
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

A Slice of Paradise: Bowers Beach
Please note: We require guests to book the total amount of persons staying as we charge per-guest. We do not have a TV and our home is not suitable for unsupervised young children. Between Whitwell’s Delight and Bowers Beach Road, across from the old Tuthill Brothers Farm, we have a quiet space that is perfect for up to eight people to feel at home; great for couples or a tight-knit group of friends or family. We also have records, board games and puzzles to enhance the feeling of a cozy stay.

Cozy Retreat Bungalow 20min 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.

🌅🎢Bungalow 1 block to boardwalk on 4th st!
Private yard 🌞 Outdoor shower 🚿 Premium cable/ NFL RedZone/ MLB ticket! 🎟️ Beach 🚲 s Beach chairs and 🏖️! Come enjoy our 1940s bungalow, just one block from the boardwalk, one block from the bay, and brand new downtown park. Our cozy retreat offers a unique blend of vintage appeal and modern amenities. Enjoy the provided beach chairs and umbrella, afternoons in the yard, rinse off under the outdoor shower after the beach, cook in our fully stocked kitchen, or explore town on a bike.

Private Suite in 1917 Craftsman 15 min to Harbor
- 5 miles from Inner Harbor, Orioles and Ravens Stadiums, Johns Hopkins Hospital, Fells Point - Free off-street parking in charming safe well-lit neighborhood - Fastest WiFi and Laptop friendly - Pets must be preapproved. Do not book without contacting host - “5-star experience, just like home” Totally private suite including bedroom, bathroom, kitchenette and den, in a quiet, safe neighborhood in B’more’s quaint upper East side. Feel right at home in this friendly and inclusive space

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.

SaltboxBungalow! HOT TUB! Sunsets! Fully Stocked!
Stylish, romantic & cozy getaway! 2.5 blocks to gorgeous sunsets on a secluded bay beach! Linens, towels & Turkish beach towels provided. This quaint & quirky house is the perfect place for an adult respite (only non-crawling infants & kids 5 yrs & up). Stocked w/ everything you need: hot tub, gas fireplace, beach supplies, bikes, bar cart, seasonal outdoor shower, 2 fire pits, picnic table, screened in porch w/dining table & lounge area! Fun, seasonal beach bar (Harpoons) walking distance!

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.

Baybreeze Bungalow Luxury Couple’s Retreat
Baybreeze bungalow by the bay, is just blocks from the beautiful Cape May sunsets and the Cape May-Lewes Ferry. The entire bungalow is your home during your stay. It is a short walking distance to the beach and a close drive or bike-ride to the center of Cape May. This lux bungalow sleeps 2 comfortably and is great for adult getaways. All amenities for a great, worry-free, and relaxed stay are provided for you. We do not allow dogs/pets in the bungalow. There will be a $100 penalty.

Private and Cozy Bungalow Loaded with Amenities
This 650 sqft 2 story house is very cozy for a couple. There is a king size bed in the bedroom, with space for additional guests on the pullout couch downstairs. The neighbors are all very friendly! The home is fenced in with available street parking. There is a yard with a fire pit and chairs as well as a back porch to enjoy some time outside, weather permitting. Whether you are vacationing or working in the area you can enjoy this cute little home away from home.
Popular amenities for bungalow rentals near Chesapeake Bay
Beachfront bungalow rentals

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

A Block to Beach | 5 Beds, King Suite, Walkable

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

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

Bethany Beach Retreat - 10 Minutes to Ocean

Behind the Red Door in Rehoboth Beach

Original Ocean City Cottage with Hot Tub

New, Chic River Bungalow in Historic District

Cozy shore bungalow

New Bungalow with view of the South River!

Beach Vibes Bungalow
Other bungalow holiday rentals

*Top Floor Bungalow* | Downtown Hampton | 1 BR

The Purple Pad - Ocean City MD beach block cottage

Cozy Bay Bungalow Paddle Boards, Fenced Yard, EV

Artist's Bungalow-Walk Metro/Parking

*Midterm/Longterm* Buckroe Beach Bungalow EV chrg

The Milton Bungalow - Midcentury Style Experience

Bungalow Sleeps 5, near the Choptank River

Clean, Comfy & Spacious with 2 Full baths!
Other great holiday rentals near Chesapeake Bay

Private romantic pet friendly waterfront cottage

Waterfront, Dog-friendly, Hot Tub, Peleton

“Cabana by the Bay”-tiny home on a pier!

Luxe Modern Chesapeake Waterfront Oasis - 5 Star

Waterfront Getaway - View of bay from your bed

Waterfront Cottage Getaway Views/Kayaks/Fire Pit

Coastal Waterfront 1 Bedroom Cottage

Water's Edge Cottage | Luxury Retreat
Quick stats about bungalow rentals near Chesapeake Bay
Total rentals
40 properties
Nightly prices starting at
$122 NZD before taxes and fees
Total number of reviews
3.3K reviews
Family-friendly rentals
30 properties are a good fit for families
Pet-friendly rentals
10 properties allow pets
Rentals with dedicated workspaces
10 properties have a dedicated workspace
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- Bungalow rentals United States
- Virginia Beach Oceanfront
- Busch Gardens Williamsburg
- Buckroe Beach
- Water Country USA
- First Landing State Park
- Kingsmill Resort
- Haven Beach
- Assateague Beach
- Buckroe Beach and Park
- Grandview Beach
- Jamestown Settlement
- Bethel Beach
- Kiptopeke Beach
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- Piney Point Beach
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- Golden Horseshoe Golf Club
- Chrysler Museum of Art
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- Little Creek Beach
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