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Check prices for these dates

Next weekend
21 Feb - 23 Feb
In two weeks
28 Feb - 2 Mar
In one month
14 Mar - 16 Mar
In two months
11 Apr - 13 Apr

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

Quaint Cottage with Peloton Bike & Sauna near Skiing
Cozy Catskills cottage living room

Quaint Cottage with Peloton Bike & Sauna near Skiing

9.8 out of 10, Exceptional, (11)
"We’ve had three weeks at this property and one more to go. It’s been simple and exactly what we needed.Communication with the property manager has been exceptional"
Quaint Cottage with Peloton Bike & Sauna near Skiing
Magical Home Located in Windham and Catskills
Exterior

Magical Home Located in Windham and Catskills

2.0 star property
10.0 out of 10, Exceptional, (9)
"Great location and clean and owner was generous. "
Magical Home Located in Windham and Catskills
The Tipsy Gypsy
Exterior

The Tipsy Gypsy

9.8 out of 10, Exceptional, (20)
"Great location. Very clean and cozy. Very nice people to work with. My kids loved it as well."
The price is AED 826
AED 1,646 total
includes taxes & fees
22 Feb - 23 Feb
The Tipsy Gypsy
Studio 3 BEDS-SLP 3. Downtown Windham. Next to the Ski Resort. Close to Hunter
View from the balcony

Studio 3 BEDS-SLP 3. Downtown Windham. Next to the Ski Resort. Close to Hunter

9.4 out of 10, Exceptional, (29)
"Very good "
The price is AED 422
AED 606 total
includes taxes & fees
25 Feb - 26 Feb
Studio 3 BEDS-SLP 3. Downtown Windham. Next to the Ski Resort. Close to Hunter
Esopus Creek modern Tiny house Retreat!
Interior

Esopus Creek modern Tiny house Retreat!

9.8 out of 10, Exceptional, (23)
"Great little house for the holidays. We were looking for a place nearby or family where we could have our own space but still be close by. "
The price is AED 569
AED 826 total
includes taxes & fees
18 Feb - 19 Feb
Esopus Creek modern Tiny house Retreat!
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, (151)
"We had an amazing stay - and Greg was absolutely phenomenal with communication - especially with providing information on plowing during a snow storm while we were there. The property was gorgeous and just a few minutes away from Wyndham Mountain. The property was very clean and huge for the great price. We were able to have a wellness retreat and the amenities were great! "
Dancing Horse Farm in Windham: Spectacular 9 Bedroom Home, 30 Acres, Ski Lodge
A world where time stands still, close to Belleayre Ski & Wedding venues.
Living room

A world where time stands still, close to Belleayre Ski & Wedding venues.

10.0 out of 10, Exceptional, (7)
"Spacious country cabin is an absolute gem! Beautifully decorated with a warm and inviting atmosphere, it strikes the perfect balance between rustic charm and modern comfort. Every detail, from the cozy fireplace to the thoughtfully curated decor, makes it feel like a home away from home.The location is fantastic—just a short drive to the ski slopes, making it an ideal spot for a winter retreat. After a day on the mountain, relaxing in the hot tub was the perfect way to unwind. Highly recommend...
A world where time stands still, close to Belleayre Ski & Wedding venues.
SPECTACULAR CATSKILL OASIS with Hunter Mountain Views, INCREDIBLE LOCATION!!!
Living area

SPECTACULAR CATSKILL OASIS with Hunter Mountain Views, INCREDIBLE LOCATION!!!

