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Pet Friendly Holiday Rentals in Pittsfield and nearby

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    From
    $461
    / Night
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    1 / 27
    Pittsfield
    3 Bedrooms / 2 Bathrooms / Sleeps 20
    Overview Make Enquiry

    The following rentals are within 15 kilometres of Pittsfield, Vermont.

    From
    $265
    / Night
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    1 / 28
    5 of 5 stars (1) Excellent
    Killington
    2 Bedrooms / 2 Bathrooms / Sleeps 6
    Overview Reviews (1) Make Enquiry
    From
    $284
    / Night
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    1 / 27
    4 of 5 stars (1) Very good
    Killington
    4 Bedrooms / 2 Bathrooms / Sleeps 10
    traveller have booked this property
    Overview Reviews (1) Make Enquiry
    From
    $346
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    1 / 28
    Stockbridge
    3 Bedrooms / 2 Bathrooms / Sleeps 7
    Overview Make Enquiry
    Amenities & Details
    • Satellite TV
    • Internet Access
    • Fireplace
    • DVD Player
    • Stereo System
    • Hot Tub
    • Mountain Views
    • Washer
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Getaway and enjoy yourself at this Green Mountain Vermont Chalet located in Stockbridge, VT near Killington Ski Resort. The views are breath taking at our secluded home. Cedar Rock has a large stone fireplace and a new outdoor Hot Tub to enjoy with friends and family. Our home is at the end of the... View all property information
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    Location Information
    Stockbridge, Vermont 05746
    From
    $492
    / Night
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    1 / 10
    5 of 5 stars (8) Excellent
    Killington
    4 Bedrooms / 2 Bathrooms / Sleeps 10
    Overview Reviews (8) Make Enquiry
    Amenities & Details
    • Mountain Views
    • Satellite TV
    • Water Views
    • Fireplace
    • Central Heating
    • DVD Player
    • Hot Tub
    • Stereo System
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • Smoking allowed
    • Elder access
    About this property
    The Dew Drop Inn, Winter Ski House is Charming & Cozy. It is in the valley surrounded by Scenic Mountain Views. There is an Outdoor Hot Tub in the back of the house. It is 1 mile from Killington's worlds famous high speed 'Skyeship Base Lodge GONDOLA' (8 passenger- hi speed Gondola that takes... View all property information
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    Location Information
    Killington, Vermont 05035
    5 of 5 stars Reviewed 28 February 2015
    Thank you so much for letting us stay at The Dew Drop Inn! It was such an amazing time and everyone had only the best things to say about your place. It was even better than...
    5 of 5 stars Reviewed 24 February 2015
    The property is clean, well maintained and very comfortable; the showers are hot and powerful, the fire is toasty and the hot tub is great. There was plenty of room for 10...
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    $262
    / Night
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    1 / 16
    4.5 of 5 stars (2) Very good
    Rochester
    4 Bedrooms / 2 Bathrooms / Sleeps 8
    travellers have booked this property
    Overview Reviews (2) Make Enquiry
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • Elder access
    • ?
    • ?
    About this property
    Spacious four bedroom home with river front access and beautiful mountain views. It's a short walk to the quaint village of Rochester, VT. with cafes, pubs and shopping. The house comfortably sleeps six with complete kitchen and bed linens provided. Come see the fall foliage or ski one of four... View all property information
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    Location Information
    Rochester, Vermont 05767
    5 of 5 stars Reviewed 9 March 2015
    We had a very nice stay at Linda's house in Rochester. My friends and I went skiing at Killington for a weekend in February (the mountain is about a 30 minute drive from the...
    4 of 5 stars Reviewed 7 January 2015
    We stayed at Linda's wonderful Home in Rochester from 31 Dec to 4 Jan 2015 (skiing at Killington). It is an older property, but had so many unique features (and some wonderful...
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    $393
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    1 / 30
    5 of 5 stars (2) Excellent
    Killington
    3 Bedrooms / 2 Bathrooms / Sleeps 8
    Overview Reviews (2) Make Enquiry
    Amenities & Details
    • Sauna
    • Internet Access
    • Mountain Views
    • Private Indoor Pool
    • Hot Tub
    • Stereo System
    • DVD Player
    • Satellite TV
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Life doesn't get any better! Sit and relax or ski/ride at the best resort and mountain that New England offers. You should try the Sunrise Mountain Village High Mountain Back-country offering (snowshoeing and cross-country skiing out your door, with dining options) right in our community and dining... View all property information
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    Location Information
    Killington, Vermont 05751
    5 of 5 stars Reviewed 25 February 2015
    Excellent 3 days of skiing from this ski out/in tastefully decorated and outfitted ski condo (55 or 60 " HDTV and excellent Wi-fi). Short walk to the end of the trail to access...
    5 of 5 stars Reviewed 6 February 2015
    This was the perfect spot for us! We love Killington and never stayed there on a ski on ski off before. We had a group of 8 and 2 dogs so there were not many options for that and...
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    $170
    / Night
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    1 / 32
    Killington
    1 Bedroom / 1 Bathroom / Sleeps 4
    Overview Make Enquiry
    Amenities & Details
    • Satellite TV
    • Sauna
    • DVD Player
    • Mountain Views
    • Private Indoor Pool
    • Internet Access
    • Fireplace
    • Hot Tub
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Newly renovated condo across the street from the lifts! Comfortably sleeps 2-4, we are 'pet friendly' conveniently located at the top of the Killington Access Road, steps to Killington's Snowshed Lodge & lifts, Killington snow tubing park, Killington Golf Course, restaurants and night clubs. The... View all property information
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    Location Information
    Killington, Vermont 05751 9615
    From
    $257
    / Night
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    1 / 30
    Killington
