Bungalow rentals near Chesapeake Bay

Find and book unique bungalows on Airbnb

Top-rated bungalow rentals near Chesapeake Bay

Guests agree: these stays are highly rated for location, cleanliness, and more.

%{current} / %{total}1 / 1
Guest favourite
The exterior of the home is framed by a colorful landscape of blooming azaleas in vibrant reds and pinks. A driveway leads up to the house, which is nestled among green trees, providing a serene and inviting ambiance.
Bungalow in Baltimore
4.98 out of 5 average rating, 268 reviews

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!

Top guest favourite
The kitchen features modern appliances, grey cabinetry, and a central island with seating. Light-filled from multiple windows, the space opens to a dining area with a wooden table and woven light fixtures, enhancing the spacious and functional design.
Bungalow in Cape May
4.97 out of 5 average rating, 149 reviews

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.

Top guest favourite
The living room features a modern gray sectional sofa adorned with colorful cushions. A wooden coffee table rests on a large area rug, accompanied by two yellow accent chairs. Natural light enters through large windows, brightening the space and highlighting decorative wall art.
Bungalow in Edgewater
4.98 out of 5 average rating, 192 reviews

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.

Guest favourite
A spacious living area is furnished with a plush grey couch and armchairs, centered around a round coffee table. Natural light fills the room, showcasing the open layout that connects to a modern kitchen in the background. A ceiling fan is visible above for comfort.
Bungalow in Timonium
4.85 out of 5 average rating, 370 reviews

* 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.

Guest favourite
The exterior of a quaint house features a black and white design with a front porch adorned by a vibrant American flag. The gravel pathway leads to the entrance, surrounded by small potted plants and a spacious, tree-lined yard.
Bungalow in North Cape May
4.99 out of 5 average rating, 308 reviews

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!

Top guest favourite
The screened-in porch features a comfortable seating area with a spacious sofa and a decorative rug. A large dining table with multiple chairs is positioned nearby, illuminated by a hanging light fixture. A dog can be seen, adding to the welcoming ambiance.
Bungalow in Colonial Beach
4.93 out of 5 average rating, 119 reviews

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.

Top guest favourite
Bungalow in Richmond
4.97 out of 5 average rating, 238 reviews

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.

Top guest favourite
A light-filled seating area features a cozy armchair and ottoman, complemented by two decorative side tables with lamps. A circular mirror hangs above a dark wooden dresser, and a textured rug rests on the floor, enhancing the inviting space.
Bungalow in North Cape May
4.98 out of 5 average rating, 318 reviews

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.

Guest favourite
The exterior of a remodeled cottage is displayed, surrounded by trees and lush greenery. A spacious patio area features a table and chairs for outdoor seating. Large windows let in natural light, while a chimney adds character to the roofline.
Bungalow in Leesburg
4.93 out of 5 average rating, 145 reviews

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.

Guest favourite
An airy living space features a comfortable pullout couch adorned with decorative pillows. A mounted television is positioned above a wooden entertainment unit. The open kitchen area showcases white cabinetry and appliances, while a staircase leads to the upper level. Natural light enters through multiple windows.
Bungalow in Chesapeake
4.94 out of 5 average rating, 113 reviews

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.

Guest favourite
The living area features a spacious layout with large windows allowing natural light to fill the room. Two patterned armchairs are positioned around a central console with a television. A light fixture hangs from the ceiling, complementing the hardwood flooring and neutral wall colors.
Bungalow in Sparrows Point
4.94 out of 5 average rating, 149 reviews

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.

Top guest favourite
The bungalow features a covered porch adorned with string lights, accented by a manicured garden and flowering plants. The brick exterior is complemented by a welcoming entryway, creating an inviting atmosphere. Meticulous attention to cleanliness is emphasized in the home’s maintenance.
Bungalow in Richmond
4.98 out of 5 average rating, 651 reviews

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

Quick stats about bungalow rentals near Chesapeake Bay

  • Total rentals

    40 properties

  • Nightly prices starting at

    $98 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

Destinations to explore

  1. Airbnb
  2. United States
  3. Chesapeake Bay
  4. Bungalow rentals