Chichester Vacation Rentals

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Check prices for these dates

Next weekend
Aug 29 - Aug 31
In two weeks
Sep 5 - Sep 7
In one month
Sep 19 - Sep 21
In two months
Oct 17 - Oct 19

Browse Select Chichester Vacation Homes

Our top choices for Chichester vacation homes

Campfire Cottage: Fireplace, fire pit & no chores!
Fridge, microwave, oven, stovetop

Campfire Cottage: Fireplace, fire pit & no chores!

10.0 out of 10, Exceptional, (26)
"Perfect cozy little spot for 2. Centrally located to explore surrounding areas"
The price is CA $105
CA $345 total
includes taxes & fees
Sep 10 - Sep 11
Campfire Cottage: Fireplace, fire pit & no chores!
Tiny Cat Tiny House
Property grounds

Tiny Cat Tiny House

10.0 out of 10, Exceptional, (3)
"An ideal place to forget about the city, perfect for a long weekend"
The price is CA $162
CA $329 total
includes taxes & fees
Aug 24 - Aug 25
Tiny Cat Tiny House
Sioux Tipi on Chloe's Lake
Exterior

Sioux Tipi on Chloe's Lake

9.6 out of 10, Exceptional, (5)
"This was such a cool experience Id love to go back! "
The price is CA $152
CA $201 total
includes taxes & fees
Aug 24 - Aug 25
Sioux Tipi on Chloe's Lake
Retro Retreat: renovated 2BR, desk, no chore list!
Fridge, microwave, oven, stovetop

Retro Retreat: renovated 2BR, desk, no chore list!

9.6 out of 10, Exceptional, (11)
"Very clean and nice inside. Host was very communicative. "
The price is CA $102
CA $386 total
includes taxes & fees
Sep 10 - Sep 11
Retro Retreat: renovated 2BR, desk, no chore list!
Tannersville Village on SawMill Creek Room #8- 2 Queen Bd
2 bedrooms, free WiFi, bed sheets

Tannersville Village on SawMill Creek Room #8- 2 Queen Bd

The price is CA $134
CA $310 total
includes taxes & fees
Aug 24 - Aug 25
Tannersville Village on SawMill Creek Room #8- 2 Queen Bd
Cozy Bedroom With Fireplace
Fireplace

Cozy Bedroom With Fireplace

The price is CA $205
CA $280 total
includes taxes & fees
Aug 27 - Aug 28
Cozy Bedroom With Fireplace
Jessie's Harvest House
Bar (on property)

Jessie's Harvest House

10.0 out of 10, Exceptional, (1)
"For the location it is located it is a great place to stay. The rooms were clean and the beds and sheets were great. There is a restaurant on property so need to go far for something to eat. If I am ever in the area again I would definitely stay again. "
The price is CA $149
CA $265 total
includes taxes & fees
Aug 24 - Aug 25
Jessie's Harvest House
Studio 3 BEDS-SLP 3. Downtown Windham. Next to the Ski Resort. Close to Hunter
Exterior

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

9.2 out of 10, Wonderful, (35)
"Great place for an incredible price. We would definitely stay here again."
The price is CA $87
CA $169 total
includes taxes & fees
Aug 25 - Aug 26
Studio 3 BEDS-SLP 3. Downtown Windham. Next to the Ski Resort. Close to Hunter
100ft of Forest Light - Modern Catskills Escape
House, 3 Bedrooms, Accessible, Patio | Terrace/patio

100ft of Forest Light - Modern Catskills Escape

2.0 star property
The price is CA $421
CA $723 total
includes taxes & fees
Aug 24 - Aug 25
100ft of Forest Light - Modern Catskills Escape
Esopus Creek modern Tiny house Retreat!
Outdoor dining

Esopus Creek modern Tiny house Retreat!

