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Chichester Vacation Rentals

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Check prices for these dates

In two weeks
Nov 27 - Nov 29
In two months
Jan 8 - Jan 10
In three months
Feb 5 - Feb 7
In four months
Mar 5 - Mar 7

Our top choices for Chichester vacation rentals

A modern kitchen with a central island, a dining area with a sofa, and a large window with a view of the outdoors.

1. Starlite Motel

Starlite Motel
2.5 star property
Big Indian
9.2 out of 10, Wonderful, (321 reviews)
"The special game room in the back yard that is screened is excellent 👌."
United States
Stephen
$145 nightly
The price is $162
Nov 12 - Nov 13
Total with taxes and fees
Starlite Motel
A wooden deck with a table and chairs, overlooking a snowy landscape with bare trees.

2. Modern Cottage 2 (The Lorca, Catskills) - 10 min to Belleayre, 25 min to Windham

Modern Cottage 2 (The Lorca, Catskills) - 10 min to Belleayre, 25 min to Windham
Shandaken
10.0 out of 10, Exceptional, (2 reviews)
"It was a charming and cozy cabin nested in the woods. Perfect size for two people."
United States
afsoon p.
$165 nightly
The price is $184
Nov 30 - Dec 1
Total with taxes and fees
Modern Cottage 2 (The Lorca, Catskills) - 10 min to Belleayre, 25 min to Windham
A room with a large window, two white chairs, a small round table with a bottle and glasses, and a floor lamp.

3. Jessie's Harvest House

Jessie's Harvest House
Tannersville
8.4 out of 10, Very good, (7 reviews)
"cute little spot! very nice place to stay"
United States
David R.
$181 nightly
The price is $191
Nov 15 - Nov 16
Total with taxes and fees
Jessie's Harvest House
Living area

4. Suites on Main

Suites on Main
3.0 star property
Margaretville
7.2 out of 10, Good, (82 reviews)
"You get what you pay for - cheap, not value. Spent the first 2 hours cleaning because it was barely touched - even dining table and chairs had crumbs and spill stains. The coffee maker was black inside the water compartment. I had to pick up silverware and dish soap from the dollar store because there was only 2 forks and spoons for a place advertised for 6 and no dish soap to clean dishes. I’m confident my cleaning and items I left behind for the next guests will be reimbursed by karma. Oh,...
United States
Jonathan
$128 nightly
The price is $140
Nov 12 - Nov 13
Total with taxes and fees
Suites on Main
A rustic cabin with a dining area set up outside, a bicycle, and a sign indicating the name 'Vangelis'.

5. Postcard Cabins Eastern Catskills, Outdoor Collection by Marriott Bonvoy

Postcard Cabins Eastern Catskills, Outdoor Collection by Marriott Bonvoy
2.5 star property
Catskill
9.6 out of 10, Exceptional, (343 reviews)
"Nice little cabin, well situated to sightseeing"
United States
Darryl
$192 nightly
The price is $207
Dec 10 - Dec 11
Total with taxes and fees
Postcard Cabins Eastern Catskills, Outdoor Collection by Marriott Bonvoy
A two-story building with large windows and a storefront.

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

Studio 3 BEDS-SLP 3. Downtown Windham. Next to the Ski Resort. Close to Hunter
Windham
9.2 out of 10, Wonderful, (46 reviews)
"Great, highly recommend"
United States
Rebecca
$110 nightly
The price is $118
Nov 12 - Nov 13
Total with taxes and fees
Studio 3 BEDS-SLP 3. Downtown Windham. Next to the Ski Resort. Close to Hunter
A living room with a stone fireplace, leather sofa, and a mounted TV displaying 'NETFLIX'.

7. Hunter Mountain`s Only True Ski In Ski Out Condo

Hunter Mountain`s Only True Ski In Ski Out Condo
Hunter Highlands
10.0 out of 10, Exceptional, (23 reviews)
"You will definitely return this place is cozy, clean and convenient! "
United States
Elizabeth C.
$219 nightly
The price is $238
Nov 12 - Nov 13
Total with taxes and fees
Hunter Mountain`s Only True Ski In Ski Out Condo
A natural setting with a stream, red chairs, and a forested area.

8. Streamside Cottage Half Mile to Town of Woodstock

Streamside Cottage Half Mile to Town of Woodstock
Woodstock
10.0 out of 10, Exceptional, (309 reviews)
"perfect for a quiet getaway for 2."
United States
Anonymous traveler
$267 nightly
The price is $299
Nov 12 - Nov 13
Total with taxes and fees
Streamside Cottage Half Mile to Town of Woodstock
A room with a wooden cabinet, a glass door leading to a closet, a blue patterned rug, and a wooden floor.

