Search Cottages in Round Top

Start date: Check-in selected.
To Date
End date: Check-out

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

Next weekend
12 Dec - 14 Dec
In two weeks
19 Dec - 21 Dec
In one month
2 Jan - 4 Jan
In two months
30 Jan - 1 Feb

Cottages in Round Top

Exterior detail
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, (4)
"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 SAR 409
SAR 803 total
includes taxes & fees
10 Dec - 11 Dec
Charming loft cottage in tranquil Germantown with WiFi, AC
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, (12)
"Cozy and beautiful house. "
United States
Seung L.
The price is SAR 371
SAR 668 total
includes taxes & fees
3 Dec - 4 Dec
Country Cottage with beautiful views and easy access to Catskills activities.
Exterior
Experience Peace in this Cozy country cottage nestled beneath the mountains

Experience Peace in this Cozy country cottage nestled beneath the mountains

Catskill
9.8 out of 10, Exceptional, (8)
"Very comfortable cottage in a lovely area. Grateful for the ac on those very hot days! Loved grilling on the porch and the big patio umbrellas. Host is very responsive and helpful when needed. Hope to come again! "
United States
Laura G.
The price is SAR 559
SAR 1,252 total
includes taxes & fees
3 Dec - 4 Dec
Experience Peace in this Cozy country cottage nestled beneath the mountains
Exterior
Pet-Friendly Hudson Escape w/ Hot Tub

Pet-Friendly Hudson Escape w/ Hot Tub

2.0 star property
Stottville
The price is SAR 600
SAR 1,242 total
includes taxes & fees
3 Dec - 4 Dec
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, (45)
"I was in town for a few days to get some writing done and see friends. The cabin is beautiful and perfect for one or two people and a dog. The location is also perfect; it's in walking distance (or a very short drive) to town, but the main draw is that it's located on a beautiful stream. The rooster crowing in the background and the deer who visited the property were welcome. "
United States
Shannon F.
The price is SAR 675
SAR 1,172 total
includes taxes & fees
7 Dec - 8 Dec
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, (14)
"Great location, comfortable beds, clean and updated space."
United States
Carolyn S.
The price is SAR 788
SAR 1,640 total
includes taxes & fees
5 Dec - 6 Dec
Hits Adjacent | Pet Friendly | Caraway Cottage
Outdoor dining
Modern Cottage 2 (The Lorca, Catskills) - 10 min to Belleayre, 25 min to Windham

Modern Cottage 2 (The Lorca, Catskills) - 10 min to Belleayre, 25 min to Windham

Shandaken
The price is SAR 405
SAR 748 total
includes taxes & fees
3 Dec - 4 Dec
Modern Cottage 2 (The Lorca, Catskills) - 10 min to Belleayre, 25 min to Windham
Exterior
Streamside Cottage Half Mile to Town of Woodstock

Streamside Cottage Half Mile to Town of Woodstock

Woodstock
10.0 out of 10, Exceptional, (261)
"Jane was very nice and accommodating, the cottage was very clean and comfortable, a very relaxing and calming place "
United States
Scott
The price is SAR 747
SAR 1,454 total
includes taxes & fees
13 Dec - 14 Dec
Streamside Cottage Half Mile to Town of Woodstock
Exterior
Little red house just outside of Woodstock

Little red house just outside of Woodstock

Bearsville
9.0 out of 10, Wonderful, (2)
"The house is cute, well decorated but very small "
United States
Harry
The price is SAR 975
SAR 1,945 total
includes taxes & fees
4 Dec - 5 Dec
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)
"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 SAR 1,347
SAR 2,099 total
includes taxes & fees
3 Dec - 4 Dec
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)
"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 SAR 492
SAR 957 total
includes taxes & fees
4 Dec - 5 Dec
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.
View all properties

White Friday Sale

Limited-time deals: Save up to 50% on select hotels
Book now
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Round Top Hotel Reviews

voco James Newbury Hudson Valley by IHG

voco James Newbury Hudson Valley by IHG

10/10 Excellent
"Beautiful room and very clean"
Mariam 1-night trip
Posted 1 day ago
voco James Newbury Hudson Valley by IHG

Frequently asked questions

How much do cottages in Round Top cost?
Cottages in Round Top range between SAR 668 and SAR 2,099 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.
Why book your cottage in Round Top with Expedia?
We think that traveling should be hassle-free, so if you're looking for cottages in Round Top at a competitive price, Expedia has got your back. Keep costs down and choose a cheap option far from the rush of the city, or splurge on a luxury cottage to really pamper your favorite people.
How can I find cheap cottages in Round Top?
With Expedia's handy filter tool, booking cheap cottages in Round Top has never been simpler. To view properties that are very pocket friendly, tailor your search results by star rating, amenities and budget.

Explore a world of travel with Expedia