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Holiday Rentals in Rutland

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    Don't let other travellers get your favourite Rutland area holiday rental. You're so close to securing your perfect getaway. Book today.
    All 16 Rentals in Rutland
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    The following rentals are within 30 kilometers of Rutland.
    Victorian House Apartment1 / 5
    (1)Excellent
    Clinton
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Worcester
    3 Bedrooms, 1 Bathroom, Sleeps 5 Quick View
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    Stone 'n Sky Lodge on an Ancient Stone Landscape1 / 32
    (5)Excellent
    New Salem
    4 Bedrooms, 3 Bathrooms, Sleeps 14 Quick View
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    1830 Private Storybook Country Home on 78 Acres1 / 37
    (16)Excellent
    Ashburnham
    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    Amenities & Details
    • Housekeeping Included
    • DVD Player
    • Patio
    • Air Conditioning
    • Wi-Fi
    • Cable/satellite TV
    • Grill
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 31 July 2016
    We stayed at the Elijah Haven Homeplace for 1 week and wish we never had to leave. Between the historic house and the beautiful grounds it was the perfect spot for our family...
    Reviewed 1 August 2015
    We spent a week at John and Scott's incredible Home Haven...woke with the sun to walk the gorgeous property each morning... Joined by turkeys, chipmunks and porcupine.. Up the...
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    About this property
    Summer vacation in the hills of Central MA just west of Boston. Make memories 'someplace different'. We're closer to Boston than the Berkshires and with many fewer traffic jams than the Cape and Islands. 1830 Elijah Haven Homeplace is a very sweet, private and quintessential New England country...
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    Location Information
    Ashburnham, Massachusetts 01430
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 6
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    Brimfield
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    Amenities & Details
    • Air Conditioning
    • Private Outdoor Pool (Unheated)
    • Wi-Fi
    • Private Garden
    • Cable/satellite TV
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The home blends past and present with the comfort of an open, early American feel. Settle in for a coffee on our sprawling farmers porch over looking grazing cattle or enjoy the warm ambiance and stunning decor while relaxing in front of the large fireplace. You will feel at home in the colorful...
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    Location Information
    Brimfield, Massachusetts 01010
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
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    Brimfield
    1 Bedroom, 1 Bathroom, Sleeps 3 Quick View
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    Amenities & Details
    • Private Garden
    • Air Conditioning
    • Wi-Fi
    • Private Outdoor Pool (Unheated)
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The home blends past and present with the comfort of an open, early American feel. Settle in for a coffee on our sprawling farmers porch over looking grazing cattle or enjoy the warm ambiance and stunning decor while relaxing in front of the large fireplace. You will feel at home in the colorful...
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    Location Information
    Brimfield, Massachusetts 01010
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 3
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    Westminster
    3 Bedrooms, 3 Bathrooms, Sleeps 7 Quick View
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    Amenities & Details
    • Wi-Fi
    • Cable/satellite TV
    • Private Garden
    • Parking
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This family home is spacious and accommodating for those looking to relax while away from the slopes or simply wanting to get away from the city. It has a large family room perfect for movie or game nights and a stocked kitchen for those wanting to stay in for dinner. The house is 7 minutes away...
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    Location Information
    Westminster, Massachusetts 01473
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 7
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    Brimfield
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    Amenities & Details
    • Cable/satellite TV
    • Private Garden
    • Parking
    • Private Outdoor Pool (Unheated)
    • Wi-Fi
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The home blends past and present with the comfort of an open, early American feel. Settle in for a coffee on our sprawling farmers porch over looking grazing cattle or enjoy the warm ambiance and stunning decor while relaxing in front of the large fireplace. You will feel at home in the colorful...
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    Location Information
    Brimfield, Massachusetts 01010
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
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    Sterling
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    Amenities & Details
    • Waterfront
    • Air Conditioning
    • Grill
    • Washer
    • Skiing: Property Is In A Ski Resort
    • Wi-Fi
    • Cable/satellite TV
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Beautiful secluded modern home on a private lake with beautiful lake views from every window, kayaks/paddleboards/boats you can use, outdoor fire pit, fishing, two docks. Close to lots of activities year-round. House has linens and fresh sheets. Kitchen is fully stocked with dishes, pots, pans,...
