Monticello Rentals

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56 Houses

24

Contemporary Lake Front - 5 Acres!

Catskill Region / Monticello

Monticello house

3 10 5 nights min

  • 3 bedrooms
  • sleeps 10
  • 5 nights min
  • Child Friendly
  • Pet Friendly

Price per night from

$748

Price per night from

$748

Great rentals within 20 miles that match your search

Distance approx 16.86 km from Monticello

25

Family Friendly Cozy Cottage by Small River in the Heart of the Catskills

Rockland / Livingston Manor

Livingston Manor cottage

4 8 2 nights min

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

Price per night from

$137

Price per night from

$137

Distance approx 19.71 km from Monticello

(3) Very Good 

43

Stony Mountain House

Catskill Region / Pine Bush

Pine Bush house

5 16 3 nights min

  • 5 bedrooms
  • sleeps 16
  • 3 nights min
  • Child Friendly

Price per night from

$413

Responds fast!
avg. 2 hours 25 minutes

Price per night from

$413

Distance approx 19.59 km from Monticello

(3) Excellent 

25

Casa Minnewaska, Newly Renovated 5 Acres & Secluded Right in Minnewaska Park

Catskill Region / Kerhonkson

Kerhonkson house

3 10 7 nights min

  • 3 bedrooms
  • sleeps 10
  • 7 nights min
  • Child Friendly
  • Air conditioning
  • Private garden

Price per night from

$245

Price per night from

$245

Distance approx 16.33 km from Monticello

(2)  

38

Country Cabin with private Lake access Cabin #2

Catskill Region / Lake Huntington

Lake Huntington log cabin

2 4 min stay varies

  • 2 bedrooms
  • sleeps 4
  • min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 2 mi
  • Ski

Price per night from

$98

Responds fast!
avg. 3 hours 20 minutes

Price per night from

$98

Distance approx 7.21 km from Monticello Show on Map

(7) Excellent 

15

Large Modern Cabin with Hot Tub Tucked in Woods

Catskill Region / Bethel

Bethel log cabin

5 13 2 nights min

  • 5 bedrooms
  • sleeps 13
  • 2 nights min
  • Child Friendly
  • Pet Friendly

Price per night from

$862

Responds fast!
avg. 3 hours 16 minutes

Price per night from

$862

Distance approx 18.01 km from Monticello

22

Sleep Under the Stars, PVT River, Cabin, Camper ++

New York / Port Jervis

Port Jervis b and b

1 7 1 night min

  • 1 bedroom
  • sleeps 7
  • 1 night min
  • Beach / lakeside relaxation
  • Child Friendly
  • Pet Friendly

Price per night from

$228

Price per night from

$228

Distance approx 18.58 km from Monticello

(3) Excellent 

16

Rustic Modern Catskills Cottage

Catskill Region / Narrowsburg

Narrowsburg house

3 8 min stay varies

  • 3 bedrooms
  • sleeps 8
  • min stay varies
  • Swimming pool
  • Child Friendly
  • Pet Friendly

Price per night from

$286

Price per night from

$286

Distance approx 8.58 km from Monticello

(1) Excellent 

13

Cabin 90 minutes from NYC with Lake, Skiing, Hiking, Vineyards and more

Catskill Region / Wurtsboro

Wurtsboro house

2 4 2 nights min

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

Price per night from

$161

Responds fast!
avg. 3 hours 50 minutes

Price per night from

$161

Distance approx 16.19 km from Monticello

(5) Excellent 

12

Delaware Riverfront Log Cabin

Pocono Mountains Region / Milford

Milford log cabin

1 4 3 nights min

  • 1 bedroom
  • sleeps 4
  • 3 nights min
  • Child Friendly
  • Pet Friendly

Price per night from

$115

Price per night from

$115

Distance approx 17.37 km from Monticello

(4) Excellent 

25

Year-Round Amazing Retreat Home 90 miles from NYC

Catskill Region / Barryville

Barryville house

4 8 min stay varies

  • 4 bedrooms
  • sleeps 8
  • min stay varies
  • Nearest beach 0.5 mi
  • Ski
  • Child Friendly

Price per night from

$224

Responds fast!
avg. 3 hours 46 minutes

Price per night from

$224

Distance approx 13.98 km from Monticello

(1) Excellent 

6

Bethel Pastures Farm Bed & Breakfast

Catskill Region / Jeffersonville

Jeffersonville farmhouse

5 2 1 night min

  • 5 bedrooms
  • sleeps 2
  • 1 night min
  • Child Friendly
  • Pet Friendly
  • Private garden

Price per night from

$178

Responds fast!
avg. 3 hours 28 minutes

Price per night from

$178

Distance approx 19.53 km from Monticello

(3) Average 

61

Luxurious Beautiful 4,000 square feet home, 2 minutes from the ski Mountain!!!

