
Bungalow rentals near Chesapeake Bay
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Top-rated bungalow rentals near Chesapeake Bay
Guests agree: these stays are highly rated for location, cleanliness, and more.

Quantico 2BR Home ~Train Potomac River Graduations
This 1925 Bungalow is a relaxing space whether visiting Quantico for TBS/OCS/FBI graduations or sightseeing. Amtrak and VRE train stop under 5 minute walk direct to Alexandria, Crystal City, or DC (Union Station). In town you can fish, watch the sunset at the Potomac River, visit restaurants, or drive 5 minutes to the golf course (open to public). For DoD Cardholders it is 7 min walk to theater/gym/bowling. Town access is through military base. REALID is needed to use the highway to town

Cozy Retreat Bungalow 20 min to downtown Baltimore
Welcome home! Whether you are in town for business or leisure, this home will meet your needs at a very competitive price, and we are only 20 minutes from downtown Baltimore. If you're looking for a clean, comfortable, airy, and memorable home for your trip, congratulations, you just found it! No more worries about finding parking, handling the noise from neighbors above or below you, or sharing the house with anybody else. The entire house is all yours to enjoy. You will enjoy your stay here!

Nature's retreat @ the Bug-a-Boo. Beaches nearby
We're inside a lovely gated campground community with full amenities @ the Club House: Wi-Fi, pool, fishing n crabbing, boat ramp, laundry, and bath houses. The Bug-a-Boo is a lovely single dwelling home. It is ADA handicap accessible. There's an outdoor fire pit and space for camping. We are 20 miles from Chincoteague National Wildlife Refuge with miles of protected beaches. This is a peaceful place for soul searching & social distancing. We are also 42 mi from Assateague Is. Nat. Seashore.

Walkable Carytown Charmer | 2BR/2BA by James River
Experience Richmond like a local in this cozy, renovated home located in one of the city’s most beloved neighborhoods. This 2-bed, 2-bath entire home blends charm, comfort, and walkability—perfect for couples, small families, wedding guests, or a relaxed getaway with friends. Step outside and your moments from everything that makes Richmond special. Walk to the shops, restaurants of Carytown, explore cultural landmarks, etc. Outdoor lovers will appreciate being just minutes from River access!

Charming Bungalow in the heart of Carytown
Perfect Richmond Bungalow located in the heart of Carytown. House includes: internet, full kitchen, dining room, office space, front porch, and a fenced-in front and back yard. In walking distance from restaurants, shopping, a brewery, and grocery stores. Located near Byrd Park, the Carillon, and Maymont park and is less than a mile from the VMFA and Virginia Museum of History. Dog friendly - no other animals permitted *New backyard fence, new pullout sofa-bed, and freshly painted interior*

Peaceful Setting with Chic, Thoughtful Style
Settle down for a peaceful night's sleep in the four-poster bed at this tranquil cottage in the woods. The soft gray color palette along with beautiful hardwood floors creates a calm, fresh feel, while the screen porch offers a quiet spot for restful afternoons. This serene retreat sits minutes away from Annapolis. The waterfront community has a beach a short walk away for launching kayaks and taking relaxing strolls. There is also easy access to Baltimore, Washington, and the Eastern Shore.

* Stunning Bungalow Perfect for Everyone *
You'll love your stay at this charming and cozy 1 level bungalow!! It offers a brand new high quality renovation convenient to all the Baltimore hot spots. The open layout coupled with stylish finishes and decor will make you feel right at home. It's fully stocked with almost every possible thing you could imagine for your use! Really no need to bring anything but yourself and clothes. The 3 bedrooms with a movable foldaway queen sofabed can sleep 8 comfortably. Plenty of parking available.

Reel Lucky on Lossing - Walk to Beach/Pet Friendly
3 bed/2 bath bungalow centrally located on "the Point" and walking distance to the beach and downtown Colonial Beach! Relax on the screened-in front porch. Perfect for both family and friends' gatherings, with two TVs and a kitchen ready for cooking. There is an outdoor shower and a shed with beach chairs etc. Monthly/weekly rentals available and there are restaurants, breweries, wineries, and a tiki bar nearby. It is close to Dahlgren and around 2 hours from DC. 10% military discount.

Boatyard Bungalow, 6 beds; 2 Full Baths-Waterfront
The original schoolhouse for Edgemere that was built in 1898 and converted to a residential home/marina in the 1950s. With over 2,200 sq. ft., it's a perfect environment for wedding venue preparations, family and friend reunions. Please don't exceed maximum number of twelve (12) guests at any one time in the house, during the day; or ten (10) staying the night in the house. Additional Pirate & Mermaid Bath House on property will be available by end of May 2024.

