Manor And Mutts #2 - Beach Front, Pet Friendly, Wi-fi, Parking, W/d, King Bed
3 6
cottage , Norfolk
This charming beach house is situated in Willoughby Spit, just a short distance from Norfolk Beaches, Sarah Constant Shrine Beach, and Ocean View Beach. The cottage is rated very good by previous guests. This comfortable holiday home has three bedrooms and can accommodate up to eight guests. The property includes a fully equipped kitchen, a fireplace, a patio, a garden, and free Wi-Fi, as well as a playground and barbecue grills for guests to enjoy.
10 1 review
Chesapeake Bay
29/08 – 05/09
A$211/nighttotal: A$1477 (7 )
Ruscincys Rest "Minutes Drive To Orioles Stadium"
1 2
cottage , Baltimore
Ruscincy's Rest, a one-bedroom cottage in Arcadia, Baltimore, is located a short drive (approximately 2-3km) from Oriole Park at Camden Yards and offers easy access to Baltimore's Inner Harbour. This self-catering property sleeps two, features air-conditioned rooms with ironing boards, and includes a shower and hairdryer in the bathroom; nearby attractions include the National Aquarium and Port Discovery Children's Museum.
Chesapeake Bay
27/06 – 04/07
A$558/nighttotal: A$3906 (7 )
3 Bedrooms Cottage Suite Village In King's Creek Weekly Booking 8 Days/7nights
3 3
cottage , Williamsburg
This Williamsburg holiday home is situated in a resort neighbourhood, approximately 8 km from Jamestown Settlement and Historic Jamestowne, and within a reasonable driving distance of Busch Gardens Williamsburg and Water Country USA. The three-bedroom property sleeps up to eight guests, offering three bathrooms, full kitchens, private decks with BBQ grills, gas fireplaces, Wi-Fi, flat-screen TVs, and proximity to major attractions.
10 11 reviews
Chesapeake Bay
30/07 – 05/08
A$489/nighttotal: A$2934 (6 )
Oyster Cottage - Walk To Shops , Mainstay Music Venue And The Bay!
2 6
cottage , Rock Hall
Oyster Cottage is a charming holiday home situated just a short walk from the waterfront in Rock Hall, offering easy access to shops, restaurants, and entertainment. The cottage consistently receives excellent reviews from guests, highlighting its comfortable and convenient location. The property features two bedrooms, accommodating up to seven guests, making it ideal for families or groups of friends. The cottage offers a range of amenities including a fully equipped kitchen, a private garden, and a patio for outdoor dining, ensuring a relaxing and enjoyable stay.
9.2 7 reviews
Chesapeake Bay
01/10 – 05/10
A$260/nighttotal: A$1040 (4 )
Charming 1br Cottage W/ Wifi, Ac In Wonderful Wye Mills
2 3
cottage , Queenstown
This Queenstown cottage, near the Avalon Theatre and Third Haven Friends Meeting House, offers a convenient base for exploring local attractions such as the Hazel Miner Monument and Adkins Arboretum, although precise distances are unavailable. The self-catering property features two bedrooms, one bathroom, sleeps four guests, and includes amenities such as Wi-Fi, air conditioning, parking, and a garden with a terrace; a washing machine and a kitchen with a fridge and microwave are also provided.
9.6 45 reviews
Chesapeake Bay
29/08 – 05/09
A$368/nighttotal: A$2576 (7 )
3b/1fb/kitchen, Center Of Town, The Cottage @ The Manor
3 2
cottage , Port Deposit
This charming cottage is located just nine miles from Hollywood Casino, Garrett Island Beach, and Perry Point VA Medical Center, offering a peaceful retreat in a scenic riverside location. It has consistently received excellent ratings from previous guests for its cleanliness, location, and overall experience. The three-bedroom property spans 177 square metres and is ideal for families or groups of friends. It comes equipped with a modern kitchen, a private fenced garden, a fitness centre, a spa tub, and a barbecue grill, providing everything you need for a comfortable and enjoyable stay.
9.8 28 reviews
Chesapeake Bay
30/07 – 05/08
A$306/nighttotal: A$1836 (6 )
Bubba Butler's Cottage
3 6
cottage , Urbanna
This Locust Hill cottage, near Urbanna, Virginia, is conveniently located within 15km of the Middlesex County Museum, Piankatank River Golf Club, and Urbanna Historic District, and 19km from White Stone Beach. This three-bedroom, two-bathroom holiday home sleeps six, offering in-unit laundry facilities, a hair dryer, and iron, and is ideal for exploring the Northern Neck's historical sites and natural beauty.
