Chichester Vacation Rentals from CA $231: Short-Term Rentals for 2026

Q: 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.

Check prices for these dates

In two weeks

In two months

In three months

In four months

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

Big Indian

Danielle

CA $231 total

includes taxes & fees

Oct 19 - Oct 20

A room with a wooden cabinet, a glass door leading to a closet, a blue patterned rug, and a wooden floor.

2. 1920s Phoenicia Bungalow w/ Vintage Furnishings, Sauna, Fireplace, & Fenced Yard

Phoenicia

joan b.

CA $542 total

includes taxes & fees

Oct 12 - Oct 13

A rustic cabin with a dining area set up outside, a bicycle, and a sign indicating the name 'Vangelis'.

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

Catskill

Darryl

CA $309 total

includes taxes & fees

Nov 9 - Nov 10

A swimming pool with lounge chairs and umbrellas, surrounded by trees and a small building.

4. The Bend: Meadow Suite • Pool • Sauna • Fire Pits

Phoenicia

CA $792 total

includes taxes & fees

Nov 3 - Nov 4

A natural setting with a stream, red chairs, and a forested area.

5. Streamside Cottage Half Mile to Town of Woodstock

Woodstock

Kristen S.

CA $484 total

includes taxes & fees

Nov 4 - Nov 5

A log cabin with a porch, a staircase, and a garage.

6. 1 Mile From Ski Slope and Festivals - 125 Nightly Fee

Hunter

alain

CA $313 total

includes taxes & fees

Oct 13 - Oct 14

A rustic wooden interior with a sofa, a dining table, and a TV mounted on the wall.

7. West Kill Barnhouse: Ski, Work & Unwind

West Kill

Vijay S.

CA $591 total

includes taxes & fees

Oct 18 - Oct 19

A bar area with wooden stools, a bar counter, shelves of bottles, a television, and a sign for drink specials.

8. Jessie's Harvest House

Tannersville

David R.

CA $283 total

includes taxes & fees

Oct 13 - Oct 14

A living room with a stone fireplace, leather sofa, and a mounted TV displaying 'NETFLIX'.

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

Hunter Highlands

Elizabeth C.

CA $324 total

includes taxes & fees

Nov 4 - Nov 5

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

Phoenicia

CA $764 total

includes taxes & fees

Nov 3 - Nov 4

A red building with a wooden deck, white chairs, and a view of a lake and hills.

11. Hunter Mountain 2 Bedroom Condo - Steps to Ski Slopes!!

Hunter Highlands

jyiwest 5.

CA $568 total

includes taxes & fees

Oct 25 - Oct 26

A campfire surrounded by rocks in a grassy field with trees and hills in the background.

12. Cold Spring Lodge - Cabin 2

Big Indian

Michael

CA $315 total

includes taxes & fees

Oct 12 - Oct 13

13. Suites on Main

Margaretville

"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,...

Jonathan

CA $225 total

includes taxes & fees

Oct 13 - Oct 14

14. Windham NY Escape

Hensonville

Miguel

CA $771 total

includes taxes & fees

Oct 13 - Oct 14

A house with a front porch, a red door, and a small balcony.

15. Tannersville 1BR on Main Street, sleeps 3

Tannersville

Ed P.

CA $393 total

includes taxes & fees

Nov 3 - Nov 4

A two-story house with a covered porch and a small deck.

16. Tannersville 1BR on Main Street

Tannersville

jared c.

CA $379 total

includes taxes & fees

Oct 25 - Oct 26

A covered porch with a bench and a table, a door leading inside, and a railing with lights.

17. LOCATION! LOCATION!! WALK TO FESTIVALS AND HUNTER MOUNTAIN!!!!

Lanesville

ezriel g.

CA $787 total

includes taxes & fees

Oct 25 - Oct 26

A wooden deck with a bench, surrounded by a forested area.

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

Shokan

MIKE W.

CA $284 total

includes taxes & fees

Oct 13 - Oct 14

A forested landscape with a wooden structure in the foreground.

19. Big Medicine Ranch - Rustic Sunrise Cabin - Catskills

Palenville

Laura S.

CA $526 total

includes taxes & fees

Oct 13 - Oct 14

A round table with a candle, a book, and a vase with dried flowers.

20. Spacious 5 BR w/Mountaintop Views-2 Min to Hunter

Tannersville

NANCY

CA $1,002 total

includes taxes & fees

Nov 3 - Nov 4

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Top Chichester Hotel Reviews

SunView Motel

10/10 Excellent

"Loved the view! Need a light near coffee pot/fridge/microwave so early morning person making coffee, etc., doesn't need to flip on bright lights & wake others. Parking on steel incline was dicey."

Hotel Kinsley

8/10 Good

"Check in staff only provided information on parking and the address our room was located. It would have been extremely helpful to inform us of the free breakfast, restaurant coupon and the use of the outdoor patio as we bought breakfast out and paid for dessert at the Hotel Kinsey restaurant. The room was very clean."

Urban Cowboy Lodge

8/10 Good

"Awesome to visit , relax, and enjoy the surroundings. The vibes were sooooo chill, the staff were so cool. But they had 1 big flaw, watch out for the hidden fees, check your bill and invoices before check. They add additional fees if you charge anything to your room for purchases which is crazy. Any charge to your room will be given a servicing fee. If you order breakfast, and pick it up yourself but charge it to your room, you get a fee. If you have dinner or drinks or lunch, and charge it to your room, there’s an extra fee.!!!! So bring cash or pay your bill up front… they use a system called Toast for their credit transactions, and they charge you the convenience / service fee for this system which can be as much as $40 per transaction."

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, cottages, cabins, villas... 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 months, such as . For more hustle and bustle, you may prefer to visit in .

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Chichester vacation rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a vacation rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Chichester vacation rentals we have selected for you start as low as CA $231 per night. Entering your travel dates in the search wizard 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.

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.

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Check prices for these dates

Our top choices for Chichester vacation rentals

1. Starlite Motel

2. 1920s Phoenicia Bungalow w/ Vintage Furnishings, Sauna, Fireplace, & Fenced Yard

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

4. The Bend: Meadow Suite • Pool • Sauna • Fire Pits

5. Streamside Cottage Half Mile to Town of Woodstock

6. 1 Mile From Ski Slope and Festivals - 125 Nightly Fee

7. West Kill Barnhouse: Ski, Work & Unwind

8. Jessie's Harvest House

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

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

11. Hunter Mountain 2 Bedroom Condo - Steps to Ski Slopes!!

12. Cold Spring Lodge - Cabin 2

13. Suites on Main

14. Windham NY Escape

15. Tannersville 1BR on Main Street, sleeps 3

16. Tannersville 1BR on Main Street

17. LOCATION! LOCATION!! WALK TO FESTIVALS AND HUNTER MOUNTAIN!!!!

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

19. Big Medicine Ranch - Rustic Sunrise Cabin - Catskills

20. Spacious 5 BR w/Mountaintop Views-2 Min to Hunter

Find vacation rentals that suit your style

Top Chichester Hotel Reviews

SunView Motel

Hunter Lodge, a Bluebird by Lark

Holiday Inn Express & Suites Saugerties - Hudson Valley by IHG

Hotel Kinsley

Kingston Regency Inn

Urban Cowboy Lodge

Hampton Inn Kingston

Super 8 by Wyndham Kingston

Howard Johnson by Wyndham Saugerties

Find out more about Chichester

Frequently asked questions

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