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Compare 694 Vacation Homes in Chichester with updated reviews, rates, and availability.

HUGE KITCHEN 4 Private Acres, 7 Min to Town, WiFi, AC, Fireplace
Front of the Red Cottage
HUGE KITCHEN 4 Private Acres, 7 Min to Town, WiFi, AC, Fireplace
10.0 out of 10, Exceptional, (33)
"Loved the house. Pictures don’t do it justice. We had a few issues and the property manager was super responsive and had everything corrected. Would stay there again. "
HUGE KITCHEN 4 Private Acres, 7 Min to Town, WiFi, AC, Fireplace
GREAT FOR FAMILIES! 3 MINUTE WALK TO MAIN STREET & 1 MILE FROM WINDHAM SKI MT.
JUNE 2024 --Plenty of parking + electric charging
GREAT FOR FAMILIES! 3 MINUTE WALK TO MAIN STREET & 1 MILE FROM WINDHAM SKI MT.
9.8 out of 10, Exceptional, (7)
"Our stay was really nice. The house was clean and had everything we needed. We loved being able to walk into town. "
GREAT FOR FAMILIES! 3 MINUTE WALK TO MAIN STREET & 1 MILE FROM WINDHAM SKI MT.
The Catskills Red Barn
The Catskills Red Barn
The Catskills Red Barn
10.0 out of 10, Exceptional, (36)
"Really cute weekend stay for my partner, pup and I. Easy access to the main road which was very convenient and great yard for the dog! Bathroom needs a little updating :) "
The Catskills Red Barn
Bright, historic Woodstock home close to town
Exterior
Bright, historic Woodstock home close to town
9.8 out of 10, Exceptional, (6)
"We loved the historic nature of the property. It is in a beautiful setting, just a short walk from downtown Woodstock. Cheryl was very responsive and helpful. Wish we had more time to enjoy the outdoor space!"
Bright, historic Woodstock home close to town
Studio 3 BEDS-SLEEPS 3
Parking
Studio 3 BEDS-SLEEPS 3
9.4 out of 10, Exceptional, (27)
"Very accommodating. Easiely accessible. Loved the balcony!"
The price is SAR 301
SAR 488 total
includes taxes & fees
17 Nov - 18 Nov
Studio 3 BEDS-SLEEPS 3
TOWNHOUSE-LOFT-30 ft balcony Mt View/6 BEDS/ Sleeps 6
Balcony
TOWNHOUSE-LOFT-30 ft balcony Mt View/6 BEDS/ Sleeps 6
9.0 out of 10, Wonderful, (38)
"I would totally recommend! It was a very practical apartment. I stayed with my spouse and my parents. The location was great, the manager was very arranging with the check-in time, and we really appreciated that we had two floors and two full bathrooms, one for my parents, and one for me and my spouse. Wish we had stayed longer to take advantage of the nice balcony"
The price is SAR 451
SAR 733 total
includes taxes & fees
18 Nov - 19 Nov
TOWNHOUSE-LOFT-30 ft balcony Mt View/6 BEDS/ Sleeps 6
‘A Gathering Den’ 3-bedrm house. Central to Belleayre, Hunter and Windham slopes
Exterior
‘A Gathering Den’ 3-bedrm house. Central to Belleayre, Hunter and Windham slopes
10.0 out of 10, Exceptional, (6)
"My family stayed here while visiting our daughter for parents weekend at Bard College. We have stayed in a number of rentals in the area over the past few years, and this is by far the best! It was perfect in every way: spacious, very clean and comfortable, everything worked well and the hosts were super responsive and kind. We will absolutely want to stay here again! "
‘A Gathering Den’ 3-bedrm house. Central to Belleayre, Hunter and Windham slopes
Hamptons on the Hudson in South Saugerties
Pool
Hamptons on the Hudson in South Saugerties
10.0 out of 10, Exceptional, (12)
"Our group of 7 women had a great time in the house. Beautiful property. Nice view of the Hudson. Lots of amenities. Well stocked kitchen. Cozy and comfortable. We enjoyed the Nespresso machine. Lots of room for us to spread out and to hang out together in the living room and enjoy a meal in the dining room. We would definitely stay again. "
Hamptons on the Hudson in South Saugerties
7Bdr/5Bth, Amazing View, Lake,1/2 ml Hunter Mountain, Hot Tub/Sauna. Ski, Swim
Exterior
7Bdr/5Bth, Amazing View, Lake,1/2 ml Hunter Mountain, Hot Tub/Sauna. Ski, Swim
