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Vacation Rentals in Winchendon, MA and nearby

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    All 16 Rentals in the Winchendon Area
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    The following rentals are within 25 kilometres of Winchendon, Massachusetts.

    From
    $386
    / Night
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    1 / 26
    5 of 5 stars (1) Excellent
    New Ipswich, NH
    3 Bedrooms / 3 Bathrooms / Sleeps 12
    travellers have booked this property
    Overview Reviews (1) Make Enquiry
    From
    $262
    / Night
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    1 / 12
    5 of 5 stars (2) Excellent
    Fitzwilliam, NH
    3 Bedrooms / 2 Bathrooms / Sleeps 9
    travellers have booked this property
    Overview Reviews (2) Make Enquiry
    From
    $262
    / Night
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    1 / 28
    Jaffrey, NH
    6 Bedrooms / 8 Bathrooms / Sleeps 12
    travellers have booked this property
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    From
    $1,440
    / Week
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    1 / 24
    4 of 5 stars (1) Very good
    Rindge, NH
    2 Bedrooms / 1 Bathroom / Sleeps 7
    travellers have booked this property
    Overview Reviews (1) Make Enquiry
    Amenities & Details
    • Deck
    • Satellite TV
    • Stereo System
    • Air Conditioning
    • Boat Available
    • Waterfront
    • Water Views
    • DVD Player
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Here is the perfect location for your family vacation or a couple's getaway. Pearly Pond offers all of your favorite outdoor activities. Choose from swimming, canoeing (kayaking), hiking, mountain biking or fishing. If you're more into relaxing, just stretch out on the deck with your favorite... View all property information
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    Location Information
    Rindge, New Hampshire 03461
    4 of 5 stars Reviewed 24 June 2014
    My daughter was graduating from Franklin Pierce University and we were coming to her graduation. This cottage is only a few miles from the Rindge campus - and to top it off, its...
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    From
    $144
    / Night
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    1 / 13
    Richmond, NH
    2 Bedrooms / 1 Bathroom / Sleeps 4
    Overview Make Enquiry
    Amenities & Details
    • Refrigerator
    • Patio
    • Satellite TV
    • Wi-Fi
    • Washer
    • Dryer
    • Cooker
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    Enjoy a quiet entire apartment with your friend and family in historic town Richmond,Va This is a apartment on first floor in byrd park area with all renovation, it is between byrd park and Cary town (good neighborhood) first floor apartment has a 1 year lease tenant live there. it is pretty... View all property information
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    Location Information
    Richmond, New Hampshire 23220
    From
    $229
    / Night
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    1 / 9
    4 of 5 stars (1) Very good
    Jaffrey, NH
    3 Bedrooms / 1 Bathroom / Sleeps 6
    travellers have booked this property
    Overview Reviews (1) Make Enquiry
    Amenities & Details
    • Grill
    • DVD Player
    • Central Heating
    • Refrigerator
    • Fireplace
    • Stereo System
    • TV
    • Wi-Fi
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • x
    • Smoking allowed
    • Elder access
    • ?
    • ?
    About this property
    Nestled at the base of the mountain, sits our log cabin. A quiet, country area with neighbors within walking distance but not within view. Perennial flowers and trees surround the property with a brook for a backdrop, as well as an expanse of lawn for yard games and campfire. Inside you'll... View all property information
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    Location Information
    Jaffrey, New Hampshire 03452
    4 of 5 stars Reviewed 6 July 2015
    A lovely cabin/home. Very clean and well-appointed with the basics. Helpful instructions about the home as well as area info--owners clearly have comfort of their guests in mind...
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    From
    $295
    / Night
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    1 / 7
    Fitzwilliam, NH
    2 Bedrooms / 2 Bathrooms / Sleeps 4
    Overview Make Enquiry
    Amenities & Details
    • Wi-Fi
    • Water Views
    • Waterfront
    • Central Heating
    • Watersports Nearby
    • Mountain Views
    • TV
    • Washer
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Private, peaceful, pond-front home with Monadnock view only 15 miles from Keene Our pet-friendly private, peaceful, pond-front home with Monadnock view is only 15 miles from Keene, NH, 93 minutes from Boston, and 4 hours from NYC. Tranquility awaits - Last home on private drive with 426 feet of... View all property information
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    Location Information
    Fitzwilliam, New Hampshire 03447
    From
    $380
    / Night
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    1 / 18
    Richmond, NH
    5 Bedrooms / 2 Bathrooms / Sleeps 8
    Overview Make Enquiry
    Amenities & Details
    • Dryer
    • Fireplace
    • Air Conditioning
    • Watersports Nearby
    • Mountain Views
    • Water Views
    • Washer
    • Wi-Fi
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • ?
    • x
    About this property
    This historic home on 24 wooded acres in New Hampshire about 20 minutes south of Keene was built in 1774 and occupied by a Revolutionary War family. Additions over the centuries make it a rich experience of history, nature, fireplaces and wood-burning stoves, rich furnishings, and modern amenities!... View all property information
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    Location Information
    Richmond, New Hampshire 03470
    From
    $247
    / Night
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    1 / 27
    Fitzwilliam, NH
    3 Bedrooms / 2 Bathrooms / Sleeps 6
    Overview Make Enquiry
    Amenities & Details
    • Central Heating
    • DVD Player
    • Waterfront
    • Water Views
    • Satellite TV
    • Wi-Fi
    • Private Fishing...
