Default HTG hotel image

Chichester Vacation Rentals

  • Bundle & Save

    Get more, spend less whenever you see Bundle & Save deals

  • OneKeyCash

    Earn OneKeyCash on all your eligible bookings

  • Upfront pricing

    We are not like the others - we include taxes and fees

Check prices for these dates

In two weeks
Nov 6 - Nov 8
In two months
Dec 18 - Dec 20
In three months
Jan 15 - Jan 17
In four months
Feb 12 - Feb 14

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, (320 reviews)
"The special game room in the back yard that is screened is excellent 👌."
United States
Stephen
$145 nightly
The price is $162
Oct 26 - Oct 27
Total with taxes and fees
Starlite Motel
A wooden deck with a bench, surrounded by a forested area.

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

West Wing - a unique private space w/patio
Shokan
9.8 out of 10, Exceptional, (37 reviews)
"loved our stay and would stay again!"
United States
MIKE W.
$180 nightly
The price is $202
Oct 26 - Oct 27
Total with taxes and fees
West Wing - a unique private space w/patio
A campfire surrounded by rocks in a grassy field with trees and hills in the background.

3. Cold Spring Lodge - Cabin 2

Cold Spring Lodge - Cabin 2
Big Indian
9.6 out of 10, Exceptional, (5 reviews)
"We had a nice relaxing stay"
United States
Michael
$198 nightly
The price is $222
Oct 26 - Oct 27
Total with taxes and fees
Cold Spring Lodge - Cabin 2
A spacious dining area with a wooden table, chairs, and a chandelier.

4. 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, (41 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.
$335 nightly
The price is $375
Nov 11 - Nov 12
Total with taxes and fees
1920s Phoenicia Bungalow w/ Vintage Furnishings, Sauna, Fireplace, & Fenced Yard
A bedroom with a large window, wooden ceiling, and a bed with white bedding and two decorative pillows.

5. PERFECT ESCAPE For Total Privacy, Rustic Modern Cabin, 15 Pvt. Ac, WiFi, Heat/AC

PERFECT ESCAPE For Total Privacy, Rustic Modern Cabin, 15 Pvt. Ac, WiFi, Heat/AC
Mt. Tremper
9.8 out of 10, Exceptional, (18 reviews)
"Wonderful spot to unwind and take a relaxing getaway."
United States
cheryll s.
$374 nightly
The price is $419
Nov 8 - Nov 9
Total with taxes and fees
PERFECT ESCAPE For Total Privacy, Rustic Modern Cabin, 15 Pvt. Ac, WiFi, Heat/AC
A rustic cabin with a dining area set up outside, a bicycle, and a sign indicating the name 'Vangelis'.

6. 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, (326 reviews)
"Nice little cabin, well situated to sightseeing"
United States
Darryl
$192 nightly
The price is $207
Nov 23 - Nov 24
Total with taxes and fees
Postcard Cabins Eastern Catskills, Outdoor Collection by Marriott Bonvoy
A stone wall beside a flowing river, surrounded by trees and a wooden cabin.

7. Streamside Cottage Half Mile to Town of Woodstock

Streamside Cottage Half Mile to Town of Woodstock
Woodstock
10.0 out of 10, Exceptional, (305 reviews)
"It was the perfect place for a weekend away from home! The location was only a few minutes from town and was the perfect size for a couple. Would definitely reccomend!"
United States
Kristen S.
$281 nightly
The price is $315
Nov 10 - Nov 11
Total with taxes and fees
Streamside Cottage Half Mile to Town of Woodstock
A log cabin with a porch, a staircase, and a garage.

8. 1 Mile From Ski Slope and Festivals - 125 Nightly Fee

1 Mile From Ski Slope and Festivals - 125 Nightly Fee
Hunter
9.4 out of 10, Exceptional, (36 reviews)
"Loved how secluded it was ,the quietness the unit was exceptional clean & fresh , The grounds are expertly groomed with a ,firepit and a really nice hot tub will be back again as a 3 &4 bedroom unit is availiblealso"
United States
alain
$205 nightly
The price is $221
Oct 25 - Oct 26
Total with taxes and fees
1 Mile From Ski Slope and Festivals - 125 Nightly Fee
A two-story house with a covered porch and a small deck.

9. Modern Main Street Studio in Tannersville

Modern Main Street Studio in Tannersville
Tannersville
10.0 out of 10, Exceptional, (8 reviews)
"The place is clean, well maintained, easy to find and right in town by the main road."
United States
Mohamed H.
$216 nightly
The price is $233
Nov 9 - Nov 10
Total with taxes and fees
Modern Main Street Studio in Tannersville
A rustic wooden interior with a sofa, a dining table, and a TV mounted on the wall.

