Search Round Top Cottages
Bundle & SaveGet more, spend less whenever you see Bundle & Save deals
OneKeyCashEarn OneKeyCash on all your eligible bookings
Upfront pricingWe are not like the others - we include taxes and fees
Check prices for these dates
In two weeks
In two months
In three months
In four months
Our top choices for Round Top cottages
1. Warm cozy country cottage nestled beneath the mountains, woodstove, Catskill
Warm cozy country cottage nestled beneath the mountains, woodstove, CatskillCatskill
9.8 out of 10, Exceptional, (20 reviews)
"The property was just as described, very private and cozy. We enjoyed the large balcony as well as the yard. There were also several nice hiking trails close by. Overall we were very happy with our stay."
Ryan P.
$278 nightly
The price is $300
Sep 22 - Sep 23
Total with taxes and fees
2. Cozy 2-bedroom cottage in enchanting Catskill Mountains
Cozy 2-bedroom cottage in enchanting Catskill MountainsCatskill
10.0 out of 10, Exceptional, (1 review)
"The property is great. Easy check-in and communication with host. Large property and comfortable beds."
Robert G.
$468 nightly
The price is $506
Sep 19 - Sep 20
Total with taxes and fees
3. Charming Cottage in the Heart of Catskill & Pet Friendly
Charming Cottage in the Heart of Catskill & Pet FriendlyCatskill
10.0 out of 10, Exceptional, (26 reviews)
"Everything was great! The house is in a great location and is very clean, modern and cozy. I would highly recommend staying here! "
Dave P.
$304 nightly
The price is $340
Sep 20 - Sep 21
Total with taxes and fees
4. Charming loft cottage in tranquil Germantown with WiFi, AC
Charming loft cottage in tranquil Germantown with WiFi, ACGermantown
10.0 out of 10, Exceptional, (14 reviews)
"great location, clean & good communication with host."
Kanna S.
$235 nightly
The price is $263
Sep 23 - Sep 24
Total with taxes and fees
5. Streamside Cottage Half Mile to Town of Woodstock
Streamside Cottage Half Mile to Town of WoodstockWoodstock
10.0 out of 10, Exceptional, (298 reviews)
"It was the perfect place for a weekend away from home! The location was only a few minutes from town and was the perfect size for a couple. Would definitely reccomend!"
Kristen S.
$276 nightly
The price is $309
Sep 27 - Sep 28
Total with taxes and fees
6. Close to skiing in Windham and Hunter, hiking, lakes, 20+restaurants
Close to skiing in Windham and Hunter, hiking, lakes, 20+restaurantsMaplecrest
10.0 out of 10, Exceptional, (24 reviews)
"Great stay, lovely place, friendly host. Everything was perfect!"
Taylor
$518 nightly
The price is $559
Sep 20 - Sep 21
Total with taxes and fees
7. Charming Woodstock Teahouse Cottage by the Sawkill Creek trout stream
Charming Woodstock Teahouse Cottage by the Sawkill Creek trout streamwoodstock
8.8 out of 10, Excellent, (48 reviews)
"A gem just minutes from the heart of Woodstock!"
Susannah H.
$278 nightly
The price is $311
Sep 21 - Sep 22
Total with taxes and fees
8. Boho Hot Tub Cottage | Pet-Friendly | Hudson Valley
Boho Hot Tub Cottage | Pet-Friendly | Hudson ValleyStottville
$361 nightly
The price is $404
Oct 13 - Oct 14
Total with taxes and fees
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.
Find vacation rentals that suit your style
Cabins
Private vacation homes
Save an average of 15% on thousands of hotels when you're signed in
Top Round Top Hotel Reviews
Hunter Lodge, a Bluebird by Lark
10/10 Excellent
Find out more about Round Top
Round Top Cottages information
Number of reviews | 407 |
|---|---|
Accommodation | 186 Cottages |
Lowest Price | $263 |
Highest Price | $559 |
Frequently asked questions
Explore a world of travel with Expedia
- Guest Houses in South Cairo
- Hotels near Kaaterskill Falls
- B&B in Acra
- East Durham Hotels
- Hudson Hotels
- B&B in South Cairo
- B&B in Haines Falls
- Hunter Hotels
- Hotels near North-South Lake Campground & Day Use Area
- Motels in Acra
- New Paltz Hotels
- Cabin Rentals in Woodstock
- Cabin Rentals in Palenville
- Hotels near Hunter Mountain
- Motels in Cairo
- Hotels near Windham Mountain Resort
- Motels in Catskill
- Holiday Park Resorts in South Cairo
- Purling Hotels
- Lodges in Cairo
- Cabin Rentals in Cairo
- Hotels with a Pool in Round Top
- Hotels with Free Wifi in Round Top
- Saugerties Hotels
- Cairo Hotels
- Haines Falls Hotels
- Cabin Rentals in Haines Falls
- Motels in Haines Falls
- Resorts in Haines Falls
- Inns in Cairo
- Palenville Hotels
- Acra Hotels
- Cabin Rentals in Round Top
- Poughkeepsie Hotels
- 4 Star Hotels in Round Top
- Catskill Hotels
- Coxsackie Hotels
- Kingston Hotels
- Albany Hotels
- Woodstock Hotels
- Rhinebeck Hotels
- Resorts & Hotels with Spas in Purling
- Resorts in Cairo
- Windham Hotels
- 5 Star Hotels in Cairo
- Resorts & Hotels with Spas in Round Top
- Cottages in South Cairo
- B&B in Cairo
- Inns in Purling
- Cabin Rentals in Purling
- Cabin Rentals in The Catskills
- B&B in Catskill
- Cabin Rentals in South Cairo
- 5 Star Hotels in Acra
- Round Top Hotels
- Vacation Homes in Tannersville
- Cottages in Cairo
- Cottages in Acra
- Big Indian Hotels
- Houseboats in Acra
- Cabin Rentals in Hunter
- Tannersville Hotels
- Cheap Hotels in Cairo