North Bank Bungalow! Hot Tub, Near FAN & Maymont
Located two blocks from Maymont Park, a few blocks from Texas Beach, a mile to Cary Street and easy access to the rest of the fan! Includes internet, washer/dryer, coffee, office workspace, hot tub and fire-pit. Would be great as a corporate rental or for any occasion in RVA. Enjoy world renowned breweries including the new Veil Brewing location, top notch eats, arts and so much more all in close proximity!

The Bungalow... an Urban Oasis!
"The Bungalow" will delight the traveler looking for an urban oasis. Eclectic with 1942 charm. Covered porch is everyones favorite and overlooks relaxed garden and pond with privacy fencing. Downtown, Carytown, VFMA, Lewis Ginter Botanical Garden, Ballpark, VCU, multiple Breweries and unlimited culinary experiences are minutes away! (Look under "Other details to note" for Dog info".

Cozy waterfront getaway on the Bay
This 2 BR renovated waterfront home has a large, modern kitchen, comfy living rm and den, new HVAC, woodburning fireplace and hot tub. Hi speed FIOS & WiFi. Large pier & L-shaped deck ideal for crabbing and fishing during the season. Stunning waterfront and sunset views. Enjoy birdwatching, kayaking, or a soak in the hot tub.
Popular amenities for bungalow rentals near Chesapeake Bay
Beachfront bungalow rentals

The Barefoot Bungalow-Unit B-Steps From The Sand!

Bayside | Walk to Sand • Fenced Yard • EV Charger

The Barefoot Bungalow-Unit A-Steps From The Sand!

New! Sandy Dunes on the Bay

#Buckroe Bungalow ~Escape to the Beach 2mins Away!

SUN HOUSE: Artist's bugalow on a sanctuary dune

Waterfront Weekend Get Away.

Bayside Bungalow: Cozy North Beach Getaway
Private bungalow rentals

The Yellow House: by Waterfront & Town Center

Welcome to Mermaid Haven!

New, Chic River Bungalow in Historic District

Private Suite in 1917 Craftsman 15 min to Harbor

New Bungalow with view of the South River!

Private bungalow with fire pit near Easton, Denton

Entire 3 Bedrooms Single Bungalow in Arlington

Whiskers & Wine ~ Charming Bungalow in RVA
Other bungalow vacation rentals

1 Mile to Beach -BayHouse with Loft -Norfolk Va.

Mid century Ranch minutes to beach and base

Charming 3BDR Bungalow Near Annapolis

56th Street Beach Boys Bungalow

*Midterm/Longterm* Buckroe Beach Bungalow EV chrg

Key West Bungalow by the Bay

Cozy bungalow minutes from James River

Beachside Cottage: Yard, Porch, Walk to BEACH
Other great vacation rentals near Chesapeake Bay

Private romantic pet friendly waterfront cottage

Peace Point - Waterfront, Secluded, Home w/hot tub

Waterfront FamilyFriendly Home Improved for 2023

Private Country Beach Retreat

Waterfront Guesthouse II on the Rappahannock

Long Beach Cottage, Hot Tub,Wood Burning Fireplace

Hideaway on the Bay: Waterfront Vintage A Frame

Beach Front and 'Perfectly Placed'
Quick stats about bungalow rentals near Chesapeake Bay

Total vacation rentals
Explore 40 vacation rentals in Chesapeake Bay

Nightly prices starting at
Chesapeake Bay vacation rentals start at G$12,548 GYD per night before taxes and fees

Verified guest reviews
Over 3,520 verified reviews to help you choose

Family-friendly vacation rentals
30 properties offer extra space & kid-friendly amenities

Pet-friendly vacation rentals
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
20 properties have a dedicated workspace

Wi-Fi availability
40 of Chesapeake Bay vacation rentals include wi-fi access

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

4.8 Average rating
Chesapeake Bay stays are highly rated by guests—averaging 4.8 out of 5!
Destinations to explore
- Private suite rentals Chesapeake Bay
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- Bungalow rentals United States
- Virginia Beach Oceanfront
- Busch Gardens Williamsburg
- Chincoteague Island
- Water Country USA
- First Landing State Park
- Buckroe Beach
- Jamestown Settlement
- Cape Charles Beachfront
- Outlook Beach
- Norfolk Botanical Garden
- Ocean Breeze Waterpark
- Chrysler Museum of Art
- Virginia Zoological Park
- Colonial Williamsburg's Merchants Square
- Nauticus
- Town Point Park
- Old Dominion University
- Virginia Living History Museum
- First Landing Beach
- Chrysler Hall
- USS Wisconsin (BB-64)
- Hampton University
- The NorVa
- Neptune's Park




