We noticed that you're using an unsupported browser. The TripAdvisor website may not display properly.We support the following browsers:
Windows: Internet Explorer, Mozilla Firefox, Google Chrome. Mac: Safari.

Rochester Vacation Rentals

Map
Satellite
Map updates are paused. Zoom in to see updated info.
Reset zoom
Updating Map...
Your filters are still active.
There are no pins in your viewport. Try moving the map or changing your filters.
Check In Check Out
    There are no pins in your viewport. Try moving the map or changing your filters.
    • {providername} {price}
    {providername} {price}
      {listitems}
    {sold_out_text}
    We can't find prices for this accommodation
    From {rate_price} {rate_periodicity}
    View Map
    Price
    per night
    $378 Average
    |||
    |||
    $0$1,000+
    Suitability
    More filters
    Don't let other travellers get your favourite Rochester area vacation rental. You're so close to securing your perfect getaway. Book today.
    All 21 Rentals in Rochester
    Sort by:
    Default
    Peaceful and Spacious Vacation Home and Ski Lodge1 / 16
    (2)Very good
    Rochester
    5 Bedrooms, 3 Bathrooms, Sleeps 22 Quick View
    Check in Check out
    Show Prices
    The following rentals are within 15 kilometres of Rochester.
    Stockbridge
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Stockbridge
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Pittsfield
    4 Bedrooms, 2 Bathrooms, Sleeps 11 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Washer
    • DVD Player
    • Parking
    • Internet Access
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Your home away from home! Whether you are looking for peace and relaxation or convenience and accessibility, the Blue Diamond House is the perfect mountain retreat. Tastefully appointed, warm and inviting, you will love stepping into this charming home. Three beautiful bedrooms plus a loft...
    View all property information
    Location Information
    Pittsfield, Vermont 05762
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 11
    Make Enquiry
    Pittsfield
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Parking
    • DVD Player
    • Balcony
    • Grill
    • Washer
    • Terrace
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    LookOut! .... this recently constructed, 3 bedroom 3 bathroom large lovely secluded home is nestled in the heart of the Green Mountains. It's expansive, open concept, main floor is perfect for entertaining large groups or just enjoying an intimate dinner for two. It's granite counters, cathedral...
    View all property information
    Location Information
    Pittsfield, Vermont 05762
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
    Make Enquiry
    Stockbridge
    4 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Terrace
    • Hot Tub
    • Balcony
    • Mountain Views
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Located in the heart of central Vermont, Hawks View Chalet is a 4-bedroom, four-season chalet with amazing views of the Green Mountains and the White River, an authentic “ski-lodge” stone fireplace and a relaxing 6-person hot tub. Its unique style reflects the ambience of a ski chalet with a...
    View all property information
    Location Information
    Stockbridge, Vermont 05772
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 10
    Make Enquiry
    Charming mountain farmhouse1 / 27
    (1)Excellent
    Pittsfield
    4 Bedrooms, 2 Bathrooms, Sleeps 9 Quick View
    other travellers have booked this property
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Parking
    • Patio
    • DVD Player
    • Internet Access
    • Satellite TV
    • Mountain Views
    • Central Heating
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This secluded mountain home is located in the small town of Pittsfield, VT just minutes away from one of the most scenic drives in New England, Route 100. Surrounded by national forest with stunning views of the Green Mountains, this is the perfect place to get away with family or even by yourself....
    View all property information
    Location Information
    Pittsfield, Vermont 05762
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 9
    Make Enquiry
    Pittsfield
    5 Bedrooms, 3 Bathrooms, Sleeps 16 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Grill
    • Internet Access
    • Washer
    • DVD Player
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This home is set along the Tweed River just before the scenic Village of Pittsfield. Rustic, secluded with total privacy. Cell phone sercie is spotty and 4 wheel drive vehicles are required. Only a short 10 minutes drive to the Killington ski resort. The home is spacious and great for groups....
