Chichester Rentals

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249 Houses

(25) Excellent 

14

The Cottage at Chichester

Catskill Region / Chichester

Chichester cottage

3 5 2 nights min

  • 3 bedrooms
  • sleeps 5
  • 2 nights min
  • Beach / lakeside relaxation
  • Child Friendly
  • Air conditioning
“Nice place to get away from the hectic city.” Quiet and secluded it was a good fit for me, a couple, their toddler and two small dogs. Property its a good size for a small walk in the woods. Storms have pushed the creek away from the back of the hous
…see more

Price per night from

$172

Responds fast!
avg. 1 hour 58 minutes

Price per night from

$172

11

Streamside Cabin in the New York Catskills

Catskill Region / Chichester

Chichester house

3 12 2 nights min

  • 3 bedrooms
  • sleeps 12
  • 2 nights min
  • Child Friendly
  • Private garden

Price per night from

$373

Price per night from

$373

11

SUNNY Catskill Mountain Retreat On Stream

Catskill Region / Chichester

Chichester house

3 6 3 nights min

  • 3 bedrooms
  • sleeps 6
  • 3 nights min
  • Child Friendly
  • Private garden

Price per night from

$401

Price per night from

$401

(3) Excellent 

48

Garden Cottage In The Catskills

Catskill Region / Chichester

Chichester cottage

1 4 1 night min

  • 1 bedroom
  • sleeps 4
  • 1 night min
  • Child Friendly
  • Pet Friendly
  • Private garden

Price per night from

$132

Responds fast!
avg. 2 hours 16 minutes

Price per night from

$132

20

Mountain Brook Cottage

Catskill Region / Chichester

Chichester cottage

2 4 2 nights min

  • 2 bedrooms
  • sleeps 4
  • 2 nights min

Price per night from

$114

Price per night from

$114

28

NEW! Cozy Chichester Home w/ Fire Pit & 2 Decks!

Catskill Region / Chichester

Chichester house

3 6 min stay varies

  • 3 bedrooms
  • sleeps 6
  • min stay varies
  • Ski
  • Child Friendly

Price per night from

$184

Responds fast!
avg. 21 minutes

Price per night from

$184

Great rentals within 20 miles that match your search

Distance approx 16.73 km from Chichester

20

Log Home Lodging Rentals

Catskill Region / Margaretville

Margaretville house

2 6 2 nights min

  • 2 bedrooms
  • sleeps 6
  • 2 nights min
  • Beach / lakeside relaxation
  • Nearest beach 16 mi
  • Ski

Price per night from

$287

Price per night from

$287

Distance approx 11.17 km from Chichester

(1) Excellent 

34

Magnificent Catskill Mountaintop Home!

Catskill Region / West Kill

West Kill chateau

7 14 2 nights min

  • 7 bedrooms
  • sleeps 14
  • 2 nights min
  • Child Friendly

Price per night from

$1,711

Price per night from

$1,711

Distance approx 14.4 km from Chichester

(25) Very Good 

Certificate of Excellence

17

Belleayre Cozy Cabin

Catskill Region / Fleischmanns

Fleischmanns log cabin

1 4 min stay varies

  • 1 bedroom
  • sleeps 4
  • min stay varies
  • Ask about children
  • Pet Friendly

Certificate of Excellence

Price per night from

$144

Responds fast!
avg. 2 hours 36 minutes

Price per night from

$144

Distance approx 17.11 km from Chichester

8

Charming Townhouse

Catskill Region / Roxbury

Roxbury house

3 6 2 nights min

  • 3 bedrooms
  • sleeps 6
  • 2 nights min
  • Nearest beach 6 mi
  • Child Friendly

Price per night from

$227

Price per night from

$227

Distance approx 18.43 km from Chichester

35

THE STABLES IN THE CARRIAGE HOUSE

New York / Kingston

Kingston villa

1 2 2 nights min

  • 1 bedroom
  • sleeps 2
  • 2 nights min
  • Nearest beach 5 mi
  • Car not necessary
  • Air conditioning

