dog friendly in the berkshires
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travel with your pet! Pet Friendly Berkshires

By Owner Rentals in the Berkshires!pet friendly hotels in fort lauderdale

Take advantage of this trend to stay in homes and condos rented out by the owner - so much more space and luxury for less $$.

 
pet friendly by owner cat friendly vacation rentals
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Getting booked and tough to find a by owner vacation rental? Do a search on Trip Advisor already filtered for the Berkshires and petfriendly. Or do a search on Vrbo/Homeaway- another great site: filtered for the Berkshires and pet friendly - just select your dates and how many people you need to sleep! My strawberry hand-picked selection is below! They have the best reviews. wheelchair accessible rentals in san francisco New! wheelchair accessible, petfriendly, by owner rentals in the Berkshires.

Bucolic Beyond Belief - Renovated Barn in the Beautiful Berkshires

berkshires pet friendly vacation rental home rental

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Pet friendly vacation house for rent in the Berkshires

Bucolic Beyond Belief - Renovated Barn in the Beautiful Berkshires - 4BR/3BA, sleeps 8; min stay 5-7 nights, Avg $250/nt - BOOK IT!

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pet friendly vacation rental in the berkshiresVRBO #143111 - Located in the tiny town of Tyringham, near Lee, Stockbridge & Lenox and less than 10 minutes from the MA. Turnpike, this unique property is a beautifully restored Shaker Barn that was built in 1840 and tastefully renovated into a comfortable home in the mid 1990's.

The building has a long cultural history: originally it was a working barn, then it hosted Tyringham dances, later it became the piano studio for Walter Damrosch, (one of the founders of the New York Philharmonic) and, most recently, it served as a venue for private concerts. Both James Taylor & Dawn Upshaw have performed there.

The house is extremely private with an open out door shower, a swimming pool that looks like a natural pond and an unobstructed view of a classic New England breathtakingly beautiful valley. Sunlight pours in from the Southern & Eastern exposures. Read more

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berkshires pet friendly by owner rentalberkshires by owner rentalWish your pet friendly property was featured here? Click to List! Click to take the top spot!
berkshires by owner vacation rentalAlso, use this link to list your property on vrbo, and this listing will be free.

Chestnut Lodge, Sleeps 2

berkshires pet friendly vacation rental home rental

Pet friendly vacation house for rent in the Berkshires

Writer's Room at Chestnut Lodge - 1BR/1BA, sleeps 2; min stay 2 nights, Avg $230/nt - BOOK IT!

pet friendly vacation rental in the berkshiresTrip Advisor FKN2559735 - Lee: The Writer's Room is at the top of the stairs on the right. This handsome room is made completely of wood. Ceilings are higher and there's a sitting area in the big dormer. dormer faces east and get the morning sun!
The floors are wide plank cherry milled from the property. the walls are pine. there's a double bed, a big comfy chair and sitting area. the black and white cowskin rug is soft to your bare feet. There is a completely separate room with built in desk, chair, lamps and built-in bookcases. finish that book or start a new one! a twin bed can be added. please ask about upcharges. there's a nice sized bathroom with tub/shower both rooms overlook barn and woods. Read more

Sophisticated Designer Rental

berkshires pet friendly vacation rental home rental

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Pet friendly vacation house for rent in the Berkshires

Sophisticated Designer Rental - 2BR/1BA, sleeps 4; min stay 4 nights, Avg $233/nt - BOOK IT!

petfriendly vacation rental in the berkshiresVRBO #36582 - This sophisticated apartment is situated in the middle of one of the most exciting areas in the city. Within walking distance are the Castro district, the Lower Haight neighborhood, the Haight Ashbury, and Hayes Valley. Public transportation directly outside the door connects you to the entire city.

Have the convenience of buses, Muni Light Rail vehicles, and Bay Area Rapid Transit to easily get to the new Baseball Park, Cole Valley, Upper Fillmore, Union Square, cable cars, the Embarcadero, North Beach, and dozens of other interesting neighborhoods on both sides of the bay.