9.8 33 reviews
Chesapeake Bay
01/10 – 05/10
A$245/nighttotal: A$980 (4 )
Bee Humble Cottage W/in 20mins To Public Beaches
2 3
cottage , Gloucester Courthouse
This family-friendly cottage is located in a peaceful rural area of Gloucester Courthouse, just 13km from Riverside Walter Reed Hospital and within a 32km radius of Gloucester Point Beach Park and Machicomoco State Park. It has received excellent user ratings, making it a popular choice for travellers seeking a relaxing escape. The two-bedroom cottage spans 102 square metres and comfortably accommodates up to four guests. It offers a range of amenities, including a fully equipped kitchen, a private garden, a swimming pool, a spa, and access to a nearby water park, ensuring a comfortable and enjoyable stay.
10 6 reviews
Chesapeake Bay
29/08 – 05/09
A$296/nighttotal: A$2072 (7 )
The Cottage At Merryland Farm
1 2
cottage , Kingsville
This self-catering cottage, situated in Hydes, Baltimore County, Maryland, offers a rural retreat approximately 24km from Kingsville, close to Oregon Ridge Nature Center and Greencroft Open Space. The 74 square metre property, sleeping up to three guests, features a bedroom, bathroom, kitchen with fridge and microwave, air conditioning, garden, parking, internet access, and allows well-behaved dogs (with prior approval and fee); additional bedrooms are available in the main house.
Chesapeake Bay
29/08 – 05/09
A$287/nighttotal: A$2009 (7 )
Lake Access, Tranquil Acreage: Farnham Cottage
2 2
cottage , Lancaster
This waterfront lodge in Farnham, Virginia, is located on a lake that feeds into the Rappahannock River, offering proximity to Belle Isle State Park (16 kilometres) and the Lancaster Virginia Historical Society (24 kilometres). This 120 square metre holiday home accommodates up to five guests with two bedrooms, two bathrooms, and a sleeping loft, featuring direct lake access with a canoe and fishing dock, a spacious garden and deck, and is equipped with air conditioning, central heating, and a washer/dryer.
10 108 reviews
Chesapeake Bay
23/08 – 28/08
A$417/nighttotal: A$2085 (5 )
Firefly Cottage At The Cape, Hot Tub, Community Beach, Strawberry Festival, Usna
1 2
cottage , Arnold
This charming cottage is located in Cape Saint Claire, just a short drive from Arnold's attractions, including Sandy Point State Park and Sandy Point Beach. The cottage has received excellent user ratings, making it a popular choice for travellers. This holiday home offers 61 square metres of space, comfortably accommodating up to 5 guests in its one bedroom and one bathroom. The cottage is equipped with a range of amenities, including a fully fitted kitchen, a spa, a terrace, a garden, parking and Wi-Fi, ensuring a comfortable and enjoyable stay.
8.8 3 reviews
Chesapeake Bay
23/08 – 28/08
A$352/nighttotal: A$1760 (5 )
Cottage On The Bay
2 2
cottage , Long Beach
This family-friendly beach lodge in St. Leonard, Maryland, offers access to three private community beaches and is situated within 160 kilometres of Washington D.C. and Joint Base Andrews, 72 kilometres from Waldorf, and 24 kilometres from Solomons Island. This two-bedroom holiday home accommodates up to four guests, featuring two smart TVs, a bathroom with a tub, a living area with a pellet stove, a fully equipped kitchen, and on-site laundry facilities, with shared amenities including a fire pit and kayaks for exploring the bay.
Best family friendly Chesapeake Bay cottages
Among the 570 accommodations in Chesapeake Bay, here are the 4 best family friendly cottages
10 32 reviews
Chesapeake Bay
29/08 – 05/09
A$359/nighttotal: A$2513 (7 )
Beach Cottage By The Sea....
2 2
cottage , Kilmarnock
This charming cottage is situated just 15km from the Reedville Fishermen's Museum, Smith Point Marina, and Buzzard's Point Marina, with the Northern Neck Farm Museum a short 16.4km drive away. It enjoys a peaceful location near the beach, making it a perfect escape for those seeking a relaxing getaway. The property has received excellent reviews from previous guests. This two-bedroom holiday home can comfortably accommodate up to six guests. It comes equipped with a fully fitted kitchen, a terrace, a garden, and parking, as well as air conditioning, Wi-Fi, a dishwasher, and a microwave.