Pocono Mountains Region / Lackawaxen

Lackawaxen house

5 18 3 nights min

  • 5 bedrooms
  • sleeps 18
  • 3 nights min
  • Child Friendly
  • Air conditioning
  • Private garden

Price per night from

$420

Price per night from

$420

Distance approx 6.11 km from Monticello Show on Map

22

Beautiful Catskills Cabin (private lake community)

New York / Smallwood

Smallwood log cabin

3 7 2 nights min

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

Price per night from

$315

Responds fast!
avg. 2 hours 14 minutes

Price per night from

$315

Distance approx 17.57 km from Monticello

(1) Very Good 

4

Come Enjoy Sullivan County's Catskills, Lake Communirty Swiss Chalet Availablle for Fall and Winter Rentals

Rockland / Livingston Manor

Livingston Manor chalet

3 6 7 nights min

  • 3 bedrooms
  • sleeps 6
  • 7 nights min
  • Suitable for children age 5+
  • Ask about pets

Price per night from

$237

Price per night from

$237

Distance approx 16.9 km from Monticello

39

Delaware River Canoe House at Brook House Gallery

Catskill Region / Barryville

Barryville bungalow

1 2 1 night min

  • 1 bedroom
  • sleeps 2
  • 1 night min
  • Air conditioning
  • Private garden

Price per night from

$115

Responds fast!
avg. 25 minutes

Price per night from

$115

Distance approx 16.25 km from Monticello

(8) Excellent 

Certificate of Excellence

41

Delaware Riverfront Cabin Just 90 Miles from NYC

Catskill Region / Pond Eddy

Pond Eddy house

2 6 min stay varies

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

Certificate of Excellence

Price per night from

$201

Responds fast!
avg. 11 minutes

Price per night from

$201

Distance approx 16.33 km from Monticello

(11) Very Good 

54

Country Cabin with Private Lake Access Cabin #1 There are 2 bedroom

Catskill Region / Lake Huntington

Lake Huntington house

4 min stay varies

  • sleeps 4
  • min stay varies
  • Child Friendly
  • Pet Friendly
  • Private garden
“It was very fun and relaxing.” A very good place to relax and get away from the city. Amazing house with everything you need in it. A huge backyard with the woods in the back. If you love to be at peace and enjoy nature i would totally recommend this
…see more

Price per night from

$81

Responds fast!
avg. 3 hours 20 minutes

Price per night from

$81

Distance approx 19.62 km from Monticello

(1) Very Good 

24

Livingston Manor home w/Yard&Fire Pit-Walk to Lake

Rockland / Livingston Manor

Livingston Manor log cabin

3 5 min stay varies

  • 3 bedrooms
  • sleeps 5
  • min stay varies
  • Child Friendly

Price per night from

$155

Responds fast!
avg. 23 minutes

Price per night from

$155

Distance approx 7.15 km from Monticello Show on Map

10

A Place In The Sun-Bethel Woods NY-Cozy Cabin

New York / Smallwood

Smallwood log cabin

2 6 min stay varies

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

Price per night from

$166

Price per night from

$166

Distance approx 11.64 km from Monticello

14

Peace and Beauty at Roads End and Close to Bethel Woods Performing Arts Center

New York / Liberty

Liberty house

1 2 1 night min

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

Price per night from

$91

Price per night from

$91

Distance approx 10.87 km from Monticello Show on Map

36

Lakefront Contemporary! Walk to Bethel woods!

Catskill Region / Bethel

Bethel house

3 10 min stay varies

  • 3 bedrooms
  • sleeps 10
  • min stay varies
  • Child Friendly
  • Private garden

Price per night from

$457

Responds fast!
avg. 3 hours 20 minutes

Price per night from

$457

Distance approx 5.82 km from Monticello Show on Map

8

Woodsy Catskill Summer House in Merriewold

Catskill Region / Forestburgh

Forestburgh house

5 10 14 nights min

  • 5 bedrooms
  • sleeps 10
  • 14 nights min
  • Child Friendly
  • Car not necessary

Price per night from

$146

Price per night from

$146

Distance approx 19.37 km from Monticello

17

Cozy Masthope Hideaway

Pocono Mountains Region / Lackawaxen

Lackawaxen house

2 8 1 night min

  • 2 bedrooms
  • sleeps 8
  • 1 night min
  • Child Friendly

Price per night from

$161

Responds fast!
avg. 41 minutes

Price per night from

$161

Distance approx 14.52 km from Monticello

13

Lake Jeff Tree House - Outdoor living near Bethel Woods

Catskill Region / Jeffersonville

Jeffersonville house

4 8 2 nights min

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

Price per night from

$324

Responds fast!
avg. 2 hours 2 minutes

Price per night from

$324

Distance approx 16 km from Monticello

(1) Excellent 

28

6 bedroom Lake Home 2 1/2 hours to NYC near Bethel Woods and Resort World Casino

Catskill Region / Lake Huntington

Lake Huntington house

6 11 2 nights min

  • 6 bedrooms
  • sleeps 11
  • 2 nights min
  • Beach / lakeside relaxation
  • Child Friendly
  • Air conditioning