The apartment is two stories above the corner of Haight Street and Divisadero Street, in a six-unit Victorian building. It's a corner apartment with a southwest exposure, and is delightfully bright and sunny. Please note that this is a busy corner and some traffic noise can be heard in the apartment.

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Whistle 3 GPS Pet TrackerWhistle 3 GPS Tracker for Cats and Dogs- travel safely! Locate your pet with your iphone. Costs $80 plus a small monthly GPS subscription fee. For pets 8 lbs and up. Get your Whistle 3 today or read more in The Travel Store. I am going to start by putting it my daughter's car. Don't judge me. First 3 months they don't charge the GPS subscription fee.

Charming Lake Barrington Cabin - Lake Buel

berkshires pet friendly vacation rental home rental

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Pet friendly vacation house for rent in the Berkshires

Charming Lake Barrington Cabin - Lake Buel - 2BR/1BA, sleeps 4; min stay 1-2 nights, Avg $200/nt - BOOK IT!

pet friendly vacation rental in the berkshiresVRBO #556947 - Charming lake cottage just seconds from the lake right-of-way. Fully equipped kitchen with new stainless steel pots and pans, cookware and dishware. Comfortable living room with wireless internet, DISH satellite, and flat screen HD television. Towels and linens.

Two kayaks are also available for the guest's use. Air conditioning in the master bedroom is available for the hot summer months. New grill on the patio. Large backyard.

This is our summer get-away, so we can assure you that you will be close to all of the important Berkshire attractions you love. 10 minutes to downtown Great Barrington. Minutes to the Old Inn on the Green. Close to Stockbridge, Lee, Lenox, and Pittsfield. Near hiking and shopping. 

Dogs (small) considered at additional fee. Read more

Great Barrington Rental Home, Sleeps 4

berkshires pet friendly vacation rental home rental

Pet friendly vacation house for rent in the Berkshires

Cozy and clean in Gt Barrington - 2BR/2BA, sleeps 4; min stay 3 nights, Avg $130/nt - BOOK IT!

pet friendly vacation rental in the berkshiresTrip Advisor #FKN3225390 -Great Barrington –  Our home is located in Great Barrington, given the title of the #1 Best Small Town in America by Smithsonian Magazine. There are many great restaurants, shopping, the Mahaiwe theater, a cineplex, golf, natural foods Co-op, a State Forest, yoga studio, and more. There are about twelve (12!) hiking trails in Great Barrington alone. We have our own ski resort and there are 4 other ski resorts nearby. The Berkshires are a beautiful and interesting place to visit- the perfect blend of nature and culture.

Our well-kept and comfortable home is available for 1 week during the summer (you choose the week). Ideal for a romantic getaway or a peaceful retreat. Our house is eco-friendly: recycling, composting, clothesline, push mower, etc. The home is ½ of a duplex.
- 2-story home with 2 bedrooms (one room w/ king bed, one with double),
- romantic wood stove in the living room
- 1½ bathrooms (w/ Swedish toilets) 
- an extra room w/ desk
- screened patio and deck- perfect for an outdoor meal
- 2 bicycles
- Wifi internet
- flat screen TV w/ DVD player Read more

Acrabros Deluxe Dog Seat Covers For Cars,Dog Car Seat Hammock Convertible,Universal Fit

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FUNCTIONAL & COMFY PROTECTION:Our dog seat cover for car made of heavy-duty oxford with Eco-friendly waterproof stain-block PU coating,4 layer padded new version quilted,Nonslip soft rubber backing ,side flap for extra protection
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Country Haven, Sleeps 4

berkshires pet friendly vacation rental home rental

Pet friendly vacation house for rent in the Berkshires

Unique People & Pet-Welcoming Country Haven - 1BR/1BA, sleeps 4; min stay 2 nights, Avg $70/nt - BOOK IT!