10 84 reviews
Chesapeake Bay
29/08 – 05/09
A$344/nighttotal: A$2408 (7 )
Waterfront Cottage In Beautiful Hoopers Island
2 2
cottage , Chesapeake Ranch Estates
This waterfront cottage is located in Chesapeake Ranch Estates, just 5km from Middle Hooper Island and 8km from Lower Hooper Island, offering a peaceful escape in a picturesque setting. It has received excellent user reviews, making it a popular choice for travellers. The cottage spans 54 square metres and comfortably accommodates up to 5 guests in its two bedrooms and one bathroom. It includes a fully equipped kitchen, a garden, a terrace, and free Wi-Fi, allowing you to enjoy both indoor and outdoor relaxation, as well as easy access to the surrounding natural beauty.
9.9 130 reviews
Chesapeake Bay
30/07 – 05/08
A$717/nighttotal: A$4302 (6 )
The Little Blue Cottage - Topping : Waterfront!
3 6
cottage , White Stone
This waterfront cottage is situated in White Stone, Virginia, just a short drive from award-winning restaurants and a marina. The cottage has consistently received excellent reviews for its location, cleanliness, and overall experience. The cottage spans 126 square metres and comfortably accommodates up to six guests in its three bedrooms and two bathrooms. Enjoy stunning views of the bay and creek from the porch swings, take advantage of the high-speed internet, and explore the area by kayak, launching from the floating dock or nearby community boat ramp.
9.2 11 reviews
Chesapeake Bay
30/07 – 05/08
A$565/nighttotal: A$3390 (6 )
Be Persuaded To Experience This Vintage Cottage By The Sassa
4 6
cottage , Galena
This charming cottage is located on the banks of a river, just 20 kilometres from attractions like Dutch Country Farmers Market, Betterton Beach, and Washington College. It has received excellent reviews from previous guests. This four-bedroom property comfortably sleeps eight guests and includes two bathrooms. The cottage offers a fully-equipped kitchen, a garden, barbecue facilities, a terrace, free Wi-Fi, and parking.
Best Chesapeake Bay cottages with a garden
10 308 reviews
Chesapeake Bay
29/08 – 05/09
A$384/nighttotal: A$2688 (7 )
Summertime Where The Livin Is Easy At The Rivah In Irvington!
2 2
cottage , Irvington
This charming cottage is located just a short distance from the Steamboat Era Museum and Historic Christ Church, offering a tranquil escape from the hustle and bustle of the city. Guests consistently rate this property as excellent, highlighting its peaceful setting and comfortable amenities. The cottage provides spacious accommodation for up to four guests, with two bedrooms and two bathrooms spread across 158 square metres. Guests can enjoy a range of amenities, including a fully equipped kitchen, a private garden, a spa, a tennis court, and a barbecue grill, making it ideal for families or groups seeking a relaxing retreat.
Chesapeake Bay
29/08 – 05/09
A$230/nighttotal: A$1610 (7 )
Discover Onancock... "A Little Slice Of Nowhere Else."
1 2
cottage , Onancock
This 1950s waterside bungalow is located in Historic Downtown Onancock, offering views of Onancock Creek and walking access to dining, shopping, and cultural attractions such as the North Street Playhouse and Red Queen Gallery. This one-bedroom holiday home sleeps two guests and features a private dock for kayaking and relaxation, with amenities including internet and air conditioning.
9.0 8 reviews
Chesapeake Bay
01/10 – 05/10
A$367/nighttotal: A$1468 (4 )
Peaceful Suite On The Water "Osprey." Sunrise Over The River From Your Porch.
1 3
cottage , Benedict
This Benedict beach house is situated near the Dr Samuel A Mudd House Museum and Drum Point Lighthouse, offering private beach access with over 150 metres of shoreline and a 120-metre pier, and is a 15-minute drive (approx. 24km) from local amenities. Sleeping six, this self-catering property boasts a queen bed, bunk beds, and a sofa bed, plus a fully equipped kitchen, air conditioning, a terrace, garden, spa, and a gas grill; enjoy birdwatching at Walter's Walk sandbar and explore nearby attractions.
9.4 20 reviews
Chesapeake Bay
01/10 – 05/10
A$317/nighttotal: A$1268 (4 )
Comfortable & Private 2 Bedrm Cottage W/ King Bed.
