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70 Houses

12

The FarmHouse

New York / Millerton

Millerton house

2 5 120 nights min

  • 2 bedrooms
  • sleeps 5
  • 120 nights min

Price per night from

$107

Price per night from

$107

Great rentals within 20 miles that match your search

Distance approx 3.05 km from Millerton Show on Map

(1) Excellent 

13

Lake House

Connecticut / Lakeville

Lakeville house

5 9 2 nights min

  • 5 bedrooms
  • sleeps 9
  • 2 nights min
  • Child Friendly
  • Pet Friendly

Price per night from

$687

Price per night from

$687

Distance approx 18.87 km from Millerton

24

Rustic Berkshires Cottage w/ Views of Lake Buel!

Berkshires / New Marlborough

New Marlborough cottage

1 2 7 nights min

  • 1 bedroom
  • sleeps 2
  • 7 nights min
  • Pet Friendly

Price per night from

$110

Responds fast!
avg. 10 minutes

Price per night from

$110

Distance approx 15.08 km from Millerton

24

Prana Residence - Spa

Connecticut / Cornwall Bridge

Cornwall Bridge house

3 7 2 nights min

  • 3 bedrooms
  • sleeps 7
  • 2 nights min
  • Swimming pool
  • Ask about children
  • Air conditioning

Price per night from

$859

Price per night from

$859

Distance approx 12.09 km from Millerton

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 7.42 km from Millerton Show on Map

(1) Excellent 

11

Riverwood - Cozy Carriage House in the Woods

Connecticut / Falls Village

Falls Village apartment

1 2 2 nights min

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

Price per night from

$258

Price per night from

$258

Distance approx 7.16 km from Millerton Show on Map

(19) Excellent 

18

The Cottage at Great Falls

Connecticut / Falls Village

Falls Village cottage

2 4 2 nights min

  • 2 bedrooms
  • sleeps 4
  • 2 nights min
“Relaxation Overload” Went with the girlfriend for a weekend getaway and chose the perfect place. Extremely relaxing and soothing trip. Everything you need is there, french press? Yep. Towels? Yep. Amazing art? Yep! This place is incredibly decorated a
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Price per night from

$275

Responds fast!
avg. 1 hour 35 minutes

Price per night from

$275

Distance approx 11.98 km from Millerton

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 7.86 km from Millerton Show on Map

(1) Excellent 

20

Renovated Barn

Connecticut / Taconic

Taconic house

3 6 2 nights min

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

Price per night from

$401

Responds fast!
avg. 32 minutes

Price per night from

$401

Distance approx 3.44 km from Millerton Show on Map

(3) Excellent 

42

4 Bedroom Furnished House in Lakeville Connecticut

Connecticut / Lakeville

Lakeville house

4 8 2 nights min

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

Price per night from

$373

Price per night from

$373

Distance approx 15.69 km from Millerton

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 17.8 km from Millerton

(14) Excellent 

Certificate of Excellence

55

RiverSong Suite In The Berkshires

Berkshires / North Egremont

North Egremont apartment

1 2 1 night min

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

Certificate of Excellence

Price per night from

$217

Responds fast!
avg. 35 minutes

Price per night from

$217

Distance approx 19.86 km from Millerton

12

Fabulous Post & Beam Berkshire Rental

Berkshires / Monterey

Monterey house

7 21 nights min

  • sleeps 7
  • 21 nights min
  • Ask about children
  • Car not necessary
  • Ask about pets

Price per night from

$205

Price per night from

$205

Distance approx 18.48 km from Millerton

(24) Excellent 

18

Berkshires: Romantic Cottage with spectacular view

Berkshires / Great Barrington

Great Barrington cottage

1 3 3 nights min

  • 1 bedroom
  • sleeps 3
  • 3 nights min
  • Nearest beach 2 mi
  • Swimming pool
  • Ask about children
“Perhaps the most relaxing vacation I've ever had” The Sigels' cottage was absolutely perfect for us. My husband and I were looking for a nice quiet 4-night stay while our 7-yr-old twins visited with their grandparents. When we arrived everything loo
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Price per night from

$258

Price per night from

$258

Distance approx 12 km from Millerton

(8) Excellent 

17

Outdoor getaway hunting,fishing,skiing..relaxation

New York / Copake

Copake house

3 9 2 nights min

  • 3 bedrooms
  • sleeps 9
  • 2 nights min
  • Beach / lakeside relaxation
  • Nearest beach 8 mi
  • Child Friendly
“Home Away from Home ~ A great place to gather11” Had family coming from New York, Massachusetts and Connecticut to celebrate my birthday ~ hotels, motels are expensive, and they're not home. This house offered a great place to convene ~ outdoor gas gr
…see more

Price per night from

$218

Responds fast!
avg. 18 minutes

Price per night from

$218

Distance approx 16.59 km from Millerton

(17) Excellent 

31

Beautifully decorated & immaculate log chalet

New York / Hillsdale

Hillsdale log cabin

3 6 2 nights min

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

Price per night from

$201

Price per night from

$201

Distance approx 13.09 km from Millerton

(5) Excellent 

10

Apple Cottage

Berkshires / Sheffield

Sheffield farmhouse

3 8 1 night min

  • 3 bedrooms
  • sleeps 8
  • 1 night min
  • Ask about children
  • Air conditioning
  • Private garden

Price per night from

$430

Responds fast!
avg. 3 hours 22 minutes

Price per night from

$430

Distance approx 14.84 km from Millerton

36

Spacious Berkshires Home w/ Pool & Patio!