9. 1920s Phoenicia Bungalow w/ Vintage Furnishings, Sauna, Fireplace, & Fenced Yard

1920s Phoenicia Bungalow w/ Vintage Furnishings, Sauna, Fireplace, & Fenced Yard
Phoenicia
9.2 out of 10, Wonderful, (42 reviews)
"Such a spectacular and unique home- we loved the thoughtful touches placed throughout the house. Beds comfy, kitchen had everything you could need plus more. Easy walking access to great hiking! The front porch is a perfect place to have morning coffee and watch the rabbits!"
United States
joan b.
$332 nightly
The price is $372
Nov 12 - Nov 13
Total with taxes and fees
1920s Phoenicia Bungalow w/ Vintage Furnishings, Sauna, Fireplace, & Fenced Yard
A triangular wooden cabin with a glass front, a bench, and a table inside.

10. The Bend: Trout Lily Suite • Pool • Sauna • Fire Pits

The Bend: Trout Lily Suite • Pool • Sauna • Fire Pits
Phoenicia
$431 nightly
The price is $482
Nov 17 - Nov 18
Total with taxes and fees
The Bend: Trout Lily Suite • Pool • Sauna • Fire Pits
A room with a large window, two white chairs, a small round table with a bottle and glasses, and a floor lamp.

11. Jessie's Harvest House Suite

Jessie's Harvest House Suite
Tannersville
9.0 out of 10, Wonderful, (8 reviews)
"Perfect, clean space for a quick overnight. Very close proximity to all that the area has to offer."
United States
Matthew M.
$177 nightly
The price is $187
Dec 8 - Dec 9
Total with taxes and fees
Jessie's Harvest House Suite
A wooden deck with a bench, surrounded by a forested area.

12. West Wing - a unique private space w/patio

West Wing - a unique private space w/patio
Shokan
9.8 out of 10, Exceptional, (40 reviews)
"Clean and beautifully decorated room. Very comfortable, excellent bed and linens. Friendly and knowledgeable staff. An "out of the way " place and that's its charm, yet close enough - short car rides- to restaurants and other attractions. We'd gladly return!"
United States
Ronald
$186 nightly
The price is $208
Nov 12 - Nov 13
Total with taxes and fees
West Wing - a unique private space w/patio
A house with a porch, a small balcony, and a garden with various plants and flowers.

13. Modern Main Street Studio in Tannersville

Modern Main Street Studio in Tannersville
Tannersville
10.0 out of 10, Exceptional, (10 reviews)
"The place is clean, well maintained, easy to find and right in town by the main road."
United States
Mohamed H.
$201 nightly
The price is $217
Nov 12 - Nov 13
Total with taxes and fees
Modern Main Street Studio in Tannersville
A covered porch with a wooden deck, white columns, wicker chairs, and a view of a house with windows.

14. Hudson Valley Apartment in a Historic Farmhouse w/ Sauna Near Stone Ridge Hamlet

Hudson Valley Apartment in a Historic Farmhouse w/ Sauna Near Stone Ridge Hamlet
Stone Ridge
8.8 out of 10, Excellent, (19 reviews)
"Clean cozy will be staying again"
United States
Michael C.
$118 nightly
The price is $119
Nov 15 - Nov 16
Total with taxes and fees
Hudson Valley Apartment in a Historic Farmhouse w/ Sauna Near Stone Ridge Hamlet
A hanging flower basket with purple and white flowers, a white fence, and a green lawn in the background.

15. Elegant Main Street Studio in Tannersville

Elegant Main Street Studio in Tannersville
Tannersville
10.0 out of 10, Exceptional, (20 reviews)
"Great location."
United States
Edward P.
$206 nightly
The price is $222
Nov 12 - Nov 13
Total with taxes and fees
Elegant Main Street Studio in Tannersville
A two-story building with large windows and a storefront.

16. TOWNHOUSE-Slp 8 Mt View/6 BEDS. Downtown Windham. Walk to restaurants and stores

TOWNHOUSE-Slp 8 Mt View/6 BEDS. Downtown Windham. Walk to restaurants and stores
Windham
8.8 out of 10, Excellent, (66 reviews)
"The pictures are not accurate. The two full and one twin bed are in one room upstairs, they are not separated as pictures would lead you to believe. Then three twins are in the living room with the couch, next to the dining room table and kitchen. The unit was dusty and not swept clean. There were dead bugs on the floor and party poppers from previous guest. I have never experienced something like this with Expedia, this was a zero star experience honestly."
United States
April
$173 nightly
The price is $187
Nov 12 - Nov 13
Total with taxes and fees
TOWNHOUSE-Slp 8 Mt View/6 BEDS. Downtown Windham. Walk to restaurants and stores
A building with a red roof, surrounded by a grassy area with yellow flowers and a large tree.

