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Compare 154 Cottages in Round Top with updated reviews, rates, and availability.

Streamside Cottage Walking Distance to Town of Woodstock
Front Entrance to Cottage
Streamside Cottage Walking Distance to Town of Woodstock
10.0 out of 10, Exceptional, (201)
"Very nice stay from start to finish. We stayed two nights after a busy conference and the space was clean and tranquil, with a gorgeous stream to relax us. "
The price is AED 694
AED 1,311 total
includes taxes & fees
24 Jun - 25 Jun
Streamside Cottage Walking Distance to Town of Woodstock
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, (40)
"Junebug Cottage was a top notch place to stay and we enjoyed every minute of it! It is clean, well kept, and has everything needed for your stay. John is very hospitable and easy to communicate with. We loved the space and even spent some time reading on the back patio. Definitely recommend this place!"
Junebug Cottage: peace, love and privacy a short walk to Woodstock village green
Charming Woodstock Teahouse Cottage by the Sawkill Creek trout stream
Teahouse
Charming Woodstock Teahouse Cottage by the Sawkill Creek trout stream
9.2 out of 10, Wonderful, (32)
"This is a great place to stay. Really loved the fire pit by the creek for evening cocktails and conversation."
The price is AED 735
AED 1,109 total
includes taxes & fees
24 Jun - 25 Jun
Charming Woodstock Teahouse Cottage by the Sawkill Creek trout stream
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Charming Artist's Retreat
Enchanted setting
Charming Artist's Retreat
10.0 out of 10, Exceptional, (115)
"It's our second time staying at the "retreat". Aptly named. Beautiful location and perfect for us celebrating my wife's retirement. Maureen has been a gem both times. Hope to visit again! And OH, the sunsets and the birds and the deer and the house with a history on the hill with a view!"
Charming Artist's Retreat
Charming Cottage in Private Lake Community (Pet-Friendly!)
Room
Charming Cottage in Private Lake Community (Pet-Friendly!)
9.6 out of 10, Exceptional, (14)
"Clean and comfortable. We had a great time visiting with friends and family at my daughters baby shower!"
Charming Cottage in Private Lake Community (Pet-Friendly!)
Catskills Cottage w/ Deck, 7 Mi to Hunter Mtn
Elka Park Vacation Rental | 3BR | 2BA | 1,200 Sq Ft | Step-Free Entry
Catskills Cottage w/ Deck, 7 Mi to Hunter Mtn
10.0 out of 10, Exceptional, (7)
"Amazing place! So cozy and comfortable. Close to so many trails. We dropped off the kids at Hunter Mountain to snowboard both days and went for 2 amazing hikes. Perfect bluebird days! Will definitely be back!"
Catskills Cottage w/ Deck, 7 Mi to Hunter Mtn
Romantic + historic artist cottage with storybook charm in private woods!
Swing in your hammock under the trees + listen to birdsong
Romantic + historic artist cottage with storybook charm in private woods!
10.0 out of 10, Exceptional, (58)
"The house was very quiet and comfortable . We enjoyed it very much and will definitely come back."
Romantic + historic artist cottage with storybook charm in private woods!
Country Cottage with beautiful views and easy access to Catskills activities.
Country Cottage with beautiful views and easy access to Catskills activities.
The price is AED 404
AED 648 total
includes taxes & fees
7 Jul - 8 Jul
Country Cottage with beautiful views and easy access to Catskills activities.
Loblolly Cottage - Enchanting Retreat set among towering pines.
Exterior
Loblolly Cottage - Enchanting Retreat set among towering pines.
9.8 out of 10, Exceptional, (28)
"This is a beautiful, cozy, and comfortable cottage. The attention to design detail, stained glass windows in the peaks, lantern wall lights, and barn wood beams, makes this a special place. We were there on a cold and rainy weekend and it was a perfect place to just relax. "
Loblolly Cottage - Enchanting Retreat set among towering pines.
Saugerties Cottage - relaxing home in nature, close to downtown, HITS & hikes
Living room with L shaped couch + love seat (not featured)
Saugerties Cottage - relaxing home in nature, close to downtown, HITS & hikes
10.0 out of 10, Exceptional, (3)
"My family and I stayed for a softball tournament and really enjoyed our stay. We plan on returning. The host was easy to access, she responded ASAP. The home was cozy and peaceful. We enjoyed the towel warmer, the deck, and fire pit. "
Saugerties Cottage - relaxing home in nature, close to downtown, HITS & hikes
Rose Cottage
Private kitchen
Rose Cottage
Rose Cottage
LAKE FRONT COTTAGE - YEAR ROUND HOT TUB
Private Hot Tub overlooking Lake
LAKE FRONT COTTAGE - YEAR ROUND HOT TUB
9.4 out of 10, Exceptional, (40)
"came here with my partner to celebrate my birthday. it was the perfect place to relax & wind down from living in the city. i would love to come back during warmer months!"
LAKE FRONT COTTAGE - YEAR ROUND HOT TUB
TOP RATED Romantic rustic luxury + flowing stream + walk to town = Brook Cottage
Relax in the sunny south-facing great room with a cozy gas-fueled fire stove…
TOP RATED Romantic rustic luxury + flowing stream + walk to town = Brook Cottage
10.0 out of 10, Exceptional, (159)
"We had a great time at this cozy cottage in Woodstock. Was a bit more rustic then we are use to but was wonderful nonetheless."
TOP RATED Romantic rustic luxury + flowing stream + walk to town = Brook Cottage
Romantic cottage w/hot tub . Close to skiing and breweries . Pet friendly!
Living area
Romantic cottage w/hot tub . Close to skiing and breweries . Pet friendly!
10.0 out of 10, Exceptional, (2)
"This cabin is well lit, insulated, plenty of natural light, heated tile floors, comfortable bedding, extra sleeping arrangements, hot tub was clean, hot, and ready, the fire pit and grill were awesome to have, the hosts were super friendly, and last but not least, the location is perfect. Nestled between the mountains on a small main road in the middle of the mountains, very quaint. Will be booking again"
Romantic cottage w/hot tub . Close to skiing and breweries . Pet friendly!
Saugerties Cabin Rental w/ Fire Pit & Creek Access
Living area
Saugerties Cabin Rental w/ Fire Pit & Creek Access
3.0 star property
Saugerties Cabin Rental w/ Fire Pit & Creek Access
THE HIDDEN COTTAGE Private, Relaxing, Great Location, Has Everything You Need
Entrance to the Cottage
THE HIDDEN COTTAGE Private, Relaxing, Great Location, Has Everything You Need
10.0 out of 10, Exceptional, (1)
"Great long weekend away from the daily grind. Wonderful house in a quiet and secluded setting. Perfect location between hiking and shopping!"
THE HIDDEN COTTAGE Private, Relaxing, Great Location, Has Everything You Need
Modern Country Cottage
Living area
Modern Country Cottage
10.0 out of 10, Exceptional, (2)
"We were looking for a quiet getaway and found it! The house is updated, immaculate and fully appointed. It is well laid out with very comfortable furniture. There is a deck with a forest and a pond in the backyard, and a short walk through the forest to a creek. Very peaceful, with things to do in the area."
Modern Country Cottage
The Cabin at Chichester in the Catskills Mountains
The Cottage at Chichester
The Cabin at Chichester in the Catskills Mountains
9.8 out of 10, Exceptional, (165)
"Very clean, good area"
The Cabin at Chichester in the Catskills Mountains
NEW! Herb Cottage: Historic Artist's Cottage, Wood Stove, Walk to Town!
View of Herb Cottage from the 'show off' herb garden
NEW! Herb Cottage: Historic Artist's Cottage, Wood Stove, Walk to Town!
9.8 out of 10, Exceptional, (126)
"This is a lovely cottage that's perfectly situated between the town of Woodstock and the Overlook Mountain trail. Wonderful ambiance, great mattress, generously-appointed kitchen. Only caveat is that the ceilings are quite low in some spots — especially the kitchen entrance and the upstairs loft-style bedroom. Bumped my head a few times when I forgot to duck!"
NEW! Herb Cottage: Historic Artist's Cottage, Wood Stove, Walk to Town!
Lakefront cottage with Year round Hot Tub private beach and dock
Brand new deck right on the lake
Lakefront cottage with Year round Hot Tub private beach and dock
9.6 out of 10, Exceptional, (73)
"Super fun weekend for us and our pup. Highly suggest this place for a weekend getaway with lake access"
Lakefront cottage with Year round Hot Tub private beach and dock
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See all available properties in Round Top
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.