2 3
cottage , Portsmouth
This charming cottage is situated just 1.6 kilometres from Rivers Casino Portsmouth and Portsmouth City Park, making it a great base for exploring the city. It has received excellent reviews from previous guests. This cosy home has two bedrooms and a bathroom, covering 76 square metres, and can accommodate up to 5 guests. The property offers a fully equipped kitchen, a terrace, a garden, parking, free Wi-Fi, and a range of entertainment options.
Frequently asked questions about cottages in Chesapeake Bay
What would be a good 2-days itinerary for visiting Baie de Chesapeake?
You could spend a day exploring Annapolis, the state capital of Maryland, with its charming historic district and waterfront. The next day, head to the Eastern Shore for a taste of small-town life and stunning scenery. You could visit St. Michaels, a picturesque town with a rich maritime history, or explore Assateague Island National Seashore, home to wild horses.
What part of Baie de Chesapeake is ideal for renting a cottage?
The Eastern Shore is a popular choice for cottage rentals, offering a peaceful escape from the hustle and bustle of city life. Areas like St. Michaels, Easton, and Ocean City provide a range of options, from quaint waterfront cottages to spacious homes with private docks.
What are the best cottages with a pool in Chesapeake Bay?
When is the best time to rent a cottage in Baie de Chesapeake?
The shoulder seasons, spring and autumn, offer the best of both worlds: pleasant weather and fewer crowds. You can enjoy the beauty of the bay without the summer heat and crowds. However, if you prefer warm weather and outdoor activities, summer is also a good time to visit.
What are the best cottages with a jacuzzi in Chesapeake Bay?
What are the can't-miss sights in Baie de Chesapeake?
You can't miss the Chesapeake Bay Bridge, a stunning engineering feat that connects the Eastern Shore to the mainland. The National Aquarium in Baltimore is a must-visit for marine life enthusiasts. And for a glimpse of nature's beauty, explore Assateague Island National Seashore, home to wild horses and diverse wildlife.
What are the best cottages for families and kids in Chesapeake Bay?
Why consider renting a cottage in Baie de Chesapeake for your stay?
Renting a cottage offers a unique and relaxing experience. It gives you a chance to enjoy the tranquility of the bay, with easy access to local attractions and activities. Many cottages come with amenities like private docks, fire pits, and outdoor spaces, perfect for enjoying the fresh air and scenic views.
What are the best pet friendly cottages in Chesapeake Bay?
Can you easily explore Baie de Chesapeake on foot or by bike?
While some areas offer walking and cycling paths, exploring Chesapeake Bay is best done by car. The bay is vast and spread out, with many attractions located a distance apart. Driving allows you to explore the diverse landscapes and towns that make up the region.
What are the best cottages with parking in Chesapeake Bay?
What are the best restaurants in Baie de Chesapeake with nature views?
The Chart Room in St. Michaels offers breathtaking views of the harbour while you enjoy fresh seafood. The Blackwall Hitch in Annapolis has a waterfront patio with stunning views of the Chesapeake Bay Bridge.
What family-friendly activities are available in Baie de Chesapeake?
The Chesapeake Bay Maritime Museum in St. Michaels offers interactive exhibits and boat tours for all ages. Assateague Island National Seashore is a great place for kids to spot wildlife, explore the beach, and learn about the natural environment. The Maryland Science Center in Baltimore is another excellent option for families with interactive exhibits and educational programs.
Destinations nearby
Best Chesapeake Bay cottages with a jacuzzi
Among the 570 accommodations in Chesapeake Bay, here are the 4 best cottages with a jacuzzi
9.8 16 reviews
Chesapeake Bay
01/10 – 05/10
A$593/nighttotal: A$2372 (4 )
Beachfront Hideaway - Pet Friendly, Hot Tub, Ev
2 3
cottage , Heathsville
This waterfront holiday home in Lottsburg, Virginia, boasts 100+ feet of private beach access (tide dependent) and is situated approximately 320 km from Washington, D.C., and 6.4 km from the Maryland shoreline across the Potomac River. The 102-square-metre property sleeps five guests in two bedrooms and one bathroom, offering a Jacuzzi, kayaks for exploring the Potomac River and Chesapeake Bay, a fully equipped kitchen with a dishwasher, and blazing-fast broadband internet, plus a ChargePoint Level 2 EV charger.
10 3 reviews
Chesapeake Bay
29/08 – 05/09
A$459/nighttotal: A$3213 (7 )
Bungalow W/ Large Yard: 8 Mi To Cape Charles Beach
1 2
cottage , Cheriton
This Cheriton cottage, situated 13km from Cape Charles' historic district and beaches, provides easy access to Bay Creek Resort (14km) and Kiptopeke State Park (19km). The 37 square metre self-catering property sleeps four, boasting two bedrooms, one bathroom, a Jacuzzi, a terrace, a garden, parking, and a well-equipped kitchen including a dishwasher and a Keurig coffee machine, plus on-site hot tub and gas grill.
