
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.

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!

Carytown 2 Bedroom House You Need To See!
Amazing 2 bedroom House in the heart of Carytown area of Richmond, VA. Close to Virginia Museum of Fine Arts, Local Breweries, Historical Byrd Theater, downtown, Browns Island, Belle Island, and many other local RVA Historical sites. House is fully furnished and will sleep up to 6 people. Includes internet, washer and dryer, Coffee, and office workspace. Great for a corporate rental! House is pet friendly but I do charge ADDITIONAL $20 per day per pet fee. Don't miss out on this RVA gem!

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.

Beachside Cottage: Yard, Porch, Walk to BEACH
Step into this bright 1940s beach cottage, just a short walk from Chesapeake Bay and local dining spots. Bedroom 1: Queen bed Bedroom 2: Two twin beds with a trundle, convertible to a king Relax on the breezy front porch or under the live oak in the serene backyard. Enjoy an equipped kitchen, cozy dining area, comfortable living room, and in-unit laundry for your convenience. Ideal for families, couples, or medium-term stays, this charming retreat promises comfort and proximity to the beach.

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*

🌅🎢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.

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.

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.

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.

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 recently rebuilt pier & L-shaped deck (2026) that is ideal for crabbing, fishing, birdwatching (osprey nest nearby), launching a kayak, or enjoying a cocktail during the season. Stunning waterfront and sunset views. Enjoy birdwatching, kayaking, or a soak in the hot tub.

Private bungalow with fire pit near Easton, Denton
- High-speed Internet - Premium Samsung washer and dryer - Fire Pit - Level 2 EV Charger - Two (2) cruiser bicycles - Memory foam mattresses - Full kitchen - Smart TV - Quiet, secluded space with easy access - 5 minutes to Denton - 15 minutes to Easton - 15 minutes to Centreville - 30 minutes to St. Michaels Located just minutes from both Easton and Tuckahoe State Park, you'll have endless opportunities for outdoor adventure.
Popular amenities for bungalow rentals near Chesapeake Bay
Beachfront bungalow rentals

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

The Real Thing-BEACH HOUSE! 2 bd 2 bath!

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
Private bungalow rentals

The Yellow House: by Waterfront & Town Center

Behind the Red Door in Rehoboth Beach

*Midterm/Longterm* Buckroe Beach Bungalow EV chrg

Cozy shore bungalow

The Eventide at Serenity Lane

Key West Bungalow by the Bay

Bungalow Sleeps 5, near the Choptank River

Bright Bungalow - Kid and Pet friendly with a Yard
Other bungalow vacation rentals

Bethany Beach Retreat - 10 Minutes to Ocean

Navy Ranch minutes to Bay Beach and Base

56th Street Beach Boys Bungalow

Riptide Beach House

Pet-Friendly Downtown Beach Bungalow

New Bungalow with view of the South River!

City Tiny House | Near River | Getaway | King |

Our Home is Your Goal When You Play @ DE Turf
Other great vacation rentals near Chesapeake Bay

Waterfront, Dog-friendly, Hot Tub, Gas Fireplaces

The Laughing King Retreat Honeymoon Island Cottage

Waterfront Guesthouse II on the Rappahannock

Private Waterfront Home W/ Hot Tub, Dock & Kayaks

Long Beach Cottage, Hot Tub, Beachfront

Hideaway on the Bay: Waterfront Vintage A Frame

Waterfront-View of Bay from your Bed

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 3,430 verified reviews to help you choose

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

Pet-friendly vacation rentals
Find 20 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
- Beach house rentals Chesapeake Bay
- Private suite rentals Chesapeake Bay
- Rentals with beach access Chesapeake Bay
- Rentals with outdoor seating Chesapeake Bay
- Rentals with a sauna Chesapeake Bay
- Rentals with a fireplace Chesapeake Bay
- House rentals Chesapeake Bay
- RV rentals Chesapeake Bay
- Family-friendly rentals Chesapeake Bay
- Rentals with a hot tub Chesapeake Bay
- Rentals with an EV charger Chesapeake Bay
- Rentals with an accessible height bed Chesapeake Bay
- Apartment rentals Chesapeake Bay
- Beach condo rentals Chesapeake Bay
- Vacation home rentals Chesapeake Bay
- Condo rentals Chesapeake Bay
- Cottage rentals Chesapeake Bay
- Fitness-friendly rentals Chesapeake Bay
- Smoking-friendly rentals Chesapeake Bay
- Tiny house rentals Chesapeake Bay
- Boat rentals Chesapeake Bay
- Loft rentals Chesapeake Bay
- Cabin rentals Chesapeake Bay
- Rentals with a home theater Chesapeake Bay
- Resort rentals Chesapeake Bay
- Campsite rentals Chesapeake Bay
- Rentals with a patio Chesapeake Bay
- Boutique hotels Chesapeake Bay
- Rentals with a kayak Chesapeake Bay
- Pet-friendly rentals Chesapeake Bay
- Townhouse rentals Chesapeake Bay
- Villa rentals Chesapeake Bay
- Bed and breakfasts Chesapeake Bay
- Guesthouse rentals Chesapeake Bay
- Rentals with pools Chesapeake Bay
- Beachfront rentals Chesapeake Bay
- Waterfront rentals Chesapeake Bay
- Rentals with a fire pit Chesapeake Bay
- Rentals with a washer and dryer Chesapeake Bay
- Rentals with lake access Chesapeake Bay
- Hotel rooms Chesapeake Bay
- Rentals with breakfast Chesapeake Bay
- Farmstay rentals Chesapeake Bay
- Rentals with an accessible height toilet Chesapeake Bay
- Bungalow rentals United States
- Chincoteague Island
- Virginia Beach Oceanfront
- Busch Gardens Williamsburg
- Cape Charles Beachfront
- Buckroe Beach
- Water Country USA
- First Landing State Park
- Jamestown Settlement
- Outlook Beach
- Norfolk Botanical Garden
- Old Dominion University
- First Landing Beach
- Chrysler Museum of Art
- Neptune's Park
- Colonial Williamsburg's Merchants Square
- The Mariners' Museum
- Nauticus
- Town Point Park
- Hampton University
- Virginia Living History Museum
- Cape Henry Light House
- USS Wisconsin (BB-64)
- Mount Trashmore Park
- Virginia Beach Convention Center





