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38 Houses

Great rentals within 20 miles that match your search

Distance approx 15.73 km from Round Top

14

Country Artists residence Near Hudson, NY

New York / Stuyvesant

Stuyvesant house

1 4 2 nights min

  • 1 bedroom
  • sleeps 4
  • 2 nights min
  • Nearest beach 1 mi
  • Child Friendly
  • Air conditioning

Price per night from

$188

Responds fast!
avg. 29 minutes

Price per night from

$188

Distance approx 17.15 km from Round Top

(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

Distance approx 11.34 km from Round Top

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 11.28 km from Round Top

13

Bluestone Basecamp

Catskill Region / Saugerties

Saugerties manor house

6 13 2 nights min

  • 6 bedrooms
  • sleeps 13
  • 2 nights min
  • Suitable for children age 5+
  • Air conditioning
  • Ask about pets

Price per night from

$773

Price per night from

$773

Distance approx 10.36 km from Round Top

16

Perfect weekend away

Catskill Region / Hunter

Hunter chalet

3 6 min stay varies

  • 3 bedrooms
  • sleeps 6
  • min stay varies
  • Child Friendly
  • Car not necessary

Price per night from

$201

Responds fast!
avg. 3 hours 39 minutes

Price per night from

$201

Distance approx 19.56 km from Round Top

19

Relax Like Royalty in Your Own Castle!

New York / Ghent

Ghent house

2 4 1 night min

  • 2 bedrooms
  • sleeps 4
  • 1 night min
  • Beach / lakeside relaxation
  • Ask about children
  • Air conditioning

Price per night from

$343

Price per night from

$343

Distance approx 19.75 km from Round Top

(7) Excellent 

11

Cozy Log Cabin

Catskill Region / Durham

Durham log cabin

2 6 2 nights min

  • 2 bedrooms
  • sleeps 6
  • 2 nights min
  • Child Friendly
  • Ask about pets
  • Private garden

Price per night from

$224

Responds fast!
avg. 2 hours 6 minutes

Price per night from

$224

Distance approx 11.25 km from Round Top

(13) Very Good 

21

A 50 Mile View in the Hudson Valley

Catskill Region / Saugerties

Saugerties apartment

1 4 2 nights min

  • 1 bedroom
  • sleeps 4
  • 2 nights min
  • Nearest beach 8 mi
  • Child Friendly
  • Air conditioning
“Truly spectatcular view amidst a tranquill setting!” My husband and I stayed at this lovely place for a week. Sitting in the screened in porch, overlooking the beautiful Hudson Valley, was so relaxing. Ihe place was clean, quiet and a wonderful retr
…see more

Price per night from

$166

Price per night from

$166

Distance approx 11.74 km from Round Top

24

Hunter House w/ Deck & Mtn. Views Near Ski Slopes!

Catskill Region / Hunter

Hunter house

3 10 min stay varies

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

Price per night from

$229

Responds fast!
avg. 39 minutes

Price per night from

$229

Distance approx 12.71 km from Round Top

46

Hudson River Villa w/Pool, Spa & Private Beach!

Catskill Region / Athens

Athens villa

5 12 min stay varies

  • 5 bedrooms
  • sleeps 12
  • min stay varies
  • Swimming pool
  • Child Friendly

Price per night from

$1,031

Responds fast!
avg. 1 hour 50 minutes

Price per night from

$1,031

Distance approx 9.47 km from Round Top

(3) Very Good 

54

OUR LOVELY VACATION HOME IS LOCATED IN THE CATSKIL

Catskill Region / Catskill

Catskill finca

4 10 1 night min

  • 4 bedrooms
  • sleeps 10
  • 1 night min
  • Beach / lakeside relaxation
  • Swimming pool
  • Child Friendly

Price per night from

$401

Price per night from

$401

Distance approx 12.33 km from Round Top

45

Brand new 4-bedroom ski chalet with bucolic mountain, lake and meadow views.

