
Pet-friendly vacation rentals in Roxbury
Find and book unique pet-friendly homes on Airbnb
Top-rated pet-friendly home rentals in Roxbury
Guests agree: these pet-friendly homes are highly rated for location, cleanliness, and more.

Your Perfectly Wonderful Woodbury Sanctuary!
Just 90 minutes from NYC, this Getaway is Perfect! Antiques, photographs, & sculptures fill this rambling, light-filled 2 story 4 bedroom 2.5 bath historic district home on Connecticut's Antique Trail. All 2,800 sq. ft of my home is at your disposal and 2 minutes from popular restaurants and diners. Your Host lives in the attached Artist Studio with its own access and parking. Stay here and you may agree with Reader’s Digest magazine that "Woodbury is Connecticut's Most Charming Small Town."
4.99 out of 5 average rating, 147 reviews
Top Side
Welcome to Top Side! Nestled in Holmes, NY, Top Side offers lovely views of Whaley Lake. Whether you're looking for a relaxing getaway or an adventure, you'll find plenty of reasons to fall in love with this spacious apartment which is designed to help you unwind and recharge. The Hudson Valley is brimming with activities and attractions for everyone. From historic landmarks and charming villages to outdoor adventures and local dining, you're never far from something special to experience.
5.0 out of 5 average rating, 149 reviews
Come and enjoy the BURY's of CT!
Welcome to your home away from home! Nestled in a charming, safe, and quiet neighborhood, our cozy retreat offers the perfect blend of comfort and convenience. You'll love the tree-lined streets and peaceful atmosphere—a perfect place to relax after a day of exploring. Whether you're here for business or leisure, our home provides a warm and welcoming space in a delightfully cute corner of town. Enjoy all that CT has to offer from the rolling hills of Litchfield to the waters of the sound.
4.95 out of 5 average rating, 107 reviews
Cozy Cottage |Quintessential CT | Pet Friendly
Escape to the Cottage at the Grove - with a cozy wood burning fireplace and inviting sectional it is the perfect winter sanctuary. Well equipped with all the amenities; from a fully stocked kitchen to bath salts for the deep soaking tub. One bedroom w/ en-suite bath & pull-out full size sofa bed. Just 30 min to Mohawk or Southington Ski Mountains. Just 10 min to downtown Litchfield, close to local farms & vineyards. For security we have two exterior cameras facing the door & driveway.
4.99 out of 5 average rating, 173 reviews
Charming and relaxing 4b farmhouse group getaway
We are thrilled to share our idyllic country home with you and hope you enjoy it as much as we do. Built in 1882, set on a hill with ample indoor and outdoor space (two kitchens!) overlooking the Housatonic River and the famous West Cornwall bridge, our fully stocked house is close to hiking, fishing, kayaking, skiing/snowboarding. Set in gorgeous Litchfield Hills near the Appalachian trail, wineries, breweries, farms, rivers and lakes, waterfalls, antiques, casual or fine dining
4.9 out of 5 average rating, 240 reviews
Comfortable home away from home- near everything
Price includes Airbnb fees. Cozy, pet-friendly cottage in a peaceful setting just 70 miles from NYC and minutes from I-84 (Exit 8 or 9). This clean & comfortable retreat features 3 bedrooms (2 queens, 1 full), and pull-out couch. Portable A/C's in summer, and fireplace for cozy nights. The greenhouse adds plenty of natural light, the yard is perfect for kids, the front deck is great for morning coffee, and the gas grill great for cooking out. High-speed WiFi and 3 smart TVs.
4.99 out of 5 average rating, 148 reviews
(°) The Wandering Peacock (°)
The Wandering Peacock is a unique lodging experience. Outdoor spa, with a cedar hot tub and views of the Appalachian Trail, wood-burning sauna with herbs from the garden. The house showcases vintage machinery, a library, an outdoor kitchen with a pizza oven, and much more. Nestled within the forest foothills of the Appalachia trails, this converted barn is minutes away from downtown Kent and just walking distance from Bulls Bridge, the local river, and waterfalls.
4.88 out of 5 average rating, 372 reviews
The Cove Cabin
An original Candlewood style cabin. The house has been updated to offer all modern comforts. It features a large fireplace in the living room, porch over looking the lake, central heat and air conditioning and a fully equipped cook's kitchen. It is on the northern most part of Candlewood Lake with direct, private water access from the shore or the dock. A foam lily pad, two SUP, and two two-person kayaks are available for use from May 1 to November 1.
4.96 out of 5 average rating, 463 reviews
Charming Historic Cottage in the Redwoods
Travel back in time to Marchant Farm and enjoy an authentic farm life experience in the historic, newly restored Sunflower Cottage. Whether you need a place to recharge or to reconnect with nature, you will find it here. Relax and unwind in the stunning floor to ceiling cedar living area. With 2 air conditioned bedrooms, each with full beds, and the children's magical loft space with two twin beds and play area.
4.98 out of 5 average rating, 103 reviews
Sleeps 18 LAKE VIEWS! Perfect for large group!
*We only book to 25 or older PERFECT SPOT TO BRING YOUR BOAT! This home sleeps up to 18 people + is perfect for large groups, wedding parties or team retreats. You’ll love the sunset views, large living room and kitchen for entertaining and hanging out, pool table, dart board and large yard for games. There’s even a spot to bring your own boat or jet ski and room to park your trailer! IG stay_at_the_lake
4.93 out of 5 average rating, 142 reviews
Suite Hill Studio
A private entrance to your studio located at the top of a hill. Surrounded by trees. Tranquility can be found. We are located near the Antique trail of Southbury. Its a 25 min ride to Danbury or 20 min ride to Waterbury. Just under 2 hours to NYC. And a little over 2 hours to Boston. We can provide a daily clean at an additional cost. There are grocery stores, TJ. Maxx and Starbucks within minutes.
4.85 out of 5 average rating, 123 reviews
The Waterfall House
Welcome! A two bedroom stone house overlooks two waterfalls, cascading into a private swimming hole. Huguenot style home , A great place to unplug ... and connect to nature. We’re located a short drive to many historic Hudson Valley attractions.
4.96 out of 5 average rating, 241 reviewsPopular amenities for Roxbury pet-friendly home rentals
Pet-friendly house rentals