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    Location Information
    Sterling, Massachusetts 01564
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    West Wing in Country Farmhouse, Private, Romantic1 / 20
    (1)Excellent
    Barre
    3 Bedrooms, 1 Bathroom, Sleeps 7 Quick View
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    Amenities & Details
    • Grill
    • Cable/satellite TV
    • Air Conditioning
    • DVD Player
    • Wi-Fi
    • Washer
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 5 August 2014
    This was our second stay at Maple Grove Farm. The second apartment we stayed in this year was just as nice as the first one we stayed in two years ago. Rebecca and Dot make...
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    About this property
    Come stay in an apartment in the Maple Grove Farmhouse built in 1823. The house is surrounded by 140 acres of fields and woods for great hiking. Take a walk to the beaver pond that sits at the foot of the hill; if you get up early enough you will see the beavers. Swing under the huge maples or walk...
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    Location Information
    Barre, Massachusetts 01005
    Condo/Apartment - 3 Bedrooms, 1 Bathroom, Sleeps 7
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    Abigail ‘s Nest1 / 19
    (1)Excellent
    Brimfield
    4 Bedrooms, 4 Bathrooms, Sleeps 14 Quick View
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    Amenities & Details
    • Patio
    • Air Conditioning
    • Grill
    • Private Outdoor Pool (Unheated)
    • Washer
    • Mountain Views
    • Housekeeping Included
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 8 March 2018
    Kimberly is fantastic! I went up to Brimfield for the Antique Show this past weekend. I booked her gorgeous home last minute and it was a complete blessing! I arrived at 8pm and...
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    About this property
    The home blends past and present with the comfort of an open, early American feel. Settle in for a coffee on our sprawling farmers porch over looking grazing cattle or enjoy the warm ambiance and stunning decor while relaxing in front of the large fireplace. You will feel at home in the colorful...
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    Location Information
    Brimfield, Massachusetts 01010
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 14
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    Brimfield
    1 Bedroom, 1 Bathroom, Sleeps 3 Quick View
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    Amenities & Details
    • Wi-Fi
    • Private Outdoor Pool (Unheated)
    • Air Conditioning
    • Private Garden
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The home blends past and present with the comfort of an open, early American feel. Settle in for a coffee on our sprawling farmers porch over looking grazing cattle or enjoy the warm ambiance and stunning decor while relaxing in front of the large fireplace. You will feel at home in the colorful...
    View all property information
    Location Information
    Brimfield, Massachusetts 01010
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 3
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    Hubbardston
    2 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    Amenities & Details
    • Waterfront
    • Wi-Fi
    • Grill
    • Balcony
    • Patio
    • Mountain Views
    • Cable/satellite TV
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Cozy cabin home located on pond. 1.5 bedrooms. 1.5 bathrooms. 1/2 kitchen in main house , full kitchen is located in outbuilding. kayaks, paddleboat, paddle board all on site. internet , cable tv, and xbox 1. this is a rustic very private setting. if you are looking to get away from it all this is...
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    Hubbardston, Massachusetts 01452
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 8
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    West Brookfield
    4 Bedrooms, 2 Bathrooms, Sleeps 12 Quick View
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    Amenities & Details
    • Grill
    • Parking
    • Waterfront
    • Air Conditioning
    • Washer
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Prepare for the perfect New England weekend away when you book this Massachusetts lakeside retreat! Bring friends, family or both and relish in the charming country-style home's 4-bedroom, 2-bathroom home - the perfect place for 12 guests to experience lake life to the fullest. Look forward to...
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    Location Information
    West Brookfield, Massachusetts 01585
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 12
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    Grafton
    1 Bedroom, 1 Bathroom, Sleeps 1 Quick View
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    Amenities & Details
    • Secure Parking
    • DVD Player
    • Wi-Fi
    • Balcony
    • Air Conditioning
    • Terrace
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    HI, I have a room for rent that attached bathroom with walk in closet and balcony. But u can share the kitchen and living room. I have a small dog too. My house closer to mass pike, Umass, train station. I have washer and dryer in my basement. U can share the living room. My house is very clean....
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    Location Information
    Grafton, Massachusetts 01536
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 1
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    Worcester
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Beautiful, charming West Side house, perfectly located on one of Worcester's prettiest streets. Great alternative to apartment or hotel. The space Equipped with everything you would need. Fully furnished, with great care and aesthetics. 3 bedrooms (or 2 bedrooms plus study), plenty of closet and...
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    Location Information
    Worcester, Massachusetts 01602
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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