Vacation rentals with a patio in Deale

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Top-rated patio rentals in Deale

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Guest favorite

Cottage in North Beach

4.95 out of 5 average rating, 78 reviews

Quiet Coastal Cottage Escape with Water Views

Want to get away? Come relax and escape in our updated bay view cottage. You'll enjoy stunning sunsets, warm surroundings, and all the amenities you could want in our cozy, peaceful cottage home. You'll find plenty of comfortable spots to relax, inside and out. Located on a quiet street, while still close to the small-town charm and offerings of North Beach, Chesapeake Beach, and Herrington Harbor. Walk along the bay, enjoy the local restaurants, and get ready to relax. Stay a week and save!

Jan 2 – 9

G$32,305 GYD per night

Guest favorite

Home in Shady Side

5.0 out of 5 average rating, 117 reviews

Luxe Modern Chesapeake Waterfront Oasis - 5 Star

The Cottage at Silverwater is a lesson in quiet luxury, compelling architecture, unimaginable views and endless comforts. Original fine art and luxe bedding envelope you in a modern, light-filled space. Outside you will be treated to an expansive waterfront lawn that is great for games and afternoon sun. Rest on modern lounges or watch the sunset on your private waterfront bluestone patio tucked into the sea grass. As a guest favorite, your fabulous getaway is here—just read the reviews!

Jan 18 – 25

G$87,632 GYD per night

Guest favorite

Home in North Beach

4.91 out of 5 average rating, 23 reviews

Large Bungalow 2 Blocks to Beach

Bring the whole family to this great place with lots of room for fun. Escape to the beach, only 45 minutes from DC! This 3 br gem is a 2 Blocks walk to the beach. Large living room, 2 bathrooms, 1king, 2 queen comfy beds. The recently renovated house sleeps up to 6 and is perfect for couples, friends and families. Fully equipped kitchen, beach pass and beach gear. Experience the beautiful neighborhood of North Beach and head over to the beach and boardwalk with bar, restaurant and ice cream.

Sep 10 – 17

G$40,268 GYD per night

Guest favorite

Home in Stevensville

4.95 out of 5 average rating, 152 reviews

Relax on Kent Island in 3 Bedroom Home w/Waterview

Enjoy your vacation in this Beautiful & Stylish 3 Bedroom Home with a view of the Chesapeake Bay from living room & kitchen! Perfect for Families & sleeps 11. We are conveniently located to many areas/cities: Annapolis- 20 miles Baltimore- 45 Wash. DC- 50 Easton- 35 Enjoy a Self-Check-in to this Beautiful Home that is perfectly situated near all the local Kent Island Restaurants, Shops, Attractions. This is a Non-Smoking House. Also No Pets, Parties or Large Groups (11 max.). Book Today!

Jul 10 – 17

G$81,097 GYD per night

Guest favorite

Home in North Beach

4.9 out of 5 average rating, 30 reviews

A Little Piece of Paradise - Waterfront Home

With unobstructed views of the Chesapeake Bay, you can wake up to beautiful sunrises, go for a walk/run by the Bay, return for Pilates/yoga/meditation on our waterfront deck, and enjoy a cappuccino/coffee from the espresso machine. After, relax with your favorite book or walk/bike to charming North Beach, less than 5 minutes away, and enjoy the beach, jet skis/paddleboard rentals, restaurants, live music, spas, parks, and much more. End the night with a fire and smores by the water.

Dec 29 – Jan 5

G$60,584 GYD per night

Guest favorite

Cabin in Colonial Beach

4.97 out of 5 average rating, 103 reviews

Spring Perfect, Water Front A-frame on Winery

This serene cabin is on the Ingleside Vineyard's property. Have a glass or two of wine and walk around the vineyards and then retreat to your own private a-frame cabin oasis. A beautiful view of the Roxsbury Estate where abundant wildlife can be viewed all around the property and the pond is stocked and ready to be fished. Within driving distance to wineries, Stratford Hall, George Washington & James Monroe's birthplace, Westmoreland State Park, and the beach town of Colonial Beach.

Dec 14 – 21

G$28,520 GYD per night

Guest favorite

Guest suite in North Beach

4.96 out of 5 average rating, 27 reviews

Brand New Guest Suite - Cozy 1 Bedroom Bungalow

New construction built as an addition; a one bedroom guest suite with a mini bar, a full bathroom and a private separate entrance. Your guest suite was built as a new addition to the classic 1940's bungalows that define North Beach. Tastefully furnished with various artwork displayed throughout the unit. The guest suite is located in North Beach, MD, only several mins walking distance to all the restaurants, shops and boardwalk pier, beach & Chesapeake Bay.

Sep 8 – 15

G$25,359 GYD per night

Guest favorite

Cottage in Shady Side

5.0 out of 5 average rating, 9 reviews

Tranquil Waterfront Cottage - 50 minutes to DC

Escape to our peaceful, riverside cottage. Enjoy sweeping views of the West River with 390 feet of private waterfront. Spectacular sunsets, blue heron and birds galore. Cottage is recently-renovated and tastefully appointed with a kitchen set for the cooking enthusiast. Expansive yard with over 2 acres - it is unusual to have this much distance from neighbors in Shady Side - and plenty of space to relax shaded by old oaks. Under an hour from DC.

Jul 21 – 28

G$74,395 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

Guest suite in Annapolis

4.97 out of 5 average rating, 117 reviews

Great reviews! Pool, DT, stadium, goats, and more!

Welcome to our private guest suite in walking distance to the Navy-Marine Corps Memorial Stadium. Enjoy the indoor pool (June-September), furnished deck and patio, wood-burning stove and more. Have access to community piers, waterfront parks, and soft launches on the Severn River. The sights and sounds of downtown Annapolis are minutes away. All while being centrally located between Washington DC, Baltimore, and the Eastern Shore.

Jan 8 – 15

G$34,680 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

Guest suite in Chesapeake Beach

4.95 out of 5 average rating, 82 reviews

Nice Guest Suite at Chesapeake Bay

Take it easy at this unique and tranquil getaway. Come and relax in our modern & comfortable guest suite to enjoy a small-town quiet setting with amazing Chesapeake Bay views. A short drive from Washington DC (45 min), Annapolis (30 Min), or Baltimore (1 hr). Groceries, boardwalks, restaurants are all within walking distance. Enjoy cable TV, high-speed Internet, and strong wifi through Xfinity.

Apr 17 – 24

G$29,258 GYD per night