Vacation rentals in Crownsville

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Top-rated vacation rentals in Crownsville

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

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Guest favorite
An open layout living area features a kitchen equipped with stainless steel appliances and a breakfast bar with high stools. A dining table is visible in the background near large windows. The space is complemented by two leather couches and light hardwood flooring.
Home in Arnold
4.91 out of 5 average rating, 152 reviews

Rachel's BnB

A well outfitted home away from home! A fully stocked kitchen with everything you need to cook for yourselves and your guests. Close to historic downtown Annapolis, the US Naval Academy, St. John's College and MD Statehouse are less than 10 minutes away There are king and queen beds in the rooms, and the 3rd bed is a comfortable pullout couch in the living room. All linens are Egyptian cotton and the beds have real down duvets. Additional cot beds and linens (up to 4) can be provided ($20 each)

Top guest favorite
Tiny home in Crownsville
4.97 out of 5 average rating, 37 reviews

The Perch at Heron’s Nest

Welcome to The Perch at Heron’s Nest, a peaceful waterfront escape nestled along the banks of Valentine Creek. This cozy 1-bedroom, 1-bath guest cottage sits tucked into a quiet, wooded hillside — perfect for solo travelers or couples seeking rest, and reflection. Wake to bird songs and gentle ripples on the water. Sip your morning coffee on the private deck overlooking the creek, and end your day with sunset views filtered through the trees. 20 min to USNA, 25/35 to BWI/baltimore , 45 to DC

Top guest favorite
An aerial view showcases the stunning Heron House nestled on a waterfront point, surrounded by lush greenery and water. A spacious deck with outdoor seating and dining is visible, along with nearby boats docked along the shoreline under a twilight sky.
Home in Crownsville
4.98 out of 5 average rating, 42 reviews

Welcome to Heron House! Annapolis Waterfront Oasis

Heron House sits on the end of a pristine point surrounded by water everywhere you look. This enchanting waterfront retreat offers the perfect blend of tranquil charm and modern comfort and has been newly furnished and remodeled. Take in the spectacular views of the Severn River on the large deck with lounge seating and dining. Only 20 minutes by boat or by car to Annapolis’ City Dock, you can enjoy charming shops, historical tours, waterfront dining, and the Naval Academy. Bring your boat!

Top guest favorite
A spacious living area, featuring a small sectional couch facing a TV mounted on the wall. A foosball table occupies the foreground, while a dining nook with a round table and chairs is visible in the background. Soft artificial lighting enhances the relaxed setting.
Home in Crownsville
5.0 out of 5 average rating, 118 reviews

"Hilltop Hideaway"- Private basement suite

Location, location! "Hilltop Hideaway" is a private basement apartment just 16 miles from BWI airport, 10 miles from Fort Meade and Annapolis, and less than 30 miles to Baltimore and Washington, DC! Nestled in a wooded setting on 2 acres, it is perfect for 1-2 adults (25yrs old or older). Not suited for children. Offers living space, bathroom, kitchenette w/microwave, toaster oven, coffee maker, crock pot, apartment size fridge and separate dining nook. Private key code entrance and parking.

Top guest favorite
A modern two-story home is showcased with a well-maintained lawn and landscaped flower beds. The façade features a mixture of siding and brick, complemented by large windows and a welcoming front porch with double doors.
Home in Annapolis
4.96 out of 5 average rating, 45 reviews

The General's House-Spacious Home w/Pool & Hot Tub

Look no further for your next vacation home in Annapolis! Relax, unwind or entertain friends and family in this spacious, updated 4-bedroom, 4 bathroom home in the heart of Annapolis. Our home features multiple spaces for entertaining both indoor and outdoors. You can swim in the pool, cozy up by the fire place or enjoy a movie night in our theater room. When you stay here, you will find this home provides everything you need to create lasting memories and truly enjoy your time in the area.

Top guest favorite
A spacious dining area is showcased with a large wooden table surrounded by black chairs. Natural light streams through multiple windows adorned with white blinds, illuminating the room. A cozy living area is visible in the background, featuring a light-colored sofa and decorative plants.
Home in Riva
5.0 out of 5 average rating, 22 reviews

Riverside | 15 mins to USNA

This charming, family-friendly home offers the perfect mix of comfort, convenience, and coastal vibes—just walking distance to the river with easy river access. Step into the bright, open-concept kitchen and living room, ideal for gathering with family or friends. Downstairs, the fun really begins—your own private home theatre and bar! The theatre is perfect for family movie nights or catching the big game. 15 mins to Downtown Annapolis & 12 mins to Navy Stadium!