Other property types in Round Top

Micosta Leisure Inn
Terrace/patio
Micosta Leisure Inn
3.0 star property
9.0 out of 10, Wonderful, (74)
"Expedia said they have a Sunday buffet, but they didn't."
The price is AED 461
AED 517 total
includes taxes & fees
23 Jun - 24 Jun
Micosta Leisure Inn
'A Place in the Woods' - Cabin on Chloe's Lake on 23 acres near Woodstock, NY
The Cabin Overlooking Chloe's Lake
'A Place in the Woods' - Cabin on Chloe's Lake on 23 acres near Woodstock, NY
8.4 out of 10, Very Good, (37)
"Our trip was amazing. We do it again again and again"
The price is AED 459
AED 459 total
includes taxes & fees
23 Jun - 24 Jun
'A Place in the Woods' - Cabin on Chloe's Lake on 23 acres near Woodstock, NY
Streamside Cottage Walking Distance to Town of Woodstock
Front Entrance to Cottage
Streamside Cottage Walking Distance to Town of Woodstock
10.0 out of 10, Exceptional, (201)
"Very nice stay from start to finish. We stayed two nights after a busy conference and the space was clean and tranquil, with a gorgeous stream to relax us. "
The price is AED 694
AED 1,311 total
includes taxes & fees
24 Jun - 25 Jun
Streamside Cottage Walking Distance to Town of Woodstock
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.

Recent reviews of Round Top hotels
Expedia verified reviews

Holiday Inn Express & Suites Kingston-Ulster, an IHG Hotel

Holiday Inn Express & Suites Kingston-Ulster, an IHG Hotel

5/5 Excellent
Excellent experience!
"I went with my family for a weekend and we definitely want to return. The place and the attention were incredible. Excellent breakfast, clean rooms, clean and comfortable common areas.We visited the hotel in the month of June and on that date the pool was not available. 😎"
A verified traveler stayed at Holiday Inn Express & Suites Kingston-Ulster, an IHG Hotel
Posted 2 days ago
Holiday Inn Express & Suites Kingston-Ulster, an IHG Hotel