    • Stereo System
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    Come to MountainShadow for an escape from stress and the city! Our location is perfect for summer outdoor activities, blueberry picking, mountain hiking, fall foliage and visiting farms for maple syrup, apples, and cider. We are on Scott Pond and in the shadow of Gap Mountain and Mount... View all property information
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    Location Information
    Fitzwilliam, New Hampshire 03447
    From
    $262
    / Night
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    1 / 15
    Fitzwilliam, NH
    3 Bedrooms / 2 Bathrooms / Sleeps 10
    Overview Make Enquiry
    Amenities & Details
    • Internet Access
    • Watersports Nearby
    • Hot Tub
    • Waterfront
    • Ping Pong Table
    • Mountain Views
    • Game Room
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • ?
    About this property
    Relax in peaceful private comfort on 1.5 acres on serene 110 acre Rockwood Pond. The view out the full length deck across the lake will make it easy to fully enjoy the Great Room with cathedral ceilings, wood stove, new appliances and lots of seating and the Private Hot Tub under the stars. 3... View all property information
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    Location Information
    Fitzwilliam, New Hampshire 03447
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    From
    $262
    / Night
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    1 / 22
    Troy, NH
    3 Bedrooms / 2 Bathrooms / Sleeps 9
    Overview Make Enquiry
    Amenities & Details
    • Grill
    • Hot Tub
    • Wi-Fi
    • Balcony
    • Air Conditioning
    • Refrigerator
    • Cooker
    • Mountain Views
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • x
    • Smoking allowed
    • Elder access
    • x
    • x
    About this property
    Inquire today late Summer and Fall Foliage vacations! Relax in peaceful private comfort on 1.5 acres on serene 110 acre Rockwood Pond. The view out the full length deck across the lake will make it easy to fully enjoy the Great Room with cathedral ceilings, wood stove, new appliances and lots of... View all property information
    Make Enquiry
    Location Information
    Troy, New Hampshire 03447
    From
    $3,921
    / Month
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    1 / 10
    Richmond, NH
    2 Bedrooms / 3 Bathrooms / Sleeps 3
    Overview Make Enquiry
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • ?
    • ?
    About this property
    Stunningly beautiful two bedroom, t.5 bath condominium in the Oregon Hill section of Richmond, along the James River within easy walking access to the Canal Walk, numerous restaurants and with the heart of downtown Richmond less than five minutes away; walk if you feel like it. Rents fully... View all property information
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    Location Information
    Richmond, New Hampshire 23220
    From
    $1,244
    / Week
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    1 / 21
    Peterborough, NH
    2 Bedrooms / 1 Bathroom / Sleeps 4
    traveller have booked this property
    Overview Make Enquiry
    Amenities & Details
    • Washer
    • Deck
    • Satellite TV
    • Wi-Fi
    • DVD Player
    • Air Conditioning
    • Water Views
    • Waterfront
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • x
    About this property
    An easy one mile walk from downtown Peterborough (sidewalks all the way) with all its fantastic shopping, dining, parks, and quintessential New England charm. This recently renovated two bedroom riverside cottage sleeps four people. With its updated kitchen, spacious living room, screened-in porch,... View all property information
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    Location Information
    Peterborough, New Hampshire 03458
    From
    $327
    / Night
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    1 / 37
    5 of 5 stars (14) Excellent
    Ashburnham
    2 Bedrooms / 1 Bathroom / Sleeps 6
    Overview Reviews (14) Make Enquiry
    Amenities & Details
    • Housekeeping...
    • DVD Player
    • Deck
    • Air Conditioning
    • Wi-Fi
    • Satellite TV
    • Washer
    • Stereo System
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • x
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Haven Homeplace is a nature-filled, restful and very private experience. Between Boston and the Berkshires (but closer to Boston), enjoy 'quality time' here in The Heart of New England at this unique, picturesque, pristine and peaceful place. Recharge on 78 acres of lush lawns, gardens, orchards,... View all property information
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    Location Information
    Ashburnham, Massachusetts 01430
    5 of 5 stars Reviewed 19 December 2014
    My three friends and I absolutely loved our stay at the Elijah Haven Homeplace. We all said that we would love to return to this property again. We were most impressed with the...
    5 of 5 stars Reviewed 18 August 2014
    Everything is the way it's described and the place looks just like the photos. The host was attentive and detailed. The house and grounds were pristine. It was really nice to...
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    From
    $1,664
    / Night
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    1 / 20
    Rindge, NH
    8 Bedrooms / 6 Bathrooms / Sleeps 22
    Overview Make Enquiry
    Amenities & Details
    • Dryer
    • Private Outdoor...
    • Air Conditioning
    • Hot Tub
    • Washer
    • Satellite TV
    • Internet Access
    • Stereo System
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Located atop of a hill, amidst 500 acres with miles of walking & groomed x-country ski trails, outdoor hot tub, & 5000 gallon swimming pool. This extraordinary 11,000 sq. ft. castle has incredible views of Mt. Monadnock from the N & lake/ beach from the S. Enjoy the solitude & amazing sunsets on... View all property information
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    Location Information
    Rindge, New Hampshire
    From
    $140
    / Night
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    1 / 18
    Rindge, NH
    3 Bedrooms / 1 Bathroom / Sleeps 7
    Overview Make Enquiry
    Amenities & Details
    • Water Views
    • DVD Player
    • Deck
    • Stereo System
    • Central Heating
    • Satellite TV
    • Waterfront
    • Washer
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    On the Lake, 80 Feet Sandy Beach Frontage, facing west with beautiful sunset view Docks and Nice Swimming Area all part of this nice private property NEW DOCKS MAY 2014 Patio spaces at the Beach Picnic Tables/Barbeque Area (all part of the property) Sunny Deck (NEW DECK MAY May 2011!!)... View all property information
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    Location Information
    Rindge, New Hampshire 03461