Photo by Ronanne Vinson

Find Pet-friendly Hotels in Chesapeake Beach, MD

Start date: Check-in selected.
To Date
End date: Check-out
  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check availability on Chesapeake Beach Pet-friendly Hotels

This weekend
Next weekend

Our top choices for Chesapeake Beach pet-friendly hotels

Wylder Tilghman Island

Wylder Tilghman Island
2.0 star property
Tilghman
8.8 out of 10, Excellent, (90)
"Very relaxing stay."
United States
Anne
The price is NT$3,698
NT$5,448 total
includes taxes & fees
Jan 6 - 2026/1/7
Wylder Tilghman Island

Spark by Hilton Waldorf

Spark by Hilton Waldorf
3.0 star property
Waldorf
8.6 out of 10, Excellent, (57)
"Great stay, very clean, awesome front desk staff"
United States
te
The price is NT$2,548
NT$2,828 total
includes taxes & fees
Jan 7 - 2026/1/8
Spark by Hilton Waldorf

Anchored Inn at Hidden Harbour Marina

Anchored Inn at Hidden Harbour Marina
2.5 star property
Deale
9.4 out of 10, Exceptional, (472)
"Beautiful place to stay, we stay their one to two times a year."
United States
Marjorie
The price is NT$4,208
NT$4,798 total
includes taxes & fees
Jan 6 - 2026/1/7
Anchored Inn at Hidden Harbour Marina

George Brooks House B&B

George Brooks House B&B
3.0 star property
St. Michaels
8.6 out of 10, Excellent, (65)
"Gorgeous quaint historic house. Friendly owner, close to town "
United States
Christopher
The price is NT$4,801
NT$5,281 total
includes taxes & fees
Jan 1 - 2026/1/2
George Brooks House B&B

Holiday Inn Express Waldorf by IHG

Holiday Inn Express Waldorf by IHG
2.5 star property
Waldorf
8.2 out of 10, Very Good, (1001)
"The breakfast was very good. Rooms were very clean "
United States
Sandra
The price is NT$2,950
NT$3,274 total
includes taxes & fees
Jan 16 - 2026/1/17
Holiday Inn Express Waldorf by IHG

Candlewood Suites Annapolis by IHG

Candlewood Suites Annapolis by IHG
2.5 star property
Annapolis
8.8 out of 10, Excellent, (185)
"The staff was extremely pleasant and enjoyable to work with!! "
United States
Laura
The price is NT$2,636
NT$3,005 total
includes taxes & fees
Jan 3 - 2026/1/4
Candlewood Suites Annapolis by IHG

Parsonage Inn

Parsonage Inn
3.5 star property
Downtown St. Michaels
9.2 out of 10, Wonderful, (130)
"Hosts were wonderful, breakfast was delicious, everything was walkable "
United States
Nathaly
The price is NT$4,676
NT$5,143 total
includes taxes & fees
Jan 1 - 2026/1/2
Parsonage Inn

The Wildset

The Wildset
2.5 star property
Downtown St. Michaels
9.8 out of 10, Exceptional, (412)
"Everything was lovely. "
United States
Erin
The price is NT$5,617
NT$6,869 total
includes taxes & fees
Jan 6 - 2026/1/7
The Wildset

Hilton Garden Inn Solomons

Hilton Garden Inn Solomons
3.0 star property
Solomons
8.6 out of 10, Excellent, (641)
"Was a great and pleasant experience "
United States
MARLON
The price is NT$3,600
NT$3,996 total
includes taxes & fees
Jan 8 - 2026/1/9
Hilton Garden Inn Solomons
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.

Top Chesapeake Beach Hotel Reviews

Frequently asked questions

What's the best time of year to travel to Chesapeake Beach with my pet?
When you're traveling with pets, keeping track of the weather can make the trip safe and fun for everyone. The hottest months are usually July and August with an average temp of 75°F, while the coldest months are January and February with an average of 40°F. Average annual precipitation for Chesapeake Beach is 52 inches.
What is there to see and do with your pet in Chesapeake Beach?
Known for its waterfront and live music, Chesapeake Beach has lots to offer visitors. See the local sights and visit Chesapeake Beach Water Park and Chesapeake Beach Railway Museum. While you're there, make sure you don't miss Rod n Reel Charter Fishing and Bruce Gabrielson's Surf Art Gallery and Museum.

Explore a world of travel with Expedia