Stunning Views, Bucolic Bliss in 1790s Farmhouse
4.93 out of 5 average rating, 213 reviews
Slate Cabin - Stylish Country Escape x Rhinebeck
4.98 out of 5 average rating, 132 reviews
Cozy Cottage with Fire Pit, near Beach
4.96 out of 5 average rating, 233 reviews
Cozy house w/ screened porch near Kent & falls
4.97 out of 5 average rating, 112 reviews
The Cottage at Cedar Spring Farm
4.98 out of 5 average rating, 176 reviews
Beautifully Restored Barn With New England Charm
4.96 out of 5 average rating, 355 reviews
4Br Mountain Brook House on 130 acres w/ trails
4.88 out of 5 average rating, 222 reviews
Kent village home 2 hrs from NYC
4.89 out of 5 average rating, 151 reviewsPet-friendly home rentals with a pool

Huge eclectic space w/fireplace. 1.5hr to city
4.97 out of 5 average rating, 225 reviews
Peaceful Light-Filled Guesthouse salt pool/sauna
5.0 out of 5 average rating, 191 reviews
The Cottage by the Lake: Hudson Valley Indulgence
4.99 out of 5 average rating, 330 reviews
Modern Upstate Cabin, near Rhinebeck NY
4.96 out of 5 average rating, 398 reviews
Red Barn/Heated Salt Pool and Cedar Soaking Tub
4.96 out of 5 average rating, 146 reviews
Sackett & Van Dam Guest House @ Little 9 Farm 1706
4.98 out of 5 average rating, 178 reviews
Cozy Retreat w/ Pool, Cinema Room & Fire Pit
4.95 out of 5 average rating, 137 reviews
Family Fun! Pool, Gameroom, Yard | 5 min to Train
4.98 out of 5 average rating, 101 reviewsPrivate, pet-friendly home rentals

Beautiful country house in Cornwall CT.
4.98 out of 5 average rating, 105 reviews
The Treehouse Lovenest
4.84 out of 5 average rating, 521 reviews
Cozy Scenic New England rural retreat hike & kayak
4.96 out of 5 average rating, 193 reviews
Cozy Apartment with Water View of Brook
4.94 out of 5 average rating, 170 reviews
Serenity in the Roxbury Woods!
4.87 out of 5 average rating, 31 reviews
The Art House: 5-Acre Getaway w/ AC & Firepit
5.0 out of 5 average rating, 50 reviews
Peaceful 3BR Getaway
5.0 out of 5 average rating, 19 reviews
Best Country Setting, Restnts, Shops 1.5Hr NYC 5*
5.0 out of 5 average rating, 11 reviewsDestinations to explore
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