Top Dog-Friendly Staycations In Maryland (2026)

If you love your dog as much as we love ours at Barking Trails, you know that a vacation without your pup just doesn’t feel right. Luckily, Maryland is packed with dog-friendly cabins, cozy hotels, and waterfront Airbnbs that welcome furry guests with open arms (and sometimes treats).

Whether you’re looking for mountain views, a quiet lake escape, or a beach-side stay, these top 10 pup-approved staycations make it easy to relax, recharge, and bring your best friend along for the fun.

What to Look for in a Dog-Friendly Stay

When picking your next getaway, keep these must-haves in mind:

Pet-friendly policy: Double-check size or breed limits.
Outdoor space: Look for yards, trails, or nearby parks.
Comforts for dogs: Hardwood floors, water bowls, dog beds.
Transparent fees: Some charge deposits or cleaning fees.
Proximity to activities: Some charge deposits or cleaning fees.

Top 10 Dog-Friendly Staycations in Maryland

1. Deep Creek Lake Dog-Friendly Rentals — McHenry, MD

With more than 150 pet-friendly cabins and cottages, Deep Creek Lake is a top Maryland staycation spot for dog owners. Think fireplaces, lake views, and hiking trails just outside your door.

Why it’s great: Lakeside walks, outdoor decks, and plenty of space for big dogs.

2. Ole Mink Farm Recreation Resort — Thurmont, MD

Hidden in the Catoctin Mountains, Ole Mink Farm offers luxury log cabins and rustic “cabinettes” that welcome dogs.

Why it’s great: Forested setting with easy access to hiking and wildlife viewing.

3. The Oaks Waterfront Hotel — St. Michaels, MD (Eastern Shore)

This boutique retreat combines waterfront charm with dog-friendly hospitality. Pups are greeted with water bowls, and you can stroll along the property’s scenic shoreline.

Why it’s great: Ideal for couples or families seeking peace and coastal beauty.

4. Yogi Bear’s Jellystone Park™ Camp-Resort — Williamsport, MD

For an easy family getaway, this resort has pet-friendly cabins and RV sites plus a “Bark Park” for off-leash play.

Why it’s great: A fun, activity-packed destination that still gives dogs room to roam.

5. Barefoot Mailman Hotel — Ocean City, MD

Ocean City’s iconic pet-friendly hotel offers ocean views, easy beach access, and doggie welcome gifts.

Why it’s great: Steps from the sand — and the boardwalk’s dog-friendly sections.

6. BringFido Vacation Rentals Collection — Statewide

BringFido curates hundreds of dog-approved Airbnbs and VRBO homes across Maryland — from waterfront getaways to urban condos.

Why it’s great: Filter by “no pet fee,” “large dogs allowed,” or “fenced yard.”

7. Hipcamp Dog-Friendly Cabins — Across Maryland

If glamping or nature stays are your vibe, Hipcamp lists cabins and tiny homes where dogs are part of the adventure.

Why it’s great: Unique, budget-friendly, and surrounded by nature.

8. Tacaro Estate — Chesapeake Bay Region

A boutique luxury escape that welcomes dogs of all sizes, Tacaro Estate offers private gardens and bayfront access for daily walks.

Why it’s great: Perfect for luxury travelers who don’t want to leave the pup behind.

9. Hilton Pet-Friendly Hotels — Statewide Chain Option

A boutique luxury escape that welcomes dogs of all sizes, Tacaro Estate offers private gardens and bayfront access for daily walks.

Why it’s great: Consistent amenities and reliable policies for frequent travelers.

10. This vacation rental allows up to two dogs of any size for no extra fee and sits just minutes from the bay.

A boutique luxury escape that welcomes dogs of all sizes, Tacaro Estate offers private gardens and bayfront access for daily walks.

Why it’s great: Private space, waterfront views, and walkable surroundings.

Pre-Tip Checklist for a Smooth Staycation

Bring your dog’s bed, leash, ID tag, and favorite toys.
Pack food, treats, and any medications.
Confirm pet policies (size limits, fees, rules).
Keep a towel for sandy paws or muddy hikes.
Schedule a walk with Barking Trails if you plan excursions without your pup.