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Pet Friendly Holiday Rentals in Monterey

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50 rentals in Monterey.
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Gorgeous Log Cabin in the Berkshires
3 bedrooms
4 bathrooms
Sleeps 9
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Berkshire lake house on lake Garfield, Monterey MA; private, 4 BR, sleeps 10
4 bedrooms
3 bathrooms
Sleeps 10
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Secluded Hilltop Getaway, Post & Beam Monterey Home
4 bedrooms
3 bathrooms
Sleeps 8
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Rustic Berkshires Cottage at Lake Buel w/ Kayaks!
1 bedroom
1 bathroom
Sleeps 4
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1 other traveller has booked this property
Amazing Berkshire Mountains Cabin
4 bedrooms
2 bathrooms
Sleeps 9
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Beautiful Lakefront Berkshire Rental
5 bedrooms
2 bathrooms
Sleeps 6
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Spacious Lakeside Berkshire Home
4 bedrooms
5 bathrooms
Sleeps 10
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1 other traveller has booked this property
Pet-Friendly Berkshires Home w/Dock & Fire Pit!
3 bedrooms
3 bathrooms
Sleeps 10
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Cozy Monterey Home w/ Porch: Walk to Lake Garfield
3 bedrooms
3 bathrooms
Sleeps 6
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Fabulous Post & Beam Berkshire Rental
0 bedrooms
2 bathrooms
Sleeps 7
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Room to Roam. Modern home with all amenities + sep. cabin on 10+ wooded acres.
4 bedrooms
3 bathrooms
Sleeps 8
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Private rustic cottage with lake access
2 bedrooms
1 bathroom
Sleeps 6
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PRIVATE LAKEFRONT BEACH PROPERTY ON GOOSE POND near TANGLEWOOD
1 bedroom
1 bathroom
Sleeps 5
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Spacious, Modern House 5 Bedrooms, 2.5 Bathrooms, Sleep 12 on small horse farm.
5 bedrooms
3 bathrooms
Sleeps 12
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Modern Secluded Home In Wooded Setting
3 bedrooms
3 bathrooms
Sleeps 8
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COZY LOG HOME* fireplace, skiing,fall foliage Hiking, Berkshires*
2 bedrooms
1 bathroom
Sleeps 8
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Beautiful Southfield Village!
3 bedrooms
3 bathrooms
Sleeps 6
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Downtown GB apartment walk to shops and restaurants
2 bedrooms
1 bathroom
Sleeps 5
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Lake Community - Near Town, Attractions
2 bedrooms
1 bathroom
Sleeps 6
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Woodland Cottage-NEW! Convenient, private, family friendly- see CLEANING DETAILS
3 bedrooms
2 bathrooms
Sleeps 8
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A Beautiful Cabin In The Heart Of The Berkshires
3 bedrooms
2 bathrooms
Sleeps 8
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Lovely Lakefront Cottage, Peaceful Setting, Hiking And More
2 bedrooms
2 bathrooms
Sleeps 4
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Barn Apartment in Gorgeous Stonybrook Farm
1 bedroom
1 bathroom
Sleeps 2
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Berkshires, Ma. Close to Tanglewood, Jacob's PIllow, Berkshire Theater
3 bedrooms
2 bathrooms
Sleeps 8
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Waterfront Cottage - 10 Mins to Great Barrington!
2 bedrooms
1 bathroom
Sleeps 4
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7 other travellers have booked this property
Picture-perfect farmhouse nestled in Berkshire County, MA near Tanglewood
5 bedrooms
3 bathrooms
Sleeps 9
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Charming, Private Guest Suite-Historic New Village in the Berkshires
1 bedroom
1 bathroom
Sleeps 2
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Circa 1900 Berkshire Cottage on 75 acres. Very private yet centrally located.
6 bedrooms
4 bathrooms
Sleeps 12
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Modern Victorian on the Hill
4 bedrooms
3 bathrooms
Sleeps 10
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Large Country Home, Sleeps 10! Enjoy the Firepit and Ski Butternut
5 bedrooms
3 bathrooms
Sleeps 10
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Berkshires- Full First Floor Guest Suite in Historic NE Village
1 bedroom
1 bathroom
Sleeps 2
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Tanglewood / Berkshires - 2 Bed 2 Bath Apartment
2 bedrooms
2 bathrooms
Sleeps 6
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2 other travellers have booked this property
Deluxe New Home, 2 Master Suites, Tanglewood Area
5 bedrooms
5 bathrooms
Sleeps 12
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BERKSHIRES RETREAT-LARGE 6+ BR HOME W/ AMENITIES
6 bedrooms
5 bathrooms
Sleeps 14
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1 other traveller has booked this property
Private Home Overlooking Stevens Lake
3 bedrooms
2 bathrooms
Sleeps 6
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NEW LISTING SPECIAL! SAVE 10%! Impeccable House Minutes from Downtown Great Barr
4 bedrooms
4 bathrooms
Sleeps 8
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Turning Point - Family Retreat & Group Getaway
7 bedrooms
8 bathrooms
Sleeps 15
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Tentrr Signature Site - Echo Hill
1 bedroom
1 bathroom
Sleeps 8
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Tentrr Signature Site - Running Spring Farm
1 bedroom
1 bathroom
Sleeps 6
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'The Mill River Cabin’ w/ Fireplace & River View!
2 bedrooms
1 bathroom
Sleeps 5
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Converted Berkshire schoolhouse on a quiet river
3 bedrooms
2 bathrooms
Sleeps 5
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Cabin w/3 Acres, Tennis+BBall Courts by 4 Ski Mtns
6 bedrooms
3 bathrooms
Sleeps 12
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NEW! Restored 1800s Home, Half Mile to Otis Ridge!
4 bedrooms
2 bathrooms
Sleeps 8
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Konkapot Cottage, Pastoral Bliss With Wide Views
3 bedrooms
2 bathrooms
Sleeps 6
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Beautiful Berkshire Home in Private Community
4 bedrooms
3 bathrooms
Sleeps 10
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Holiday Inn Club Vacations Oak N' Spruce 1BR Suite, SUNDAY
1 bedroom
1 bathroom
Sleeps 4
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Villa with Access to 2 Pools, a Hot Tub, an 18-Hole Mini Golf Course, and More
1 bedroom
1 bathroom
Sleeps 4
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Spacious Villa with Access to Pools, a Hot Tub, Mini Golf, and a Sauna!
2 bedrooms
2 bathrooms
Sleeps 6
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Villa with Access to Pools, a Hot Tub, Mini Golf, and a Sauna! Great Location!
2 bedrooms
2 bathrooms
Sleeps 6
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Cozy Berkshire home close to Lake Buel, Butternut and Great Barrington.
3 bedrooms
2 bathrooms
Sleeps 6
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