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

Hot Tub | Mini Golf | Arcade | Gym — Coastal Quad
Welcome to The Coastal Quad, New Jersey’s first pocket resort! You will be booking a stay in one of four luxurious, 1BR tiny cottage suites, so each visit is a new adventure! You will enjoy your own private hot tub, fire pit, grill, fenced-in yard, and access to a shared rooftop mini golf course, retro arcade, full gym with sauna, office, laundry facility and more. Located just steps from a quiet bay beach and a short drive to Cape May and Wildwood, this is the most exciting resort at the shore!

Renovated Kitchen-Central Location-Family Friendly
You'll Experience the ultimate in coastal living at your beautifully renovated vacation home, a stone's throw from the Beach road. This is your perfect getaway destination. You'll enjoy a bright chef's kitchen with granite countertops and a tiled backsplash, open-concept first floor with cozy living room, and a convenient half bath. Retire to the second level where 2 bedrooms await, including a primary suite with a private bath & private balcony for sipping your coffee & serene morning views 🌄

Private romantic pet friendly waterfront cottage
On Virginia’s beautiful Eastern Shore, The Birdhouse at Windfall Farm is the ultimate romantic getaway. Just steps from Pungoteague Creek (a short boat ride to the Chesapeake Bay)on one side and a picturesque large stocked pond on the other, The Birdhouse is a charming 1 bedroom hideaway, with abundant wildlife, walking trails on our 62 acre working farm, kayaking, fishing, crabbing, and stargazing, all amid Nature’s beauty. Be our guest for an unforgettable time on Virginia’s Eastern Shore!

19th Century Cottage with Modern Amenities
Book your Hallmark Christmas stay today, fully decorated by Thanksgiving until the end of January!! Built from “clinker bricks” in 1941 to house poultry feed, this Airbnb is a dreamy place to slow down. This charming cottage near the beach & is surrounded by enchanted gardens. You will swoon over the carved marble bathtub and gorgeous living areas. Perfect for a romantic getaway, Hobbs and Rose Cottage is waiting to create a memorable experience for you! NEW for 2025, our mediation room!

Waterfront Cottage Getaway Views/Kayaks/Fire Pit
A timeless cottage on a quiet property on the Rappahannock River with charming rose garden, relaxing pool, and quintessentially Virginia feel. Find us on IG @rosehilllcottagerappahannock! Explore nearby towns of Urbanna, White Stone, and Irvington, or stay close to home to enjoy sweeping views, waterfront adirondack chairs, and kayaks — perfect for a cocktail or coffee, or take a dip in the river or pool. With open living spaces and thoughtful decor, this is your waterfront retreat.

Ultimate Cabin Farm Stay Cape Charles
Tucked away in the woods on a historic Eastern Shore farm lies this stunning pond side Cabin just 10 mins from Cape Charles. The classic yet modern cabin is a dreamy getaway or remote work space. Wake up to the birds singing in the trees that completely surround the cabin and enjoy the deck - watching the deer and goats foraging. Take a walk on our trails, collect fresh eggs, visit Cape Charles for restaurants and shopping, and enjoy the farms’ fire pit in the evening.

"Jolly"- Houseboat Getaway
#BoatLife! Jolly is a 42ft Holiday Mansion. Baywater Landing offers a laid back, coastal style. It buzzes with watermen & boaters by day & is a peaceful stargazing hotspot by night. She features a master suite & 3 outside deck areas to enjoy! Just 35 minutes from Ocean City, Assateague Island, and Chincoteague Island, this is the epicenter of everything coastal! A firepit in the sand just outside your door round out everything you'll need for a stress-free vacation.

Rumbley Cottage on the Tangier Sound-Private Beach
Rumbley Cottage, a custom-built home, provides a quiet stay in nature. Views from all windows. Look out at the mouth of the Manokin River at Tangier Sound on one side; wetlands on the other side. NO CLEANING OR PET FEE. Rumbley Cottage is enjoyed year- round with a great fireplace. WE PROVIDE THE FIREWOOD AND STARTERS. Many amenities including Molton Brown toiletries, kayaks, SPBs, bikes, beach equipment; well-stocked kitchen.

