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Check prices for these dates

Next weekend
24 Jan - 26 Jan
In two weeks
31 Jan - 2 Feb
In one month
14 Feb - 16 Feb
In two months
14 Mar - 16 Mar

Compare 165 Cottages in Round Top with updated reviews, rates, and availability.

Cozy Getaway: King bed/ Game Room/ Out Door Patio
Fire pit in the backyard

Cozy Getaway: King bed/ Game Room/ Out Door Patio

9.0 out of 10, Wonderful, (14)
"The house was beautiful and comfy."
Cozy Getaway: King bed/ Game Room/ Out Door Patio
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, (178)
"Really clean property and amazing manager"
The Cabin at Chichester in the Catskills Mountains
Charming Artist's Retreat
Enchanted setting

Charming Artist's Retreat

10.0 out of 10, Exceptional, (133)
"This super cozy cabin is perfectly located and close to major Catskills towns. Yet, Maureen has done an amazing job at creating a space that feels far away from every thing. Town and groceries are less than 10mins away. We visited Kingston and Woodstock - also nearby. The nearby trail options are endless too.This home is exemplar of what VRBO stands for. Thank you, Maureen! "
Charming Artist's Retreat
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

9.6 out of 10, Exceptional, (16)
"I had a wonderful weekend stay at this lovely cabin! It is beautiful and cozy, all necessities provided. The check in and check out processes were easy, the guest contact was easy to contact and pleasant to speak with. The views are gorgeous, and the neighbors are so kind. Loved being here and definitely plan to come back! Will tell all my friends! Thank you!"
Catskills Cottage w/ Deck, 7 Mi to Hunter Mtn
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, (130)
"Lovely in every way except loft area around bed. Didn’t realize I couldn’t stand upright. Was difficult to get around. Carpet could be replaced on loft. No idea it had such challenging steps to the bed. Cottage had a musty smell when first entered. "
NEW! Herb Cottage: Historic Artist's Cottage, Wood Stove, Walk to Town!
Country Cottage with beautiful views and easy access to Catskills activities.
Terrace/patio

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

10.0 out of 10, Exceptional, (6)
"We had a very comfortable stay for the second time. Amazing spot with seating behind the cabin overlooking the meadow. Panoramic views of the mountains and the changing colors in the leaves. "
The price is AED 404
AED 641 total
includes taxes & fees
1 Feb - 2 Feb
Country Cottage with beautiful views and easy access to Catskills activities.
TOP RATED Romantic rustic luxury + flowing stream + walk to town = Brook Cottage
The loft also overlooks the spacious living room…

TOP RATED Romantic rustic luxury + flowing stream + walk to town = Brook Cottage

10.0 out of 10, Exceptional, (163)
"Our stay was ideal. Our third time staying at Brooks Cottage. The home is spacious and cozy, the kitchen very well equipped and the setting beautiful and all just a quick walk to the center of Woodstock. Highly recommend for those wanting to be "in town" yet in a very private and quite setting."
TOP RATED Romantic rustic luxury + flowing stream + walk to town = Brook Cottage
Private Woodstock cottage. Don't forget your dog!
Living area

Private Woodstock cottage. Don't forget your dog!

10.0 out of 10, Exceptional, (8)
"Irene was wonderful! Will return!"
Private Woodstock cottage. Don't forget your dog!
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, (5)
"quiet sanctuary close to Woodstock and saugerties"
Saugerties Cottage - relaxing home in nature, close to downtown, HITS & hikes
Hot Tub and Barn Movie Theater at Route 22 Retreat

Hot Tub and Barn Movie Theater at Route 22 Retreat

10.0 out of 10, Exceptional, (1)
"The property very nice, there was plenty of extras for entertaining"
The price is AED 590
AED 1,093 total
includes taxes & fees
21 Jan - 22 Jan
Hot Tub and Barn Movie Theater at Route 22 Retreat
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
Cozy Mountain Getaway | Hot Tub | Grill | Fire Pit | 5 Min to Kaaterskills Falls
Outdoor dining

Cozy Mountain Getaway | Hot Tub | Grill | Fire Pit | 5 Min to Kaaterskills Falls

The price is AED 463
AED 1,697 total
includes taxes & fees
21 Jan - 22 Jan
Cozy Mountain Getaway | Hot Tub | Grill | Fire Pit | 5 Min to Kaaterskills Falls
Charming Retreat 5 Minute Walk to Main Street & 7 Minutes to Hunter Mountain
Outdoor spa tub

Charming Retreat 5 Minute Walk to Main Street & 7 Minutes to Hunter Mountain

The price is AED 463
AED 1,352 total
includes taxes & fees
21 Jan - 22 Jan
Charming Retreat 5 Minute Walk to Main Street & 7 Minutes to Hunter Mountain
Charming 2-bedroom cottage with WiFi and AC in fabulous Phoenicia
Exterior

