Craryville Rentals

Close

Enter dates for more accurate prices

Payment Protection
Your payment for this rental is protected when you pay through FlipKey. Learn more

160 Houses

27

Cozy Waterfront Cottage on Copake Lake w/ Dock

New York / Craryville

Craryville cottage

1 4 min stay varies

  • 1 bedroom
  • sleeps 4
  • min stay varies
  • Ski
  • Child Friendly
  • Air conditioning

Price per night from

$126

Responds fast!
avg. 21 minutes

Price per night from

$126

(1) Excellent 

23

Berkshire Barn Paradise

New York / Craryville

Craryville barn

2 8 2 nights min

  • 2 bedrooms
  • sleeps 8
  • 2 nights min
  • Air conditioning
  • Private garden

Price per night from

$458

Price per night from

$458

16

Escape to Avalon Cottage in the Hudson Valley

New York / Craryville

Craryville house

3 5 3 nights min

  • 3 bedrooms
  • sleeps 5
  • 3 nights min
  • Child Friendly

Price per night from

$166

Price per night from

$166

10

The Barn at Copake Lake

New York / Craryville

Craryville barn

3 14 2 nights min

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

Price per night from

$686

Price per night from

$686

18

1 Bedroom Hudson Valley Farm House

New York / Craryville

Craryville guest house

1 2 2 nights min

  • 1 bedroom
  • sleeps 2
  • 2 nights min
  • Child Friendly

Price per night from

$367

Price per night from

$367

18

2 Bedroom Hudson Valley Farm House

New York / Craryville

Craryville guest house

2 4 2 nights min

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

Price per night from

$367

Price per night from

$367

18

4 Bedroom Hudson Valley Farm House

New York / Craryville

Craryville guest house

4 8 2 nights min

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

Price per night from

$367

Price per night from

$367

18

3 Bedroom Hudson Valley Farm House

New York / Craryville

Craryville guest house

3 6 2 nights min

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

Price per night from

$367

Price per night from

$367

18

Hudson Valley Farm House

New York / Craryville

Craryville house

5 12 2 nights min

  • 5 bedrooms
  • sleeps 12
  • 2 nights min
  • Child Friendly

Price per night from

$367

Price per night from

$367

Great rentals within 20 miles that match your search

Distance approx 17.79 km from Craryville

(4) Excellent 

10

Comfortable Farmhouse in the Berkshires

Berkshires / West Stockbridge

West Stockbridge farmhouse

5 12 2 nights min

  • 5 bedrooms
  • sleeps 12
  • 2 nights min
  • Beach / lakeside relaxation
  • Child Friendly
  • Air conditioning

Price per night from

$372

Price per night from

$372

Distance approx 18.21 km from Craryville

19

The Owls Nest Cabin

New York / West Coxsackie

West Coxsackie log cabin

1 2 2 nights min

  • 1 bedroom
  • sleeps 2
  • 2 nights min
  • Child Friendly
  • Air conditioning
  • Pet Friendly

Price per night from

$224

Price per night from

$224

Distance approx 14.05 km from Craryville

13

Designer Loft Style Residence

Berkshires / Sheffield

Sheffield house

3 6 7 nights min

  • 3 bedrooms
  • sleeps 6
  • 7 nights min
  • Child Friendly
  • Air conditioning
  • Pet Friendly

Price per night from

$514

Price per night from

$514

Distance approx 18.42 km from Craryville

28

Hudson Valley Cabin - Romantic & Secluded Log Cabin with Private Lake - 85 acres

New York / Stanfordville

Stanfordville log cabin

1 2 2 nights min

  • 1 bedroom
  • sleeps 2
  • 2 nights min

Price per night from

$258

Price per night from

$258

Distance approx 13.47 km from Craryville

31

Lakefront house , great lake and mountain views

Catskill Region / Athens

Athens house

4 10 3 nights min

  • 4 bedrooms
  • sleeps 10
  • 3 nights min
  • Beach / lakeside relaxation
  • Swimming pool
  • Child Friendly

Price per night from

$359

Price per night from

$359

Distance approx 5.65 km from Craryville

30

Evergreen Pines Country Estate Villa

New York / Ancram

Ancram house

4 8 1 night min

  • 4 bedrooms
  • sleeps 8
  • 1 night min
  • Beach / lakeside relaxation
  • Swimming pool
  • Child Friendly

Price per night from

$2,290

Price per night from

$2,290

Distance approx 14.15 km from Craryville

(1) Excellent 

24

'Butterfly Hill' West Stockbridge Home on 3 Acres!

