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Check prices for these dates

In two weeks
6 Feb - 8 Feb
In two months
20 Mar - 22 Mar
In three months
17 Apr - 19 Apr
In four months
15 May - 17 May

Our top choices for Round Top cottages

Interior

Charming loft cottage in tranquil Germantown with WiFi, AC

Charming loft cottage in tranquil Germantown with WiFi, AC
Germantown
10.0 out of 10, Exceptional, (9 reviews)
"Sparkling clean, lovely and cozy hideaway. We only stayed overnight, but the kitchenette would be perfect for a longer stay. Hope we can come back sometime and stay longer."
United States
Peter S.
The price is NZ$365
includes taxes & fees
22 Jan - 23 Jan
Charming loft cottage in tranquil Germantown with WiFi, AC
Exterior

Charming Cottage in the Heart of Catskill & Pet Friendly

Charming Cottage in the Heart of Catskill & Pet Friendly
Catskill
10.0 out of 10, Exceptional, (21 reviews)
"Perfect place for a visit to the Hudson Valley. Very comfortable and well taken care of. Friendly neighbors. 3 blocks from Downtown Catskill"
United States
Kirk N.
The price is NZ$419
includes taxes & fees
22 Jan - 23 Jan
Charming Cottage in the Heart of Catskill & Pet Friendly
Exterior

Peaceful warm cozy country cottage nestled beneath the mountains, woodstove

Peaceful warm cozy country cottage nestled beneath the mountains, woodstove
Catskill
9.8 out of 10, Exceptional, (10 reviews)
"The cottage was comfortable and spotless. My family thoroughly enjoyed their stay at the cottage, and they loved the setting. "
United States
Patricia C.
The price is NZ$534
includes taxes & fees
3 Feb - 4 Feb
Peaceful warm cozy country cottage nestled beneath the mountains, woodstove
Exterior

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

Country Cottage with beautiful views and easy access to Catskills activities.
Saugerties
10.0 out of 10, Exceptional, (13 reviews)
"Great spot!"
United States
Dylan
The price is NZ$330
includes taxes & fees
1 Feb - 2 Feb
Country Cottage with beautiful views and easy access to Catskills activities.
Terrace/patio

Pet-Friendly Hudson Escape w/ Hot Tub

Pet-Friendly Hudson Escape w/ Hot Tub
2.0 star property
Stottville
The price is NZ$588
includes taxes & fees
2 Feb - 3 Feb
Pet-Friendly Hudson Escape w/ Hot Tub
Terrace/patio

Charming Woodstock Teahouse Cottage by the Sawkill Creek trout stream

Charming Woodstock Teahouse Cottage by the Sawkill Creek trout stream
woodstock
9.0 out of 10, Wonderful, (46 reviews)
"This is a great place to stay. Really loved the fire pit by the creek for evening cocktails and conversation."
United States
Paul H.
The price is NZ$531
includes taxes & fees
1 Feb - 2 Feb
Charming Woodstock Teahouse Cottage by the Sawkill Creek trout stream
Exterior

Hits Adjacent | Pet Friendly | Caraway Cottage

Hits Adjacent | Pet Friendly | Caraway Cottage
Saugerties
9.8 out of 10, Exceptional, (16 reviews)
"Great location, comfortable beds, clean and updated space."
United States
Carolyn S.
The price is NZ$789
includes taxes & fees
13 Feb - 14 Feb
Hits Adjacent | Pet Friendly | Caraway Cottage
Exterior

Little red house just outside of Woodstock

Little red house just outside of Woodstock
Bearsville
9.0 out of 10, Wonderful, (2 reviews)
"The house is cute, well decorated but very small "
United States
Harry
The price is NZ$954
includes taxes & fees
23 Jan - 24 Jan
Little red house just outside of Woodstock
Outdoor dining

Close to skiing in Windham and Hunter, hiking, lakes, 20+restaurants

Close to skiing in Windham and Hunter, hiking, lakes, 20+restaurants
Maplecrest
10.0 out of 10, Exceptional, (20 reviews)
"We had a wonderful stay at the cottage. Place was perfect and met all our needs. The cottage was lovely and cozy, truly home away from home. The host, Agnes, was kind and very helpful. Will definitely be back."
United States
Carmela L.
The price is NZ$949
includes taxes & fees
22 Jan - 23 Jan
Close to skiing in Windham and Hunter, hiking, lakes, 20+restaurants
Property grounds

Tiny House on Walnut Grove

Tiny House on Walnut Grove
2.0 star property
Ashland
4.0 out of 10, (2 reviews)
"Many problems with this listing, first the fire alarm was low on battery, I had to physically climb to reach the smoke detector to detach and remove the battery, a sharp beeping noise went off every 90 seconds and we wouldn’t have been able to sleep without stopping it. There were no spare batteries to change. There were spiders everywhere. My friend used the shower and saw 11 of them moving around the ceiling. They were in the main bed and on the counter and sink as well. The tenant was nice...
United States
Trevor C.
The price is NZ$485
includes taxes & fees
22 Jan - 23 Jan
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

Hampton Inn Kingston

Hampton Inn Kingston

10/10 Excellent
"Clean and great locaton"
Samuel 2-night trip
Posted 2 days ago
Hampton Inn Kingston

Find out more about Round Top

Round Top Cottages information

Number of reviews
127
Accommodation
181 Cottages
Lowest Price
NZ$330
Highest Price
NZ$954

Frequently asked questions

How much do cottages in Round Top cost?
Cottages in Round Top range between NZ$330 and NZ$954 per night. These retreats offer a chance to reconnect with nature — at a price you can afford. These prices were available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.
How many cottages are there in Round Top?
Choose from 181 cottages in Round Top. Whether you're taking a trip with the little ones or planning a retreat with your closest amigos, Expedia will help you find the ideal space to reconnect with nature.
What is there to do in Round Top near my cottage?
If you're eager to discover the sights of Round Top, check out Blackhead Mountain Country Club. It's a hit with locals and visitors alike.