Houses Pittsfield

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

Updating...

age 0-16
586 Results

Relevance

Price: low to high

Price: high to low

Reviews

Why am I receiving these results?

586 houses

Why am I receiving these results?

Mint Southampton Village 5-BR South of the Highway w Heated Pool

Southampton house

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 9

Match: Rental types Trampoline

All filters match

Price per night from

$1,722

Cottage european charm private beach in Southampton, North Sea

Southampton house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 7

Match: Rental types Trampoline

All filters match

Price per night from

$541

Vacation Romance Sweet Home

Levittown house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 4

Match: Rental types Trampoline

All filters match

Price per night from

$344

Memory Lane Farm

Greenwich house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

Match: Rental types Trampoline

All filters match

Price per night from

$402

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

UMIQUE Country Condo, 1BR 1 BA - NEW

Hancock condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 6

1 of 2 match: Rental types, Trampoline

1 of 2 filters match

Price per night from

$261

Beech Tree Cottage

Sag Harbor cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

“The cottage experience was relaxing and peaceful with a short wa” Enchanting cottage, very comfortable, enjoyed a little interaction with the owner's family and dog. Very sweet.

1 of 2 match: Rental types, Trampoline

1 of 2 filters match

Price per night from

$689

Clarke's Landing

Middlefield house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

1 of 2 match: Trampoline, Rental types

1 of 2 filters match

Price per night from

$574

Betty's Boat House

Middlefield house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

1 of 2 match: Trampoline, Rental types

1 of 2 filters match

Price per night from

$144

18 minute to Ottawa and downtown

Carp house

  • 1 bedroom
  • 1 bathroom
  • sleeps 1

1 of 2 match: Trampoline, 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: Trampoline, Rental types

1 of 2 filters match

Price per night from

$332

Summer in a Hamptons Cottage

Bridgehampton house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

1 of 2 match: Trampoline, Rental types

1 of 2 filters match

Price per night from

$493

1 of 2 match: Trampoline, Rental types

1 of 2 filters match

Price per night from

$1,967

A One Of A Kind Beach Vacation Rental

Montauk house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

1 of 2 match: Trampoline, Rental types

1 of 2 filters match

Price per night from

$1,033

CHIC RETREAT!! Walk to Desirable Bay BEACH!!

East Hampton house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Trampoline, Rental types

1 of 2 filters match

Price per night from

$2,525

Oceanfront Luxury Retreat

Ocean Bay Park house

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 12

1 of 2 match: Trampoline, Rental types

1 of 2 filters match

Price per night from

$2,525

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

East Hampton house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 7

1 of 2 match: Trampoline, Rental types

1 of 2 filters match

Price per night from

$1,067

Charmimg Beach cottage in Sagaponack

Southampton house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Trampoline, Rental types

1 of 2 filters match

Price per night from

$657

Relax at our East Hampton home

East Hampton house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

1 of 2 match: Trampoline, Rental types

1 of 2 filters match

Price per night from

$902

1 of 2 match: Trampoline, Rental types

1 of 2 filters match

Price per night from

$525

East Hampton Summer Rental

East Hampton house

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 12

1 of 2 match: Trampoline, Rental types

1 of 2 filters match

Price per night from

$1,148

Architect Designed Home in Waterfront Village

Greenport house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 of 2 match: Trampoline, Rental types

1 of 2 filters match

Price per night from

$410

Country Farmhouse with Views

Shaftsbury house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 6

1 of 2 match: Trampoline, Rental types

1 of 2 filters match

Price per night from

$402

Whispers of the North

West Wardsboro house

  • 6 bedrooms
  • 3 bathrooms
  • sleeps 14

1 of 2 match: Trampoline, Rental types

1 of 2 filters match

Price per night from

$253

1 of 2 match: Trampoline, Rental types

1 of 2 filters match

Price per night from

$1,170

Hampton's Paradise sag Harbor, Southampton

Sag Harbor house

  • 6 bedrooms
  • 4 bathrooms
  • sleeps 12

1 of 2 match: Trampoline, Rental types

1 of 2 filters match

Price per night from

$1,148

Ready for Summer 2021

Southampton house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

1 of 2 match: Trampoline, Rental types

1 of 2 filters match

Price per night from

$1,722

Charming Rental 3 Miles From Mt. Mansfield

Stowe house

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 8

1 of 2 match: Trampoline, Rental types

1 of 2 filters match

Price per night from

$517

Newly Renovated Lakefront Getaway on Robinson Pond

Copake house

  • 3 bedrooms
  • 1 bathroom
  • sleeps 5

1 of 2 match: Trampoline, Rental types

1 of 2 filters match

Price per night from

$287

PRISTINE GETAWAY, WITHIN SHORT WALK OF TWO WHITE, SANDY, SOUND BEACHES

Southold house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

1 of 2 match: Trampoline, Rental types

1 of 2 filters match

Price per night from

$431

Hip & Stylish East Hampton Getaway

East Hampton house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

“Airy & beautiful home!” We had a wonderful stay at this beautiful East Hampton home. The floor plan is open and makes for an easy flow between the airy living space and kitchen and dining area. The bedrooms are large and well appointed with comfortable beds and fresh linens. The setting of the house is on a wooded acre with incredible views out over the trees and the swimming pool below. The huge deck affords an outdoor dining area perfect for summer entertaining. We will definitely be back for another visit to this amazing get away.

1 of 2 match: Trampoline, Rental types

1 of 2 filters match

Price per night from

$984

Berkshire Farmhouse Vacation

West Stockbridge house

  • 5 bedrooms
  • 2 bathrooms
  • sleeps 15

“Quaint Getaway” We were 2 families with 5 kids staying for the weekend. We had plenty of space to spread out, cook & dine together and lots of bedroom options to meet everyone's needs. The house had a lot of antique charm like exposed beams in the living room and paneled walls in the dining room. We were there on a rainy, cold weekend, so did not have an opportunity to enjoy the grounds or porch, but imagine it would be lovely in the warmer weather. Elaine (and her shop) were on the same grounds and she was available for questions about the area. Overall a very relaxing & convenient experience.

1 of 2 match: Trampoline, Rental types

1 of 2 filters match

Price per night from

$299

Flight's End-A Country Home with Babbling Brook

Hawley house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

“Perfect getaway” We spent few days there. It is very quiet and private. We loved the retro look. Looking forward going there again. It was New Year's eve we were hoping for.

1 of 2 match: Trampoline, Rental types

1 of 2 filters match

Price per night from

$218

Luxury Oceanfront 8bd House! Pool & Jacuzzi facing Ocean call for Deals!

Westhampton Beach house

  • 8 bedrooms
  • 7 bathrooms
  • sleeps 18

1 of 2 match: Trampoline, Rental types

1 of 2 filters match

Price per night from

$2,005

Escape to the Berkshires!

Becket house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

Responds fast! avg. 3 hours 11 minutes

1 of 2 match: Trampoline, Rental types

1 of 2 filters match

Price per night from

$316

Church sanctuary

West Dummerston house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Trampoline, Rental types

1 of 2 filters match

Price per night from

$299

Spectacular Water Views From Every Room ~ Directly On Lake Hortonia, Vt.

Brandon house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Trampoline, Rental types

1 of 2 filters match

Price per night from

$247

Perfect Hamptons Rental with Pool and Tennis

Bridgehampton house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

1 of 2 match: Trampoline, Rental types

1 of 2 filters match

Price per night from

$1,664

1 of 2 match: Trampoline, Rental types

1 of 2 filters match

Price per night from

$431

Viewing 38 of 586
rentals in Pittsfield

×

Also consider