Vacation rentals in Glenn Dale

4.95 out of 5 average rating, 39 reviews

An outdoor seating area is set on a wooden deck, featuring a large table surrounded by light blue chairs. A fire pit is visible in the foreground, with lush greenery and a sandy beach in the background, along with the home and upper deck partially shown.

Home in Middle River

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.

4.99 out of 5 average rating, 153 reviews

A breathtaking sunrise is captured over calm waters, creating a stunning reflection of vibrant hues of orange, pink, and purple. The private pier is visible on the right, complementing the serene landscape of trees on the distant shore and a tranquil island in the background.

Cottage in Edgewater

Waterfront Chesapeake Bay Sunrises w/Private PIER!

Gorgeous sunrises and bay breezes await at this newly remodeled Chesapeake Bay waterfront cottage! Catch crabs or fish from your private pier, relax on the furnished deck, or explore Selby Bay with our complimentary canoe. Enjoy water views from the kitchen, dining, living room, and enclosed porch. Just 15 minutes from Annapolis & the Naval Academy, and 45 from DC—peaceful, clean, full of charm. Ideal for USNA families! Unplug, unwind, and make memories on the water—year-round relaxation & fun!

4.98 out of 5 average rating, 148 reviews

Cottage in North Beach

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.

Cottage in Chesapeake Beach

A screened-in porch features a comfortable swing with orange and navy striped cushions. Sheer white curtains frame large windows that provide views of the surrounding area and distant beach. A small green plant adds a touch of nature to the space.

4.93 out of 5 average rating, 87 reviews

Cozy Getaway - Breezy Point Beach

If you're planning a family trip, this 2 bedroom, 1 bathroom beach cottage will not dissapoint. Enjoy a cup of coffee or tea watching the sunrise from the screened-in porch. Listen to the waves while reading a book on the porch swing. Breezy Point Beach is located just steps away from a fun filled day of beach activities. For fishing and crabbing enthusiasts, there is a 200-foot pier for your pleasure. Jet Ski| Waterpark | Golfcourse mins away. Wheelchair Friendly| Free Parking| Free Wifi

4.89 out of 5 average rating, 47 reviews

Home in Stevensville

Beachside Dream

Kick back and relax in this calm, stylish space, 4 bedroom 3 full bathroom, Sandy Beach front, stunning sunset. An hour from DMV. Wall of windows in the Living Room overlooks the evening sunsets on the Bay. Sun room with the stunning views of bay. Spacious rooms for up to 12 guests($50 charge per guest after 8 guest) 10 minute drive from popular wedding venues, Chesapeake Bay Beach Club and Silver Swan. Hotel quality linens and towels are provided, unlimited High Speed WIFI , 3- Smart TV

4.97 out of 5 average rating, 172 reviews

A new wood pier extends over still waters towards a green, tree-lined shore. The pier is flanked by posts, leading to a rocky bank, with a clear view of a nearby cottage among the trees. Sunshine reflects gently off the water.

Cottage in Pasadena

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.

Cottage in Saint Michaels

The outdoor area features a spacious grassy lawn surrounded by several cottages. A large tree provides shade, while seating areas are arranged on the patio. A picnic table and chairs are visible, enhancing the communal atmosphere of the space.

4.84 out of 5 average rating, 31 reviews

Cottage #8 Herons Nest Lg 2 rooms Under Main House

OPEN March 25th to Nov 1st. every year. Herons Nest no 8 is located under main house, consist of full Kitchen, dining table, 1 queen size bed in separate bedroom, Living room Full size Futon open to a bed, 2 large sleeper recliners. Please call Jaimie upon arrival. No pets allowed! We no longer provide bed linens, Coffee, sugar or creams. or Towels. Boats are rentals! room tax 4% due on arrival , 6% Abb collects please Bring waters . Boat info below. If need air mattress can bring.

4.88 out of 5 average rating, 124 reviews

A wooden dock extends over calm waters, featuring four Adirondack chairs arranged facing the serene view. A light casts a soft glow on the water's edge, and the distant shoreline is lined with trees and structures, hinting at nearby activity.

