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In two weeks
Oct 10 - Oct 12
In two months
Nov 21 - Nov 23
In three months
Dec 19 - Dec 21
In four months
Jan 16 - Jan 18

Cottages in Round Top

Romantic cottage with hot tub . Close to hiking and breweries . Pet friendly!
Exterior

Romantic cottage with hot tub . Close to hiking and breweries . Pet friendly!

9.8 out of 10, Exceptional, (20)
"Had a wonderful "
Romantic cottage with hot tub . Close to hiking and breweries . Pet friendly!
Junebug Cottage: peace, love and privacy a short walk to Woodstock village green
Exterior

Junebug Cottage: peace, love and privacy a short walk to Woodstock village green

10.0 out of 10, Exceptional, (74)
"Nice property Very clean and comfortable "
Junebug Cottage: peace, love and privacy a short walk to Woodstock village green
Streamside Cottage Half Mile to Town of Woodstock
Exterior

Streamside Cottage Half Mile to Town of Woodstock

10.0 out of 10, Exceptional, (253)
"A beautiful quiet setting! "
Streamside Cottage Half Mile to Town of Woodstock
Rose Cottage
Exterior

Rose Cottage

9.0 out of 10, Wonderful, (8)
"It's so peaceful there. It was lovely."
Rose Cottage
ADORABLE CREEK COTTAGE Charming Original Details, Fireplace, Near Town, WiFi
Exterior

ADORABLE CREEK COTTAGE Charming Original Details, Fireplace, Near Town, WiFi

10.0 out of 10, Exceptional, (80)
"My friend and I really enjoyed the solace of our stay. Highly recommend!"
ADORABLE CREEK COTTAGE Charming Original Details, Fireplace, Near Town, WiFi
The Cabin at Chichester in the Catskills Mountains
Exterior

The Cabin at Chichester in the Catskills Mountains

9.8 out of 10, Exceptional, (188)
"This is a great little cottage! It’s super clean and has everything you need and plenty of space inside and out. Host was terrific to deal with and made the process seamless and simple. Would definitely stay here again as a great place to stay while enjoying all the area has to offer!! "
The Cabin at Chichester in the Catskills Mountains
Charming Cottage in the Heart of Catskill & Pet Friendly
Exterior

Charming Cottage in the Heart of Catskill & Pet Friendly

10.0 out of 10, Exceptional, (14)
"Really enjoyed my stay! Very thoughtful host. "
Charming Cottage in the Heart of Catskill & Pet Friendly
Charming Artist's Retreat
Exterior

Charming Artist's Retreat

10.0 out of 10, Exceptional, (142)
"Enjoyed our stay!"
Charming Artist's Retreat
Woodstock Cottage with hot tub. Close to town yet very private.
Exterior

Woodstock Cottage with hot tub. Close to town yet very private.

9.4 out of 10, Exceptional, (84)
"Diana’s property was the perfect spot to reconnect with old friends. We enjoyed the art, food and music of Woodstock and a side trip to Bethel to check out the Woodstock Museum. Diana’s home was a comfortable place to retreat to after our days of exploring. We would love to make it an annual event. "
Woodstock Cottage with hot tub. Close to town yet very private.
Hits Adjacent | Pet Friendly | Caraway Cottage
Exterior

Hits Adjacent | Pet Friendly | Caraway Cottage

10.0 out of 10, Exceptional, (13)
"We enjoyed our stay, nice location "
$412 nightly
The price is $426
Oct 5 - Oct 6
Total with taxes and fees
Hits Adjacent | Pet Friendly | Caraway Cottage
Private cottage - 5 min from the center of town
Interior

Private cottage - 5 min from the center of town

10.0 out of 10, Exceptional, (11)
"Perfect for a visit to Woodstock. Comfortable bed, small space but everything that was needed was there. On site close parking is a plus. Great stay for a couple. "
Private cottage - 5 min from the center of town
4 Mi to Dtwn Catskill: Mtn-view Home
House (4 Bedrooms) | Front of property

4 Mi to Dtwn Catskill: Mtn-view Home

3.0 star property
4 Mi to Dtwn Catskill: Mtn-view Home
Stream Come True! Ski, hike, spa, flow, relax...
Exterior

Stream Come True! Ski, hike, spa, flow, relax...

10.0 out of 10, Exceptional, (6)
"Very clean house, cozy, beautiful views. Close to skiing. "
Stream Come True! Ski, hike, spa, flow, relax...
Private hot tub + Modern Cottage
Exterior

Private hot tub + Modern Cottage

9.8 out of 10, Exceptional, (8)
"The property had everything we needed. We enjoyed our stay immensely."
Private hot tub + Modern Cottage
Catskills Mtn Retreat w/ Panoramic View & Fire Pit
House (3 Bedrooms) | Interior

Catskills Mtn Retreat w/ Panoramic View & Fire Pit

3.0 star property
Catskills Mtn Retreat w/ Panoramic View & Fire Pit
Saugerties Cottage - relaxing home in nature, close to downtown, HITS & hikes
Exterior

Saugerties Cottage - relaxing home in nature, close to downtown, HITS & hikes

10.0 out of 10, Exceptional, (5)
"quiet sanctuary close to Woodstock and saugerties"
Saugerties Cottage - relaxing home in nature, close to downtown, HITS & hikes
Modern Country Cottage
Exterior

Modern Country Cottage

10.0 out of 10, Exceptional, (2)
Modern Country Cottage
Charming Woodstock Teahouse Cottage by the Sawkill Creek trout stream
Terrace/patio

Charming Woodstock Teahouse Cottage by the Sawkill Creek trout stream

9.2 out of 10, Wonderful, (44)
"This is a great place to stay. Really loved the fire pit by the creek for evening cocktails and conversation."
$275 nightly
The price is $308
Oct 5 - Oct 6
Total with taxes and fees
Charming Woodstock Teahouse Cottage by the Sawkill Creek trout stream
Country Cottage with beautiful views and easy access to Catskills activities.
Exterior

Country Cottage with beautiful views and easy access to Catskills activities.

10.0 out of 10, Exceptional, (12)
"Great spot!"
$159 nightly
The price is $178
Oct 1 - Oct 2
Total with taxes and fees
Country Cottage with beautiful views and easy access to Catskills activities.
Tiny House on Walnut Grove
Property grounds

Tiny House on Walnut Grove

2.0 star property
4.0 out of 10, (1)
$236 nightly
The price is $255
Sep 28 - Sep 29
Total with taxes and fees
Tiny House on Walnut Grove
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Round Top Hotel Reviews

Residence Inn by Marriott Kingston

Residence Inn by Marriott Kingston

10/10 Excellent
"Super clean rooms with a well equipped kitchen. Having Target and Walmart at a walkable distance was an added bonus."
Siddhi 2-night trip
Posted 2 days ago
Residence Inn by Marriott Kingston

Find out more about Round Top

Find out more about Round Top

Round Top Cottages information

Number of reviews
871
Accommodation
190 Cottages
Lowest Price
$178
Highest Price
$426

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