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Check prices for these dates

Next weekend
6 Jun - 8 Jun
In two weeks
13 Jun - 15 Jun
In one month
27 Jun - 29 Jun
In two months
25 Jul - 27 Jul

Compare 192 Cottages in Round Top with updated reviews, rates, and availability.

Charming Artist's Retreat
Fridge, microwave, oven, stovetop

Charming Artist's Retreat

10.0 out of 10, Exceptional, (136)
"Enjoyed our stay!"
Charming Artist's Retreat
Private Home ~ All Yours ~ In town ~ fenced in yard ~ Hot Tub ~ Pets welcome!
Banquet hall

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

9.8 out of 10, Exceptional, (113)
"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!
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, (62)
"We had a great stay. The property was perfectly located just outside the town center. "
Junebug Cottage: peace, love and privacy a short walk to Woodstock village green
Streamside Cottage Half Mile to Town of Woodstock
Aerial view

Streamside Cottage Half Mile to Town of Woodstock

10.0 out of 10, Exceptional, (234)
"Beautiful stream right behind the property"
The price is AED 657
AED 1,316 total
includes taxes & fees
1 Jun - 2 Jun
Streamside Cottage Half Mile to Town of Woodstock
Stream Come True! Ski, hike, spa, flow, relax...
2 bedrooms, free WiFi, bed sheets

Stream Come True! Ski, hike, spa, flow, relax...

10.0 out of 10, Exceptional, (6)
"Tranquil sounds of flowing water all day was very relaxing. Property was just as described. Thank you!"
Stream Come True! Ski, hike, spa, flow, relax...
Catskills Cottage w/ Deck, 7 Mi to Hunter Mtn
TV, books

Catskills Cottage w/ Deck, 7 Mi to Hunter Mtn

9.6 out of 10, Exceptional, (17)
"We loved the stay at this cabin."
Catskills Cottage w/ Deck, 7 Mi to Hunter Mtn
Charming Cottage in Private Lake Community (Pet-Friendly!)
Fridge, microwave, oven, stovetop

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

9.8 out of 10, Exceptional, (27)
"We enjoyed ourselves,relaxed,visited had a very enjoyable bisit"
Charming Cottage in Private Lake Community (Pet-Friendly!)
The Cabin at Chichester in the Catskills Mountains

The Cabin at Chichester in the Catskills Mountains

9.8 out of 10, Exceptional, (184)
"Really clean property and amazing manager"
The Cabin at Chichester in the Catskills Mountains
Charming loft cottage in tranquil Germantown with WiFi, AC
Outdoor dining

Charming loft cottage in tranquil Germantown with WiFi, AC

10.0 out of 10, Exceptional, (2)
"My husband and I said “WOW” when we walked in the door. The space is absolutely gorgeous with plenty of room to spread out and a beautiful sleeping loft. The bed was super comfy and the apartment was so clean! It was decorated thoughtfully and had everything you could think of that you might need. Terri was a gracious host and let us check in early. Everything about this unit was exceptional!"
The price is AED 400
AED 750 total
includes taxes & fees
29 May - 30 May
Charming loft cottage in tranquil Germantown with WiFi, AC
NEW! Herb Cottage: Historic Artist's Cottage, Wood Stove, Walk to Town!
TV, DVD player, books, video library

NEW! Herb Cottage: Historic Artist's Cottage, Wood Stove, Walk to Town!

9.8 out of 10, Exceptional, (133)
"We had a marvelous visit!"
NEW! Herb Cottage: Historic Artist's Cottage, Wood Stove, Walk to Town!
Private Woodstock cottage. Don't forget your dog!
Interior

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!
Charming Cottage w/ Yard - 2 Mi to Tinker St!
Fridge, microwave, stovetop, dishwasher

Charming Cottage w/ Yard - 2 Mi to Tinker St!

9.6 out of 10, Exceptional, (25)
"Cute little house perfect for a couple or one with a kid. Just wish we could’ve stayed longer and for fun."
Charming Cottage w/ Yard - 2 Mi to Tinker St!
LAKE FRONT COTTAGE - YEAR ROUND HOT TUB
Terrace/patio

LAKE FRONT COTTAGE - YEAR ROUND HOT TUB

9.6 out of 10, Exceptional, (41)
"Great amenities, relaxing and extra touches were lovely"
LAKE FRONT COTTAGE - YEAR ROUND HOT TUB
Catskills Mtn Retreat w/ Panoramic View & Fire Pit
House (3 Bedrooms) | Private kitchen | Microwave, oven, stovetop, dishwasher

Catskills Mtn Retreat w/ Panoramic View & Fire Pit

3.0 star property
Catskills Mtn Retreat w/ Panoramic View & Fire Pit
Saugerties Cottage - relaxing home in nature, close to downtown, HITS & hikes
Property grounds

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
Modern Country Cottage
Private kitchen

Modern Country Cottage

10.0 out of 10, Exceptional, (2)
Modern Country Cottage
Charming Woodstock Teahouse Cottage by the Sawkill Creek trout stream
Property grounds

Charming Woodstock Teahouse Cottage by the Sawkill Creek trout stream

9.0 out of 10, Wonderful, (42)
"This is a great place to stay. Really loved the fire pit by the creek for evening cocktails and conversation."
The price is AED 661
AED 1,115 total
includes taxes & fees
8 Jun - 9 Jun
Charming Woodstock Teahouse Cottage by the Sawkill Creek trout stream
Romantic cottage w/hot tub . Close to skiing and breweries . Pet friendly!
Terrace/patio

Romantic cottage w/hot tub . Close to skiing and breweries . Pet friendly!

10.0 out of 10, Exceptional, (16)
"cute fun place. loved the hot tub "
Romantic cottage w/hot tub . Close to skiing and breweries . Pet friendly!
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, (9)
"Great spot!"
The price is AED 529
AED 864 total
includes taxes & fees
1 Jun - 2 Jun
Country Cottage with beautiful views and easy access to Catskills activities.
Experience Peace in this Beautiful country cottage nestled beneath the mountains
Property grounds

Experience Peace in this Beautiful country cottage nestled beneath the mountains

10.0 out of 10, Exceptional, (5)
"Nice house, well stocked and nice outdoor area/deck."
The price is AED 511
AED 1,289 total
includes taxes & fees
29 May - 30 May
Experience Peace in this Beautiful country cottage nestled beneath the mountains
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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Frequently asked questions

How much do cottages in Round Top cost?
Cottages in Round Top range between AED 400 and AED 661 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 192 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.