Price per night from

$258

Price per night from

$258

Distance approx 12.15 km from Chichester

(1) Excellent 

28

Top of the Pass. Cozy Craftsman Style

Catskill Region / Hunter

Hunter house

4 6 2 nights min

  • 4 bedrooms
  • sleeps 6
  • 2 nights min
  • Beach / lakeside relaxation
  • Nearest beach 2 mi
  • Suitable for children age 5+

Price per night from

$200

Price per night from

$200

Distance approx 9.13 km from Chichester

19

1894 Catskills Farmhouse Retreat

Catskill Region / Hunter

Hunter house

4 8 2 nights min

  • 4 bedrooms
  • sleeps 8
  • 2 nights min
  • Child Friendly
  • Pet Friendly

Price per night from

$361

Price per night from

$361

Distance approx 8.7 km from Chichester

10

Hunter Mt-REDUCED-5 minutes to Ski Slopes- Amazing Mt. Views~

Catskill Region / Hunter

Hunter house

5 16 min stay varies

  • 5 bedrooms
  • sleeps 16
  • min stay varies
  • Child Friendly
  • Private garden

Price per night from

$542

Price per night from

$542

Distance approx 8.75 km from Chichester

(6) Very Good 

16

Hunter Mt-REDUCED~Amazing Views-Big House! 5 min to SLOPES!

Catskill Region / Hunter

Hunter house

5 16 min stay varies

  • 5 bedrooms
  • sleeps 16
  • min stay varies
  • Child Friendly
  • Pet Friendly
“Great Owner to Work With” I didn't get to stay in the house because of schedule conflicts but I still would like to highly recommend the owner. I sent her inquiries about the place and she gave me instant response and she was willing to work with my b
…see more

Price per night from

$544

Price per night from

$544

Distance approx 16.72 km from Chichester

(2) Excellent 

21

Catskill Region Vacation Log Home Rental

Catskill Region / Halcottsville

Halcottsville house

2 4 2 nights min

  • 2 bedrooms
  • sleeps 4
  • 2 nights min
  • Nearest beach 15 mi
  • Child Friendly
  • Air conditioning

Price per night from

$281

Price per night from

$281

Distance approx 14.45 km from Chichester

31

NEW! Sleek 4BR Windham House w/Hot Tub & Mtn Views

Catskill Region / Windham

Windham house

4 10 min stay varies

  • 4 bedrooms
  • sleeps 10
  • min stay varies
  • Child Friendly
  • Ask about pets

Price per night from

$514

Responds fast!
avg. 21 minutes

Price per night from

$514

Distance approx 17.46 km from Chichester

(37) Excellent 

Certificate of Excellence

24

*4SeasonNirvana*Hot Tub, WiFi, Fire Pit, Fireplace, 2 WEBERs, Wndhm Mtn Vw

Catskill Region / Windham

Windham house

4 8 min stay varies

  • 4 bedrooms
  • sleeps 8
  • min stay varies
  • Nearest beach 18 mi
  • Child Friendly
  • Air conditioning
“Terrific Rental in Windham” This is a great rental property. The house is very well maintained and comes complete with everything you need for your visit. This includes the kitchen where many other rental properties offer sparse and/or low quality ut
…see more

Certificate of Excellence

Price per night from

$371

Responds fast!
avg. 37 minutes

Price per night from

$371

Distance approx 17.92 km from Chichester

(8) Excellent 

21

Enchanting Cottage In The Woods

New York / Accord

Accord cottage

3 8 2 nights min

  • 3 bedrooms
  • sleeps 8
  • 2 nights min
  • Beach / lakeside relaxation
  • Swimming pool
  • Child Friendly
“Peaceful Getaway” A group of childhood friends, our spouses, and my young child just completed a visit to this lovely cottage. We had a wonderful time in the peaceful and beautiful Catskills -- hiked at Minnewaska State park, biked on the O&W; Rail Tr
…see more