pet friendly vacation rental in the berkshiresTrip Advisor #FKN3609336 -Discover Cavalier Cottage B&B, a pet-friendly home away from your home and an attractive alternative to conventional hotels, motels and B&B's. We warmly welcome visitors who come to this beautiful and diverse area of Western Massachusetts with or without their companion animals. Nestled at the base of the Charlemont hills and located on a very quiet country road, Cavalier Cottage is spacious, bright and comfortable. The live-in area is simply but graciously appointed, featuring ceiling to floor windows, a queen size bed, private entrance and private deck. The fully equipped kitchen has an eat-in area with a full size stove and refrigerator (in case you want to cook-in), and a private bathroom. Relax on the private deck and enjoy the country view. For entertainment, you can access Netflix movies on your laptop, watch Direct TV with over 100 channels, or play classic board games. To stay in touch with the outside world, the cottage is equipped with Wifi. Park your car in an enclosed garage if you need to. Amenities also include a delicious Continental breakfast with Pat's English scones, a small but growing library, and a CD player with a collection of jazz and classical CD's. Read more

Dutch Home, Sleeps 5-6

pet friendly by owner vacation rental in the berkshires

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Pet friendly vacation rental home in the Berkshires:

Cozy, Stylish Retreat in Lenox - 2BR/1BA, sleeps 6; min stay 7 nights, Avg $200/nt - BOOK IT!

pet friendly vacation rental in the berkshiresVRBO #419961 -Pets considered (just means call them) -Charming Lenox home. Come spend your time at this wonderful home, with patio and fenced in backyard. A short stroll to down town Lenox, yet just minutes to so many Berkshire attractions, from: galleries, restaurants, live music, Prime Outlets shopping and the cinema in Great Barrington, 2.5 miles to Tanglewood and 20 minutes to Jacobs Pillow. Feel free to skip all the cultural events in the Berkshires and enjoy nature, we have Stockbridge Bowl, Kennedy Park or Bear Town State Forest. Read more

Charming, Renovated Victorian Cottage- Walk to Town, Near Tanglewood

pet friendly by owner vacation rental in the berkshires

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Pet friendly vacation rental home in the Berkshires:

Charming, Renovated Victorian Cottage- Walk to Town, Near Tanglewood - 3BR/2BA, sleeps 6; min stay 3 nights, Avg $250/nt - BOOK IT!

pet friendly vacation rental in the berkshiresVRBO #287682 -Lee house description-Newly renovated Victorian cottage in Lee center. It has been furnished and equipped with an eye for comfort and convenience but retains the charm of a turn of the century cottage. The furniture and mattresses are new. Two baths - one with a refinished claw foot soaking tub and shower, the other with a walk-in shower.

Plenty of space to relax with an open living room/dining room, newly landscaped back patio, and fantastic front porch. Porch has a gate to keep in kids or a dog.

A/C unit on first floor and master bedroom - ceiling fans on first floor and master bedroom.

Two bedrooms have queen-sized beds and the master is large enough to also include an aerobed (supplied) for a child if needed. The third bedroom has a double bed. Kitchen is fully equipped and linens provided. Brand new washer-dryer in first floor bathroom. Both bathrooms are newly renovated. Read more

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Ski and Beach Home, Sleeps 5-7

pet friendly by owner vacation rental in the berkshires

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Pet friendly vacation rental home in the Berkshires:

Bird Lover's Paradise in Stockbridge -3 b- 3BR/2BA, sleeps 7; min stay 2 nights, Avg $196/nt - BOOK IT!

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pet friendly vacation rental in the berkshiresVRBO #93348 -A Warm, Inviting Home: There are countless ways to relax in this house. It's filled with books and music--not only an extensive collection of CDs, but also a Mason & Hamlin grand piano. The kitchen is fully stocked with pots, pans, dishes and silverware and begs you to cook in it, and the fireplace warms the winter months (in addition to an oil-burning heating system). Sun lovers will want to lie in the hammock on the deck. And for those times when you must be inside, there's a wireless broadband Internet connection. In the Center of Everything: Distance to Kripalu: 2.5 miles; To Bousquet Ski Area: 8.8 miles; To Butternut: 10.8 miles; To Tanglewood: 3.1 miles; To Stockbridge Bowl Town Beach: .8 miles. Dogs are welcome. Read more

Contemporary Cabin on Private Lake, Sleeps 8

pet friendly by owner vacation rental in the berkshires

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Pet friendly vacation rental home in the Berkshires:

Spectacular Secluded Setting-near 2 ski resorts - 3BR/3BA, sleeps 8; min stay 3 nights, Avg $500/nt - BOOK IT!