Berkshires / West Stockbridge

West Stockbridge house

2 4 min stay varies

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

Price per night from

$189

Responds fast!
avg. 28 minutes

Price per night from

$189

Distance approx 18.02 km from Craryville

(1) Excellent 

21

Berkshire Country Estate - The Library Suite

New York / Old Chatham

Old Chatham house

2 4 2 nights min

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

Price per night from

$172

Price per night from

$172

Distance approx 18.43 km from Craryville

10

Country Victorian Serenity in the Berkshires

Berkshires / New Marlborough

New Marlborough house

4 6 7 nights min

  • 4 bedrooms
  • sleeps 6
  • 7 nights min
  • Suitable for children age 5+
  • Private garden

Price per night from

$263

Price per night from

$263

Distance approx 5.94 km from Craryville

19

Relaxing Victorian Farmhouse

New York / Philmont

Philmont house

3 4 2 nights min

  • 3 bedrooms
  • sleeps 4
  • 2 nights min
  • Child Friendly
  • Air conditioning

Price per night from

$224

Price per night from

$224

Distance approx 16.58 km from Craryville

(14) Excellent 

19

Catskill NY/ 2 Bedroom Cottage on Cauterskill Crk

Catskill Region / Catskill

Catskill cottage

2 3 1 night min

  • 2 bedrooms
  • sleeps 3
  • 1 night min
  • Beach / lakeside relaxation
  • Child Friendly
  • Air conditioning

Price per night from

$344

Responds fast!
avg. 1 hour 26 minutes

Price per night from

$344

Distance approx 16.79 km from Craryville

25

Leisure home with beach front property

New York / Coxsackie

Coxsackie house

6 25 2 nights min

  • 6 bedrooms
  • sleeps 25
  • 2 nights min
  • Child Friendly
  • Air conditioning

Price per night from

$1,775

Price per night from

$1,775

Distance approx 10.94 km from Craryville

(1) Excellent 

9

The Artist's House - Special Winter Rates!

New York / Hudson

Hudson house

3 6 2 nights min

  • 3 bedrooms
  • sleeps 6
  • 2 nights min
  • Car not necessary
  • Air conditioning
  • Private garden

Price per night from

$399

Price per night from

$399

Distance approx 17.87 km from Craryville

(1) Excellent 

12

HITS Best location.

Catskill Region / Saugerties

Saugerties b and b

1 4 2 nights min

  • 1 bedroom
  • sleeps 4
  • 2 nights min
  • Ask about children
  • Air conditioning

Price per night from

$143

Responds fast!
avg. 3 hours 38 minutes

Price per night from

$143

Distance approx 18.5 km from Craryville

(1) Very Good 

20

SAUGERTIES, New York... on SKI ROUTE

Catskill Region / Saugerties

Saugerties house

2 4 2 nights min

  • 2 bedrooms
  • sleeps 4
  • 2 nights min
  • Ask about children
  • Ask about pets

Price per night from

$172

Price per night from

$172

Distance approx 15.65 km from Craryville

(2) Very Good 

22

HITS just around the corner! Best location for fu

Catskill Region / Saugerties

Saugerties apartment

4 10 2 nights min

  • 4 bedrooms
  • sleeps 10
  • 2 nights min
  • Ask about children
  • Air conditioning

Price per night from

$287

Responds fast!
avg. 3 hours 38 minutes

Price per night from

$287

Distance approx 18.74 km from Craryville

12

Woodstock Design Waterfront House

Catskill Region / Saugerties

Saugerties house

2 6 min stay varies

  • 2 bedrooms
  • sleeps 6
  • min stay varies
  • Child Friendly
  • Pet Friendly

