinks and entertainment. Mountain bike trails are located right out of the driveway. Hudson, Woodstock and Windham/Hunter Ski Mountains are all within a 30 minute drive. Pack your gear and go hiking, biking or skiing. This rental home is 1840 sq ft and sits on a 1 acre lot with 12 acres of backyard woods.

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.

Modern Catskills Cabin on creek w/private 10 acres
Enjoy our newly built modern cabin on the seasonal Kiskatom creek on 10.5 acres nestled in the Catskills mountains in the iconic resort area of Round Top- enjoy hiking the Catskills - Explore our lovely land of gorgeous private 10 acres-beautiful creek ( running now in early Aug) with cool large rock formations for hanging out -beautiful trees & mountain to chill in the Catskills We have a fire circle, Adirondack chairs, hammocks, a grill and outdoor eating area for ultimate relaxing!

Catskills Escape! Hot Tub, Massage Chairs & Games
Escape to a serene mountain retreat in the heart of Catskills New York. Our property offers a tranquil haven surrounded by the breathtaking beauty of the our mother nature. Immerse yourself in nature as you unwind in a cozy and thoughtfully designed space, complete with modern amenities and panoramic views. Whether you're seeking a peaceful getaway, outdoor adventures, or simply a break from the hustle and bustle, our retreat provides the perfect blend of comfort and natural splendor.

Roundtopian Retreat Cabin~
Forget your worries in this spacious and serene space. not far from the catskill river, ski resorts..local resorts..hiking , fishing, mountain biking, horseback riding and hits events in saugerties and local farm markets .. quiet neighborhood, fire pit for quiet evening relaxation..back covered porch to escape a rainy day or keep cool from the hot sun..comfortable..a bit of old and new decor... welcoming and cozy..not far from the fun events in round top throughout the season!

🏔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.

Designer Private Catskills House + Fire Pit
Unique architecture. Perfect family getaway. Unwind by the wood-burning fire pit after a day of mountain adventures, or work from home with ultra-fast Wi-Fi. Three spacious bedrooms sleep up to eight. ✓ 1.6 Private acres for games, stargazing, and wildlife sighting ✓ Fully stocked kitchen + outdoor BBQ ✓ Crib, highchair & toys for the little ones ✓ Minutes to hiking, waterfalls and charming Catskill towns—yet completely secluded. Book your stay while your dates are open!

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.

Nirvana Cabin
Welcome to Nirvana Cabin! This stunning house is newly built and has all the feels of a traditional log cabin in the woods with the convenience of modern amenities. Our cabin is surrounded by lush evergreens (maple, oak, birch, spruce, pine), a running creek during the spring and only a short 2-hour drive from NYC. We invite you to experience a retreat in Round Top (or Roundtopia as we locals like to call it) nestled in the beauty of the Catskill mountains!

Special: Pond Views, Backyard Dining+BBQ.
Greetings! Are you seeking a tranquil retreat meticulously designed for relaxation and comfort? 2 hrs. away from NYC? Look no further! Our unique house might carry a quirky charm, but this is a testament to the dedication and creativity we've poured into crafting the most amazing experience possible for our guests. Managed by a professional property management team, offers a carefully tailored experience to ensure your stay is nothing short of perfect.

The Catskill Equestrian Cabin
Decompress in this beautiful, calm, serene new cabin build nestled in the mountains on a peaceful, private five acre lot, bordering an equestrian center. Walk less than two minutes to see the horses during your stay. The cabin is less than 15 minutes to Windham mountain for winter skiing and under 20 minutes to the popular town of Catskill. This cabin has all the amenities you need for a wonderful stay. We hope to host you soon!
Popular amenities for Round Top holiday rentals
Other great holiday rentals in Round Top

Entire home in Cairo | 15 min Hunter/Windham Mnt

New Cozy Scandinavian Cabin – 2 Hours from NYC

The Catskills Stone Getaway

Onyx A Frame - Secluded Mountain Escape

Entire Space: Old Catskill Game Farm Giraffe House

Europe in The Catskills

The Pine Tree Chalet | Perfect Airbnb in Catskills

Mountain View Dream Escape - Hot Tub, Pool & Art
When is the best time to visit Round Top?
| Month | Jan | Feb | Mar | Apr | May | June | July | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $452 AUD | $432 AUD | $381 AUD | $400 AUD | $392 AUD | $357 AUD | $391 AUD | $397 AUD | $392 AUD | $382 AUD | $396 AUD | $435 AUD |
| 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 |
Frequently Asked Questions
Are there family-friendly vacation rentals in Round Top?
Round Top has more than 40 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.
How much does it cost to stay in cabin rentals in Round Top?
Experience the best of Round Top with our cabin rentals, starting at about $150 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
Are there pet-friendly vacation rentals in Round Top?
Four-legged friends are welcome in Round Top. Choose from more than 30 vacation rentals for guests traveling with pets.
Are there vacation rentals with a dedicated workspace in Round Top?
Yes! Work meets play with ease at over 30 vacation rentals in Round Top featuring dedicated workspaces. Stay connected and productive in your home away from home.
Do house rentals in Round Top have air conditioning?
Absolutely! We offer over 20 house rentals with air conditioning in Round Top. Enjoy a tailored experience with all the comforts you desire.
Do cabin rentals in Round Top have a kitchen?
Absolutely! We offer over 10 cabin rentals with a kitchen in Round Top. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in Round Top have wifi?
Absolutely! We offer over 20 house rentals with wifi in Round Top. Enjoy a tailored experience with all the comforts you desire.
Do cabin rentals in Round Top have free parking?
Absolutely! We offer over 10 cabin rentals with free parking in Round Top. Enjoy a tailored experience with all the comforts you desire.
Destinations to explore
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- Hunter Mountain
- Belleayre Mountain Ski Center
- Minnewaska State Park Preserve
- Jiminy Peak Mountain Resort
- June Farms
- Windham Mountain
- Catamount Mountain Ski Resort
- Howe Caverns
- Butternut Ski Area and Tubing Center
- Taconic State Park
- Plattekill Mountain
- Mohonk Preserve
- Thacher State Park
- Bash Bish Falls State Park
- Peekamoose Blue Hole
- Hunter Mountain Resort
- Kent Falls State Park
- Bousquet Mountain Ski Area
- Mohawk Mountain Ski Area
- Millbrook Vineyards & Winery
- Hudson Chatham Winery
- Rensselaer Polytechnic Institute
- Benmarl Winery
- MVP Arena





