Rhinebeck Rentals

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162 Houses

(2) Excellent 

30

Spacious Rhinebeck Village House w/ Lavish Decor!

New York / Rhinebeck

Rhinebeck house

7 10 min stay varies

  • 7 bedrooms
  • sleeps 10
  • min stay varies
  • Swimming pool
  • Ski
  • Suitable for children age 5+

Price per night from

$745

Responds fast!
avg. 8 minutes

Price per night from

$745

(3) Excellent 

35

Restful Rhinebeck cottage

New York / Rhinebeck

Rhinebeck cottage

1 4 3 nights min

  • 1 bedroom
  • sleeps 4
  • 3 nights min
  • Child Friendly
  • Air conditioning

Price per night from

$126

Price per night from

$126

22

Woodland House - sleeps 10 in luxury

New York / Rhinebeck

Rhinebeck house

5 10 2 nights min

  • 5 bedrooms
  • sleeps 10
  • 2 nights min
  • Swimming pool
  • Child Friendly
  • Air conditioning

Price per night from

$687

Price per night from

$687

(1) Excellent 

14

Casa Campagna

New York / Rhinebeck

Rhinebeck house

3 6 3 nights min

  • 3 bedrooms
  • sleeps 6
  • 3 nights min
  • Nearest beach 8 mi
  • Child Friendly
  • Air conditioning

Price per night from

$287

Price per night from

$287

(3) Excellent 

43

Fiddlers Farmhouse

New York / Rhinebeck

Rhinebeck farmhouse

3 6 2 nights min

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

Price per night from

$401

Price per night from

$401

(2) Average 

26

Charming Rhinebeck carriage barn, Hudson valley

Rhinebeck / Hudson Valley

Rhinebeck cottage

1 4 2 nights min

  • 1 bedroom
  • sleeps 4
  • 2 nights min
  • Beach / lakeside relaxation
  • Private garden

Price per night from

$201

Price per night from

$201

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

Great rentals within 20 miles that match your search

Distance approx 14.35 km from Rhinebeck

(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

$146

Price per night from

$146

Distance approx 3.88 km from Rhinebeck Show on Map

(12) Excellent 

14

The Gallery Inn-A loft style accommodation near the waterfront in Kingston NY

New York / Kingston

Kingston apartment

1 4 2 nights min

  • 1 bedroom
  • sleeps 4
  • 2 nights min
  • Beach / lakeside relaxation
  • Nearest beach 2 mi
  • Ask about children
“Submerged in art!” We absolutely loved our stay at the Gallery Inn! The space was beautifully renovated, yet comfortable and homey. Terrific artwork decorates the walls. The location is amazing, just steps away from the Hudson River and the fantast
…see more

Price per night from

$201

Responds fast!
avg. 59 minutes

Price per night from

$201

Distance approx 9.35 km from Rhinebeck Show on Map

(1) Excellent 

44

for the creative spirit, lightfilled loft house

New York / Ulster Park

Ulster Park studio

Studio 3 2 nights min

  • Studio
  • sleeps 3
  • 2 nights min
  • Child Friendly

Price per night from

$250

Responds fast!
avg. 1 hour 20 minutes

Price per night from

$250

Distance approx 16.91 km from Rhinebeck

8

Large Private Apartment

New York / Verbank

Verbank apartment

1 3 1 night min

  • 1 bedroom
  • sleeps 3
  • 1 night min
  • Child Friendly

Price per night from

$100

Price per night from

$100

Distance approx 13.4 km from Rhinebeck

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 9.82 km from Rhinebeck Show on Map

13

Modern cabin in the woods + year round heated pool

New York / Red Hook

Red Hook house

3 7 3 nights min

  • 3 bedrooms
  • sleeps 7
  • 3 nights min
  • Swimming pool
  • Child Friendly
  • Pet Friendly

Price per night from

$275

Price per night from

$275

Distance approx 10.29 km from Rhinebeck Show on Map

(4) Excellent 

7

Esopus Bend Getaway 4 min to HITS

Catskill Region / Saugerties

Saugerties apartment

1 2 2 nights min

  • 1 bedroom
  • sleeps 2
  • 2 nights min
  • Beach / lakeside relaxation
  • Ask about children
  • Car not necessary