Guest favorite
Guest suite in Annapolis
4.94 out of 5 average rating, 145 reviews

Annapolis Garden Suite

Welcome to our oasis, tucked away on a forested residential street. ~7 minutes from the Annapolis Towne Centre, ~15m from the coast, and ~30m from Baltimore and DC. Tl;dr: This is a ground-level guest suite. Inside, you’ll find 3 beds, 2 bedrooms, 1 desk, 1 kitchen with a dishwasher, oven, Nespresso/pour over, 2 TVs, a laundry room, fast wifi, a pool, patio and a forest view. We live on the top floor (separated by stairs and a locked door; separate entrances).

Guest favorite
A charming cottage exterior is presented in a pastel pink hue, featuring a welcoming front porch with a railing and several potted plants. Large windows allow natural light to filter into the interior, while trees provide partial shade, enhancing the warm, inviting ambiance.
Cottage in Riva
4.98 out of 5 average rating, 85 reviews

The Coral Cottage

Our cozy cottage is the perfect place for a romantic weekend, family vacation, or the annual getaway with your best friends! With so many local Annapolis attractions, access to community piers and views of the South River, and fresh seafood at Mike's Crab House, the Coral Cottage is sure to make your trip to Annapolis a memorable experience. Enjoy the outdoors with the smokeless fire pit, a stroll down to the dock, or cozy up indoors with a good book!

Top guest favorite
A large, round patio umbrella provides shade over a wooden deck. A circular outdoor rug is positioned beneath the umbrella, while a small table with chairs is visible. Lush greenery surrounds the area, enhancing the tranquil atmosphere.
Apartment in Annapolis
5.0 out of 5 average rating, 32 reviews

Oasis in the woods

Beautiful spacious apartment located approximately 15 minutes from downtown Annapolis, Navy stadium, Renaissance Festival ,Annapolis mall, peaceful, charming getaway, situated in the woods, private yard, porch, fire pit, .Full kitchen, dining area, family room, gas fireplace, oversized master bedroom with one queen bed second bed located in the alcove of the master bedroom. Futon located on the lower level .Hope to see you soon.!!

Top guest favorite
A spiral staircase leads to a lofted sleeping area in a well-lit living space. Warm wood tones are present in the furniture and flooring. A small kitchen area is visible, along with a dining table set for four. Lighting fixtures enhance the modern feel.
Guesthouse in Annapolis
4.99 out of 5 average rating, 165 reviews

Garden View, 1 Bedroom and a Loft.

Relax and unwind at this peaceful and charming retreat, nestled in a quiet neighborhood. Located just minutes from Route 50, I-95, and Downtown Annapolis, Garden View is ideally situated for exploring Naval Academy sports, the Renaissance Festival, Boat Shows, and golf at The Preserve. If you prefer staying in, the fully equipped kitchen and free Wi-Fi make it easy to work or cook from the comfort of your space.

Top guest favorite
An aerial view captures the waterfront cottage situated on the South River. The property is surrounded by water and greenery, featuring a manicured lawn with a patio area. A private dock is visible, leading from the house to the water, alongside a pool nestled within the landscaping.
Guesthouse in Annapolis
5.0 out of 5 average rating, 225 reviews

Coastal Waterfront 1 Bedroom Cottage

This waterfront cottage is located 2 miles from Historic Downtown Annapolis and the United States Naval Academy, making it easy to plan your visit. It is located right on the South River in a quiet neighborhood. There is a full outdoor seating and patio area with a grill and fire pit. It has a full kitchen, 1 bedroom, washer/dryer and can sleep up to 4 with the pull-out sleeper couch.

Top guest favorite
Home in Severn
4.95 out of 5 average rating, 21 reviews

Modern 4BR |10 min to BWI & Fort Meade | Sleeps 8

Modern 4-bedroom Severn home with a Private attic office/bedroom, Finished basement suite, Private parking for up to 4 cars, and Laundry room. Just 10 min from BWI Airport, Fort Meade, Arundel Mills, grocery stores, restaurants, and Maryland Live Casino. Spacious and upscale, perfect for families, groups, military, contractors, or executives seeking comfort, privacy, and convenience.

Popular amenities for Crownsville vacation rentals