
Pet-friendly holiday rentals in Chesapeak Ranch Estates
Find and book unique pet-friendly homes on Airbnb
Top-rated pet-friendly home rentals in Chesapeak Ranch Estates
Guests agree: these pet-friendly homes are highly rated for location, cleanliness and more.
Holiday rentals for every style
Get the amount of space that is right for you
Popular amenities for Chesapeak Ranch Estates pet-friendly home rentals
Pet-friendly house rentals

Church Creek Charm (close to Blackwater Refuge)

Chesapeake Escape

Block to beach! Relax, enjoy views & game room.

The River House, a Wicomico Beach Retreat

Spacious Gorgeous Waterfront Home with Sunset View

Shipwrights Cottage in Town!

Old World Cottage/Fabulous Sunsets/Polite Pets OK

Luxury Modern Waterfront Retreat
Pet-friendly home rentals with a pool

Waterfront Paradise with a Private Pool

New Private Beachfront panoramic view every window

Waterfront Gem: Dock, Hot Tub, Beach, Pool, Kayaks

The Glebe

Cozy Retreat w/ Pool: MIR & DC

Harbor Cottage

Country Winter Wonderland • Spa + Fire Pit + Games

"Endless Summer" on the Chesapeake!
Private, pet-friendly home rentals

Nature's Retreat

Mid-Century Modern: Direct Private Beach Access

Cozy Country Cabin

Cozy cottage with water access

Stunning Views, Remodeled Family-Friendly Home

Waterfront on St. Leonard Creek at Fort Hill

Beachfront home on the River - 01

The River House: A private waterfront oasis…
Destinations to explore
- Plainview Holiday rentals
- New York City Holiday rentals
- Long Island Holiday rentals
- Washington Holiday rentals
- East River Holiday rentals
- Hudson Valley Holiday rentals
- Jersey Shore Holiday rentals
- Philadelphia Holiday rentals
- Mount Pocono Holiday rentals
- Outer Banks Holiday rentals
- South Jersey Holiday rentals
- The Hamptons Holiday rentals
- Rentals with a washing machine and dryer Chesapeak Ranch Estates
- Rentals with a kayak Chesapeak Ranch Estates
- Rentals with a fireplace Chesapeak Ranch Estates
- Rentals with a patio Chesapeak Ranch Estates
- Rentals with beach access Chesapeak Ranch Estates
- Family-friendly rentals Chesapeak Ranch Estates
- Rentals with outdoor seating Chesapeak Ranch Estates
- Waterfront rentals Chesapeak Ranch Estates
- Rentals with lake access Chesapeak Ranch Estates
- Rentals with a firepit Chesapeak Ranch Estates
- House rentals Chesapeak Ranch Estates
- Pet-friendly rentals Calvert County
- Pet-friendly rentals Maryland
- Pet-friendly rentals United States
- Nationals Park
- District Wharf
- Sandy Point State Park
- National Harbor
- Six Flags America
- Library of Congress
- Lincoln Park
- Piney Point Beach
- Breezy Point Beach & Campground
- Quiet Waters Park
- Ragged Point Beach
- Chesapeake Beach Water Park
- Rose Haven Memorial Park
- United States Botanic Garden
- Gerry Boyle Park
- Saint Jerome Beach
- Bayfront Beach
- North Beach Boardwalk/Beach
- St George Island Beach
- Franklin Manor Community Private Park
- National Air and Space Museum
- Leesylvania State Park
- Idlewilde Restoration Project
- Matapeake Clubhouse and Beach