Plan, book, travel with confidence
Better together
Save up to $1,045 when you book a flight and hotel together*
Find the right fit
With over 300,000 hotels worldwide, it's easy to create a perfect package
Rest easy
Plan, book, and manage your trip all in one place

Top Pet-friendly vacation packages in Eastern Shore

Price found within the past 48 hours. Click for updated prices.

Inn at Perry Cabin

Downtown St. Michaels

Save 100% on your flight

$1,371

per person

Apr 3 - Apr 7

found 1 day ago

Roundtrip flight included

Philadelphia (PHL) to Salisbury (SBY)

9.6/10 Exceptional! (369 reviews)

Friendly and attentive staff, good cleaning services

Reviewed on Oct 26, 2025

Don't see what you're looking for?

See all available trips from Columbus to Eastern Shore

View all trips

5* Pet-friendly vacations in Eastern Shore

Price found within the past 48 hours. Click for updated prices.

Inn at Perry Cabin

Downtown St. Michaels

Save 100% on your flight

$1,371

per person

Apr 3 - Apr 7

found 1 day ago

Roundtrip flight included

Philadelphia (PHL) to Salisbury (SBY)

9.6/10 Exceptional! (369 reviews)

Friendly and attentive staff, good cleaning services

Reviewed on Oct 26, 2025

Don't see what you're looking for?

See all available trips from Columbus to Eastern Shore

View all trips

4 Night Pet-friendly vacations in Eastern Shore

Price found within the past 48 hours. Click for updated prices.

Elk Forge B&B Inn & Day Spa

$431

per person

Feb 20 - Feb 24

found 1 day ago

Roundtrip non-stop flight included

Las Vegas (LAS) to Baltimore (BWI)

8.8/10 Excellent! (182 reviews)

A beautiful little B&B, provides a snapshot of yesteryear and I appreciate that. Room was clean, and the surrounding area is absolutely beautiful, with a park nearby for walks.

Reviewed on Nov 6, 2025

Wingate by Wyndham North East

$447

per person

Feb 20 - Feb 24

found 1 day ago

Roundtrip non-stop flight included

Las Vegas (LAS) to Baltimore (BWI)

8/10 Very Good! (945 reviews)

Did not have breakfast.

Reviewed on Jan 20, 2026

Inn at Perry Cabin

Downtown St. Michaels

Save 100% on your flight

$1,371

per person

Apr 3 - Apr 7

found 1 day ago

Roundtrip flight included

Philadelphia (PHL) to Salisbury (SBY)

9.6/10 Exceptional! (369 reviews)

Friendly and attentive staff, good cleaning services

Reviewed on Oct 26, 2025

Don't see what you're looking for?

See all available trips from Columbus to Eastern Shore

View all trips

Top Pet-friendly Eastern Shore Hotels

Hyatt Place Ocean City / Oceanfront

1 16th Street Ocean City MD

6 min walk from Ocean City Boardwalk

Hiking and biking trails are ready for you to explore near this oceanfront hotel, where dogs can stay for an additional fee.

9/10 Wonderful! (1,589 reviews)

Room was clean and the staff was very friendly and helpful

Reviewed on Jan 12, 2026

Carousel Resort Hotel & Condominiums

11700 Coastal Hwy Ocean City MD

15 min drive from Ocean City Boardwalk

Book a stay at this beach hotel in Ocean City. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the pool and the helpful staff in our reviews. ...

7.8/10 Good! (1,418 reviews)

Nice room with everything we needed in one place

Reviewed on Jan 17, 2026

Hilton Garden Inn Ocean City Oceanfront

2800 Baltimore Ave Ocean City MD

28 min walk from Ocean City Boardwalk

Dogs and cats can accompany you (fees apply) at this pet-friendly, oceanfront hotel, where they will enjoy pet-approved amenities, like food and water ...

9/10 Wonderful! (1,156 reviews)

Staff was nice. But the room needs some kind of freezer for when guests bring something they need to freeze.

Reviewed on Jan 18, 2026

See all 7,537 properties in Eastern Shore

Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.