
Vacation rentals with a patio near Chesapeake Bay
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Top-rated patio rentals near Chesapeake Bay
Guests agree: these stays are highly rated for location, cleanliness, and more.

Hideaway on the Bay: Waterfront Vintage A Frame
The Hideaway on the Bay is a waterfront A frame where you can disconnect from the things that can wait so you can connect with the people who matter most. A place where kids fall in love with nature, and where old friends make new memories. The house is a 2 bed 1 bath 1974 flat top A Frame that sits on two acres on the outskirts of Lusby, MD—and a low traffic hour(ish) drive from the DMV. Enjoy the indoor fireplace, outdoor fire pit, swinging chairs, kayaks, canoe, fish, and catch crabs --

Modern Moody Creekside Cottage w/ HotTub & FirePit
Escape to this beautifully remodeled guest cottage, designed for an unforgettable stay. Nestled in a serene 6.5-acre setting with private creek views, it's just minutes from shopping, breweries, and dining. Wake up to breathtaking scenery, unwind in a peaceful setting, and enjoy modern amenities. Relax by the fire pit or soak in the hot tub. Perfect for a romantic retreat or a fun-filled family getaway in the Historic Triangle. Unmatched comfort, charm, and relaxation—your perfect escape awaits!

Waterfront with sweeping bay view & private beach
Year-round private beach oasis on Chesapeake Bay! Perfect Fall & Winter Escape. An hour from DC beltway & world away. Recharge & relax to the sound of waves & sailboats. Spacious & fully renovated, with modern features, ample outdoor terraces. Enjoy long walks, nature spotting (bald eagles, rays, dolphins), shark tooth collecting. Kayaks provided! Short drive to Solomons Island, and local amenities: restaurants, bars, store, national parks & vineyards. No parties or events. Only relaxing.

Soul Oasis - home on the Chesapeake Bay
Listen to the waves of the Chesapeake Bay from the trex deck. There are 2 private community beaches in the neighborhood where you can find fossils and sharks teeth. A great place to relax and unwind. You will hear the sounds of all kinds of birds, see lots of very tiny frogs in spring and summer and maybe some deer around the house! You can also expect to see/hear aircraft from Pax River Base fly overhead! Book your stay today and let the magic of the woods and water wash away your cares.

Pretty Byrd Cottage, a Victorian Bayfront Getaway!
Imagine getting away from it all by crossing a footbridge to a private island with a Victorian cottage on your own private 3-acre lake! This property is a unique oasis that combines today's modern conveniences with the charm of elegant decor. Enter the front door and be taken in by the surrounding water views, and enjoy charming verandas and a balcony that overlook the lake and gardens surrounding the cottage. Guests can also enjoy the use of a private beach, fishing, kayaks and a paddleboat!

Waterfront, Pool + Beach, Kayak, Gameroom, Potomac
Relax - Star Gaze - Kayaks/Paddleboard - Hike - Fish - Swim - Beach & more! ☀️ Waterfront 🛶 Kayaks/Paddleboard 👨🍳 Gas griddle ⛱️ 3 Community Beaches 🔥 Fire pit 🐶 Dogs OK (Max 2) 🎯 Gameroom ⚡️EV Outlet The Riverside Retreat in Montross, VA is the perfect spot to relax and connect with nature. We offer a peaceful sanctuary that families & small groups love to visit! Ask us about your 3+ Night Promo! Book your getaway today or ❤️ us for next time!

The Little House on Back Creek
Get away and relax at this peaceful, very private and centrally-located home in the heart of Solomons Island on Back Creek with beautiful water views overlooking Solomons Harbour. The property is shared with Jacqueline Morgan Day Spa and The Blue Shell Gifts and Décor. Just a quick walk to a enjoy a massage, facial, mani/pedi, salon services and shopping! Enjoy fishing, kayaking, bicycling, walk to so many great restaurants nearby and bring your boat! Docking is available during your stay.

Private Country Beach Retreat
Welcome to Mason Jar Retreats Beach Home. Our home is a private beachfront property with the best of both country and beach living. Located on 6 acres on a private road with only a few steps to take to your private oasis on the Chesapeake Bay. Enjoy sunsets from the beautiful porches while taking in the natural surroundings. Our home is only three miles from a vineyard and winery and 20 minutes to Cape Charles with lots of shopping and dining in a quaint beach town. *LGBTQ+Friendly Home

Waterfront Log Cabin with Hot Tub
Situated on the water's edge of Muddy Creek, this newly renovated log cabin offers a unique, luxury getaway for those seeking a stay immersed in all that nature has to offer. While relaxing on the spacious outdoor deck, you will be treated with a panoramic view of Muddy Creek complete with an occasional sighting of the neighborhood eagle. Perfectly set up for a romantic getaway for two, The Log Cabin on Muddy Creek was created to provide a space for couples to rest and reconnect.

