0 Bedrooms for 1 Guest
Price $10 - $1000+

Showing 135 Chichester Vacation Rentals

Tripping.com is the world's top vacation rental search engine, rated 9.6 out of 10 based on 50 user reviews. Compare Chichester vacation rentals from 6 rental sites including HomeAway, VRBO, TripAdvisor, and more, ranging from $54 to $550 a night. 
Showing 135 personalized results
    $199 / night
    Paint the Night's Main House
    Paint the Night's Main House
    2 bed / 1 bath
    Chichester, NY
    $150 / night
    The Cottage at Chichester
    The Cottage at Chichester
    3 bed / 1 bath
    Chichester, NY
    $150 / night
    The Cottage at Chichester
    The Cottage at Chichester
    3 bed / 1 bath
    Chichester, NY
    $200 / night
    Cozy Catskills MultiFamily Retreat
    Cozy Catskills MultiFamily Retreat
    5 bed / 2 bath
    Mt. Tremper, NY
    $450 / night
    Modern Farmhouse in Catskill Park
    Modern Farmhouse in Catskill Park
    3 bed / 2 bath
    Lanesville, New York
    $330 / night
    House of Hues: an Elegant Country Victorian
    House of Hues: an Elegant Country Victorian
    8 bed / 2 bath
    Shandaken, NY
    $195 / night
    charming woodstock cottage with outdoor hottub
    charming woodstock cottage with outdoor hottub
    2 bed / 1 bath
    willow , ny
    $400 / night
    Spectacular Ski Vacation House - Incredible Views!
    Spectacular Ski Vacation House - Incredible Views!
    4 bed / 3 bath
    Shandaken, NY
    $100 / night
    Romantic cottage with hot tub in Mountain Town
    Romantic cottage with hot tub in Mountain Town
    1 bed / 1 bath
    Phoenicia, NY
    $175 / night
    Swimming, hiking & tennis in the Catskills
    Swimming, hiking & tennis in the Catskills
    3 bed / 1 bath
    Lanesville, NY
    $100 / night
    Romantic and Luxurious Spa Loft in the Treetops
    Romantic and Luxurious Spa Loft in the Treetops
    1 bed / 1 bath
    Phoenicia, New York
    $100 / night
    Romantic cottage with hot tub in Mountain Town
    Romantic cottage with hot tub in Mountain Town
    1 bed / 1 bath
    Phoenicia, NY
    $400 / night
    Spectacular Ski Vacation House - Incredible Views!
    Spectacular Ski Vacation House - Incredible Views!
    4 bed / 3 bath
    Shandaken, NY
    $175 / night
    Cottage in the country
    Cottage in the country
    2 bed / 1 bath
    Phoenicia, NY
    $150 / night
    Woodstock Cabin in the Woods
    Woodstock Cabin in the Woods
    1 bed / 1 bath
    Willow, NY
    $150 / night
    Woodstock Cabin in the Woods
    Woodstock Cabin in the Woods
    1 bed / 1 bath
    Willow, NY
    $200 / night
    Cozy Catskills MultiFamily Retreat
    Cozy Catskills MultiFamily Retreat
    5 bed / 2 bath
    Mt. Tremper, NY
    $350 / night
    Willow House - Architect designed (14 acres, pond)
    Willow House - Architect designed (14 acres, pond)
    5 bed / 3 bath
    Willow, NY
    $200 / night
    Charming Country Cabin by a Stream
    Charming Country Cabin by a Stream
    3 bed / 1 bath
    Phoenicia, NY
    $195 / night
    charming woodstock cottage with outdoor hottub
    charming woodstock cottage with outdoor hottub
    2 bed / 1 bath
    willow , ny
    $195 / night
    A Romantic Escape, Luxury Barn in Woodstock
    A Romantic Escape, Luxury Barn in Woodstock
    2 bed / 1 bath
    woodstock, ny
    $200 / night
    Charming Country Cabin by a Stream
    Charming Country Cabin by a Stream
    3 bed / 1 bath
    Phoenicia, NY
    $175 / night
    Cottage in the country
    Cottage in the country
    2 bed / 1 bath
    Phoenicia, NY
    $150 / night
    Woodstock creekside escape
    Woodstock creekside escape
    1 bed / 1 bath
    Mt Tremper, NY
    $175 / night
    Swimming, hiking & tennis in the Catskills
    Swimming, hiking & tennis in the Catskills
    3 bed / 1 bath
    Lanesville, NY
    $225 / night
    The Woodland Valley Lodge - Historic yet modern
    The Woodland Valley Lodge - Historic yet modern
    4 bed / 2 bath
    Phoenicia, NY
    $400 / night
    Secluded Catskill Mountain House, Pond & Jacuzzi
    Secluded Catskill Mountain House, Pond & Jacuzzi
    4 bed / 3 bath
    Mount Tremper, NY
    $199 / night
    Paint the Night's Main House
    Paint the Night's Main House
    2 bed / 1 bath
    Chichester, NY
    $150 / night
    Woodstock creekside escape
    Woodstock creekside escape
    1 bed / 1 bath
    Mt Tremper, NY
    $400 / night
    Secluded Catskill Mountain House, Pond & Jacuzzi
    Secluded Catskill Mountain House, Pond & Jacuzzi
    4 bed / 3 bath
    Mount Tremper, NY
    $189 / night
    Catskill Ski Chalet, Hunter Mountain
    Catskill Ski Chalet, Hunter Mountain
    3 bed / 1 bath
    Hunter, NY
    $450 / night
    Modern Farmhouse in Catskill Park
    Modern Farmhouse in Catskill Park
    3 bed / 2 bath
    Lanesville, New York
    $350 / night
    Willow House - Architect designed (14 acres, pond)
    Willow House - Architect designed (14 acres, pond)
    5 bed / 3 bath
    Willow, NY
    $100 / night
    Romantic and Luxurious Spa Loft in the Treetops
    Romantic and Luxurious Spa Loft in the Treetops
    1 bed / 1 bath
    Phoenicia, New York
    $330 / night
    House of Hues: an Elegant Country Victorian
    House of Hues: an Elegant Country Victorian
    8 bed / 2 bath
    Shandaken, NY