17. 2BR Mountain View Home with Pool & 3 mins to Ski Slopes

2BR Mountain View Home with Pool & 3 mins to Ski Slopes
Tannersville
9.8 out of 10, Exceptional, (98 reviews)
"Great location, house is a bit run down. If you’re there just for skiing, this would be a great home."
United States
Murodjon R.
$342 nightly
The price is $370
Nov 12 - Nov 13
Total with taxes and fees
2BR Mountain View Home with Pool & 3 mins to Ski Slopes
A modern kitchen with a granite countertop, stainless steel appliances, and a built-in oven.

18. Campfire Cottage: Fireplace, fire pit & no chores!

Campfire Cottage: Fireplace, fire pit & no chores!
Kingston
10.0 out of 10, Exceptional, (33 reviews)
"Great multi-week stay! Would certainly stay again. "
United States
Jim R.
$216 nightly
The price is $242
Nov 17 - Nov 18
Total with taxes and fees
Campfire Cottage: Fireplace, fire pit & no chores!
A compact kitchen with blue cabinets, a white stove, and yellow chairs.

19. Retro Retreat: 1br home w/ WFH desk, livingroom, fire pit and no chores!

Retro Retreat: 1br home w/ WFH desk, livingroom, fire pit and no chores!
Kingston
10.0 out of 10, Exceptional, (7 reviews)
"Beautiful house to stay in, convenient to numerous restaurants and hikes. Our host was very communicative and had great recommendations for the area!"
United States
Brendan B.
$207 nightly
The price is $232
Nov 16 - Nov 17
Total with taxes and fees
Retro Retreat: 1br home w/ WFH desk, livingroom, fire pit and no chores!
Private kitchen

20. Woods Cabin-Kingston/Woodstock, NY.

Woods Cabin-Kingston/Woodstock, NY.
Kingston
9.2 out of 10, Wonderful, (18 reviews)
"We loved the little cabin in the woods!"
United States
Patti G.
$182 nightly
The price is $203
Nov 12 - Nov 13
Total with taxes and fees
Woods Cabin-Kingston/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.
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Top Chichester Hotel Reviews

Postcard Cabins Eastern Catskills, Outdoor Collection by Marriott Bonvoy

Postcard Cabins Eastern Catskills, Outdoor Collection by Marriott Bonvoy

10/10 Excellent
"If you’re looking for a real getaway with views and a peaceful atmosphere this place will reset you,"
Anderson 2-night trip
Posted 1 hour ago
Postcard Cabins Eastern Catskills, Outdoor Collection by Marriott Bonvoy

Find out more about Chichester

Everything you need to know about Chichester vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Chichester vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Chichester vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Chichester vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Chichester. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Chichester in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $162 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Chichester rentals

At Expedia, we put the best Chichester vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Chichester rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Chichester vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Chichester. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Explore a world of travel with Expedia

Frequently asked questions

Can I find vacation rentals in Chichester?

Yes, we offer vacation rentals close to the most popular local attractions in Chichester, or you can select a secluded option if you're looking for a relaxing stay.

What are some of the best vacation rentals in Chichester?

Modern Luxurious Cabin, Catskills - The Tiny Nook: You might want to consider this vacation home rental near Chichester, which is located in a rural location and offers a patio, air-conditioning, and WiFi to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a fridge, a stovetop, and a microwave.

How many vacation rentals will I find in Chichester?

With 7 Expedia vacation rentals, you're sure to find just the right place for your Chichester stay.

What can I see and do in Chichester?

While exploring the area, visit family-friendly sights like Straus Center - Frost Valley YMCA, or get outside and enjoy nature at Giant Ledge Trailhead. In the larger area, you’ll find Emerson Place Kaleidoscope and Catskill State Park.

What are vacation rentals like in Chichester?

Vacation rentals are private properties you can stay in for a few days or a quick weekend in Chichester. Vacation rentals feature extras such as WiFi and washers and dryers so you'll have everything you want. If you're concerned about cleanliness, a vacation rental can provide a sense of security away from public hotel elevators and busy front desks while still allowing you the excitement and enjoyment of travel. You'll also get more space in a vacation rental than in a hotel, which is another reason why a vacation rental is an attractive choice for a family trip or a small group gathering.