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Lakeville Rentals

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Price range

Per night

$10 - $500

Rental types

Lakeville Rentals

73 Houses

Lake House

Lakeville house

5 bedrooms / 3 bathrooms / sleeps 9

Price per night from

$604

1 / 13

4 Bedroom Furnished House in Lakeville Connecticut

Lakeville house

4 bedrooms / 3 bathrooms / sleeps 8

Price per night from

$325

1 / 42

Great rentals within 20 miles that match your search

Waterfront Cottage - 10 Mins to Great Barrington!

New Marlborough cottage

2 bedrooms / 1 bathroom / sleeps 4

Responds fast! avg. 8 minutes

Price per night from

$180

1 / 24

Berkshire Home on Lake Garfield w/Dock & Boats

Monterey house

4 bedrooms / 3 bathrooms / sleeps 12

Responds fast! avg. 22 minutes

Price per night from

$302

1 / 32

Rustic Berkshires Cottage w/ Views of Lake Buel!

New Marlborough cottage

1 bedroom / 1 bathroom / sleeps 2

Responds fast! avg. 8 minutes

Price per night from

$110

1 / 24

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

Stanfordville log cabin

1 bedroom / 1 bathroom / sleeps 2

Price per night from

$227

1 / 28

Designer Loft Style Residence

Sheffield house

3 bedrooms / 3 bathrooms / sleeps 6

Price per night from

$450

1 / 13

Modern cabin in the woods + year round heated pool

Red Hook house

3 bedrooms / 3 bathrooms / sleeps 7

Price per night from

$242

1 / 13

Riverwood - Cozy Carriage House in the Woods

Falls Village apartment

1 bedroom / 1 bathroom / sleeps 2

Price per night from

$227

1 / 11

Secluded House in the Woods w/ Year Round Hot Tub

Red Hook house

2 bedrooms / 2 bathrooms / sleeps 4

Price per night from

$202

1 / 7

Renovated Barn

Taconic house

3 bedrooms / 3 bathrooms / sleeps 6

Responds fast! avg. 32 minutes

Price per night from

$352

1 / 20

Lakefront New Preston Cottage w/Dock & Fire Pit!

New Preston cottage

3 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 8 minutes

Price per night from

$200

1 / 24

Spacious Lakeside Berkshire Home

Monterey house

4 bedrooms / 5 bathrooms / sleeps 10

Responds fast! avg. 3 hours 48 minutes

Price per night from

$403

1 / 23

Escape to Avalon Cottage in the Hudson Valley

Craryville house

3 bedrooms / 2 bathrooms / sleeps 5

Price per night from

$146

1 / 16

RIVERSONG "PENTHOUSE"

North Egremont room

1 bedroom / 1 bathroom / sleeps 2

Responds fast! avg. 35 minutes

Price per night from

$140

1 / 32

Beautiful Lake House - Magnificent in all 4 Seasons 3 Bed, 2 Bath

Winsted house

3 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 2 hours 42 minutes

Price per night from

$227

1 / 20

S. Berkshires Mountain Treehouse • Views • Privacy

Great Barrington house

2 bedrooms / 1 bathroom / sleeps 4

Responds fast! avg. 1 hour 39 minutes

Price per night from

$186

1 / 15

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

Red Hook house

1 bedroom / 1 bathroom / sleeps 4

Price per night from

$175

1 / 8

Hudson Valley Getaway with Pool

Clinton Corners house

4 bedrooms / 3 bathrooms / sleeps 9

Price per night from

$252

1 / 21

Charming Private Guest Suite in Historic Village in the Berkshires

New Marlborough studio

Studio / 1 bathroom / sleeps 2

Price per night from

$96

1 / 35

Kent Victorian Room 4

Kent room

1 bedroom / 1 bathroom / sleeps 2

Price per night from

$111

1 / 8

1790 Classic Colonial Center Hall home

Sharon house

5 bedrooms / 3 bathrooms / sleeps 11

Price per night from

$503

1 / 44

Kent Victorian Room 3

Kent room

1 bedroom / 1 bathroom / sleeps 2

Price per night from

$149

1 / 8

Colebrook Dream

Colebrook house

3 bedrooms / 4 bathrooms / sleeps 12

Price per night from

$302

1 / 12

Kent Victorian Room 2

Kent room

1 bedroom / 1 bathroom / sleeps 2

Price per night from

$150

1 / 8

Lakefront Warren 'Carriage House' on 25 Acres!

Warren house

7 bedrooms / 8 bathrooms / sleeps 14

Responds fast! avg. 19 minutes

Price per night from

$1,006

1 / 25

Kent Victorian Room 5

Kent room

2 bedrooms / 1 bathroom / sleeps 3

Price per night from

$160

1 / 8

The Barn at Copake Lake

Craryville barn

3 bedrooms / 3 bathrooms / sleeps 14

Price per night from

$603

1 / 10

Private Berkshire Estate w/Pool & Tennis Court

Great Barrington house

4 bedrooms / 4 bathrooms / sleeps 12

Price per night from

$575

1 / 21

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

Salisbury cottage

3 bedrooms / 2 bathrooms / sleeps 6

Price per night from

$157

1 / 12

Exclusive Rental in Beautiful Amenia!

Amenia house

3 bedrooms / 1 bathroom / sleeps 6

Price per night from

$134

1 / 4

1 Bedroom Hudson Valley Farm House

Craryville guest house

1 bedroom / 3 bathrooms / sleeps 2

Price per night from

$322

1 / 18

Summer or Summer Monthly Swimming Lake Rhinebeck Oasis

Rhinebeck house

3 bedrooms / 2 bathrooms / sleeps 8

Price per night from

$233

1 / 32

2 Bedroom Hudson Valley Farm House

Craryville guest house

2 bedrooms / 3 bathrooms / sleeps 4

Price per night from

$322

1 / 18

4 Bedroom Hudson Valley Farm House

Craryville guest house

4 bedrooms / 3 bathrooms / sleeps 8

Price per night from

$320

1 / 18

3 Bedroom Hudson Valley Farm House

Craryville guest house

3 bedrooms / 3 bathrooms / sleeps 6

Price per night from

$320

1 / 18

Hudson Valley Farm House

Craryville house

5 bedrooms / 3 bathrooms / sleeps 12

Price per night from

$322

1 / 18

Picturesque 19th century home on 3 private acres

New Marlborough house

4 bedrooms / 2 bathrooms / sleeps 7

Price per night from

$151

1 / 17
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