10.0 out of 10, Exceptional, (212)
"We had a fantastic stay in Valentyna's home. We had a large group of 16 at the home during labor day weekend. We found the house large, clean, updated and had plenty of space. The bedrooms are roomy, the living spaces are even larger than pictured, and the five different outdoor areas are fantastic. The house has every amenity you can ask for. Direct lake access is steps from the house and the house is close to Hunter for the winter months. We had a great time and would happily stay again. "
The price is SAR 1,447
SAR 2,919 total
includes taxes & fees
26 Nov - 27 Nov
7Bdr/5Bth, Amazing View, Lake,1/2 ml Hunter Mountain, Hot Tub/Sauna. Ski, Swim
THE LAKEFRONT RETREAT - SKI, RIDE, GOLF, BIKE, HIKE
Property grounds
THE LAKEFRONT RETREAT - SKI, RIDE, GOLF, BIKE, HIKE
10.0 out of 10, Exceptional, (89)
"It is a gorgeous house on the lake. The guests enjoyed every moment of our stay there!!"
The price is SAR 1,447
SAR 2,596 total
includes taxes & fees
17 Nov - 18 Nov
THE LAKEFRONT RETREAT - SKI, RIDE, GOLF, BIKE, HIKE
A'Neils Windham Ski Lodge & Family Retreat
Front Porch
A'Neils Windham Ski Lodge & Family Retreat
10.0 out of 10, Exceptional, (25)
"Beautiful historic house in Windham NY, great for large gatherings. Plenty of bedrooms with multiple beds and private baths. Spacious common area to relax at the end of the day. Large dining room that will accommodate all your guests and a large well stocked kitchen with everything you need to cook and serve. Relax on the covered front porch and enjoy nature or challenge your guests in a game of pool. The house was very clean on arrival with easy check in access. All in all it’s a great place...
A'Neils Windham Ski Lodge & Family Retreat
Catskill Mountain Retreat -- private, beautiful views
imagine your morning coffee with that view
Catskill Mountain Retreat -- private, beautiful views
9.8 out of 10, Exceptional, (98)
"Location was great. Very peaceful "
Catskill Mountain Retreat -- private, beautiful views
Esopus Creek modern Tiny house Retreat!
Interior
Esopus Creek modern Tiny house Retreat!
9.6 out of 10, Exceptional, (17)
"A great spot close to Woodstock ny"
The price is SAR 582
SAR 852 total
includes taxes & fees
17 Nov - 18 Nov
Esopus Creek modern Tiny house Retreat!
Hudson River Way by Woodstock Way Hotel
Exterior
Hudson River Way by Woodstock Way Hotel
5.0 star property
The price is SAR 1,434
SAR 1,648 total
includes taxes & fees
18 Nov - 19 Nov
Hudson River Way by Woodstock Way Hotel
New Breathtaking Catskill Retreat with Views and Hot Tub, The Nest Retreat in Woodstock Catskill
17f8a313-7284-4e37-8035-3645cf8e583a
New Breathtaking Catskill Retreat with Views and Hot Tub, The Nest Retreat in Woodstock Catskill
10.0 out of 10, Exceptional, (9)
"What a special place. The overlook is gorgeous and the entire home was so relaxing. Perfect stay. "
New Breathtaking Catskill Retreat with Views and Hot Tub, The Nest Retreat in Woodstock Catskill
Dingley Dell Villa Windham with Movie Room, Hot tub, 6 Bedrooms, 4 bathrooms
Exterior
Dingley Dell Villa Windham with Movie Room, Hot tub, 6 Bedrooms, 4 bathrooms
10.0 out of 10, Exceptional, (3)
"Such a beautiful and convenient location for all of us who were attending a wedding at the Windham Manor! The outside deck and fire pit were a wonderful place to relax and just be together! Thanks for a great stay in the Catskills! "
Dingley Dell Villa Windham with Movie Room, Hot tub, 6 Bedrooms, 4 bathrooms
Charming 3-bedroom house in marvelous Hunter. Hot Tub, Pool Table, Ski, Lakes
Property grounds
Charming 3-bedroom house in marvelous Hunter. Hot Tub, Pool Table, Ski, Lakes
10.0 out of 10, Exceptional, (3)
"My friends and I had an amazing stay at Isabel's home. The rooms were comfy, the amenities were perfect for our trip, and the kitchen comes very well equipped for all of your trip needs. I would gladly rebook this home for future trips to upstate NY."