Cottage in Pasadena

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!

4.85 out of 5 average rating, 111 reviews

A bright bedroom features a spacious bed dressed in neutral linens. Large windows provide natural light and views of an outdoor area with snow. A wooden dresser and desk complement the room's simple furnishings, while dark curtains frame the windows.

Home in Arlington

Next to Virginia Hospital Center

Welcome to your future home away from home! This stunning 5-bedroom single-family corner house is the epitome of comfort and convenience. -A step a way from VHC hospital. - Metro bus stop at the end of the block - 5 car parking lot - has access to house without stairs, and walk in shower for those experiencing difficulty with movement or stepping over tub. -sleeps 10 guests comfortably (3 queen beds, 4 twin beds) -1.4 miles from Ballston metro stop

5 out of 5 average rating, 102 reviews

Two Adirondack chairs are positioned beside a wooden dock, shaded by a large umbrella. The view overlooks calm water surrounded by greenery, creating a serene environment. A small table is present between the chairs, enhancing the inviting outdoor seating area.

Cottage in Easton

Cottage on Solitude Creek, Hot Tub, Pool & Firepit

Cottage on Solitude Creek, Hot Tub (open), Fire Pit, Pool (Not Heated -closed Oct-June) Convenient to St. Michaels, Easton, Oxford - this beautiful cottage has a fully equipped kitchen, patio with private hot tub and gas grill. Waterfront. Host resides on property, but will give you your privacy. *PLEASE NOTE: property complies with zoning of Talbot County which enforces a 3-night minimum and 4 guest max. NO DOGS ALLOWED No Parties #STRN-23-51

4.98 out of 5 average rating, 52 reviews

A wooden deck features a large picnic table with attached benches, shaded by an umbrella. Surrounding greenery is visible, along with a gravel pathway leading to additional outdoor spaces. The tranquil setting offers a blend of nature and relaxation.

Home in Cambridge

Small, peaceful getaway

Approximately 10 miles from downtown Cambridge, MD. Relax in this newly remodeled home with nearby water access. (Choptank River & Chesapeake Bay)Quiet country setting with the amenities of home. Great location for biking, kayaking or sitting under the stars by the backyard firepit. Most days a family of deer can be seen in field across the road as well as Bald Eagles & Heron.

4.92 out of 5 average rating, 112 reviews

An upstairs loft features exposed wooden beams and a mix of rustic and modern design. Two beds are positioned against a brick wall, and a television is mounted nearby. A circular staircase is visible, leading to the lower level, enhancing the open ambiance.

Home in Annapolis

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.

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What guests are saying

Eastern Neck Water Paradise w/Brick oven & Beach

4.96 out of 5 average rating, 50 reviews4 months ago

Our family had a lovely Thanksgiving stay at Martha’s Airbnb. The house was well-designed, the location was convenient, and we enjoyed the games in the basement and the beautiful views. The pizza oven was a fun touch, and the kitchen had everything we needed to prepare a great Thanksgiving meal. We also appreciated the nearby nature preserve and had fun playing Catan and putting some jigsaw puzzles together. Martha was very accommodating, even letting us extend our stay briefly when we ran into an issue unlocking our car. It was a great experience overall, and we’d definitely recommend her place.

Home in Rock Hall

What guests are saying

Crow’s Nest Cottage - Down Under: Chesapeake Bay

4.94 out of 5 average rating, 17 reviews1 month ago

I cannot say enough about Paul! Proactive, great recommendations and an all-around fantastic fellow! My children, two dogs, and I had a wonderful time and would come back in a heartbeat! The place itself is immaculate and has a gorgeous view of the Chesapeake Bay. Minutes from the Naval Academy and an easy ride to the Greenbelt metro so we could catch a DC United game in the city.