Price per night from

$441

Price per night from

$441

Distance approx 14.55 km from Chichester

12

Chickadee Chalet

Catskill Region / Windham

Windham apartment

2 4 2 nights min

  • 2 bedrooms
  • sleeps 4
  • 2 nights min
  • Ski

Price per night from

$401

Responds fast!
avg. 40 minutes

Price per night from

$401

Distance approx 12.33 km from Chichester

8

Catskills Belleayre House Rental

Catskill Region / Fleischmanns

Fleischmanns house

5 10 2 nights min

  • 5 bedrooms
  • sleeps 10
  • 2 nights min
  • Child Friendly

Price per night from

$570

Responds fast!
avg. 2 hours 7 minutes

Price per night from

$570

Distance approx 18.07 km from Chichester

17

Picturesque House Nestled in the Catskills

Catskill Region / Claryville

Claryville house

3 6 2 nights min

  • 3 bedrooms
  • sleeps 6
  • 2 nights min
  • Child Friendly

Price per night from

$343

Price per night from

$343

Distance approx 7.58 km from Chichester

(16) Excellent 

60

Panther Mt Crater Lodge-Private studio apt.-Catskill Mts

Catskill Region / Big Indian

Big Indian apartment

1 4 1 night min

  • 1 bedroom
  • sleeps 4
  • 1 night min
  • Nearest beach 3 mi
  • Child Friendly
  • Air conditioning
“Peace, quiet, and the magic of nature” My stay at Stephen's place in Big Indian was magical. I was stressed from city life and this was exactly what I needed. My boyfriend and I stopped at a farm stand along the way on Rte. 28 and loaded up on good st
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Price per night from

$98

Responds fast!
avg. 57 minutes

Price per night from

$98

Distance approx 10.23 km from Chichester

(4) Very Good 

23

On A Road Less Traveled -Catskill Mountain Retreat

New York / Lexington

Lexington house

3 10 2 nights min

  • 3 bedrooms
  • sleeps 10
  • 2 nights min
  • Child Friendly
  • Car not necessary
  • Air conditioning
“Great place to get away” The house very clean inside and had everything we wanted. The outside had a huge deck, as well as a hot tub for extreme relaxation and tranquility. Would definitely go back.
…see more

Price per night from

$216

Price per night from

$216

Distance approx 15.94 km from Chichester

(1) Excellent 

14

Beautiful apartment with great views!

Catskill Region / Windham

Windham apartment

2 4 2 nights min

  • 2 bedrooms
  • sleeps 4
  • 2 nights min
  • Child Friendly
  • Private garden

Price per night from

$228

Price per night from

$228

Distance approx 10.25 km from Chichester

16

The Waterfall House - near Woodstock NY

Catskill Region / Saugerties

Saugerties house

2 6 1 night min

  • 2 bedrooms
  • sleeps 6
  • 1 night min
  • Child Friendly
  • Ask about pets

Price per night from

$533

Price per night from

$533

Distance approx 10.78 km from Chichester

31

Wonderful Woodstock Garden House w large firepit!

Catskill Region / Woodstock

Woodstock house

3 6 min stay varies

  • 3 bedrooms
  • sleeps 6
  • min stay varies
  • Child Friendly
  • Air conditioning
  • Private garden

Price per night from

$257

Price per night from

$257

Distance approx 11.5 km from Chichester

17

Spacious Family Retreat, Woodstock, 2hrs from NYC

Catskill Region / Woodstock

Woodstock house

4 9 2 nights min

  • 4 bedrooms
  • sleeps 9
  • 2 nights min
  • Child Friendly
  • Air conditioning
  • Private garden

