Pet-friendly holiday rentals in Saint Michaels

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Top-rated pet-friendly home rentals in Saint Michaels

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Guest favourite

Townhouse in Old Town

4.94 out of 5 average rating, 196 reviews

Quiet, Eclectic 2-Bedroom Townhouse in Old Town

Walk where George Washington walked at Christ Church, then create a hearty brunch in the Mediterranean blue-colored kitchen. With its mix of fun bright colors and Colonial style woods, this home is a delightful blend of rich architecture and modern whimsy. There's a fully stocked kitchen and a 'drink one, replace one' selection of beer and wine in case you can't get to the store before unwinding on the back patio or in front of the fireplace. We set the place up for our own family and hope you will enjoy it with yours. Business travelers will find it an easy home-base. Only 5 miles from DCA. Easy access to I-95, National Harbor, and the GW Parkway. Whole townhouse and back patio Self-entry, but we're available by phone, text, or email The home is in a historical neighborhood founded in 1749. George Washington's church, the Lee-Fendall House and the Torpedo Factory Art Center are here. The area is dog-friendly and filled with delightful restaurants, shops, boutiques, and parks. Easy access to: Downtown DC (about $20 Uber ride,) ~20 min walk to Metro; Convenient to DCA; 6 blocks to King St.; 4 blocks to the historic GW parkway and Potomac River recreation path. Easy access to I-95. Ample on-street parking. The Dog House has stairs to access the bedrooms and bathrooms. Location is inappropriate for toddlers.

Superhost

Apartment in Cambridge

4.91 out of 5 average rating, 124 reviews

Little Slice of Cambridge. Newly listed, 2 bedroom

You’ll be staying right in the center of the Historic district, close enough to walk to town and enjoy shopping or some of the great restaurants. Just two blocks from the water, a short stroll to the lighthouse or down to the water front and enjoy the park. This newly listed 2 bedroom , pet- friendly apartment has everything you will need to explore the history, food and waterfowl found in this area. Park your boat here. We can’t wait for you to experience Cambridge and relax in the “West End”.

Top Guest favourite

Guest suite in Old Town

4.99 out of 5 average rating, 129 reviews

Walk or Metro Everywhere, Private In-Law Apartment

SONGBIRD OLD TOWN For video tour, search for “Songbird Old Town Alexandria”. Ask about availability of GSA/Military Rates. Dog friendly English basement (private entrance) in charming, Historic Old Town. Neighbors D.C., feels a world away. Sleeps 4 adults or family of 6 (w/young kids). A walking/transit paradise, plenty of street parking. 4 blocks to King St/waterfront. 10 min walk or 5 min bus to Braddock Rd metro. Full kitchen,Trader Joe’s (2 blocks). 12 min drive to D.C. or Pentagon.

Guest favourite

Guesthouse in Colonial Beach

4.94 out of 5 average rating, 111 reviews

Delaney’s Compound- Peaceful Respite on the Point!

Delaney’s Compound Guest House accommodates 2 - 3 guests. Pets are welcome with pre-approval & $75 fee (for 1st pet). A small fenced yard keeps them safe! The Guest House was built using reclaimed lumber and other charming elements from the original farmhouse outbuilding (circa 1889). There’s a cozy fireplace for snuggling and a second floor balcony for coffee or cocktails. The front yard has a fire pit and river views. The Guest House is sparkling clean, fully furnished & ready to welcome you!

Top Guest favourite

Apartment in Northwest Washington

4.96 out of 5 average rating, 167 reviews

T Street Castle

Stay in the lower level of a historical row home centrally located just steps from some of D.C.'s best restaurants, shops, and nightlife. 99 walk score! This castle-shaped house was built in 1878 as a part of D.C.’s original development. It has been updated and styled to modern standards while preserving elements of its original charm. Plus, thoughtful features like noise-insulated windows and a plush, Casper mattress will help you enjoy comfortable rest despite the unbeatable urban location.