Charming 2-bedroom cottage with WiFi and AC in fabulous Phoenicia

Charming 2-bedroom cottage with WiFi and AC in fabulous Phoenicia
Streamside Cottage Half Mile to Town of Woodstock
Front Entrance to Cottage

Streamside Cottage Half Mile to Town of Woodstock

10.0 out of 10, Exceptional, (226)
"Very comfortable place with a view of a stream right outside the window. Close to Woodstock stores. "
Streamside Cottage Half Mile to Town of Woodstock
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, (40)
"2 nights in a delightful cottage. It is small but delightfully appointed. The highlight was this clean, warm little cottage is perched directly on swft stream. We left the backdoor open at night!"
The price is AED 661
AED 1,028 total
includes taxes & fees
26 Jan - 27 Jan
Charming Woodstock Teahouse Cottage by the Sawkill Creek trout stream
Charming Cottage in Private Lake Community (Pet-Friendly!)
Welcome to White Bunny Cottage

Charming Cottage in Private Lake Community (Pet-Friendly!)

9.8 out of 10, Exceptional, (26)
"Our family (7 adults and 2 dogs) stayed over the Christmas holiday. The house was just perfect for our group. It was clean, comfortable and cozy! The hosts were responsive and super nice to deal with. We would definitely go back for any future stays in the area. "
Charming Cottage in Private Lake Community (Pet-Friendly!)
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, (58)
"Perfectly cute and cutely perfect "
Junebug Cottage: peace, love and privacy a short walk to Woodstock village green
ADORABLE CREEK COTTAGE Charming Original Details, Fireplace, Near Town, WiFi

ADORABLE CREEK COTTAGE Charming Original Details, Fireplace, Near Town, WiFi

10.0 out of 10, Exceptional, (77)
"This was perfect place to spend time with friends!"
ADORABLE CREEK COTTAGE Charming Original Details, Fireplace, Near Town, WiFi
Private Home ~ All Yours ~ In town ~ fenced in yard ~ Hot Tub ~ Pets welcome!
Living area

Private Home ~ All Yours ~ In town ~ fenced in yard ~ Hot Tub ~ Pets welcome!

9.8 out of 10, Exceptional, (108)
"This house couldn’t be closer to town - literally steps from our favorite restaurant. Perfect for our family of three (plus our dog) but would also work well for two couples (with a loft area that could sleep a kid or two on the couch or an air mattress). Great communication with our host who was super responsive and accommodating. All the amenities we needed and the hot tub was a great bonus. We’d stay again in a heartbeat! "
Private Home ~ All Yours ~ In town ~ fenced in yard ~ Hot Tub ~ Pets welcome!
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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Other property types in Round Top

Micosta Leisure Inn
Terrace/patio

Micosta Leisure Inn

3.0 star property
9.2 out of 10, Wonderful, (92)
"Second time I’ve stayed. Nice place. Owner very communicative. Good prices. "
The price is AED 433
AED 468 total
includes taxes & fees
1 Feb - 2 Feb
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

8.2 out of 10, Very Good, (42)
"We had a great time at the cabin! It was the perfect escape from the city. The view was gorgeous, and the cabin had everything we needed. We also tried to use the canoe but the padlock is stuck, it might be rusted/need to be replaced. Otherwise everything was perfect!"
The price is AED 459
AED 533 total
includes taxes & fees
19 Jan - 20 Jan
'A Place in the Woods' - Cabin on Chloe's Lake on 23 acres near Woodstock, NY
Dancing Horse Farm in Windham: Spectacular 9 Bedroom Home, 30 Acres, Ski Lodge
Dancing Horse Farm Lodge | Spring

Dancing Horse Farm in Windham: Spectacular 9 Bedroom Home, 30 Acres, Ski Lodge

10.0 out of 10, Exceptional, (147)
"Thank you!! We had a wonderful ski weekend. "
Dancing Horse Farm in Windham: Spectacular 9 Bedroom Home, 30 Acres, Ski Lodge
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.

Frequently asked questions

How much do cottages in Round Top cost?
You can expect to pay between AED 404 and AED 661 per night for cottages in Round Top. No matter your budget, an excellent stay is only a few clicks away on Expedia. 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?
Take your pick of 165 cottages in Round Top. Whether you’re taking a trip with the little ones or planning a weekend escape with close friends, Expedia will help you find the ideal space to reacquaint yourself with nature.
Why book your cottage in Round Top with Expedia?
We think that vacays should be simple, so if you’re searching for cottages in Round Top at a great price, Expedia delivers. Keep costs down and choose an economical option far away from the downtown buzz, or splurge on a 5-star cottage to spoil the ones you love most.
How can I find cheap cottages in Round Top?
Expedia is here to help you easily track down cheap cottages in Round Top. To lock in a fantastic stay in a matter of clicks, simply use our convenient filter tool to refine your search results by budget, amenities and star rating.