Price per night from

$292

Price per night from

$292

Distance approx 10.68 km from Chichester

24

Lovely Downtown Tannersville Apt - 3 Mi to Ski Mtn

Catskill Region / Tannersville

Tannersville apartment

3 6 min stay varies

  • 3 bedrooms
  • sleeps 6
  • min stay varies
  • Ski
  • Child Friendly
  • Pet Friendly

Price per night from

$178

Responds fast!
avg. 9 minutes

Price per night from

$178

Distance approx 11.3 km from Chichester

4

charming house in the catskills

New York / Jewett

Jewett house

3 8 2 nights min

  • 3 bedrooms
  • sleeps 8
  • 2 nights min
  • Beach / lakeside relaxation
  • Child Friendly

Price per night from

$286

Price per night from

$286

Distance approx 4.12 km from Chichester

26

NEW! Rustic Mt Tremper Home w/Patio-Near Woodstock

New York / Mount Tremper

Mount Tremper house

4 8 min stay varies

  • 4 bedrooms
  • sleeps 8
  • min stay varies
  • Ski
  • Child Friendly

Price per night from

$223

Responds fast!
avg. 23 minutes

Price per night from

$223

Distance approx 8.71 km from Chichester

28

Private Home w/Large Deck - 1 Mi From Hunter Mtn!

Catskill Region / Hunter

Hunter cottage

3 10 min stay varies

  • 3 bedrooms
  • sleeps 10
  • min stay varies
  • Ski
  • Child Friendly

Price per night from

$315

Responds fast!
avg. 39 minutes

Price per night from

$315

Distance approx 14.22 km from Chichester

24

NEW! Rustic & Renovated Catskill Home w/Fireplace!

Catskill Region / Saugerties

Saugerties house

3 6 min stay varies

  • 3 bedrooms
  • sleeps 6
  • min stay varies
  • Child Friendly
  • Air conditioning
  • Pet Friendly

Price per night from

$241

Responds fast!
avg. 9 minutes

Price per night from

$241

Distance approx 17.57 km from Chichester

(2) Excellent 

27

LOVELY SAUGERTIES RENTAL (Pool)

Catskill Region / Saugerties

Saugerties house

4 10 1 night min

  • 4 bedrooms
  • sleeps 10
  • 1 night min
  • Beach / lakeside relaxation
  • Nearest beach 0.6 mi
  • Swimming pool

Price per night from

$487

Responds fast!
avg. 2 hours 50 minutes

Price per night from

$487

Distance approx 9.08 km from Chichester

28

Relaxing Zen Cabin

Catskill Region / Woodstock

Woodstock house

1 4 min stay varies

  • 1 bedroom
  • sleeps 4
  • min stay varies
  • Child Friendly

Price per night from

$171

Price per night from

$171

Distance approx 10.16 km from Chichester

16

Newly renovated Stones Throw Cottage

Catskill Region / Woodstock

Woodstock house

1 2 min stay varies

  • 1 bedroom
  • sleeps 2
  • min stay varies
  • Child Friendly

Price per night from

$195

Price per night from

$195

Distance approx 14.62 km from Chichester

(9) Excellent 

19

Secluded, Luxury Home with Hot Tub

Catskill Region / Woodstock

Woodstock house

2 6 2 nights min

  • 2 bedrooms
  • sleeps 6
  • 2 nights min
  • Child Friendly
  • Air conditioning
  • Pet Friendly
“Woodstock cabin with hotel” Great place, great service, clean and very nice, looking forward to renting this on a yearly basis , lots to do around the surrounding towns., visited the overlook mountain hiking trail and the Christmas light shows.
…see more

Price per night from

$269

Responds fast!
avg. 1 hour 20 minutes

Price per night from

$269

Distance approx 8.36 km from Chichester

21

3 BR Ski in Ski out Condo at The Hunter Highlands

Catskill Region / Hunter

Hunter apartment

3 9 2 nights min

  • 3 bedrooms
  • sleeps 9
  • 2 nights min
  • Child Friendly
  • Car not necessary

Price per night from

$402

Price per night from

$402