Catskill Region / Windham

Windham house

4 10 2 nights min

  • 4 bedrooms
  • sleeps 10
  • 2 nights min
  • Ski
  • Child Friendly
  • Air conditioning

Price per night from

$630

Price per night from

$630

Distance approx 11.09 km from Round Top

15

The Cabin on Chloe's Lake

Catskill Region / Saugerties

Saugerties log cabin

50 2 1 night min

  • 50 bedrooms
  • sleeps 2
  • 1 night min
  • Child Friendly
  • Pet Friendly

Price per night from

$155

Responds fast!
avg. 3 hours 28 minutes

Price per night from

$155

Distance approx 10.72 km from Round Top

10

Beautiful mountain lodge home

Catskill Region / Windham

Windham house

3 8 1 night min

  • 3 bedrooms
  • sleeps 8
  • 1 night min
  • Child Friendly
  • Air conditioning
  • Pet Friendly

Price per night from

$373

Price per night from

$373

Distance approx 12.21 km from Round Top

16

Bright and Airy 2BR near the center

New York / Hudson

Hudson apartment

2 6 1 night min

  • 2 bedrooms
  • sleeps 6
  • 1 night min
  • Child Friendly
  • Pet Friendly

Price per night from

$149

Price per night from

$149

Distance approx 18.03 km from Round Top

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

Distance approx 9.55 km from Round Top

(1) Excellent 

16

Lovely country home in the Catskills

Durham / East Durham

East Durham house

4 8 2 nights min

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

Price per night from

$344

Responds fast!
avg. 2 hours 54 minutes

Price per night from

$344

Distance approx 9.92 km from Round Top

15

Charming home with mountain views

Catskill Region / Hunter

Hunter house

3 6 2 nights min

  • 3 bedrooms
  • sleeps 6
  • 2 nights min
  • Swimming pool
  • Ski
  • Child Friendly

Price per night from

$344

Price per night from

$344

Distance approx 19.43 km from Round Top

8

mile hill b and b

New York / Kinderhook

Kinderhook house

2 4 1 night min

  • 2 bedrooms
  • sleeps 4
  • 1 night min
  • Swimming pool
  • Child Friendly
  • Air conditioning

Price per night from

$211

Price per night from

$211

Distance approx 7.46 km from Round Top Show on Map

24

Armstrongs Elk Farm

Durham / Cornwallville

Cornwallville house

3 6 2 nights min

  • 3 bedrooms
  • sleeps 6
  • 2 nights min
  • Ski
  • Child Friendly
  • Ask about pets

Price per night from

$229

Price per night from

$229

Distance approx 11.16 km from Round Top

(1) Excellent 

26

***2BR/2BA Beautiful Mountain Views, Close to Mtn & Downtown***

Catskill Region / Windham

Windham house

2 5 2 nights min

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

Price per night from

$201

Responds fast!
avg. 2 hours 2 minutes

Price per night from

$201

Distance approx 19.57 km from Round Top

7

Secluded House in the Woods w/ Year Round Hot Tub

New York / Red Hook

Red Hook house

2 4 3 nights min

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

Price per night from

$229

Price per night from

$229

Distance approx 11.36 km from Round Top

(1) Excellent 

20

Lake Front Paradise

Catskill Region / Catskill

Catskill house

3 10 7 nights min

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

Price per night from

$344

Price per night from

$344

Distance approx 11.74 km from Round Top

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 8.9 km from Round Top Show on Map

24

Two-Story, 3-Bedroom Family Home

Catskill Region / Windham

Windham house

3 4 2 nights min

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

Price per night from

$229

Price per night from

$229

Distance approx 12.23 km from Round Top

18

Gracious 3-BR Garden Apt. in the Heart of Hudson

New York / Hudson

Hudson apartment

3 6 2 nights min

  • 3 bedrooms
  • sleeps 6
  • 2 nights min
  • Child Friendly
  • Car not necessary
  • Air conditioning

Price per night from

$287

Price per night from

$287

Distance approx 14.83 km from Round Top

24

Newly Built Hunter Home w/ Stream & Mountain View!

