
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.

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!

Charming Bungalow
Holiday Special! 20% discount, 3 night minimum - Dec 20 thru Jan 2. 4 bedroom bungalow near historic Cold Spring Village & Brewery and Cape May Winery. Lovingly restored home with architectural charm, updated bathrooms and large open kitchen and living/dining area. Located within 3 miles of Cape May beaches. Washer/dryer, sunporch, deck, den/office and plentiful onsite parking. Back of 1.3 acre property provides private access to Cold Spring Bike Path with an outdoor shower and firepit.

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.

Renovated Carytown Cottage w/ Parking & Fire-pit
This lovely renovated cottages all of the essentials and includes a fully stocked kitchen with complimentary coffee. Two bedrooms each with cozy queen beds are perfect for your couples getaway or a romantic weekend. A small but stylish Jack and Jill bathroom connects the 2 rooms. Enjoy the mornings on the front porch or evenings on the screened porch after walking to dinner on Cary Street! Shopping, brunch, cocktails..it's all right here. One off street parking spot available offsite.

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.

Hilltop @ Shiloh
Hilltop sits on a park-like estate. This NEWLY REMODLED Bungalow is part of a charming duplex, offering a private entrance and exclusive outdoor seating. Enjoy stunning views of rolling hills, ponds, and lush landscaping. Stay and refresh your soul in our peaceful cottage or explore! Close to breweries, wineries, the C&O Canal for biking and hiking, and antique shopping at the popular Lucketts Store. Just 11 miles to historic Leesburg, VA, Morven Park, or 15 miles to Frederick, MD.

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.

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.

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".
Popular amenities for bungalow rentals near Chesapeake Bay
Beachfront bungalow rentals

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

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

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

SUN HOUSE: Artist's bugalow on a sanctuary dune

Bayside Bungalow: Cozy North Beach Getaway

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

Waterfront Weekend Get Away.

Unique Beach Bungalow Pool Steps to Beach
Private bungalow rentals

Sunflower Bungalow

The Seapointe House

Original Ocean City Cottage with Hot Tub

Cozy shore bungalow

Nature's retreat @ the Bug-a-Boo. Beaches nearby

🌅🎢Bungalow 1 block to boardwalk on 4th st!

Private Suite in 1917 Craftsman 15 min to Harbor

Little Moondoggies Digs Coastal Bungalow
Other bungalow vacation rentals

*Top Floor Bungalow* | Downtown Hampton | 1 BR

The Yellow House: by Waterfront & Town Center

Cozy Bay Bungalow Paddle Boards, Fenced Yard, EV

Artist's Bungalow-Walk Metro/Parking

New, Chic River Bungalow in Historic District

Cozy Bayside Bungalow

New Bungalow with view of the South River!

Monthly | Femme Muse | $25 clean | King bed | City
Other great vacation rentals near Chesapeake Bay

Private romantic pet friendly waterfront cottage

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

Waterfront Guesthouse II on the Rappahannock

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
$98Â CAD 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
- Haven Beach
- Assateague Beach
- Buckroe Beach and Park
- Grandview Beach
- Jamestown Settlement
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