"Dragonfly" Waterfront Cottage on Chesapeake Bay
Bayfront beach vacation? Kayak out to dolphins? Breathtaking sunrises & sunsets? Yes, please! Relaxation and fun await at 'Dragonfly', a gorgeous cottage right on the Chesapeake Bay with spectacular views from every room. Nestled on acres and acres of waterfront, this magical property has its own cove for all the swimming, kayaking, SUP boarding and fishing you can manage. If you love nature, bring your water shoes and sense of adventure and we will take care of the rest!

Long Beach Cottage, Hot Tub, Beachfront
The cottage is waterfront and is a PERFECT spot for a romantic couple's getaway! honeymoon/celebrations Designed with that in mind, a kitchen w/ espresso machine, living room with wood burning fire and a romantic luxurious suite with a king bed & cozy ambiance complete w/ water views and a stunning bathroom that features a double vanity, a large soaking tub, a tile shower with a soothing 3 function rain shower is complete with luxury linens, cozy robes & soft towels...

Peace Point - Waterfront, Secluded, Home w/hot tub
Take a break and unwind at this peaceful oasis. Very quiet, and secluded waterfront getaway is the perfect spot to relax with nature. House is located approximately 150 feet from the creeks edge providing amazing views. Located on a very quiet and unpopulated creek (no other houses) off the Chesapeake Bay, our home offers a scenic deck with hot tub, waterfront fire pit with seating for up to six people, private floating dock with kayaks to explore the scenic creek.
Popular amenities for patio rentals near Chesapeake Bay
Apartment rentals with a patio

Luminous Architectural Gem

2nd floor studio apartment

Newly Constructed 2nd-Story Studio Apartment

Blue Crab Lodge

Blue House by the Zoo- Mt. Pleasant-AdMo-CoHi

Safe, quiet neighborhood close to downtown!

Luxury Design in the Heart of Dupont

Spacious Beach House Top Floors - Walk Everywhere!
House rentals with a patio

Waterfront Home: Osprey Getaway

Wellness Retreat | Sauna, Ice Bath, Hot Tub & Spa

Red Point Lighthouse

A-Frame At Oak Hills: Creekside + Hot Tub + Sauna.

Waterfront 4-BR home w/ hot tub & charging station

Waterfront Home - Dock, Kayaks, Fire Pit, Grill

Waterfront Escape • Dock, Views, Peace & Kayaks

Iconic Chesapeake. Unparalleled Luxury.
Condo rentals with a patio

Cozy beach side condo

Ocean block condo

☀️ Ocean block | Midtown OCMD

Downtown 1 BR Condo Steps to Everything

Gorgeous Beachfront! King Bed, Direct Ocean View!

1st Floor Condo in Annapolis

Stylish Coastal Loft Minutes to Rehoboth & Lewes

Luxury Oceanfront Escape!
Other vacation rentals with a patio

Waterfront Family Retreat• Private Dock • 5 BR

The Crab House - a Private, Waterfront Guest House

Charming Waterfront Cottage with Sunset Views

Sweet Bay Overlook

Tree house resort spa with sauna

Waterfront Cottage with Private Chesapeake Beach

Bay Front Beach House

Lakeside Cabin - Hot Tub, Firepit, Kayak, Arcade
Quick stats about vacation rentals with a patio near Chesapeake Bay

Total vacation rentals
Explore 4,120 vacation rentals in Chesapeake Bay

Nightly prices starting at
Chesapeake Bay vacation rentals start at G$2,092 GYD per night before taxes and fees

Verified guest reviews
Over 215,740 verified reviews to help you choose

Family-friendly vacation rentals
3,180 properties offer extra space & kid-friendly amenities

Pet-friendly vacation rentals
Find 1,870 rentals that welcome pets

Vacation rentals with a pool
600 properties feature pools

Rentals with dedicated workspaces
2,600 properties have a dedicated workspace

Wi-Fi availability
4,090 of Chesapeake Bay vacation rentals include wi-fi access

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Chesapeake Bay rentals

4.9 Average rating
Chesapeake Bay stays are highly rated by guests—averaging 4.9 out of 5!
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- Rentals with a patio United States
- Virginia Beach Oceanfront
- Busch Gardens Williamsburg
- Chincoteague Island
- Buckroe Beach
- Cape Charles Beachfront
- Water Country USA
- First Landing State Park
- Jamestown Settlement
- Norfolk Botanical Garden
- Outlook Beach
- Ocean Breeze Waterpark
- Old Dominion University
- Chrysler Museum of Art
- First Landing Beach
- Colonial Williamsburg's Merchants Square
- Neptune's Park
- Nauticus
- The Mariners' Museum
- Virginia Zoological Park
- Town Point Park
- Virginia Living History Museum
- Hampton University
- Cape Henry Light House
- USS Wisconsin (BB-64)