New York / Edgewood

Edgewood house

3 8 min stay varies

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

Price per night from

$224

Responds fast!
avg. 39 minutes

Price per night from

$224

Distance approx 10.44 km from Round Top

17

Hunter Mountain Hideaway

Catskill Region / Hunter

Hunter guest house

2 4 2 nights min

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

Price per night from

$166

Price per night from

$166

Distance approx 18.88 km from Round Top

27

Zen Mt. Tremper Home w/Incredible Views & Hot Tub!

New York / Mount Tremper

Mount Tremper house

3 6 min stay varies

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

Price per night from

$315

Responds fast!
avg. 21 minutes

Price per night from

$315

Distance approx 16.27 km from Round Top

(3) Average 

5

Windham Cabin

New York / Lexington

Lexington log cabin

3 6 2 nights min

  • 3 bedrooms
  • sleeps 6
  • 2 nights min
  • Nearest beach 24 mi
  • Child Friendly
  • Air conditioning

Price per night from

$172

Price per night from

$172

Distance approx 12.01 km from Round Top

(4) Excellent 

53

Secluded Charming Water Front Log Home

Catskill Region / Windham

Windham house

4 15 2 nights min

  • 4 bedrooms
  • sleeps 15
  • 2 nights min
  • Ski
  • Child Friendly
  • Private garden

Price per night from

$343

Price per night from

$343

Distance approx 10.56 km from Round Top

20

Windham Mountain Ski House with Great Views

Catskill Region / Windham

Windham house

3 8 min stay varies

  • 3 bedrooms
  • sleeps 8
  • min stay varies
  • Child Friendly

Price per night from

$401

Price per night from

$401

Distance approx 16.96 km from Round Top

16

A Stunning Upstate NY Property

Catskill Region / Windham

Windham house

4 8 2 nights min

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

Price per night from

$856

Price per night from

$856

Distance approx 10.65 km from Round Top

(1) Excellent 

16

Charming Star Sapphire Cabin with Luxury Hot Tub near Windham & Hunter Mtn.

Catskill Region / Hunter

Hunter house

3 2 1 night min

  • 3 bedrooms
  • sleeps 2
  • 1 night min
  • Child Friendly

Price per night from

$401

Price per night from

$401

Distance approx 12.41 km from Round Top

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 10.37 km from Round Top

(1) Excellent 

16

Charming Chalet, Fire Pit, The Perfect Getaway

Catskill Region / Hunter

Hunter chalet

3 6 min stay varies

  • 3 bedrooms
  • sleeps 6
  • min stay varies
  • Ask about children

Price per night from

$229

Responds fast!
avg. 3 hours 39 minutes

Price per night from

$229

Distance approx 7.92 km from Round Top Show on Map

24

Lakefront Windham Area Home w/ Boat & Dock!

Durham / East Durham

East Durham house

4 10 2 nights min

  • 4 bedrooms
  • sleeps 10
  • 2 nights min
  • Ski
  • Child Friendly
  • Pet Friendly

Price per night from

$327

Responds fast!
avg. 28 minutes

Price per night from

$327

Distance approx 13.8 km from Round Top

(5) Excellent 

33

FAB FUN GREEN BUILT FARMHOUSE ON 17 ACRES

New York / Medusa

Medusa log cabin

4 8 2 nights min

  • 4 bedrooms
  • sleeps 8
  • 2 nights min
  • Child Friendly
  • Pet Friendly
  • Private garden
“Lovely, romantic getaway” After a hectic month my husband and I were looking for an easy getaway. The Farmhouse was perfect. It was open and airy, and beautifully designed. A really great find among the stuffier B&B; options normally found upstate
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Price per night from

$487

Price per night from

$487