10. West Kill Barnhouse: Ski, Work & Unwind

West Kill Barnhouse: Ski, Work & Unwind
West Kill
10.0 out of 10, Exceptional, (18 reviews)
"Great stay"
United States
Vijay S.
$335 nightly
The price is $362
Oct 27 - Oct 28
Total with taxes and fees
West Kill Barnhouse: Ski, Work & Unwind
Living area

11. 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
$144 nightly
The price is $158
Oct 25 - Oct 26
Total with taxes and fees
Suites on Main
A wooden cabin with a porch, two chairs, and a table.

12. Large Cook's Kitchen; 1st Fl Bedroom w/ Ensuite; 10-Min to downtown Fleischmanns

Large Cook's Kitchen; 1st Fl Bedroom w/ Ensuite; 10-Min to downtown Fleischmanns
Halcott Center
10.0 out of 10, Exceptional, (6 reviews)
"Everything was perfect during my stay. The service was excellent, and everything went very smoothly. I’m really happy with the overall experience and would highly recommend it to anyone."
United States
Hnin
$402 nightly
The price is $434
Nov 8 - Nov 9
Total with taxes and fees
Large Cook's Kitchen; 1st Fl Bedroom w/ Ensuite; 10-Min to downtown Fleischmanns
Private kitchen

13. Woods Cabin-Kingston/Woodstock, NY.

Woods Cabin-Kingston/Woodstock, NY.
Kingston
9.2 out of 10, Wonderful, (15 reviews)
"Thank you. What an experience!"
United States
Burc
$180 nightly
The price is $202
Oct 25 - Oct 26
Total with taxes and fees
Woods Cabin-Kingston/Woodstock, NY.
A living room with a sofa, a coffee table, a bench, a television, and a door.

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

The Bend: Trout Lily Suite • Pool • Sauna • Fire Pits
Phoenicia
$441 nightly
The price is $493
Oct 28 - Oct 29
Total with taxes and fees
The Bend: Trout Lily Suite • Pool • Sauna • Fire Pits
A neatly made bed with white linens, a wall-mounted abstract painting, and a bedside lamp.

15. 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.
$164 nightly
The price is $173
Oct 26 - Oct 27
Total with taxes and fees
Jessie's Harvest House Suite
A hotel lobby with a reception desk, a door marked "EXIT," a clock, and a small table with a chair.

16. 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.
$190 nightly
The price is $201
Oct 25 - Oct 26
Total with taxes and fees
Jessie's Harvest House
A house with a front porch, a red door, and a small balcony.

17. Tannersville 1BR on Main Street, sleeps 3

Tannersville 1BR on Main Street, sleeps 3
Tannersville
9.6 out of 10, Exceptional, (16 reviews)
"Great place, great location, great host."
United States
Ed P.
$257 nightly
The price is $277
Nov 9 - Nov 10
Total with taxes and fees
Tannersville 1BR on Main Street, sleeps 3
A living room with a stone fireplace, leather sofa, and a mounted TV displaying 'NETFLIX'.

18. Cabin on Mtn, Seasonal Pool Access w Panoramic Views! Hike, Golf, Swim, Relax!

Cabin on Mtn, Seasonal Pool Access w Panoramic Views! Hike, Golf, Swim, Relax!
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.
$212 nightly
The price is $230
Oct 27 - Oct 28
Total with taxes and fees
Cabin on Mtn, Seasonal Pool Access w Panoramic Views! Hike, Golf, Swim, Relax!
A wooden structure with a circular entrance, two red Adirondack chairs, a small table, and a bottle of water.

19. Sauna Belleayre Cozy Cabin

Sauna Belleayre Cozy Cabin
Fleischmanns
9.6 out of 10, Exceptional, (138 reviews)
"Great stay in a lovely area."
United States
Jordan W.
$220 nightly
The price is $242
Oct 29 - Oct 30
Total with taxes and fees
Sauna Belleayre Cozy Cabin
A hanging flower basket with purple and white flowers, a white fence, and a green lawn in the background.

20. 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.
$234 nightly
The price is $252
Oct 26 - Oct 27
Total with taxes and fees
Elegant Main Street Studio in Tannersville
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Chichester Hotel Reviews

Kingston Regency Inn

Kingston Regency Inn

10/10 Excellent
"Everything was clean, everything worked as it should."
Christopher 1-night trip
Posted 6 hours ago
Kingston Regency Inn

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.