9.8 out of 10, Exceptional, (46)
"4 of us stayed for a fishing trip and had a blast. Nice place at a reasonable price. Would stay again. "
The price is CA $205
CA $334 total
includes taxes & fees
Aug 24 - Aug 25
Esopus Creek modern Tiny house Retreat!
West Wing - a unique private space w/patio
Exterior

West Wing - a unique private space w/patio

9.6 out of 10, Exceptional, (15)
"Very clean house and great service "
The price is CA $174
CA $273 total
includes taxes & fees
Aug 31 - Sep 1
West Wing - a unique private space w/patio
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, (20)
"Hidden Gem, very cozy and perfect for a quiet weekend getaway. "
The price is CA $198
CA $435 total
includes taxes & fees
Aug 28 - Aug 29
Free 50 Amp EV Charger Modern New, HotTub, A/C, Webber Grill, 2 Decks, FirePit
1920s Phoenicia Bungalow w/ Vintage Furnishings, Sauna, Fireplace, & Fenced Yard
Fridge, microwave, oven, stovetop

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

2.0 star property
9.0 out of 10, Wonderful, (19)
"Thank you so much for an amazing stay"
The price is CA $221
CA $482 total
includes taxes & fees
Sep 8 - Sep 9
1920s Phoenicia Bungalow w/ Vintage Furnishings, Sauna, Fireplace, & Fenced Yard
TOWNHOUSE-Slp 8 Mt View/6 BEDS. Downtown Windham. Walk to restaurants and stores
Property grounds

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

9.0 out of 10, Wonderful, (48)
"Great for in town stays"
The price is CA $149
CA $270 total
includes taxes & fees
Aug 25 - Aug 26
TOWNHOUSE-Slp 8 Mt View/6 BEDS. Downtown Windham. Walk to restaurants and stores
Retreat with Sauna in Historic Stone Ridge
Terrace/patio

Retreat with Sauna in Historic Stone Ridge

The price is CA $196
CA $404 total
includes taxes & fees
Aug 26 - Aug 27
Retreat with Sauna in Historic Stone Ridge
Brand New House w gated backyard that is located right at the Saugerties Village
Smart TV, offices

Brand New House w gated backyard that is located right at the Saugerties Village

10.0 out of 10, Exceptional, (35)
"Newly remodeled and in a nice quiet neighborhood next to a store. Walking distance to downtown shops and restaurants."
The price is CA $250
CA $584 total
includes taxes & fees
Aug 24 - Aug 25
Brand New House w gated backyard that is located right at the Saugerties Village
Tannersville Village on SawMill Creek Room #6 - 1 Queen
Free WiFi, bed sheets

Tannersville Village on SawMill Creek Room #6 - 1 Queen

The price is CA $134
CA $310 total
includes taxes & fees
Aug 24 - Aug 25
Tannersville Village on SawMill Creek Room #6 - 1 Queen
The Bend: Boutique Stays - Pool, Waterfront, Sauna
Pool

The Bend: Boutique Stays - Pool, Waterfront, Sauna

2.0 star property
The Bend: Boutique Stays - Pool, Waterfront, Sauna
Double the Fun: Two Houses, Shared Yard & Fire Pit
Fridge, microwave, oven, stovetop

Double the Fun: Two Houses, Shared Yard & Fire Pit

10.0 out of 10, Exceptional, (4)
"Contemporary and clean. Totally attentive host."
The price is CA $282
CA $793 total
includes taxes & fees
Sep 10 - Sep 11
Double the Fun: Two Houses, Shared Yard & Fire Pit
Mountain Paradise: Newly Renovated House with Stunning Views, Hiking, Creek!
Interior

Mountain Paradise: Newly Renovated House with Stunning Views, Hiking, Creek!

10.0 out of 10, Exceptional, (15)
"Wow - what a great location to get out and explore - tons of hiking at your fingertips!! Very easy to find - great communication and would def stay here again!"
The price is CA $275
CA $676 total
includes taxes & fees
Aug 25 - Aug 26
Mountain Paradise: Newly Renovated House with Stunning Views, Hiking, Creek!
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

Hunter Lodge, a Bluebird by Lark

Hunter Lodge, a Bluebird by Lark

10/10 Excellent
"This hotel is an excellent choice for a relaxing stay in the Catskills. The service is warm and welcoming, the design is tasteful, and thoughtful touches—like a well-equipped lobby and an outdoor fire pit—add real value. Its location makes it easy to access nearby hikes and nature spots. We thoroughly enjoyed our stay! "
Anonymous traveller 3-night trip
Posted 1 day ago
Hunter Lodge, a Bluebird by Lark