Price per night from

$132

Price per night from

$132

Distance approx 5.14 km from Rhinebeck Show on Map

(2) Excellent 

25

Carriage House on private English Tudor Estate

New York / Kingston

Kingston house

1 2 2 nights min

  • 1 bedroom
  • sleeps 2
  • 2 nights min
  • Nearest beach 5 mi
  • Air conditioning

Price per night from

$201

Price per night from

$201

Distance approx 10.59 km from Rhinebeck Show on Map

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

$201

Price per night from

$201

Distance approx 16.56 km from Rhinebeck Show on Map

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

$2,001

Price per night from

$2,001

Distance approx 12.81 km from Rhinebeck

(3) Excellent 

10

Private King Bed w/Bath in SHARED Charming House, good for business travelers

New York / New Paltz

New Paltz house

1 2 1 night min

  • 1 bedroom
  • sleeps 2
  • 1 night min

Price per night from

$75

Responds fast!
avg. 2 hours 21 minutes

Price per night from

$75

Distance approx 13.13 km from Rhinebeck

(5) Very Good 

10

Woodstock Village Serene & Spacious

Catskill Region / Woodstock

Woodstock house

2 6 1 night min

  • 2 bedrooms
  • sleeps 6
  • 1 night min
  • Ask about children
  • Air conditioning
  • Ask about pets

Price per night from

$226

Price per night from

$226

Distance approx 19.24 km from Rhinebeck

(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

$442

Price per night from

$442

Distance approx 17.28 km from Rhinebeck

24

Cozy New Paltz House w/ Views of Shawangunk Ridge!

New York / New Paltz

New Paltz house

1 2 min stay varies

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

Price per night from

$98

Responds fast!
avg. 14 minutes

Price per night from

$98

Distance approx 13.02 km from Rhinebeck

(3) Excellent 

22

Woodstock Cottage: walk to Town

Catskill Region / Woodstock

Woodstock cottage

2 4 2 nights min

  • 2 bedrooms
  • sleeps 4
  • 2 nights min
  • Beach / lakeside relaxation
  • Child Friendly
  • Car not necessary
“Very well kept and extremely caring owners” The cottage seems as though it was renovated yesterday because it is so clean and well kept. The kitchen has everything you need to cook, and the living room is comfortable. There are many games and movies a
…see more

Price per night from

$316

Responds fast!
avg. 3 hours 18 minutes

Price per night from

$316

Distance approx 18.8 km from Rhinebeck

4

Cozy and comfortable

New York / Boiceville

Boiceville apartment

1 4 2 nights min

  • 1 bedroom
  • sleeps 4
  • 2 nights min
  • Child Friendly
  • Air conditioning
  • Pet Friendly

Price per night from

$96

Price per night from

$96

Distance approx 13.94 km from Rhinebeck

24

Woodstock Oasis. 3 acres of secluded nature. Walkable to town

Catskill Region / Woodstock

Woodstock house

4 8 3 nights min

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

Price per night from

$221

Price per night from

$221

Distance approx 15.73 km from Rhinebeck

(6) Excellent 

30

Pet Friendly Cabin Doh-Ray Up At 1450ft

Catskill Region / Woodstock

Woodstock house

2 5 min stay varies

  • 2 bedrooms
  • sleeps 5
  • min stay varies
  • Ski
  • Child Friendly
  • Pet Friendly
“Relaxing mountain retreat” We enjoyed a very pleasant Thanksgiving week getaway at the cabin, which looks just like the pictures -- nice combination of modern and rustic design. Also very comfortable, clean and well organized. Tv and sound system very
…see more

