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

Slate Cabin - Stylish Country Escape x Rhinebeck
This designer cabin blends natural materials and modern finishes. — sophisticated & cozy. Gaze at (or swim in!) the stunning spring-fed pond steps from the house. Lounge on the deck or enjoy coffee in the sunroom. The interiors feature three bedrooms, two full bathrooms, living room with chic and cozy furniture and wood burning fireplace, and fully appointed kitchen that's a joy to cook in. Entertain your family & friends at the table for 10 and continue out to the grounds, beverage in hand.

Luxury Catskills A-Frame Cabin | Hot Tub & Sauna
Nestled in the serene woods of Saugerties, NY, this luxurious A-frame cabin offers modern comfort and natural beauty. Just 10 mins from Woodstock and 2 hrs from NYC, NJ. it sits on a private 2-acre lot. Easy Access. Featuring premium queen Casper mattresses, a Breville espresso machine, a 4K projector, a firepit, grill, a cedar wood-fired hot tub & Sauna. Dog friendly! A cozy & stylish retreat near hiking, skiing, and top dining spots in the Catskills. Visit our ig ‘highwoodsaframe’ for more!

Berkshires Cottage by Lake. Year Round Adventures.
THE BERKSHIRES COTTAGE IN THE WOODS BY A SPRING FED LAKE HAS SOMETHING FOR EVERYONE....... SWIM, FISH, KAYAK, HIKE, SKI, JACOBS PILLOW DANCE FESTIVALS, TANGLEWOOD OUTDOOR CONCERTS, GOLF, DINE, SHOP LEE OUTLETS, DINE WITH ENTERTAINMENT, PLAYS, ANTIQUES, FIRE PITS, HANGING IN A HAMMOCK, FLOAT ON CRYSTAL CLEAR WATER, BBQ ON THE DECK, OR JUST DOING NOTHING AT ALL UNPLUG AND RECHARGE. ESCAPE & RELAX. (90 second walk through wooded path to lake) Pets Considered. $29. pet fee = approved Pet Agreement.

Berkshires/Ski/Pet FriendlyTanglewood/PrivateRanch
Pet-Friendly, Child-Friendly Getaway! Modern suite with full kitchen on private horse ranch. Wake to horses in the fields, hiking, breakfast on your patio. Perfect location for individuals, couples, families animal lovers. Near all ski areas (Jiminy Peak/Catamount/Bousquet /Butternut), shopping, museums (Norman Rockwell/Mass MoCA) wine tasting (Balderdash Cellars, Hilltop Orchards) Tanglewood, Jacobs Pillow, Miraval, Kripalu, Canyon Ranch. Trail ride lessons /Horse activities available by appt!

Dancing Horse Lodge
Dancing Horse Lodge is located in the heart of the Berkshire Mountains in Pittsfield, MA, minutes from Tanglewood, Barrington Stage, Jacobs Pillow Ballet, Kripalu Yoga, Shakespeare and Co. and skiing at Bosquet and Jiminy Peak. It is a light and bright residence located on a 20-acre horse farm with nature views out of each window. It is surrounded by miles of woods, great for hiking and cross country skiing. Close to all amenities yet affords beautiful, quiet country living. Come and enjoy!

Modern barn in the heart of the Berkshires
Modern, renovated dairy barn in the heart of the Berkshires. Located on 3.5 acres with beautiful views and close to everything. 1.5 miles to Main St Stockbridge/Red Lion Inn, 5 minutes to Tanglewood, 5 minutes to the Stockbridge Bowl and beautiful hiking trails, under 10 minutes to Lenox . This is the perfect base for exploring the Berkshires or a great getaway for relaxing and enjoying nature. Family and pet friendly! *Please read Interaction with Guests section before booking*

Contemporary Cabin in Catskill Mountains
Our luxurious cabin is more than just an Airbnb; it's a personal sanctuary designed with your comfort and tranquility in mind. Nestled on 1.5 acres of Catskill Mountain beauty, this idyllic retreat offers everything you need for a relaxing getaway or extended stay. Enjoy the modern amenities, cozy furnishings, and breathtaking views that make our cabin a truly special place. View more pictures at @the_reve_cabin Ready to escape the ordinary? Book your stay today.

Bedroom Forest View I Sauna I Fire-pit I Trails
Escape to a secluded custom built tiny house nestled amongst old pines and the Umpachene River. Inside, rustic charm meets modern comfort with 2 lux queen-sized beds, a well-equipped kitchen and bathroom, a massive bedroom forest view and a private sauna. Outside the home you can find a cozy fire-pit, trails that lead down to the river, and a dining table for all your meals. Go out for a day of hiking and exploring, and come back to unwind to sounds of nature.