9.8 16 reviews
Chesapeake Bay
23/08 – 28/08
A$1561/nighttotal: A$7805 (5 )
Hays Beach House - Hot Tub - Private Beach
5 2
cottage , Piney Point
This five-bedroom cottage is located in Point Lookout, a rural beachside neighbourhood in Scotland, MD, approximately 24 kilometres from Piney Point. The property has consistently received excellent reviews from guests. The cottage can accommodate up to 12 guests and features a fully equipped gourmet kitchen, a private hot tub with bay views, and a screened porch. Guests can enjoy direct access to a private beach for crabbing, fishing, kayaking, and stand-up paddle boarding, as well as a Tesla charger and contactless check-in.
9.9 183 reviews
Chesapeake Bay
01/10 – 05/10
A$453/nighttotal: A$1812 (4 )
Cozy Cottage W/ Hot Tub, Pool Table, Fenced Yard
3 3
cottage , Norfolk
This charming cottage is located in Bayview, Norfolk, just 1.8km from Norfolk Beaches and within 5km of Community Beach and Ocean View Beach. It has received excellent ratings for location, cleanliness, and user experience. The cottage offers 3 bedrooms and 93 square metres of space, comfortably accommodating up to 6 guests. It features a fully equipped kitchen, a private fenced yard, and a terrace, making it perfect for families and groups looking for a relaxing and enjoyable stay.
Best pet friendly Chesapeake Bay cottages
Among the 570 accommodations in Chesapeake Bay, here are the 4 best pet friendly cottages
9.9 68 reviews
Chesapeake Bay
29/08 – 05/09
A$1025/nighttotal: A$7175 (7 )
Rodo Beach Cottage - Dog Friendly Private Beach With Pier - Tesla Charger
3 2
cottage , Piney Point
This charming cottage is located in Piney Point, Maryland, just a short distance from the Chesapeake Bay. It benefits from excellent user, location and cleanliness ratings. The cottage has three bedrooms, accommodating up to eight guests, and offers a range of amenities, including private beach access, a fishing pier, kayaks and stand-up paddle boards, a Tesla charger, and contactless check-in.
8.6 16 reviews
Chesapeake Bay
30/07 – 05/08
A$743/nighttotal: A$4458 (6 )
Manor And Mutts #1 - Beach Front, Pet Friendly, High Speed Wifi, Private
4 6
cottage , Norfolk
This beach house is located in Willoughby Spit, just 3 kilometres from Norfolk Beaches, Sarah Constant Shrine Beach, and Ocean View Beach, offering a peaceful escape from the city bustle. It has received very good ratings from previous guests. The property has 4 bedrooms and can accommodate up to 8 guests. It comes equipped with a fully fitted kitchen, a terrace, and a private garden, perfect for enjoying the Norfolk sunshine and making the most of the area's attractions.
9.6 128 reviews
Chesapeake Bay
01/10 – 05/10
A$653/nighttotal: A$2612 (4 )
John Bruff Waterview Cottage - On Harbor And On Park - In Town St. Michaels!
2 3
cottage , Easton
This charming cottage is situated in St. Michaels, a short walk from the St. Michaels Museum, Chesapeake Bay Maritime Museum, and St. Michaels Winery, offering easy access to the town's historical attractions. It has received excellent reviews from previous guests, highlighting its family-friendly atmosphere and comfortable amenities. The property spans 130 square metres and comfortably accommodates up to five guests in its two bedrooms and three bathrooms. Guests can enjoy a range of facilities including a private swimming pool, a tennis court, and a spa, as well as a fully equipped kitchen, a garden, and a terrace.
Chesapeake Bay
30/07 – 05/08
A$739/nighttotal: A$4434 (6 )
Water Front Estate On Farm Cidery. Pet Friendly With Inviting Private Beach.
3 6
cottage , Kilmarnock
This waterfront holiday home in Kilmarnock offers a private 30-meter pier and a small sandy beach, located a short drive from the Steamboat Era Museum and the Mary Ball Washington Museum and Library. This spacious 134 square meter cottage accommodates up to six guests across four bedrooms and two bathrooms, featuring a microwave, dishwasher, air conditioning, a terrace, garden, and parking, with complimentary use of SUPs for exploring the shoreline.