
Pet-friendly holiday 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."

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.

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.

Beautiful country house in Cornwall CT.
If you love being in touch with nature, this is a perfect and pleasant place to enjoy with family and friends and wake up to the sound of birds! and enjoy all the seasons of the year. And in winter you can escape 15 minutes to this area of Mohawk paradise and if you are a fishing lover, the House-tonic River is just 5 minutes away, 2 minutes to Kent Falls, 7 minutes to Kent where you can find restaurants and a grocery store! You can enjoy beautiful flower gardens from spring to fall.

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

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.

(°) 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.

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.

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.

Cozy Cottage with Fire Pit, near Beach
Escape to Fairfield Cottage, a stylish 3-bed, 2-bath retreat 90 mins from NYC. Comfortably sleeping 8, this sun-drenched home features a private patio with a fire pit, a fully equipped kitchen, and two fireplaces. Perfect for families and just 3 miles from the beach, it's your ideal getaway for relaxation and connection. Enjoy a dedicated workspace, fast Wi-Fi, and numerous family-friendly amenities.

Litchfield Hills Country Hideaway
Charming cottage on 10 acres just 2 minutes drive from the charming town of Washington Depot, CT. Hidden Valley trail head right off the back of the property. Only 30 minutes drive from Mohawk Mountain Ski area.

Stunning Views, Bucolic Bliss in 1790s Farmhouse
Sweetbrier Farm was built in 1793 and renovated early in the 21st century. The house features 5 bedrooms including a master suite, ample common spaces, huge kitchen, enclosed porch, luxurious pool, and a pond.
Popular amenities for Roxbury pet-friendly home rentals
Pet-friendly house rentals

Cozy house w/ screened porch near Kent & falls

Slate Cabin - Stylish Country Escape x Rhinebeck

Cozy Family Home - Kid & Pet Friendly

The Cottage at Cedar Spring Farm

Beautifully Restored Barn With New England Charm

The Waterfall House

3Br Hilltop Ranch on 130acre farm w/ falls & creek

County Seat Colonial/Walk to Town-HOST&Co
Pet-friendly home rentals with a pool

Huge eclectic space w/fireplace. 1.5hr to city

Peaceful Light-Filled Guesthouse salt pool/sauna

Modern Upstate Cabin, near Rhinebeck NY

Cozy Retreat w/ Pool, Cinema Room & Fire Pit

Sackett & Van Dam Guest House @ Little 9 Farm 1706

The Cottage by the Lake: Hudson Valley Indulgence

Magic Red Barn with Heated Salt Pool (opened now)

Eco Cottage in the Woods
Private, pet-friendly home rentals

The Treehouse Lovenest

Top Side

Cozy Apartment with Water View of Brook

Light and airy, pet friendly rental in Newtown

Litchfield-Hot Tub-Shops & Eats-Vineyards-Hikes

Suite Hill Studio

Serenity in the Roxbury Woods!

Peaceful 3BR Getaway
Destinations to explore
- New York Holiday rentals
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- Yale University
- Bear Mountain State Park
- Six Flags New England
- Fairfield Beach
- Thunder Ridge Ski Area
- Catamount Mountain Ski Resort
- Butternut Ski Area and Tubing Center
- Storm King Art Center
- Sunken Meadow State Park
- Taconic State Park
- Mohonk Preserve
- Kent Falls State Park
- Bash Bish Falls State Park
- Brotherhood, America's Oldest Winery
- Harriman State Park
- Hammonasset Beach State Park
- Powder Ridge Mountain Park & Resort
- Compo Beach
- Mohawk Mountain Ski Area
- Sleeping Giant State Park
- Storm King Art Center
- Millbrook Vineyards & Winery
- Sherwood Island State Park
- Ski Sundown