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pet friendly vacation rental in the berkshiresVRBO #168768 -A 1/4 mile driveway thru the woods takes you to 35 acres, and a beautiful contemporary house a PRIVATE clean small swimming, boating, and fishing lake. (2.5 acres)
3 bedrooms, 3 FULL baths, a large OPEN GREAT ROOM with a unique stacked stone fireplace.
Large SUN ROOM adjoining the great room with queen sofa-bed. 
Master Bedroom on the main floor with full bath. 2 bedrooms and full bath upstairs.
Open floor plan with large great room, dining area, and kitchen with cathedral ceiling.
Large sun room adjoining the great room. Satellite TV, radio, and Verizon Wifi for your laptop.
Central Air, ceiling fans in every room.
Turkeys, ducks, heron are your neighbors. 
There is a 5 person HOT TUB built into a large deck overlooking the water. Read more

Berkshires Escape in Becket, Sleeps 8

berkshires pet friendly vacation rental home rental

Pet friendly vacation house for rent in the Berkshires

Escape to the Berkshires! - 4BR/3BA, sleeps 8; min stay 2 nights, Avg $340/nt - BOOK IT!

pet friendly vacation rental in the berkshiresTrip Advisor #FKN2383071 -Becket-Come to the Berkshires and stay in one of the most beloved areas of Massachusetts. 

We are located close to Lenox, Stockbridge, Lee, Great Barrington and more.

Our 3400 square foot ranch home is located in the heart of the Berkshires with Fall foliage, spring in bloom, and picturesque setting, and a local lake that is a beautiful respite and available for picnicking and swimming all day long. We also have a tennis court in town that is public.

A scenic drive away from the iconic Berkshires destinations including: Jacob's Pillow, Tanglewood, the Norman Rockwell Museum and historic Lenox, Stockbridge and Great Barrington where you will find dining, music, and culture. Near Williamstown where you can enjoy The Clark and Shakespeare Festivals. Read more

8 Room Apartment in the Woods, Sleeps 8

berkshires pet friendly vacation rental home rental

Pet friendly vacation house for rent in the Berkshires

Apartment walking distance to Mass Museum of Contemporary Art!! - 2BR/1BA, sleeps 10; min stay 1 nights, Avg $192/nt - BOOK IT!

pet friendly vacation rental in the berkshiresTrip Advisor #FKN4634898 -North Adams - I have a 2 to 3 bedroom first floor apartment located in a dead end street. This spacious 8 room apartment is surrounded by woods and minutes from downtown North Adams or Williamstown!! 
It is also walking distance to Mass MoCa!!!
Animals are welcome is needed. .

The master bedroom has an extended queen sleep number bed and the spare bedroom has a futon that pulls out to a double sized bed ( I also have an air mattress if that is needed). 
There's a huge backyard with two fire pits, a picnic table and a grill. 

If you have any questions please ask!! Read more

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Beautiful Berkshire Home with Tennis Court

pet friendly by owner vacation rental in the berkshires

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Pet friendly vacation rental home in the Berkshires:

Beautiful Berkshire Home W Tennis Court; Close to Skiing! - 4BR/3BA, sleeps 9; min stay 3 nights, Avg $443/nt - BOOK IT!

pet friendly vacation rental in the berkshiresVRBO #95599 - the Sheffield house is historic and located in the heart of the Berkshires, two and 15 min north of New York City, this circa-1770s center chimney colonial will charm and delight your family and guests. 88 acres of land with views of Mt. Washington and Mount Everett promises privacy, peace and quiet. Search 'Berkshire Winter Rental' on Vimeo to see a winter video of the house.