Price per night from

$256

Responds fast!
avg. 2 hours 19 minutes

Price per night from

$256

Distance approx 4.83 km from Rhinebeck Show on Map

12

Antique Stone House

New York / Kingston

Kingston b and b

1 2 1 night min

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

Price per night from

$226

Price per night from

$226

Distance approx 11.9 km from Rhinebeck

(3) Excellent 

26

Woodstock Mediterranean Retreat

Catskill Region / Woodstock

Woodstock house

4 11 min stay varies

  • 4 bedrooms
  • sleeps 11
  • min stay varies
  • Swimming pool
  • Child Friendly
  • Air conditioning

Price per night from

$516

Price per night from

$516

Distance approx 13.4 km from Rhinebeck

15

Nature Lovers Getaway

New York / Highland

Highland house

3 6 7 nights min

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

Price per night from

$150

Responds fast!
avg. 1 hour 4 minutes

Price per night from

$150

Distance approx 10.01 km from Rhinebeck Show on Map

(1) Excellent 

13

A Stream Side Cottage- Near Woodstock NY

Catskill Region / Saugerties

Saugerties house

2 5 1 night min

  • 2 bedrooms
  • sleeps 5
  • 1 night min
  • Beach / lakeside relaxation
  • Ski
  • Child Friendly

Price per night from

$361

Price per night from

$361

Distance approx 9.88 km from Rhinebeck Show on Map

19

Beautiful Home on The Esopus Creek

Catskill Region / Saugerties

Saugerties house

1 4 2 nights min

  • 1 bedroom
  • sleeps 4
  • 2 nights min
  • Nearest beach 5 mi
  • Air conditioning
  • Pet Friendly

Price per night from

$287

Price per night from

$287

Distance approx 13.16 km from Rhinebeck

8

Woodstock Town Center Studio Apt.

Catskill Region / Woodstock

Woodstock apartment

1 2 2 nights min

  • 1 bedroom
  • sleeps 2
  • 2 nights min
  • Air conditioning

Price per night from

$132

Price per night from

$132

Distance approx 4.9 km from Rhinebeck Show on Map

14

JW LODGING- Comfortable Country Home, Ideal for Groups Touring Bethel Complexes!

New York / Red Hook

Red Hook apartment

2 8 4 nights min

  • 2 bedrooms
  • sleeps 8
  • 4 nights min
  • Nearest beach 10 mi
  • Child Friendly
  • Air conditioning

Price per night from

$150

Price per night from

$150

Distance approx 13.29 km from Rhinebeck

33

Relax by the pool at Serenity Villa then take a dip in the hot tub!

Catskill Region / Woodstock

Woodstock house

3 8 min stay varies

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

Price per night from

$376

Price per night from

$376

Distance approx 19.37 km from Rhinebeck

4

Exclusive Rental in Beautiful Amenia!

New York / Amenia

Amenia house

3 6 30 nights min

  • 3 bedrooms
  • sleeps 6
  • 30 nights min
  • Swimming pool
  • Child Friendly
  • Air conditioning

Price per night from

$153

Price per night from

$153

Distance approx 4.9 km from Rhinebeck Show on Map

8

JW LODGING- Visiting Bethel? Ideal for groups traveling together!

New York / Red Hook

Red Hook house

4 10 4 nights min

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

Price per night from

$331

Price per night from

$331

Distance approx 10.14 km from Rhinebeck Show on Map

(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

$270

Responds fast!
avg. 1 hour 20 minutes

Price per night from

$270

Distance approx 10.09 km from Rhinebeck Show on Map

(16) Excellent 

4

Eclectic One Bedroom Cottage in the Hudson Valley

New York / New Paltz

New Paltz cottage

1 3 1 night min

  • 1 bedroom
  • sleeps 3
  • 1 night min
  • Ask about children
  • Air conditioning
  • Pet Friendly

Price per night from

$150

Price per night from

$150

Distance approx 12.29 km from Rhinebeck

(12) Excellent 

18

Hudson Valley 40 Acres With Lake And Hiking

New York / Highland

Highland house

4 12 2 nights min

  • 4 bedrooms
  • sleeps 12
  • 2 nights min
  • Child Friendly
  • Air conditioning
  • Private garden

Price per night from

$631

Responds fast!
avg. 29 minutes

Price per night from

$631