9.6 out of 10, Exceptional, (23)
"Beautiful place. Right across from Hunter mountain. We enjoyed our stay."
SPECTACULAR CATSKILL OASIS with Hunter Mountain Views, INCREDIBLE LOCATION!!!
Luxurious & Enchanting Log House in Heart of Hudson Valley/Catskills, Upstate NY
View of the wood-burning stove, sectional sofa, kitchen and dining area

Luxurious & Enchanting Log House in Heart of Hudson Valley/Catskills, Upstate NY

10.0 out of 10, Exceptional, (36)
"We rented this house for ourselves and our friends for our wedding weekend around the corner. It was the best decision, large group and we had plenty of places to sleep, the yard gave ample space for activities, the sound system kept us entertained, and the kitchen made hosting a large group a breeze. Yuri was amazing in making himself available and our stay memorable. Can’t wait to visit again!"
Luxurious & Enchanting Log House in Heart of Hudson Valley/Catskills, Upstate NY
Experience Woodstock charm while staying in a cozy cabin in the woods
Driveway and Entrance

Experience Woodstock charm while staying in a cozy cabin in the woods

9.8 out of 10, Exceptional, (23)
"Missy was a fantastic communicator from the beginning. Her place was perfect for two families of four. The house is well kept and the perfect distance from town, hiking, Opus 40 and much more. Highly recommend."
Experience Woodstock charm while staying in a cozy cabin in the woods
Free 50 Amp EV Charger Modern New, HotTub, A/C, Webber Grill, 2 Decks, FirePit
Outdoor dining

Free 50 Amp EV Charger Modern New, HotTub, A/C, Webber Grill, 2 Decks, FirePit

9.8 out of 10, Exceptional, (14)
"Perfect stay. Clean, warm and close to the mountain. "
The price is AED 584
AED 1,133 total
includes taxes & fees
24 Feb - 25 Feb
Free 50 Amp EV Charger Modern New, HotTub, A/C, Webber Grill, 2 Decks, FirePit
Cozy Hudson River Waterfront, 3 Bdrm Pool/Quiet Street/Great Views/HITS 2 miles
Cozy on the Hudson River

Cozy Hudson River Waterfront, 3 Bdrm Pool/Quiet Street/Great Views/HITS 2 miles

2.0 star property
10.0 out of 10, Exceptional, (4)
"Great pool on the river! Loved watching th La ge barges go by! "
Cozy Hudson River Waterfront, 3 Bdrm Pool/Quiet Street/Great Views/HITS 2 miles
Inviting, Cozy Catskills Home - Primed for Fall!
Living area

Inviting, Cozy Catskills Home - Primed for Fall!

10.0 out of 10, Exceptional, (4)
"Charming house near skiing. Well decorated, with many amenities (including Nespresso!). Very comfortable beds and top notch linens. Would stay again in a heart beat"
Inviting, Cozy Catskills Home - Primed for Fall!
Hudson River Way by Woodstock Way Hotel
Exterior

Hudson River Way by Woodstock Way Hotel

5.0 star property
The price is AED 1,147
AED 1,336 total
includes taxes & fees
2 Mar - 3 Mar
Hudson River Way by Woodstock Way Hotel
Cortland by AvantStay | Charming Heritage Estate w/ Private Lake & Pool
The Hudson Valley is calling!

Cortland by AvantStay | Charming Heritage Estate w/ Private Lake & Pool

9.4 out of 10, Exceptional, (13)
"We had a lovely stay for our family of 5 during the week before xmas. The home was well appointed, with all the normal needs we have to cook, etc... The house was very quiet despite 5 of us being there. Everyone had their own space. Very cozy. Loved that there were games to play, we had a great family round of monopoly!The property manager was so responsive. We felt very supported and attended to. Despite the cold weather the house stayed plenty warm as well!We highly recommend this home and...
Cortland by AvantStay | Charming Heritage Estate w/ Private Lake & Pool
7Bdr/5Bth, Amazing View, Lake,1/2 ml Ski Hunter Mountain, Hot Tub/Sauna. Swim
Exterior

7Bdr/5Bth, Amazing View, Lake,1/2 ml Ski Hunter Mountain, Hot Tub/Sauna. Swim

10.0 out of 10, Exceptional, (214)
"Great house for large group. Clean and well appointed. All the luxury’s of home. Everyone in our group loved it and had an amazing time."
The price is AED 1,466
AED 2,876 total
includes taxes & fees
18 Feb - 19 Feb
7Bdr/5Bth, Amazing View, Lake,1/2 ml Ski Hunter Mountain, Hot Tub/Sauna. Swim
Birch Creek Retreat ~ 8br, 8ba, New Hot Tub + Sauna
Exterior

