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Compare 150 Cottages in Round Top with updated reviews, rates, and availability.

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, (224)
"Place was a perfect place to unwind. Very clean and Jane was very communicative!"
The price is AED 657
AED 1,179 total
includes taxes & fees
27 Nov - 28 Nov
Streamside Cottage Half Mile to Town of Woodstock
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, (24)
"The White Bunny Cottage is a charming place. It is beautifully decorated and spotless! We enjoyed making dinner and using the tableware and baskets. Perfect for entertaining family. The country setting was perfect. Very quiet. Grocery and wine shop near by. Easy access to points of interest along the Hudson River. I would highly recommend the White Bunny Cottsge. "
Charming Cottage in Private Lake Community (Pet-Friendly!)
Rose Cottage
Private kitchen

Rose Cottage

9.6 out of 10, Exceptional, (4)
"Overall was a great stay at the Rose Cottage! Loved the fireplace and the location was phenomenal! Great communication and there was a noise at night from what seemed to be a critter in the attic, which I communicated about with the owner- so that should be taken care of ! "
Rose Cottage
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 644 total
includes taxes & fees
11 Dec - 12 Dec
Country Cottage with beautiful views and easy access to Catskills activities.
Romantic cottage w/hot tub . Close to skiing and breweries . Pet friendly!
Living area

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

10.0 out of 10, Exceptional, (10)
"We were so happy with the place! Nice private little cove. It’s got a nice walkway to the place and is fenced in for good doggies! The Kitchenette was perfect and they had a coffee/ tea station that was a game changer. For 2 adults, 2 dogs, and a baby it was plenty of room for a few days"
Romantic cottage w/hot tub . Close to skiing and breweries . Pet friendly!
Charming Artist's Retreat
Exterior

Charming Artist's Retreat

9.8 out of 10, Exceptional, (129)
"Escaped Long Island’s noise, traffic and overall stress . Listened to owls, watched birds soaring, kicked up leaves and gazed at the periwinkle colored mountains while perched on a bench. Felt safe enough knowing civilization was near enough, would have liked a landline phone just in case of an emergency "
Charming Artist's Retreat
Experience Peace in this Beautiful country cottage nestled beneath the mountains
Living area

Experience Peace in this Beautiful country cottage nestled beneath the mountains

10.0 out of 10, Exceptional, (3)
"Nice house, well stocked and nice outdoor area/deck."
The price is AED 547
AED 1,300 total
includes taxes & fees
1 Dec - 2 Dec
Experience Peace in this Beautiful country cottage nestled beneath the mountains
Loblolly Cottage - Enchanting Retreat set among towering pines.
Exterior

Loblolly Cottage - Enchanting Retreat set among towering pines.

10.0 out of 10, Exceptional, (37)
"Was a wonderful little cottage , we both enjoyed our stay and had a gracious host"
Loblolly Cottage - Enchanting Retreat set among towering pines.
RETREAT TO SPENCER COTTAGE Relax w. Friends Family
Outdoor dining

RETREAT TO SPENCER COTTAGE Relax w. Friends Family

10.0 out of 10, Exceptional, (9)
"Our family in PA and us (living in NYC) wanted to do a weekend getaway and rented this house and we absolutely loved it!!! The bedrooms upstairs are a bit dated, but we still loved our stay. The hot tub and sauna were a huge perk! Robyn was so accommodating and communicative throughout the stay. We would definitely rent this property again!! "
RETREAT TO SPENCER COTTAGE Relax w. Friends Family
Saugerties Cabin Rental w/ Fire Pit & Creek Access
Living area

Saugerties Cabin Rental w/ Fire Pit & Creek Access

3.0 star property
10.0 out of 10, Exceptional, (1)
"Beautiful, clean and peaceful property close to all the hikes we wanted to do. Deer in the yard evening & morning. We also saw small, cotton tale rabbits. "
Saugerties Cabin Rental w/ Fire Pit & Creek Access
Charming Cottage in the Heart of Catskill & Pet Friendly
Interior

Charming Cottage in the Heart of Catskill & Pet Friendly

10.0 out of 10, Exceptional, (12)
"Really enjoyed my stay! Very thoughtful host. "
Charming Cottage in the Heart of Catskill & Pet Friendly
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
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
Riverview Retreat located on the Hudson River in Upstate NY
Living area

Riverview Retreat located on the Hudson River in Upstate NY

2.0 star property
Riverview Retreat located on the Hudson River in Upstate NY
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, (175)
"This property is amazing and was exactly what I was looking for! We stayed two nights and upon arriving Paul greeted us and was very kind and helpful. The house was clean and everything was as described. We really enjoyed our stay and will come again."
The Cabin at Chichester in the Catskills Mountains
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, (39)
"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 1,014 total
includes taxes & fees
1 Dec - 2 Dec
Charming Woodstock Teahouse Cottage by the Sawkill Creek trout stream
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
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!
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)
"Nice little cozy cabin. Perfect home base for a weekend in Woodstock. Not far from town but quiet enough that I watched a pair of deer settle down and take a nap a stones throw from the back window. Perfect mix of modern amenities and rustic locale."
ADORABLE CREEK COTTAGE Charming Original Details, Fireplace, Near Town, WiFi
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, (89)
"Fantastic place to stay! So homey, comfortable, and peaceful. Steven was a fabulous host, and his property is wonderful - in a beautiful garden. The room is large and beyond well equipped. No reason to pay more to stay downtown Hudson. We’re on a month-long New England road trip, and this has been our favorite stay! "
The price is AED 424
AED 458 total
includes taxes & fees
27 Nov - 28 Nov
Micosta Leisure Inn
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, (224)
"Place was a perfect place to unwind. Very clean and Jane was very communicative!"
The price is AED 657
AED 1,179 total
includes taxes & fees
27 Nov - 28 Nov
Streamside Cottage Half Mile to Town of Woodstock
'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
27 Nov - 28 Nov
'A Place in the Woods' - Cabin on Chloe's Lake on 23 acres near Woodstock, NY
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 150 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.