
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.

Luxury Lake House Sauna 1h From NYC
Enjoy the lakefront from my charming home! Fish or Kayak from the private dock or relax on the large deck overlooking the water tucked away on the lake. Boats are included for all guests! Heated bathroom floors, massive TV (86in) + ample lake views. We also have a free Tesla Charger (with an adaptor you can use for other EVs). This is a relaxing retreat tucked away in one of New York's most convenient lakefronts from the city. 20 min to Bear Mountain 35 min to West Point 1 hour to NYC

Lakefront Cottage near Hudson Valley
Named in the Top 30 U.S. Lakehouse Rentals by Refinery29 in May'21, this beautiful, secluded cottage on pristine Lake Oscawana has breathtaking views. Escape the city and enjoy the fresh country air! Extra-large great room, cathedral ceilings, loft bedroom, kitchenette, bathroom, fireplace, wall of double-height windows with spectacular lake views. Central AC/heat, hardwood floors, private large deck with BBQ. Dock nestled in a cove where you can swim or paddleboard. Only 1 hour from NYC.

The Owl Cottage@Mohawk Mountain
**Less than 5 minute walk to Mohawk Ski Area.** 5 min drive to Mohawk Pond Snuggle up at "The Owl Cottage" Cute as can be with Natural, Romantic Charm. Enjoy the lights of night skiing from the **NEW HOT TUB** and outside fire pit. Newly renovated kitchen with gas stove. SMALL PETS considered New MBR mattress 7/26 New guest room mattress 4/26 35 mins to Wassaic Train Station Great meeting spot between Boston & NYC Short Drive to: Covered Bridges Kent, Litchfield++ & Berkshires MA.

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.

Cozy Oasis, Lakefront with Stunning Sunset Views
It’s the Lakefront Paradise you’ve been searching for: Escape to Cozy Oasis where peaceful waters meet modern comfort! Wake to stunning views, spend the day kayaking around the lake, and unwind with breathtaking sunsets from your private deck. This pet-friendly retreat offers high-speed WiFi for remote work, fully equipped kitchen for home-cooked meals, and cozy entertainment spaces. Perfect for romantic getaways or family adventures - your serene lakeside escape awaits! Pet friendly!

Glamp in a 1970s Airstream | Hot Tub | NYC Train
Enjoy our new hot tub while staying in this 1970 Airstream Overlander. This 28-foot, pet-friendly RV blends original charm with modern comforts, including air conditioning + heat, Wi-Fi, TV, and a Nespresso machine. The Airstream is set on a half-acre campground surrounded by 400 acres of state land. Enjoy nearby fishing, hiking, kayaking, or biking along the 26-mile Rail Trail. Retro touches include board games, cassette tapes, an Atari game system, and evenings by the fire pit.

The Cottage at Cedar Spring Farm
Welcome to The Cottage at Cedar Spring Farm, a one bedroom, one bath cottage located on a 16 acre working Christmas tree farm bordered by 155 acres of protected land trust with marked hiking trails. Conveniently located to I-84, shopping, local farms, wineries, breweries, restaurants, and Heritage Village. Please note that we allow pets (dogs only) and have a limit of two. **Access to the 2nd floor bedroom is a steep and open staircase** (see interior photo listed under Laundry)

3 Acre Forest, 2 King Beds, Fireplace, BBQ & more
🛏️2 king, 2 twin, BBQ, fireplace, firepit, 1550 sqft entire house 🅿️🛜 Tucked away at the end of a quiet street, set on 3+ acres of lush wooded land, our home is the perfect blend of seclusion and convenience. With a forest as your backyard and RT34 one min away, you can easily balance your desire for nature and adventure with the need for easy travel and commuting, take a short hike into a forest (trails minutes away) and/or relax under the stars around a fire pit.

(°) 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.

Litchfield-Hot Tub-Shops & Eats-Vineyards-Hikes
This vintage style cottage offers guests a comfortable and convenient stay in Litchfield with it’s range of amenities. Essential amenities include air conditioning, cooking basics, a dedicated workspace, dishes and silverware, a dryer, hair dryer, heating, hot tub, kitchen, TV, washer, and Wi-Fi. 5 Min - Litchfield Town center 9 Min - Arethusa Dairy farm- Restaurant 10 Min - White Memorial Conservation Center 8 Min - Bantam Lake 19 Min - Mohawk Mountain Ski Area

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.

Creekside Cabin with Wood Fired Hot Tub & Firepit
Pet-friendly creekside cabin with a wood-fired hot tub, outdoor fire pit, and cozy indoor fireplace. Soak beside the rushing creek, bring your dog along, and unplug in nature year-round.
Popular amenities for Roxbury pet-friendly home rentals
Pet-friendly house rentals

The Getaway: Beautiful Waterfront - New Milford CT

Comfortable home away from home- near everything

Hudson Valley Mountaintop Riverview

Waterfront Lake House

Renovated Cape Near beach, with Fire Pit and BBQ

Norbrook Farm ~ Rustic farmhouse w/ pond & trails

Come and enjoy the BURY's of CT!

Kent village home 2 hrs from NYC
Pet-friendly home rentals with a pool

Huge eclectic space w/ private pool. 1.5hr to city

Magic Red Barn with Heated Salt Pool (opened now)

4Br Mountain Brook House on 130 acres w/ trails

The Getaway-HOST & Co.

Modern Upstate Cabin, near Rhinebeck NY

The Cottage by the Lake: Hudson Valley Indulgence

Stunning Views, Bucolic Bliss in 1790s Farmhouse

Peaceful Light-Filled Guesthouse salt pool/sauna
Private, pet-friendly home rentals

Top Side

Cozy Apartment with Water View of Brook

Cozy retreat just a short stroll from the village

Secluded Lakefront Chalet•Firepit•Yard Dogfriendly

Beautiful country house in Cornwall CT.

Blackberry Cottage

Classic Red Barn with game room and gym

Best Country Setting, Restnts, Shops 1.5Hr NYC 5*
Destinations to explore
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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
- Sunken Meadow State Park
- Taconic State Park
- Mohonk Preserve
- Storm King Art Center
- Bash Bish Falls State Park
- Kent Falls State Park
- Brotherhood, America's Oldest Winery
- Harriman State Park
- Compo Beach
- Hammonasset Beach State Park
- Mohawk Mountain Ski Area
- Powder Ridge Mountain Park & Resort
- Storm King Art Center
- Sleeping Giant State Park
- Millbrook Vineyards & Winery
- Sherwood Island State Park
- Ski Sundown





