Search Round Top Cottages

Check prices for these dates

In two weeks
Jan 30 - Feb 1
In two months
Mar 13 - Mar 15
In three months
Apr 10 - Apr 12
In four months
May 8 - May 10

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.
$192 nightly
The price is $215
Jan 21 - Jan 22
Total with taxes and fees
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, (13 reviews)
"Great spot!"
United States
Dylan
$172 nightly
The price is $192
Jan 19 - Jan 20
Total with taxes and fees
Country Cottage with beautiful views and easy access to Catskills activities.
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.
$226 nightly
The price is $244
Jan 18 - Jan 19
Total with taxes and fees
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.
$262 nightly
The price is $283
Jan 19 - Jan 20
Total with taxes and fees
Peaceful warm cozy country cottage nestled beneath the mountains, woodstove
Terrace/patio

Pet-Friendly Hudson Escape w/ Hot Tub

Pet-Friendly Hudson Escape w/ Hot Tub
2.0 star property
Stottville
$347 nightly
The price is $352
Feb 9 - Feb 10
Total with taxes and fees
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.
$265 nightly
The price is $297
Jan 18 - Jan 19
Total with taxes and fees
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.
$471 nightly
The price is $488
Jan 22 - Jan 23
Total with taxes and fees
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
$500 nightly
The price is $559
Jan 18 - Jan 19
Total with taxes and fees
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.
$524 nightly
The price is $566
Jan 19 - Jan 20
Total with taxes and fees
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.
$236 nightly
The price is $255
Feb 2 - Feb 3
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.
View all properties
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

Hotel Vienna

Hotel Vienna

10/10 Excellent
"Nice rooms and continental breakfast. Very reasonable price."
Benjamin 1-night trip
Posted 2 days ago
Hotel Vienna

Find out more about Round Top

Round Top Cottages information

Number of reviews
123
Accommodation
181 Cottages
Lowest Price
$192
Highest Price
$566

Frequently asked questions

How much do cottages in Round Top cost?
Cottages in Round Top range between $192 and $566 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.
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.

Explore a world of travel with Expedia