Birch Creek Retreat ~ 8br, 8ba, New Hot Tub + Sauna

10.0 out of 10, Exceptional, (91)
"This large home comfortably accommodated 16 guests ages 21 to 87. Ample bedrooms and bathrooms for a group this large are hard to find but this home has plenty. The large and well stocked kitchen was a great gathering space after a day on the slopes with plenty of space for chefs and sous-chefs to work while the rest watched while enjoying apres-ski activities. The dining room was great for evening board games and led easily to the living room for evening movies. We look forward to returning."
Birch Creek Retreat ~ 8br, 8ba, New Hot Tub + Sauna
Modern Cabin CLOSE to skiing, w/mountain & pond views, Hot Tub, games and more!!
Our backyard In winter; view of mountains and frozen pond!!!

Modern Cabin CLOSE to skiing, w/mountain & pond views, Hot Tub, games and more!!

9.8 out of 10, Exceptional, (73)
"We had a great time. Nice house. Quiet and comfortable. Thank you. "
Modern Cabin CLOSE to skiing, w/mountain & pond views, Hot Tub, games and more!!
LOOKING FOR A HEAVENLY GETAWAY
THE PERFECT WINTER DESTINATION

LOOKING FOR A HEAVENLY GETAWAY

9.6 out of 10, Exceptional, (90)
"Great place -- very comfy with a lot of different rooms and amenities. While my wife and I had the run of the whole place, it was way more room than we needed -- place is perfect for a families or couples travelling together. Hot tub, game room (it was so cold we spent a lot of time here!), dining room, living room with pellet stove, "theater room" off the hot tub with a projection white screen, back deck with gas grill. Guests really have a lot of control over the experience depending on what...
LOOKING FOR A HEAVENLY GETAWAY
THE LUXURY LODGE - SKI, RIDE, GOLF, BIKE, HIKE
Exterior

THE LUXURY LODGE - SKI, RIDE, GOLF, BIKE, HIKE

10.0 out of 10, Exceptional, (262)
"The property was great for our family of 15. Everyone had enough space. The kids enjoyed the bunk room and the games. Our only issue was there was dog hair on a large rug in the kitchen which was dealt with very quickly once the host received my message but it was also in the master bedroom. We had someone in our party who is highly allergic to dogs and the house is not pet friendly in the listing. All in all, great weekend away with the whole family. "
The price is AED 1,286
AED 2,619 total
includes taxes & fees
17 Mar - 18 Mar
THE LUXURY LODGE - SKI, RIDE, GOLF, BIKE, HIKE
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

CREEKSIDE CATSKILL MOUNTAIN RETREAT.. with weekly discounts.
Exterior

CREEKSIDE CATSKILL MOUNTAIN RETREAT.. with weekly discounts.

9.6 out of 10, Exceptional, (38)
"Beautiful setting with this home. Kitchen appliances and amenities were great. Bedrooms slightly sparse, but very functional. Bathrooms clean and seemed to be recently updated. "
CREEKSIDE CATSKILL MOUNTAIN RETREAT.. with weekly discounts.
Starlite Motel
Terrace/patio

Starlite Motel

2.5 star property
9.2 out of 10, Wonderful, (248)
"Works great for our family of seven to Ski at Belleayre Mountain resort. Thank you. "
The price is AED 459
AED 525 total
includes taxes & fees
24 Feb - 25 Feb
Starlite Motel
Postcard Cabins Eastern Catskills
Exterior

Postcard Cabins Eastern Catskills

2.0 star property
8.0 out of 10, Very Good, (4)
"I had an amazing weekend.! Away from everything."
The price is AED 459
AED 496 total
includes taxes & fees
4 Mar - 5 Mar
Postcard Cabins Eastern Catskills
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.