Star
Welcome to Stella! She has been lovingly restored by our family and carefully designed by our son who owns JoonMoon Design with his beautiful wife. We are a family who loves to travel and discover places of rest. Stella was designed with that in mind. She is approachable, comfortable and invites you to kick off your shoes and relax. She is walking distance to Salisbury University and close to many restaurants and stores.

Cattail's Branch
Enjoy the lovely setting of this romantic spot in nature. Tiny house sits on Widow Hawkins Branch Creek and backs up to Johnson Wildlife Mtg Area. Great for bird watchers and nature lovers. Enjoy sitting by the fire pit or relaxing on spacious deck overlooking creek. Quiet and peaceful. Fully equipped kitchen, Queen bed, bathroom, pull out queen sofa bed with privacy wall to make 2rd bedroom. Close to beaches and town.

2 Bedroom Apartment
Centrally located between Chincoteague Island and Ocean City, MD. This pet friendly two bedroom apartment which offers laundry and a spacious kitchen is only steps away from Shad Landing state park and Public Landing. This ground level guesthouse apartment is located 200 feet from our main house is on an over 12 acre partially wooded parcel. Plenty of privacy and room for boat trailer parking.

“Cabana by the Bay”-tiny home on a pier!
This tiny home is a newly renovated cabana sitting on a pier. Fall asleep to the sound of waves crashing under you! Enjoy shared use of our private beach. Bikes are available and are stored directly across the street. Go crabbing or fishing off the pier and walk to one of the many nearby restaurants. Check out the summer concert series at the Calvert Marine Museum.
Popular amenities for Chincoteague Bay pet-friendly home rentals
Pet-friendly house rentals

Waterfront Getaway with Dock

Mad Men Beach House*DogFriendly*7 Min Walk 2 Sea*OUTDOOR MOVIE EXPERIENCE*Private Dock*WORK SPACE*New CRIB

Joy in the Morning @ Berlin Boho Bungalow

Waterfront, Dog-friendly, Hot Tub, Peleton

Grace Cottage, Saint Michaels Walk to everything!

Hopkin's House, Chincoteague Beach Vacations

Historic Downtown in-law suite

ON THE BEACH. PET-FRIENDLY. LINENS INCLUDED.
Pet-friendly home rentals with a pool

Kone Oasis- hot tub, pool, theater/game rm.

Relax in Urbanna, @ The Blue Tango!

Nature's retreat @ the Bug-a-Boo. Beaches nearby

Annapolis Garden Suite

The Rosé Retreat: Fireplace-Screened Porch-RELAX

Cozy 3 BR Pet Friendly Beach, Bay & Pond nearby.

The Cozy Cottage At Grateful Meadows

The Little Gypsy BoHome
Private, pet-friendly home rentals

The Crab Shack

The Puskar’s Landing

Riverfront Chalet Kayak/Canoe, pier, breakfast!

Summer Perfect, Water Front A-frame on Winery

Jay's Retreat: dock, kayaks, EV charger, bikes

Fox Cottage *Pet Friendly*

Stylish, Spacious & Dog-Friendly Studio Cottage

Winter Waterfront Escape: Dock, Views, & Fire Pit
Destinations to explore
- Rentals with a kayak Chincoteague Bay
- Family-friendly rentals Chincoteague Bay
- Rentals with a fireplace Chincoteague Bay
- Rentals with a patio Chincoteague Bay
- House rentals Chincoteague Bay
- Rentals with a washing machine and dryer Chincoteague Bay
- Rentals with outdoor seating Chincoteague Bay
- Fitness-friendly rentals Chincoteague Bay
- Rentals with pools Chincoteague Bay
- Rentals with a firepit Chincoteague Bay
- Rentals with beach access Chincoteague Bay
- Waterfront rentals Chincoteague Bay
- Pet-friendly rentals United States