The price is SAR 1,219
SAR 2,252 total
includes taxes & fees
15 Nov - 16 Nov
Charming 3-bedroom house in marvelous Hunter. Hot Tub, Pool Table, Ski, Lakes
Dancing Horse Farm in Windham: Spectacular 9 Bedroom Home, 30 Acres, Near Hunter
Dancing Horse Farm Lodge | Spring
Dancing Horse Farm in Windham: Spectacular 9 Bedroom Home, 30 Acres, Near Hunter
10.0 out of 10, Exceptional, (143)
"A Big House has enough rooms and beds. Had mostly everything needed, and owner able to answer questions and solve problem in time. the backyard and forest would be better view in spring or summber. "
Dancing Horse Farm in Windham: Spectacular 9 Bedroom Home, 30 Acres, Near Hunter
SPECTACULAR CATSKILL OASIS with Hunter Mountain Views, INCREDIBLE LOCATION!!!
Pool
SPECTACULAR CATSKILL OASIS with Hunter Mountain Views, INCREDIBLE LOCATION!!!
9.8 out of 10, Exceptional, (19)
"Really love the mountains and fall leaves and lots to do and see in the area, unlike some resort towns. The accommodations were very nice, thank you! "
SPECTACULAR CATSKILL OASIS with Hunter Mountain Views, INCREDIBLE LOCATION!!!
FOUR SEASON Catskills Home - Secluded & Spacious w/ Secret Waterfall
Spa
FOUR SEASON Catskills Home - Secluded & Spacious w/ Secret Waterfall
10.0 out of 10, Exceptional, (35)
"We had an incredible weekend away at this gorgeous home. So many amazing features, all neatly marked with clear instructions on how to use the various amenities in the house. We were very impressed/ Our group of 9 friends enjoyed it immensely. I've already recommended this to others! Would come back again!"
FOUR SEASON Catskills Home - Secluded & Spacious w/ Secret Waterfall
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 Chichester

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, (174)
"The house was cozy and comfortable. We enjoyed our stay."
The Cabin at Chichester in the Catskills Mountains
CREEK MOUNTAIN VIEWS IN CATSKILL RETREAT.. with weekly discounts.
STONEY CLOVE Creek in Chichester New York. New York Catskill mountains
CREEK MOUNTAIN VIEWS IN CATSKILL RETREAT.. with weekly discounts.
9.8 out of 10, Exceptional, (36)
"The property was absolutely beautiful and the location was great not too far from the town and yet the property felt secluded and private. Great communication with the host and there was a very helpful instruction and information book as well as instructions for just about everything in the house. I am looking forward to my next stay at the property "
CREEK MOUNTAIN VIEWS IN CATSKILL RETREAT.. with weekly discounts.
Starlite Motel
Terrace/patio
Starlite Motel
2.5 star property
9.2 out of 10, Wonderful, (244)
"Cosy room, clean bathroom, useable kitchen with all useful appliances. Loved the back yard with the fire pit. A little bit of a drive from our home but it was worth the effort. I would come again."
The price is SAR 470
SAR 537 total
includes taxes & fees
18 Nov - 19 Nov
Starlite Motel
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.