Houses Pittsfield

/ Home
/ Vacation Rentals
/ United States
/ Vermont
Book with confidence.

Updating...

age 0-16
581 Results

Relevance

Price: low to high

Price: high to low

Reviews

Why am I receiving these results?

581 houses

Why am I receiving these results?

Prana Residence - Spa

Cornwall Bridge house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 7

Match: Rental types Private indoor pool

All filters match

Price per night from

$858

Family Vacation Home, heated pool

Amagansett house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

Match: Rental types Private indoor pool

All filters match

Price per night from

$1,087

These homes match some but not all of your filters. Clear all filters

Bright and Airy Seaside Cotttage in a safe family community

Stonington house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 of 2 match: Private indoor pool, Rental types

1 of 2 filters match

Price per night from

$227

5 bedroom Private Family Get Away

Westhampton Beach house

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 10

1 of 2 match: Private indoor pool, Rental types

1 of 2 filters match

Price per night from

$1,373

Newly Renovated Colonial on the River! Sleeps 5-6

Stockbridge house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 5

1 of 2 match: Private indoor pool, Rental types

1 of 2 filters match

Price per night from

$326

Hello

Westhampton Beach house

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 1

1 of 2 match: Private indoor pool, Rental types

1 of 2 filters match

Price per night from

$22,871

Cottage w/Waterview in Private Beach Community

Mystic house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Private indoor pool, Rental types

1 of 2 filters match

Price per night from

$286

1200ft2 - Great Hamptons location

Southampton house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

1 of 2 match: Private indoor pool, Rental types

1 of 2 filters match

Price per night from

$1,144

Very Private and Tranquil House in wooded estate.

Southampton house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

1 of 2 match: Private indoor pool, Rental types

1 of 2 filters match

Price per night from

$1,144

East Hampton Classic

East Hampton house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 9

1 of 2 match: Private indoor pool, Rental types

1 of 2 filters match

Price per night from

$1,144

18 minute to Ottawa and downtown

Carp house

  • 1 bedroom
  • 1 bathroom
  • sleeps 1

1 of 2 match: Private indoor pool, Rental types

1 of 2 filters match

Price per night from

$11

Bright & clean summer rental plus beach pass two blocks from ocean beach

New London house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 9

1 of 2 match: Private indoor pool, Rental types

1 of 2 filters match

Price per night from

$331

Summer in a Hamptons Cottage

Bridgehampton house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

1 of 2 match: Private indoor pool, Rental types

1 of 2 filters match

Price per night from

$491

1 of 2 match: Private indoor pool, Rental types

1 of 2 filters match

Price per night from

$1,960

A One Of A Kind Beach Vacation Rental

Montauk house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

1 of 2 match: Private indoor pool, Rental types

1 of 2 filters match

Price per night from

$1,030

CHIC RETREAT!! Walk to Desirable Bay BEACH!!

East Hampton house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Private indoor pool, Rental types

1 of 2 filters match

Price per night from

$2,516

Memory Lane Farm

Greenwich house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

1 of 2 match: Private indoor pool, Rental types

1 of 2 filters match

Price per night from

$401

Oceanfront Luxury Retreat

Ocean Bay Park house

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 12

1 of 2 match: Private indoor pool, Rental types

1 of 2 filters match

Price per night from

$2,516

Airy, Woodsy, Walk to Beach, New Saltwater Pool!

East Hampton house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 7

1 of 2 match: Private indoor pool, Rental types

1 of 2 filters match

Price per night from

$1,063

Charmimg Beach cottage in Sagaponack

Southampton house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Private indoor pool, Rental types

1 of 2 filters match

Price per night from

$654

Relax at our East Hampton home

East Hampton house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

1 of 2 match: Private indoor pool, Rental types

1 of 2 filters match

Price per night from

$899

1 of 2 match: Private indoor pool, Rental types

1 of 2 filters match

Price per night from

$523

East Hampton Summer Rental

East Hampton house

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 12

1 of 2 match: Private indoor pool, Rental types

1 of 2 filters match

Price per night from

$1,144

Architect Designed Home in Waterfront Village

Greenport house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 of 2 match: Private indoor pool, Rental types

1 of 2 filters match

Price per night from

$409

Country Farmhouse with Views

Shaftsbury house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 6

1 of 2 match: Private indoor pool, Rental types

1 of 2 filters match

Price per night from

$401

Whispers of the North

West Wardsboro house

  • 6 bedrooms
  • 3 bathrooms
  • sleeps 14

1 of 2 match: Private indoor pool, Rental types

1 of 2 filters match

Price per night from

$252

JAY PEAKS COZY CAPE 3bdroom house 13min. from jay

Jay house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 7

1 of 2 match: Private indoor pool, Rental types

1 of 2 filters match

Price per night from

$429

1 of 2 match: Private indoor pool, Rental types

1 of 2 filters match

Price per night from

$401

Vermont Log Home On 21 Acres Btwn Okemo/killington

Mount Holly house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 14

1 of 2 match: Private indoor pool, Rental types

1 of 2 filters match

Price per night from

$429

Stowe Vermont Winter Season Rental

Stowe house

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 12

1 of 2 match: Private indoor pool, Rental types

1 of 2 filters match

Price per night from

$858

Fabulous Post & Beam Berkshire Rental

Monterey house

  • 2 bathrooms
  • sleeps 7

1 of 2 match: Private indoor pool, Rental types

1 of 2 filters match

Price per night from

$205

Middlebury VT - gorgeous home

Middlebury house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 7

1 of 2 match: Private indoor pool, Rental types

1 of 2 filters match

Price per night from

$629

Total Privacy! Tanglewood Retreat With Berkshire Views!

Hillsdale house

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 14

1 of 2 match: Private indoor pool, Rental types

1 of 2 filters match

Price per night from

$1,144

SOUTHAMPTON NEW YOK LUXURY RENTAL

Southampton house

  • 4 bedrooms
  • 11 bathrooms
  • sleeps 8

1 of 2 match: Private indoor pool, Rental types

1 of 2 filters match

Price per night from

$2,043

Amagansett House with Pool near Village & Beach

Amagansett house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

1 of 2 match: Private indoor pool, Rental types

1 of 2 filters match

Price per night from

$1,307

SOUTHAMPTON POOL & TENNIS

Southampton house

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 12

1 of 2 match: Private indoor pool, Rental types

1 of 2 filters match

Price per night from

$3,267

Serene & Private East Hampton Summer Rental w/pool

East Hampton house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 of 2 match: Private indoor pool, Rental types

1 of 2 filters match

Price per night from

$980

East Hampton Village Classic , South of Highway

East Hampton house

  • 7 bedrooms
  • 9 bathrooms
  • sleeps 12

1 of 2 match: Private indoor pool, Rental types

1 of 2 filters match

Price per night from

$12,252

Viewing 38 of 581
rentals in Pittsfield

×

Also consider