Apartment in Annapolis

What guests are saying

Lux Family Xcape with HotTub, Fireplace, Deck, BBQ

4.95 out of 5 average rating, 85 reviews3 weeks ago

Perfect Stay in a Beautiful Home! Our stay in Silver Spring, MD, was absolutely amazing! The house was stunning—beautifully decorated, spacious, and stocked with everything we needed and more. From the well-equipped kitchen to the cozy and comfortable bedrooms, every detail was thoughtfully designed to make our stay enjoyable. The location was also perfect, with easy access to D.C. and surrounding areas. The host was responsive and accommodating, making the entire experience seamless. We couldn’t have asked for a better place to stay and would definitely book again✨

Home in Silver Spring

What guests are saying

Fabulous Private Potomac Waterfront Retreat

4.94 out of 5 average rating, 85 reviews5 months ago

This is a lovely and spacious home in a beautiful setting along the Potomac River. We enjoyed sitting on the back deck with our morning coffee or in the evening, watching the sun set or the deer along the river. Those views were also available in the spacious living room facing the deck. The kitchen was well appointed, which we always appreciate when cooking meals in and the beds and linens were nice and comfortable. There were games available in the closet and my adult kids enjoyed setting up and playing badminton on the back lawn. Sylvia was a wonderful host that communicated clearly and was very helpful. We will look forward to coming back some time in the future.

Home in Bryans Road

What guests are saying

The Waterside Nest

5 out of 5 average rating, 4 reviews2 weeks ago

Our family enjoyed our first visit to Maryland and staying here made the visit a relaxing one. We enjoyed the views, the local wildlife, and the amenities within to make it feel like home. Tanya was always easy to reach and had a binder full of local recommendations and best use of items throughout the home. We would recommend any family to stay and will consider it for future trips!

Home in Essex

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Stay near Glenn Dale's top sights

Starbucks20 locals recommend

Half Note Restaurant & Lounge17 locals recommend

Target16 locals recommend

NASA Goddard Space Flight Center16 locals recommend

Texas Roadhouse13 locals recommend

SoBe Resturant and Lounge12 locals recommend

Other great vacation rentals in Glenn Dale

4.92 out of 5 average rating, 142 reviews

A serene swimming pool is featured in a private outdoor area, surrounded by a stone deck. Two white lounge chairs are positioned nearby, with trees providing a shaded atmosphere. The clear water glistens under a partly cloudy sky, inviting relaxation.

Home in Edgewater

House in Edgewater Maryland

Apartment in Downtown Frederick

The living room features a comfortable sofa arranged near a decorative fireplace, complemented by a stylish area rug. A dining table is visible in the corner, paired with modern artwork displayed on the walls.

5 out of 5 average rating, 3 reviews

Carroll Creek Charmer/ Sleeps 4 Luxurious King Bed

4.94 out of 5 average rating, 18 reviews

A custom-built residence is presented with a blend of stone and wood accents. Large windows illuminate the inviting front porch, surrounded by manicured landscaping and a lush green lawn. The two-story structure is set against a backdrop of trees, offering a sense of privacy.

Home in Annandale

Family Ready Dogs OK Ping Pong Backyard EV Charger

4.88 out of 5 average rating, 100 reviews

Home in Deale

Chesapeake Paradise Lite 4-5 Br 3 Ba Vacation Home

4.86 out of 5 average rating, 58 reviews

A spacious living area features a large sectional sofa positioned around a coffee table, with a geometric area rug beneath. A flat-screen TV is mounted on the wall, and natural light streams in through large windows, enhancing the open layout that flows to the dining area.

Home in Pasadena

Beautiful Home Near Beach and Patapsco River

4.97 out of 5 average rating, 31 reviews

A row of charming urban townhouses features a blend of red brick and stone exteriors. A large tree stands in front, providing natural shade. The street is lined with parked vehicles, indicating a vibrant neighborhood. The sky is bright with scattered clouds.

Apartment in Canton

Patterson Park Apt; Walk to Hopkins, Bars, Cafes

4.97 out of 5 average rating, 100 reviews

The exterior of the house is showcased with a charming wrap-around porch, flanked by neatly trimmed landscaping. A three-story structure features shingle siding and multiple large windows that allow ample natural light. The front entrance is accessed via a set of stone steps.

Home in Arlington

Entire family size house steps to ANC & metro walk