Berkshires / North Egremont

North Egremont house

5 10 2 nights min

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

Price per night from

$859

Responds fast!
avg. 7 minutes

Price per night from

$859

Distance approx 18.51 km from Millerton

(4) Excellent 

30

Gem of the Berkshires, walk to downtown & lake.

Berkshires / Great Barrington

Great Barrington house

5 12 2 nights min

  • 5 bedrooms
  • sleeps 12
  • 2 nights min
  • Nearest beach 0.32 mi
  • Child Friendly
  • Air conditioning
“Wonderful Home!” We had a wonderful weekend! The home and area are lovely - easy walk to town for drinks and dinner - and enjoyed sitting on the many porches, looking out at the view. The home has been upgraded and the kitchen and living areas are b
…see more

Price per night from

$344

Price per night from

$344

Distance approx 16.45 km from Millerton

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

Distance approx 18.31 km from Millerton

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

Distance approx 14.11 km from Millerton

15

S. Berkshires Mountain Treehouse • Views • Privacy

Berkshires / Great Barrington

Great Barrington house

2 4 14 nights min

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

Price per night from

$213

Responds fast!
avg. 1 hour 39 minutes

Price per night from

$213

Distance approx 14.01 km from Millerton

8

Guest House on a Trout River w/ Year Round Hot Tub

New York / Red Hook

Red Hook house

1 4 3 nights min

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

Price per night from

$201

Price per night from

$201

Distance approx 16.58 km from Millerton

(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

Distance approx 19.15 km from Millerton

(1) Excellent 

22

Hudson Valley Hideaway

New York / Red Hook

Red Hook house

4 10 2 nights min

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

Price per night from

$573

Responds fast!
avg. 3 hours 2 minutes

Price per night from

$573

Distance approx 18.32 km from Millerton

11

Catskill Mountain View House/Hudson Valley Central

New York / Red Hook

Red Hook apartment

2 4 2 nights min

  • 2 bedrooms
  • sleeps 4
  • 2 nights min
  • Child Friendly
  • Car not necessary

Price per night from

$172

Price per night from

$172

Distance approx 9.34 km from Millerton

13

Quiet Country Contemporary Home on 5 Private Acres

Connecticut / West Cornwall

West Cornwall house

3 10 2 nights min

  • 3 bedrooms
  • sleeps 10
  • 2 nights min
  • Nearest beach 6 mi
  • Child Friendly
  • Air conditioning

Price per night from

$406

Price per night from

$406

Distance approx 19.54 km from Millerton

(1) Very Good 

14

Cozy and clean in Gt Barrington- available for October

Berkshires / Great Barrington

Great Barrington house

2 4 3 nights min

  • 2 bedrooms
  • sleeps 4
  • 3 nights min
  • Nearest beach 2 mi
  • Child Friendly
  • Pet Friendly

Price per night from

$172

Price per night from

$172

Distance approx 19.62 km from Millerton

25

Lakefront Warren 'Carriage House' on 25 Acres!

Connecticut / Warren

Warren house

7 14 4 nights min

  • 7 bedrooms
  • sleeps 14
  • 4 nights min
  • Ski
  • Child Friendly
  • Air conditioning

Price per night from

$1,001

Responds fast!
avg. 13 minutes

Price per night from

$1,001

Distance approx 17.17 km from Millerton

21

Private Berkshire Estate w/Pool & Tennis Court

Berkshires / Great Barrington

Great Barrington house

4 12 min stay varies

  • 4 bedrooms
  • sleeps 12
  • min stay varies
  • Swimming pool
  • Child Friendly
  • Air conditioning

Price per night from

$659

Price per night from

$659

Distance approx 15.51 km from Millerton

24

NEW-Norfolk Countryside Home 30 Min to Ski Sundown

Connecticut / Norfolk

Norfolk house

4 5 min stay varies

  • 4 bedrooms
  • sleeps 5
  • min stay varies
  • Ski
  • Child Friendly

Price per night from

$247

Responds fast!
avg. 7 minutes

Price per night from

$247

Distance approx 4.79 km from Millerton Show on Map

12

Cottage on East Twin Lakes, Internet Access, A/C.

Connecticut / Salisbury

Salisbury cottage

3 6 7 nights min

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

Price per night from

$180

Price per night from

$180

Distance approx 15.22 km from Millerton

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 17.1 km from Millerton

17

Picturesque 19th century home on 3 private acres

Berkshires / New Marlborough

New Marlborough house

4 7 min stay varies

  • 4 bedrooms
  • sleeps 7
  • min stay varies
  • Child Friendly
  • Private garden

Price per night from

$172

Price per night from

$172

Distance approx 14.48 km from Millerton

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

Distance approx 7.7 km from Millerton Show on Map

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 14.48 km from Millerton

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

Distance approx 11.36 km from Millerton

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