The East Street Cabin
This adorable cabin is your perfect escape for rest and relaxation. This is a perfect place for people coming to the Berkshires for Tanglewood or any of the other wonderful things the area has to offer. The cabin is located down a path through the woods about 100 yards from the main house. We are excited to share our cabin with you.

Harvey Mountain Lodge by State Forest
Charming, fully equipped 2 1/2 bed/3 bath lodge at the end of a dirt road next to a babbling brook surrounded by 3000 acres of forest. Spend time enjoying the outdoors skiing, hiking, mountain biking, fishing, and creek walking. or exploring the Hudson Valley and the Berkshires. This is the perfect place to unplug and recharge!

The old sawmill from 1771
The oldest house in town, fully renovated. Beautiful two-story living room with leafy, private back deck for meals outside. Kitchen with stone counters, gas cook top, and dishwasher; two bathrooms with warm floors. Floorboards upstairs a foot wide; queen size bed with view over the trees, creek and porch.

Stunning 2-Bedoom A-Frame in the Woods with Sauna
Secluded Catskills A-frame with mountain views. Restore in the cedar barrel sauna, watch sunsets from the wrap-around deck, or curl up by the fire pit. Inside: lofty king suite, cozy queen, chef’s kitchen and dining, spacious lounge and soaking tub. Your elevated cabin escape awaits!
Popular amenities for Richmond pet-friendly home rentals
Pet-friendly house rentals

Escape to Lakefront Leisure—Amazing views!

Hillside Views in Hudson Valley

Renovated historic home, walk to Hudson River!

Net Zero home with rustic Berkshire charm

Fenced yard, playroom & the Berkshires - $0 fees

Private Hudson Valley Loft on 200 Acre Horse Farm

Private Home in The Berkshires (New Hot Tub!)

19th c. Barn in The Berkshires
Pet-friendly home rentals with a pool

Beautiful Jiminy Peak Townhome Family Friendly

Country Getaway Tiny House in woods w/Pool/Sauna

4Br Mountain Brook House on 130 acres w/ trails

The Copake Cabin - A rustic-modern retreat.

Highwoods Haven | saltwater pool and hot tub

Modern Barn on 12 acres w Sauna, FirePit+swimming

Cozy Cottage with pool and walk to lake

Cozy cottage with pool, walking distance to lake
Private, pet-friendly home rentals

Friendly Hills | Passive Home • EV Charger

Classic New England Home, Direct trail access

Bucolic Pet Friendly Oasis | 10 min to Tanglewood

Exceptional Stockbridge Retreat

Ski the Berkshires at Hygge House on Richmond Pond

Stockbridge private apartment

Spring Mountain Retreat + Views, Fire Pit & Tub

Sweet Victorian in Housatonic
Quick stats about holiday rentals that are pet-friendly in Richmond

Total holiday rentals
Explore 20 holiday rentals in Richmond

Nightly prices starting at
Richmond holiday rentals start at $127 SGD per night before taxes and fees

Verified guest reviews
Over 1,200 verified reviews to help you choose

Family-friendly holiday rentals
10 properties offer extra space & child-friendly amenities

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wifi availability
20 of Richmond holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Richmond rentals

4.9 Average rating
Richmond stays are highly rated by guests – averaging 4.9 out of 5!
Destinations to explore
- Plainview Holiday rentals
- New York City Holiday rentals
- Tuckahoe Holiday rentals
- Long Island Holiday rentals
- Boston Holiday rentals
- East River Holiday rentals
- Hudson Valley Holiday rentals
- Jersey Shore Holiday rentals
- Philadelphia Holiday rentals
- South Jersey Holiday rentals
- Pocono Mountains Holiday rentals
- The Hamptons Holiday rentals
- Family-friendly rentals Richmond
- Rentals with a patio Richmond
- Rentals with a firepit Richmond
- House rentals Richmond
- Rentals with a washing machine and dryer Richmond
- Rentals with a fireplace Richmond
- Cabin rentals Richmond
- Rentals with outdoor seating Richmond
- Pet-friendly rentals Berkshire County
- Pet-friendly rentals Massachusetts
- Pet-friendly rentals United States
- Hunter Mountain
- Six Flags New England
- Berkshire East Mountain Resort
- Jiminy Peak Mountain Resort
- Catamount Mountain Ski Resort
- Mount Snow Ski Resort
- Windham Mountain
- Butternut Ski Area and Tubing Center
- Thacher State Park
- Bash Bish Falls State Park
- Hunter Mountain Resort
- Kent Falls State Park
- Taconic State Park
- Bousquet Mountain Ski Area
- Zoom Flume
- Mohawk Mountain Ski Area
- Ski Sundown
- June Farms
- Norman Rockwell Museum
- Opus 40
- Naumkeag
- Berkshire Botanical Garden
- Millbrook Vineyards & Winery
- Hancock Shaker Village





