Vacation rentals with a patio in Rock Hall

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Top-rated patio rentals in Rock Hall

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Guest favorite

Casa particular in Chestertown

4.93 out of 5 average rating, 103 reviews

Red, White & Waterview Studio Apt with pool

One bedroom, one full bath, studio apartment. Private off the street parking and entrance. We invite you to enjoy everything our private residence has to offer: private inground pool, seasonal hot tub, lush grounds and outdoor seating. The space is well equipped w/ a queen sized bed, linens, washer/dryer, microwave, fridge, dinette, full size sofa bed, toiletries... everything you could possibly need to escape the hustle and bustle of life. Flat walk to the historic Chestertown waterfront!

Dec 14 – 21

G$28,287 GYD per night

Guest favorite

Guesthouse in Catonsville

4.96 out of 5 average rating, 199 reviews

Fox Cottage *Pet Friendly*

Fox Cottage is a modern addition to our 115 year old Victorian home. It’s a One Bedroom Queen size mattress & memory foam topper. There’s a Loft with a Full Size Memory Foam Mattress. The loft is a cozy space accessible by a vintage wooden ladder. We have multiple types of pillows for you to choose from. Hypoallergenic sheets are available upon request. There’s an outdoor seating area with a Chiminea to light a fire, enjoy a cup of coffee or wine, work or just listen to the birds.

Dec 30 – Jan 6

G$34,011 GYD per night

Guest favorite

Home in Rock Hall

5.0 out of 5 average rating, 18 reviews

Chesapeake Bay Retreat w/ Views!

Step into a relaxing retreat at this picturesque vacation rental on Chesapeake Bay! Complete with 2 bedrooms and 2 bathrooms, this spacious home offers a cozy fireplace and a stunning deck overlooking the water — perfect for enjoying the sunset! Explore the nearby Eastern Neck National Wildlife Refuge or take a scenic drive to the quaint shops and seafood restaurants in town. Whether you're seeking outdoor adventures or a peaceful coastal getaway, you’ll love this Rock Hall property!

Dec 20 – 27

G$76,452 GYD per night

Guest favorite

Home in Rock Hall

5.0 out of 5 average rating, 66 reviews

Cozy 1920's Bungalow Near Water/Local Attractions

Updated 1920's bungalow near all Rock Hall has to offer. Blocks away from the Bay, marinas and center of town. Coffee shop, grocery and other shops 2 blocks away. Walk to several restaurants. Cozy and very comfortable. Quiet street, and peaceful at night. This house is an ideal Rock Hall location. This home is well stocked, so most condiments, coffee, tea, sodas and water are included. There are also many toiletry and first aid products. No need to bring soap or shampoo.

Aug 28 – Sep 4

G$47,681 GYD per night

Guest favorite

Guesthouse in Towson

4.99 out of 5 average rating, 176 reviews

Cute cottage studio with full kitchen and laundry

Warm and inviting private upstairs studio with off-street parking, full kitchen, laundry, electronic fireplace, rainhead shower and deck with tranquil garden in the Riderwood area of Towson. Studio is situated next to owner's stone cottage, and is tucked away at the back of 2.5 acres with private bridge and creek. Centrally located to shops, galleries, walking and biking trails, Lake Roland, Baltimore, DC and PA. Especially suitable for a restorative or romantic getaway.

Dec 2 – 9

G$29,420 GYD per night

Guest favorite

Condo in Rock Hall

5.0 out of 5 average rating, 10 reviews

Waterman's Delight ~ Best Harbor View Sunsets!

One of the best spots in the charming Waterman's town of Rock Hall! Rock Hall Landing is a small Cluster of 8 Condo's situated with unobstructed water views overlooking the Marina, w/wood burning fireplace, jacuzzi tub, and large outdoor deck for dining & relaxing. Walking distance to shops/restaurants or take a bike (we keep 2 at the house) and explore the beach and beyond! Rock Hall was voted one of the 'top Small Town's in the US 2023' by T&C Magazine.

Aug 11 – 18

G$62,675 GYD per night

Guest favorite

Guest suite in Arnold

4.94 out of 5 average rating, 118 reviews

Coastal Comfort Suite Near Annapolis, Hottub, EV

Yes, the hot tub IS open! 24/7/365 :-) Ideal for a couple's retreat, this king suite guest room has a massive bedroom with a seating area, mounted TV, and coffee bar with microwave/mini-fridge. An ensuite bathroom provides a luxurious shower with dual shower heads and a spacious closet. The pool and hot tub are seasonal. Please don’t hesitate to reach out with any questions, concerns, or expectations so that we can address them prior to your stay.

Jul 15 – 22

G$36,623 GYD per night

Guest favorite

Guesthouse in Glen Burnie

4.94 out of 5 average rating, 263 reviews

The Crab House - a Private, Waterfront Guest House

Privacy abounds at this waterfront one bedroom guest house with breathtaking water views throughout. The Crab House is located in the boating community of Stoney Creek. It is 20 minutes from BWI airport, 30 minutes north of Annapolis, 20 minutes from Baltimore's Inner Harbor and an hour from DC. Feel free to bring your boat, jetski, kayak or paddleboard, or use the kayak or paddleboards we have onsite. AA County 144190

Oct 16 – 23

G$47,649 GYD per night

Guest favorite

Apartment in Rock Hall

4.96 out of 5 average rating, 47 reviews

Bayside bungalow cottage by the sea

This quaint Cottage is located on a quiet residential road with quick access to the water. Located in Rock Hall, Maryland, guests will enjoy a getaway from the hustle and bustle of major cities. The Cottage boasts 1 bedroom and 1 bathroom, equipped with a private sauna. Guests are guaranteed to have a relaxing stay here at the Cottage House! Great views of Swan Creek and the Cheseapeake Bay.

Jan 3 – 10

G$29,963 GYD per night

Guest favorite

Guesthouse in Annapolis

4.99 out of 5 average rating, 106 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.

Jun 26 – Jul 3

G$83,609 GYD per night

Superhost

Cabin in Goldsboro

4.88 out of 5 average rating, 104 reviews

Wigwam Lodge~Hot Tub~MasterSuite~Woodland Views

Wigwam Lodge is an experience nestled in a pine & hard wood forest with rural privacy. Incredibly spacious decks. Surround Forest Views inside and out! 5-min from Choptank river, 20-min from Historic Denton, Irish Pub & Grocery, 1hr from the beach. Easy PARKING 10ft from the front door. Solid WIFI! Click “Show More” Below to SEE ALL Deets...

Jun 25 – Jul 2

G$45,328 GYD per night

Guest favorite

Home in Rock Hall

4.95 out of 5 average rating, 20 reviews

Eastern Shore Escape in the Heart of Rock Hall

Beautiful and cozy 3 bedroom (one queen, two kings (added this year!)), 2 bathroom home centrally located in the historic district of Rock Hall. The house is half a block from Main Street and an easy walk to shops and restaurants. Enjoy all that Rock Hall has to offer from delicious crabs to beautiful bay views. Nice people live here!

Mar 9 – 16

G$47,553 GYD per night