With 3100 sq. ft of wood floors and elegant decor, this spacious house was renovated with two additions: sun room with master bedroom above, and the gourmet kitchen. The original portion of the house includes a den with fireplace and 42" plasma TV with satellite surround sound home theater system. Built-in bookshelves have loads of great reading and an eclectic DVD library that should have something for everyone. The Parlor is a wood-paneled room with wood-burning stove and door opening up to a small deck with Adirondack chairs for lounging. This is a great room for entertaining. Connecting to the parlor is the traditional dining room which has a table that can seat 10 and a fireplace. Read more

Berkshires Incredible Lake Front and Dock on Lake Buel Swim Fish Boat

pet friendly by owner vacation rental in the berkshires

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Pet friendly vacation rental home in the Berkshires:

Berkshires Incredible Lake Front and Dock on Lake Buel Swim Fish Boat - 6BR/3BA, sleeps; min stay 7 nights, Avg $643/nt - BOOK IT!

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pet friendly by owner vacation rentals in the berkshiresVRBO #559190 - this lake front home is on a cul de sac with incredible views and an open floor plan; great swimming, fishing, and more! The home has a private lake front and dock plus nearby sandy beach with shallow warm water swim area and beautiful 100 year old Evergreens. This pet friendly vacation home is 10 min to Tanglewood, Stockbridge, Lee, Great Barrington, the Norman Rockwell Museum, Kripalu Yoga Center, Red Lion Inn, Lee Outlet Mall, and more! Read more

Architect's Home with Huge Bi-Level Pool, Waterfalls and Spa

pet friendly by owner vacation rental in the berkshires

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Pet friendly vacation rental home in the Berkshires:

Architect's Home with Huge Bi-Level Pool, Waterfalls and Spa - 6BR/5BA, sleeps 14; min stay 2 nights, Avg $858/nt - BOOK IT!

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pet friendly vacation rental in the berkshiresVRBO #470802 - Sheffield house description-Enjoy your vacation in a beautiful historic house located in the heart of the Berkshires. Located two and a quarter hours north of New York City, this circa-1770s center chimney colonial will charm and delight your family and guests. 88 acres of land with views of Mt. Washington and Mount Everett promises privacy, peace and quiet. Search 'Berkshire Winter Rental' on Vimeo to see a winter video of the house.

Just 90 miles north of New York City, the Shaker House was hand-built over 20 years by architect Fritz Sulzer from IM Pei's Manhattan offices as his personal retirement home, and has a massive two-story pool and a large modern spa. 

Blasted from the granite clefts overlooking the main house, the pool area consists of two heated pools, two waterfalls, multiple patios (including one in the water), custom lighting, and a thunderous sound-system that can stream music from any Apple device. It's like a private, 5-star resort was airlifted into the middle of a forest. As one guest commented, 'This isn't a house with a pool. It's a pool with a house!'.

There are 5 bedrooms and 4 bathrooms in the main house and 1 bed and bathroom in a separate guest house, called the Smoke Shack. Each bedroom is entirely unique:

The Quarry Suite is built into the exposed rock and has a massive attached bathroom, which with an open shower, hand-laid emerald mirrored tile, and waterfall flowing from the exposed rocks is like a mini-spa in and of itself....Read more

by owner vacation rentals in the berkshires- pet friendly

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United States
Arizona: Havasu, Flagstaff, Mesa, Phoenix, Scottsdale, Tucson California: Huntington Beach, Indian Wells, Mammoth, Napa Valley, Newport Beach, San Francisco, Santa Barbara, Venice Beach Colorado: Aspen, Steamboat Springs, Vail Florida: Miami Beach, Florida Keys, Fort Lauderdale, Orlando, Jacksonville, Palm Beach, St. Augustine Georgia: Savannah , Sea Island Hawaii: Waikiki Idaho: Sun Valley Louisiana: New Orleans Massachusetts: Berkshires, Cape Cod, Martha's Vineyard, Nantucket, Salem Michigan: Mackinac Nevada: Las Vegas New Mexico: Santa Fe, Taos New York: Niagara Falls, Hamptons, New York, North Carolina: Outer Banks, Raleigh-Durham Pennsylvania: Poconos South Carolina: Myrtle Beach Tennessee: Nashville Texas: Austin, San Antonio, South Padre Island Utah: Deer Valley Virginia: Virginia Beach , Williamsburg Washington: Seattle Wisconsin: Door County

Canada: Banff, Montreal, Vancouver, Whistler--


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