    View all property information
    Location Information
    Pittsfield, Vermont 05762
    Condo/Apartment - 5 Bedrooms, 3 Bathrooms, Sleeps 16
    Make Enquiry
    Pittsfield
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Washer
    • Internet Access
    • DVD Player
    • Grill
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Wonderful three bedroom two bathroom home located in the mountains of Pittsfield, Vermont - a postcard Vermont town. Hawk Landing is surrounded by lush woods, offering a perfect getaway for families and small groups. Only a short drive to all that Killington has to offer. This wonderful family home...
    View all property information
    Location Information
    Pittsfield, Vermont 05762
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
    Make Enquiry
    Pittsfield
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Mountain Views
    • Terrace
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Nestled in the heart of the Green Mountains is where you will find Lookout, a luxurious 3 Bedroom 3 bath private home, large front porch with awesome views and a large back deck with a gas grill for BBQ's.  It offers an open floor plan with cathedral ceilings and beautiful cherry wood floors...
    View all property information
    Location Information
    Pittsfield, Vermont 05762
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
    Make Enquiry
    List your property for free!
    List your holiday rental where TripAdvisor travellers can find it.
    Add a Listing
    Pittsfield
    3 Bedrooms, 2 Bathrooms, Sleeps 20 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Balcony
    • Internet Access
    • Washer
    • Terrace
    • Grill
    • Parking
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Come ski Killington and Pico Peak mountains while staying in this lovely Vermont Chalet located only 7 miles and a 15-minute drive from the Killington access road and shops! This beautiful Vermont Chalet is located on the side of a high mountain right off picturesque Route VT-100, and it enjoys...
    View all property information
    Location Information
    Pittsfield, Vermont 05762
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 20
    Make Enquiry
    Pittsfield
    4 Bedrooms, 2 Bathrooms, Sleeps 11 Quick View
    other traveller has booked this property
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Terrace
    • Balcony
    • Mountain Views
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Your home away from home! Whether you are looking for peace and relaxation or convenience and accessibility, the Blue Diamond House is the perfect mountain retreat. Tastefully appointed, warm and inviting, you will love stepping into this charming home. Three beautiful bedrooms plus a loft provide...
    View all property information
    Location Information
    Pittsfield, Vermont 05762
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 11
    Make Enquiry
    Hancock
    10 Bedrooms, 4 Bathrooms, Sleeps 20 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Patio
    • Mountain Views
    • Balcony
    • Skiing: Property Is In A Ski Resort
    • Washer
    • Housekeeping Included
    • Waterfront
    • Terrace
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Brand new listing: Large farmhouse on 175 acre organic farm. Sweeping mountain views, spring-fed ponds, magnificent post and beam barn, yoga studio, fields... Woods, skiing and biking all out the door, snowshoeing, swimming. Perfect for large groups, retreats, weddings, events. Pristine, no...
    View all property information
    Location Information
    Hancock, Vermont 05767
    Holiday Rental House - 10 Bedrooms, 4 Bathrooms, Sleeps 20
    Make Enquiry
    Randolph
    4 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Internet Access
    • Mountain Views
    • Satellite TV
    • DVD Player
    • Patio
    • Private Garden
    • Parking
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Sun-drenched house raises spirits any time of year. A peaceful retreat center in the Green Mountains for small groups, family or friends, a hub for a ski crowd, or a stretch-out place for couples. Or get married! We have the best JP around! Other special events? This is a perfect way to get...
    View all property information
    Location Information
    Randolph, Vermont 05060
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 6
    Make Enquiry
    Bethel
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • DVD Player
    • Grill
    • Secure Parking
    • Patio
    • Balcony
    • Central Heating
    • Internet Access
    • Mountain Views
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    *Spacious 3 bdrm. Apt.fully equipped kitchen*Beautiful rural setting in Heart of Vermont.Privacy, nature,stunning views.*Hollywood author Per Hampton of trilogy, SUNSET & VINE :Loose Lips, uses Hidden House as his writers retreat.Lounge on the sofa or on one of 2 porches or deck and get inspired or...
