
Holiday rentals in Round Top
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Top-rated holiday rentals in Round Top
Guests agree: these stays are highly rated for location, cleanliness and more.

Cheerful Catskill Village Cottage
Bright and airy Catskill village refuge - a wildflower and wildlife haven in the thick of things. Historic house set on a quarter acre of trees and wildflowers, but blocks from Main Street, Catskill. Walk to Foreland, The Lumberyard, the incredible village cemetery, Thomas Cole House, restaurants and shops. Olana State Historic Site is right across the bridge! Cottage has a full kitchen, clawfoot tub, penny tile shower, front porch, dining room and large living room. Truly peaceful and lovely.

The Cabin - Ski House near Windham
The Cabin is set back, secluded, unbelievably cozy and wonderfully romantic. It's a place to reconnect and recharge, to listen to the river and hear the wind through the trees and indulge in slow lunches and long walks and truly marvel at the Catskills. There's hiking in the summer, skiing in the winter, mountain fresh air and dark, starry nights. This is a house, and you can treat it as such. But if you let go, and give in to the energy of a space created with love, this will feel like home.

1930's Cottage charm cozy air cond. near hiking
1 bedroom 1930's guest cottage with a living room. Near many hiking trails. Window air conditioner brand new, ceiling fans in living room and bedroom. Separate windowed bedroom with new full size mattress. Full size gas stove, microwave, fridge, Keurig coffee maker, toaster and large tiled counter and sink. Full bath off bedroom with large clawfoot tub and shower combination and sink and brand new toilet. Wifi , flat screen Smart TV. Vintage cast iron fireplace with electric insert.

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!

La villa Catskills: 1 Bedroom Apt
Welcome to our home nestled in Catskill Park! We are 20 min to Windham Mnt, 10 min to Hunter Mnt, 5 min to Kaaterskill Falls, 3 min to North South Lake & plenty Catskill gems. Take in nature at our 2 acre property & enjoy the views of Upstate NY, all year round! Relax at a family-friendly stay or romantic getaway after a hike or day at the slopes. Grill with scenic mountain views from a private balcony or enjoy a toasty fire pit by the fountain lake, under the stars. #LaVillaCatskills on IG

Luxury A-Frame Cabin in the Woods with Sauna
Modern, glass‑fronted A‑frame perched in the Catskills, offering sweeping mountain vistas. Relax in the private cedar barrel hot sauna & refreshing outdoor shower, gather round the smokeless propane fire-table, or fire up the propane grill for al‑fresco dinners. A stylish bedroom with woodland views, luxe linens, fast Wi‑Fi, and a cozy electric fireplace blend comfort with design. Minutes to trailheads, waterfalls & farmers markets - ideal for couples seeking a serene and restorative escape.

🏔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!

Riverfront, Fireplace, 20 min to Hudson & Windham
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.

Modern Prefabricated Architectural Retreat
At Stonewall Hill, a modern prefab home set on 10 wooded acres, you can enjoy a cozy night by the fire in winter & cook a feast in the well-equipped kitchen or on the outdoor gas grill in summer. It has an open plan kitchen, living & dining space; a main bedroom w/ queen bed & ensuite bathroom; a 2nd bedroom that doubles as TV room w/ queen sofa bed & bathroom across the hall. 10 minutes to the HITS fairgrounds & close to hiking, skiing, shopping, & dining.

Catskill Village House - Mountain View Studio
Our largest option, the Mountain View Suite incorporates high ceilings, and mountaintop views from a raised dining area to provide a large and light oasis. Located on the second floor, the suite features custom antique accents and original artwork that evoke a sense of adventure. The room includes a large bath with clawfoot tub and shower, kitchenette, and sleeper sofa. Custom queen mattress (featured at the Four Seasons NYC), organic cotton sheets.

Gorgeous Tiny House with Mountain View
Enjoy our little cabin and feel off the grid, without being far from the charming village of Saugerties and close to Woodstock. Enjoy the beautiful Catskills area and retreat in our beautifully renovated “tiny haven” ... complete with a Mountain View! Ac cools beautifully in summer! The Haven at Blue Mountain! ******Can also be booked together with the Main House on the property, listed as Blue Mountain Haven! https://abnb.me/SMQTSu5LQpb
Popular amenities for Round Top holiday rentals
Other great holiday rentals in Round Top

The Catskill Equestrian Cabin

Fall Special: Pond Views, Backyard Dining+BBQ.

Luxury Catskills A-Frame Cabin | Hot Tub & Sauna

The Pine Tree Chalet | Perfect Airbnb in Catskills

Cozy Condo w/wood burning fireplace

The Red Door Cabin

20 min to Hudson & Windham w fire pit

Luxury Retreat Experience Modern Mountain Hideaway
When is the best time to visit Round Top?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | € 237 | € 244 | € 237 | € 222 | € 213 | € 242 | € 242 | € 247 | € 243 | € 209 | € 243 | € 276 |
| 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 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.
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 $170 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
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 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.
Are there family-friendly vacation rentals in Round Top?
Round Top has more than 30 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.
Do house rentals in Round Top have a kitchen?
Absolutely! We offer over 20 house rentals with a kitchen in Round Top. Enjoy a tailored experience with all the comforts you desire.
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.
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 € 112 per night before taxes and fees

Verified guest reviews
Over 2,290 verified reviews to help you choose

Family-friendly holiday rentals
30 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 30 rentals that welcome pets

Rentals with dedicated workspaces
30 properties have a dedicated workspace

Wifi availability
50 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!
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- Hunter Mountain
- Belleayre Mountain Ski Center
- Jiminy Peak Mountain Resort
- Minnewaska State Park Preserve
- Windham Mountain
- John Boyd Thacher State Park
- Howe Caverns
- Bash Bish Falls State Park
- Mount Greylock Ski Club
- Kent Falls State Park
- Catamount Mountain Ski Resort
- Walkway Over the Hudson State Historic Park
- Zoom Flume
- Taconic State Park
- Norman Rockwell Museum
- Plattekill Mountain
- Bousquet Mountain Ski Area
- Hunter Mountain Resort
- Butternut Ski Area and Tubing Center
- Beartown State Forest
- Mohawk Mountain Ski Area
- Opus 40
- Berkshire Botanical Garden
- Albany Center Gallery




