Holiday houses in Westminster

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Top-rated holiday rentals in Westminster

Guests agree: these stays are highly rated for location, cleanliness and more.

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Guest favourite

Home in Middle River

4.97 out of 5 average rating, 35 reviews

Waterfront Home with Private Beach, Stunning Views

Escape to paradise at our Chesapeake Bay waterfront vacation home in Oliver Beach! Our home is the ideal place to unwind and appreciate the beauty of Chesapeake Bay. You'll love the stunning views, the private beach, the spacious upper deck and the beachside deck surrounded by trees. You'll have so much fun fishing, swimming, kayaking, paddle boarding, or just relaxing by the water! It's the perfect spot for a dreamy retreat, a romantic sojourn, or for shared fun with group of friends or family.

Guest favourite

Cottage in Edgewater

4.99 out of 5 average rating, 148 reviews

Waterfront Chesapeake Bay Sunrises w/Private Pier!

Gorgeous sunrises from your completely remodeled waterfront cottage! Experience fresh Maryland Crabs or fish caught from your private pier & enjoy the peace, serenity and bay breezes from your furnished deck and green space. Enjoy true nature and explore Selby Bay on the South River with our complimentary canoe! Super clean with water views from kitchen, dining, living room & enclosed porch! Situated in a quiet neighborhood within 45 minutes of DC & 15 minutes from Annapolis & the Naval Academy.

Guest favourite

Chalet in Mercersburg

4.94 out of 5 average rating, 105 reviews

Amazing Whitetail Ski Holiday and Mountain Retreat

Welcome to our beloved Mountain home. Located at Whitetail resort you can walk to the slopes and enjoy the après ski in our beautiful cozy house with cabin feel. Perfect ski holiday, weekend getaway, or place to work remotely with high-speed internet. Only 1.5 hours from DC & Baltimore. This is the perfect place to escape the city, connect with nature and recharge. A place to build up fond memories. All season adventures, enjoy skiing, swimming, hiking, golfing, fishing, lakes and local farms.

Guest favourite

Cottage in Harpers Ferry

5 out of 5 average rating, 59 reviews

Cozy Mountain Cottage Perfect for Friends & Family

Escape into the comfort of this cozy mountain cottage. Nestled between the Shenandoah River & Appalachian Trail on the western slope of the Blue Ridge Mountain. Enjoy a fun-filled day less than 20 mins to Historic Harper's Ferry, & Hollywood Casino at Charles town Races. This cottage makes the perfect retreat with easy access to local Wineries, the Shenandoah River & Appalachian Trails. ✔4 Comfy Beds ✔Fully Equipped Kitchen ✔6 Smart TV's ✔High Speed Wi-Fi ✔Onsite Parking ✔Central A/C and Heat

Guest favourite

Apartment in Leacock-Leola-Bareville

5 out of 5 average rating, 43 reviews

Dreamwood on main w/ hot tub + toy room for kids

Make memories with your whole family at this beautiful cozy place . You are at a convenient location right along Main Street (Route 23 ) with lots of places to visit near by . Our patio has a grill, a hot tub, and picnic table with extra seating , a perfect place for a relaxing evening outside . Our fully functioning kitchen will make cooking meals easy . And the basement has a kids play area and a foosball table . We hope you might enjoy the space as much as our family does .

Guest favourite

Cottage in Pasadena

4.97 out of 5 average rating, 171 reviews

Ft. Smallwood Overlook. Waterfront with Kayaks!

Delightful cottage at the confluence of Rock Creek, Patapsco River (Baltimore Inner Harbor) and the Chesapeake Bay. Adjoins Ft. Smallwood Park with its private coves and beaches. Secluded setting features water on 3 sides with beautiful relaxing views. Teeming with wildlife: ducks, geese, egrets, osprey, eagles, deer, foxes and other. Convenient to Annapolis, BWI Airport, Baltimore & Washington, D.C. Walk to the park. Cast a line, catch what you may! Total renovation 2018-2019.

Guest favourite

Home in Centreville

5 out of 5 average rating, 21 reviews

Water Oasis on the Eastern Shore

With incredible views of the Corsica River from almost every room and set on 6 acres amidst idyllic farms, your home away from home calls. A 5-bedroom, 6.5-bath waterfront oasis, Middle Fox Cove is the key to unlocking a memorable getaway you will never want to leave behind. This 5000 square foot home is a tranquil masterpiece that makes room for relaxing and recreating. Bring the entire family or just a quiet retreat for two - make this the memorable experience you’ve been looking for.

Superhost

Cottage in Pasadena

4.88 out of 5 average rating, 121 reviews

Chesapeake Cottages- 2 Quaint Waterfront Retreats

Our tastefully appointed cottages sit on almost an acre of waterfront property. Peaceful and tranquil, yet close to shops and restaurants, this property is perfect for serene getaways and family gatherings. With 2 separate cottages on one property, everyone will enjoy a unique and private space to relax. From peaceful mornings to magical sunsets on the 60-foot pier, this setting will quickly become a family favorite. This area is great for fishing, kayaking and paddle boarding!

Superhost

Cottage in Pasadena

4.82 out of 5 average rating, 17 reviews

Sunset Lagoon Home

Have fun with the whole family at this stylish place! Our cozy cottage sits at the edge of a beautiful creek. Peaceful and tranquil, yet close to shops and restaurants, this waterfront property is perfect for serene getaways and family gatherings! Everyone will enjoy a unique and private space to relax. From peaceful mornings lounging on the balconies, to afternoons filled with fishing to magical sunsets on the 110-foot pier, this setting will quickly become a family favorite!

Guest favourite

Home in Sabillasville

4.93 out of 5 average rating, 109 reviews

Stoney Spring Overlook

This beautiful mountain farm home has breath taking scenic views of the surrounding Catoctin mountain. There are many nearby outdoor activities, including scenic hikes, mountain biking, Ski Liberty, wineries and the Catoctin zoo. While it is a peaceful get away in the mountains, it is just 30 minutes away from the Frederick, MD and historic Gettysburg, PA. Whether you want to get away from the city or explore more of Maryland, this is the perfect stay for you!

Guest favourite

Apartment in Betterton

5 out of 5 average rating, 15 reviews

Bayside Bungalow

We are a small enclave of condos, perched high on a bluff, overlooking the Chesapeake Bay. From the deck you have wonderful views of the beach and the best Bay sunsets! We are no more than 100 steps the beach, where you have a picnic pavilion, beach volleyball, and BBQ area with communal grills and picnic tables. This is the perfect getaway for small families or couples.

Guest favourite

Home in Annapolis

4.93 out of 5 average rating, 107 reviews

Historic Downtown House with Off Street Parking

Spacious living with all the modern amenities. Prime location - 1 block from the water, restaurants, and shops. Park your car off street (up to 3 cars) and you won't need it again! Gourmet kitchen fully stocked and ready for entertaining, enjoy the outdoor space. The whole group will enjoy easy access to everything from this centrally located place.