Price per night from

$573

Price per night from

$573

Distance approx 10.58 km from Craryville

30

Palazzo Hudson: a light filled home BR1

New York / Hudson

Hudson house

1 3 2 nights min

  • 1 bedroom
  • sleeps 3
  • 2 nights min

Price per night from

$275

Price per night from

$275

Distance approx 19.86 km from Craryville

9

Cedar Chest

New York / Canaan

Canaan cottage

1 2 7 nights min

  • 1 bedroom
  • sleeps 2
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 2 mi
  • Air conditioning

Price per night from

$115

Price per night from

$115

Distance approx 13.28 km from Craryville

24

Historic Catskill Village Suite w/Breakfast & Pool

Catskill Region / Catskill

Catskill apartment

1 2 min stay varies

  • 1 bedroom
  • sleeps 2
  • min stay varies
  • Swimming pool
  • Ski
  • Air conditioning

Price per night from

$189

Responds fast!
avg. 28 minutes

Price per night from

$189

Distance approx 13.28 km from Craryville

24

Historic Catskill Village Apt. w/ Pool & Breakfast

Catskill Region / Catskill

Catskill apartment

1 2 min stay varies

  • 1 bedroom
  • sleeps 2
  • min stay varies
  • Swimming pool
  • Ski
  • Child Friendly

Price per night from

$189

Responds fast!
avg. 28 minutes

Price per night from

$189

Distance approx 12.06 km from Craryville

(6) Excellent 

12

The Smith Farm Homestead

Berkshires / Alford

Alford b and b

1 2 2 nights min

  • 1 bedroom
  • sleeps 2
  • 2 nights min
  • Air conditioning
“Visit Great Barrington, but stay in a true New England town. Cho” Set back in the Berkshires, Alford Ma is a stone's throw from New York State. The small town borders Great Barrington, which is rich in activity. Many famous americans have roamed Bar
…see more

Price per night from

$166

Responds fast!
avg. 3 hours 57 minutes

Price per night from

$166

Distance approx 10.67 km from Craryville

20

Blue SKies

New York / Hudson

Hudson apartment

3 7 2 nights min

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

Price per night from

$287

Price per night from

$287

Distance approx 19.57 km from Craryville

24

NEW! House w/ Kayak - Walk to Stockbridge Bowl!

Berkshires / Lenox

Lenox house

3 6 min stay varies

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

Price per night from

$212

Responds fast!
avg. 39 minutes

Price per night from

$212

Distance approx 13.57 km from Craryville

26

NEW! Lakefront Berkshires House w/Deck, Dock +Boat

Berkshires / Housatonic

Housatonic house

4 10 min stay varies

  • 4 bedrooms
  • sleeps 10
  • min stay varies
  • Ski
  • Child Friendly
  • Pet Friendly

Price per night from

$205

Responds fast!
avg. 28 minutes

Price per night from

$205

Distance approx 18.97 km from Craryville

32

Summer or Summer Monthly Swimming Lake Rhinebeck Oasis

New York / Rhinebeck

Rhinebeck house

3 8 30 nights min

  • 3 bedrooms
  • sleeps 8
  • 30 nights min
  • Child Friendly
  • Pet Friendly

Price per night from

$267

Price per night from

$267

Distance approx 12.19 km from Craryville

14

Modern Cozy Wooded Retreat

New York / Spencertown

Spencertown house

2 6 30 nights min

  • 2 bedrooms
  • sleeps 6
  • 30 nights min
  • Beach / lakeside relaxation
  • Child Friendly
  • Air conditioning

Price per night from

$152

Price per night from

$152

Distance approx 10.58 km from Craryville

30

Palazzo Hudson: a light filled home BR2

New York / Hudson

Hudson house

1 3 2 nights min

  • 1 bedroom
  • sleeps 3
  • 2 nights min

Price per night from

$275

Price per night from

$275

Distance approx 4.59 km from Craryville

10

Ranch House in Lakeside Community

New York / Copake

Copake house

3 6 2 nights min

  • 3 bedrooms
  • sleeps 6
  • 2 nights min
  • Beach / lakeside relaxation
  • Child Friendly
  • Ask about pets

Price per night from

$229

Price per night from

$229