    2 Bedrooms / 2 Bathrooms / Sleeps 6
    Overview Make Enquiry
    Amenities & Details
    • Private Indoor Pool
    • Stereo System
    • Internet Access
    • Hot Tub
    • Mountain Views
    • Sauna
    • DVD Player
    • Satellite TV
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Welcome to your home away from home. Outside in the brisk winter air, you are surrounded by white peaks spotted with skiers on the slopes. In the summer, you are soothed by the rolling lush green hills, fresh pine smells and chattering birds. And in the fall, there is no place else where the colors... View all property information
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    Location Information
    Killington, Vermont 05751
    From
    $623
    / Night
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    1 / 19
    Killington
    7 Bedrooms / 3 Bathrooms / Sleeps 25
    Overview Make Enquiry
    Amenities & Details
    • Linens Provided
    • Wi-Fi
    • Washer
    • Satellite TV
    • Hot Tub
    • Dryer
    • Fireplace
    • DVD Player
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • ?
    • ?
    About this property
    This very spacious two level house, with plenty of country farmhouse charm, is conveniently located to restaurants and the night life as well as the Killington Ski Area. outside hot tub, pool table, 42' flat screen TV, in addition to new beds, bedspreads, and drapes. The fully equiped kitchen has... View all property information
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    Location Information
    Killington, Vermont 05751
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    From
    $295
    / Night
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    1 / 20
    5 of 5 stars (1) Excellent
    Barnard
    3 Bedrooms / 2 Bathrooms / Sleeps 8
    travellers have booked this property
    Overview Reviews (1) Make Enquiry
    Amenities & Details
    • DVD Player
    • Dryer
    • Grill
    • Refrigerator
    • Mountain Views
    • Washer
    • Fireplace
    • Internet Access
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    'Sanctuary' describes this green-built, two-story log home perfectly. Peaceful, quiet, nestled on a wooded mountainside in Vermont, it's the superlative setting to escape the noise of everyday life. A fully furnished screened back porch, complete with soft patio lights, padded porch swing, and... View all property information
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    Location Information
    Barnard, Vermont 05031
    5 of 5 stars Reviewed 4 November 2014
    In early October I stayed at Heidi's place with two of my sisters and our spouses. What an awesome place! When we arrived, there were lights on and a welcoming note left by...
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    From
    $240
    / Night
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    1 / 26
    Killington
    2 Bedrooms / 2 Bathrooms / Sleeps 6
    Overview Make Enquiry
    Amenities & Details
    • Fireplace
    • DVD Player
    • Shared Outdoor Pool...
    • Wi-Fi
    • Hot Tub
    • Gym
    • Deck
    • Satellite TV
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    A rare, two bedroom, pet friendly property (pet fee required) will be sure to please you, your family and friends. The Woods Resort & Spa development is centrally located off Killington's Access Road and a stone's throw from all that Killington has to offer. In the Terra Median building guests can... View all property information
    Make Enquiry
    Location Information
    Killington, Vermont 05751
    From
    $240
    / Night
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    1 / 28
    Killington
    1 Bedroom / 2 Bathrooms / Sleeps 6
    Overview Make Enquiry
    Amenities & Details
    • Deck
    • Fireplace
    • Gym
    • DVD Player
    • Hot Tub
    • Wi-Fi
    • Shared Outdoor Pool...
    • Satellite TV
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Pleasant and warm, this spacious, second level condo offers the essential comforts from home. The Woods Resort & Spa development is centrally located off Killington's Access Road and a stone's throw from all that Killington has to offer. In the Terra Median building guests can enjoy complimentary... View all property information
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    Location Information
    Killington, Vermont 05751
    From
    $269
    / Night
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    1 / 33
    Killington
    3 Bedrooms / 4 Bathrooms / Sleeps 9
    Overview Make Enquiry
    Amenities & Details
    • DVD Player
    • Fireplace
    • Shared Outdoor Pool...
    • Sauna
    • Hot Tub
    • Deck
    • Wi-Fi
    • Satellite TV
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • ?
    • ?
    About this property
    This nicely decorated, tri-level townhome offers 2,000 square feet of living space for you and your group to have a comfortable experience. The Woods Resort & Spa development is centrally located off Killington's Access Road and a stone's throw from all that Killington has to offer. In the Terra... View all property information
    Make Enquiry
    Location Information
    Killington, Vermont 05751
    From
    $240
    / Night
    View Details
    1 / 16
    Killington
    2 Bedrooms / 2 Bathrooms / Sleeps 4
    Overview Make Enquiry
    Amenities & Details
    • Deck
    • DVD Player
    • Hot Tub
    • Internet Access
    • Gym
    • Shared Outdoor Pool...
    • Fireplace
    • Satellite TV
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Bright and elegant, this 2 bedroom condo is well maintained and will have you returning year after year. The Woods Resort & Spa development is centrally located off Killington's Access Road and a stone's throw from all that Killington has to offer. In the Terra Median building guests can enjoy... View all property information
    Make Enquiry
    Location Information
    Killington, Vermont 05751
    From
    $256
    / Night
    View Details
    1 / 28
    Killington
    2 Bedrooms / 3 Bathrooms / Sleeps 6
    Overview Make Enquiry
    Amenities & Details
    • DVD Player
    • Hot Tub
    • Shared Outdoor Pool...
    • Fireplace
    • Deck
    • Sauna
    • Wi-Fi
    • Satellite TV
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • ?
    • ?
    About this property
    With a spacious and modern vibe, this condo offers a comfortable setting in a convenient location. The Woods Resort & Spa development is centrally located off Killington's Access Road and a stone's throw from all that Killington has to offer. In the Terra Median building guests can enjoy... View all property information
    Make Enquiry
    Location Information
    Killington, Vermont 05751