    View all property information
    Location Information
    Bethel, Vermont 05032
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 8
    Make Enquiry
    Sweet Life1 / 26
    (1)Terrible
    Pittsfield
    3 Bedrooms, 2 Bathrooms, Sleeps 20 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Mountain Views
    • Balcony
    • Terrace
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Come ski Killington and Pico Peak mountains while staying in this lovely Vermont Chalet located only 7 miles and a 15-minute drive from the Killington access road and shops! This beautiful Vermont Chalet is located on the side of a high mountain right off picturesque Route VT-100, and it enjoys a...
    View all property information
    Location Information
    Pittsfield, Vermont 05762
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 20
    Make Enquiry
    Pittsfield
    2 Bedrooms, 1 Bathroom, Sleeps 8 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • DVD Player
    • Washer
    • Parking
    • Hot Tub
    • Satellite TV
    • Sauna
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Enjoy all of the amenities available to you in this lovely condo - like a shared sauna and hot tub (available only during the colder winter months) - and settle in for a vacation filled with the perfect balance of R&R; and outdoor fun! Located in the Wintergreen community in quiet Pittsfield,...
    View all property information
    Location Information
    Pittsfield, Vermont 05762
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 8
    Make Enquiry
    Pittsfield
    4 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Hot Tub
    • Internet Access
    • Satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Pittsfield, Vermont is like something out of a greeting card with true old school Vermont charm, only 15 minutes from the slopes but miles from the hustle and bustle. If you are looking for some quiet relaxation and a place to enjoy your family and friends, you will find all that you need with a...
    View all property information
    Location Information
    Pittsfield, Vermont 05762
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 8
    Make Enquiry
    Killington area ski house1 / 16
    (1)Excellent
    Pittsfield
    5 Bedrooms, 2 Bathrooms, Sleeps 11 Quick View
    other traveller has booked this property
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Washer
    • Central Heating
    • Internet Access
    • DVD Player
    • Satellite TV
    • Grill
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 28 December 2016
    The house is suitable for group as many as 10 ppls. The house itself and the facility in house is BRAND NEW. The kitchen is equiped with all gadgets you may need to cooking. The...
    See all reviews
    About this property
    Location: Killington, Vermont, USA (Pittsfield - 8 miles to Killington slopes) Accommodations: House, 5 Bedrooms + living room, Den, game room, dining room (Sleeps 11) Set on a private road in the hills of historical Pittsfield, our house welcomes you – winter, spring, summer or fall. Right in...
    View all property information
    Location Information
    Pittsfield, Vermont 05762
    Holiday Rental House - 5 Bedrooms, 2 Bathrooms, Sleeps 11
    Make Enquiry
    Braintree
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • DVD Player
    • Air Conditioning
    • Shared Outdoor Pool (Unheated)
    • Internet Access
    • Satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    We are a family oriented campground with rental campers. Amenities include two playgrounds, shuffleboard, pool, and a refreshing river to wade or tube in. We also have a variety of lawn games to loan. Between July 4 and Labor Day we have a band each weekend and most weekends we have other...
    View all property information
    Location Information
    Braintree, Vermont 05060
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
    Make Enquiry
    Red Acre Cottage in the Green Mountains of Vermont1 / 46
    (1)Excellent
    Hancock
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Washer
    • Wi-Fi
    • DVD Player
    • Private Garden
    • Grill
    • Mountain Views
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 4 days ago
    We stayed at Red Acre for some Vermont summer hiking and sight seeing. The home is very impressive; spacious, clean and comfortable, with plenty of natural light. What a great...
    See all reviews
    About this property
    Red Acre Cottage is the quintessential Vermont country home. The architecture is reminiscent of early 1900s farmhouses from this area. It sits upon a ridge in the heart of Vermont in the Green Mountains. (Please note! Although the TripAdvisor listing says Hancock, the house is actually in...
    View all property information
    Location Information
    Hancock, Vermont 05767
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
    Make Enquiry
    List your property
    Owner log in