Price per night from

$458

Responds fast!
avg. 1 hour 45 minutes

Price per night from

$458

Distance approx 13.66 km from Monticello

(2) Very Good 

13

Getaway at Moonrise Pond *Log Cabin*Hot Tub*Private Pond*Hiking*Bethel Woods

Catskill Region / Cochecton

Cochecton house

3 6 2 nights min

  • 3 bedrooms
  • sleeps 6
  • 2 nights min
  • Private garden

Price per night from

$287

Responds fast!
avg. 1 hour 40 minutes

Price per night from

$287

Distance approx 19.32 km from Monticello

(4) Excellent 

Certificate of Excellence

25

Our Cozy Chalet

Pocono Mountains Region / Lackawaxen

Lackawaxen house

3 6 1 night min

  • 3 bedrooms
  • sleeps 6
  • 1 night min
  • Ski
  • Child Friendly
  • Pet Friendly

Certificate of Excellence

Price per night from

$102

Responds fast!
avg. 4 minutes

Price per night from

$102

Distance approx 19.12 km from Monticello

8

Farmhouse On 10 Bucolic Acres Near Delaware River

New York / North Branch

North Branch farmhouse

4 8 5 nights min

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

Price per night from

$288

Price per night from

$288

Distance approx 19.31 km from Monticello

(3) Excellent 

Certificate of Excellence

27

Masthope Totally Renovated, Gorgeous Mountain Views From Huge Deck & Balcony

Pocono Mountains Region / Lackawaxen

Lackawaxen house

4 12 2 nights min

  • 4 bedrooms
  • sleeps 12
  • 2 nights min
  • Swimming pool
  • Ski
  • Child Friendly

Certificate of Excellence

Price per night from

$316

Responds fast!
avg. 2 hours 15 minutes

Price per night from

$316

Distance approx 18.14 km from Monticello

(2) Excellent 

5

Delaware Riverfront Cottage

Pocono Mountains Region / Matamoras

Matamoras cottage

2 4 6 nights min

  • 2 bedrooms
  • sleeps 4
  • 6 nights min
  • Beach / lakeside relaxation
  • Child Friendly
  • Air conditioning
“luxurious and comfortable... just phenomenal” Hal is a great person to deal with, He will do his best to make sure any renter is happy with their stay. The cabin is on private property where we were able to have all the privacy we wanted while on our
…see more

Price per night from

$287

Price per night from

$287

Distance approx 11.8 km from Monticello

(1) Very Good 

15

6 Bedroom, 9 Beds, Luxury Estate on 165 Acres with Lake, 2hrs from NYC

New York / Liberty

Liberty house

6 16 2 nights min

  • 6 bedrooms
  • sleeps 16
  • 2 nights min
  • Child Friendly
  • Air conditioning
  • Private garden

Price per night from

$423

Price per night from

$423

Distance approx 1.89 km from Monticello Show on Map

31

Catskills/house in community with access to tennis court, gym,outdoor pool

New York / Kiamesha Lake

Kiamesha Lake house

3 8 2 nights min

  • 3 bedrooms
  • sleeps 8
  • 2 nights min
  • Swimming pool
  • Child Friendly
  • Air conditioning

Price per night from

$229

Price per night from

$229

Distance approx 14.19 km from Monticello

40

Bella Red Farm--an enchanting secluded escape on top of a hill in the forrest

Catskill Region / Eldred

Eldred house

3 6 2 nights min

  • 3 bedrooms
  • sleeps 6
  • 2 nights min
  • Nearest beach 5 mi
  • Child Friendly
  • Air conditioning

Price per night from

$344

Price per night from

$344

Distance approx 18.52 km from Monticello

25

6 Bedroom, 8 Bathroom Private Retreat! 12 Minutes to Town of New Paltz, New York

Catskill Region / Pine Bush

Pine Bush house

6 18 2 nights min

  • 6 bedrooms
  • sleeps 18
  • 2 nights min
  • Nearest beach 15 mi
  • Child Friendly
  • Air conditioning

Price per night from

$1,123

Price per night from

$1,123

Distance approx 18.11 km from Monticello

(6) Excellent 

24

Brand New Modern Home in Catskills

Catskill Region / Narrowsburg

Narrowsburg house

3 10 1 night min

  • 3 bedrooms
  • sleeps 10
  • 1 night min
  • Beach / lakeside relaxation
  • Child Friendly
  • Air conditioning

Price per night from

$258

Responds fast!
avg. 1 hour 43 minutes

Price per night from

$258

Distance approx 6.52 km from Monticello Show on Map

(2) Excellent 

33

Indian Stone Property with 4 Bedroom House

New York / Hurleyville

Hurleyville cottage

3 8 2 nights min

  • 3 bedrooms
  • sleeps 8
  • 2 nights min
  • Ask about children
  • Air conditioning
  • Pet Friendly

Price per night from

$288

Price per night from

$288

Distance approx 9.41 km from Monticello

25

1 Bedroom Deluxe Lodge in Jellystone Park at Birchwood Acres

Catskill Region / Ellenville

Ellenville cottage

1 6 2 nights min

  • 1 bedroom
  • sleeps 6
  • 2 nights min
  • Ask about children
  • Air conditioning

Price per night from

$232

Price per night from

$232