Top Guest favourite

Cottage in North Beach

4.98 out of 5 average rating, 148 reviews

Bell Estates-Brand New Bay View, Beautiful Cottage

Bell Estates is a newly built corner lot across the street from the bay with minimal views of the water from Master bedroom and front yard. Located in the heart of North Beach in the exclusive Holland Point neighborhood, our home provides a cozy get-a-way for a family looking to escape the hustle and bustle of life. Home is 2 minutes away from Herrington Harbor, Ketch 22, North Beach Boardwalk & more. Enjoy local accessibility to fishing from the boardwalk dock or rent a boat to go crabbing.

Guest favourite

Apartment in Annapolis

4.92 out of 5 average rating, 101 reviews

Dazzling day/night water views,1st class amemities

TREAT YOURSELF! YOU DESERVE THE VERY BEST! HUGE DISCOUNTS FOR WEEK AND MONTH LONG STAYS! Treat yourself to the good life while in Annapolis! Gorgeous 14yr. old custom designed & furnished 1470sq.ft. waterfront apartment, 9ft. ceilings, fantastic water views day & night! Private pier, firepit and 40ft. waterfront covered patio for guests use. Guest parking for 4 cars. Few minutes to US Naval Academy, Annapolis Harbor, restaurants, shopping. Pet-friendly, must be cleared with host. *see below*

Guest favourite

Cottage in North Beach

4.94 out of 5 average rating, 159 reviews

Club Carp North Beach - Steps to the Bay!

Calendar open for bookings in April 2025! Welcome to Club Carp North Beach. A charming and cozy cottage just 3 blocks to the Boardwalk/Beach. Renovated throughout with 3 bedrooms and 2 full baths. Perfect place for a relaxing, family vacation! This kid-friendly home has a large fenced side yard with swing set, play area for the kiddos, and lots of extra amenities with families in mind. Comfortable outdoor dining area with fire pit and gas grill. Just steps to restaurants, shopping, and bars.

Top Guest favourite

Home in Salisbury

4.97 out of 5 average rating, 130 reviews

Eastern Shore Dog-Friendly Home w/ Peaceful Patio

Enjoy our clean and comfortable two-bedroom home located in a safe and quiet neighborhood. Our home includes a full kitchen, family room, private patio with a fenced yard, and two complete bedrooms. Our home is in biking distance of Downtown Salisbury, Salisbury University, and the Wicomico River. Close to restaurants and shopping. *1 mile from Salisbury University *30 miles from Ocean City, MD *30 miles from Assateague National Park *40 miles from Blackwater National Wildlife Refuge

Guest favourite

Townhouse in Old Town

4.93 out of 5 average rating, 116 reviews

Charming Townhome in Old Town!

2BR, 1BA Old Town Alexandria townhome is just .5 miles from the King Street Metro and one block from King Street itself - with restaurants, shopping, museums and all that Old Town charm! When you're in the property enjoy all the comforts of home including a cozy living room with TV and wifi. In-unit washer & dryer, full sized kitchen with dining area that walks out to a cute brick patio. The upper level includes a large king bed and a second room with a double bed and a full bath.

Superhost

Home in Annapolis

4.85 out of 5 average rating, 221 reviews

Spacious Home in Private Neighborhood with Beach

A beautiful and spacious home located on the Severn River in the gated community of Epping Forest! The house is just 7 miles from downtown Annapolis and offers guests a private, secluded home away from home. A private beach and club house are located within walking distance! Enjoy a fire on either of the two levels of private decks, or gather around the large dining room table for any of the provided board games. An abundance of amenities will make your stay more than comfortable!

Top Guest favourite

Home in North Beach

4.97 out of 5 average rating, 142 reviews

Getaway at the Beach w/ King Beds & Yard

Welcome to Palm Haven at A Haven Away! Our home has 4 bedrooms (2 king beds + 2 queen beds). 2 mins to the beach, restaurants, and wetlands. We have a private, landscaped backyard perfect for dining and lounging. We provide beach passes, beach gear, games, a Pack & Play, and tips for jet ski rentals and day trips. The shed has a huge Smart TV. Fully-equipped kitchen. Single-story living with 2 bedrooms, accessible shower on the ground floor.