Grasonville holiday homes

We found 115 holiday rentals — enter your dates for availability
Discover a selection of 10 homes and other holiday rentals in Grasonville that are perfect for your trip. Holiday homes offer the amenities that you expect for your stay with friends, family or just your pet, such as air conditioning and Wi-Fi. At the end of the day, you're sure to find a property to rent to meet everyone's needs, including accessible or non-smoking choices.

Holiday rentals with weekly discounts – Grasonville

Showing deals for:8 Jan - 15 Jan

Outdoor dining
Interior
SuperMoon rising behind the house with moon beams on the bay
Dining
Exceptional
(47 reviews)

Sunset Lodge on the Bay

Rock Hall

9% off
NZ$14,343
for 7 nights, 1 home
NZ$2,049 per night
includes taxes & fees
Sunset Lodge on the Bay
Room
Terrace/patio
Private kitchen
Living area
Exceptional
(5 reviews)

Spacious 4BR Home w/waterviews! Recently updated, game room, roof top deck.

Stevensville

16% off
NZ$8,844
for 7 nights, 1 home
NZ$1,263 per night
includes taxes & fees
Spacious 4BR Home w/waterviews! Recently updated, game room, roof top deck.
Please put the umbrellas down to secure them. Volleyball in deck toy box.
The owners enjoy the local wildlife. Local osprey & herons are always fishing.
KI Beach House has many Great Rooms for Mingling or just being by yourself.
Spacious modern well-lit kitchen with lots of counter space and furnishings.
Exceptional
(75 reviews)

Waterview Home! Beach Volleyball! Near Wedding Venues! Walk to Bar & Restaurant!

Stevensville

8% off
NZ$10,278
for 7 nights, 1 home
NZ$1,468 per night
includes taxes & fees
Waterview Home! Beach Volleyball! Near Wedding Venues! Walk to Bar & Restaurant!
Yet another nice spot to spend an evening
Favorite night spot for my extended family, when we are there
Entrance from inside. Half bath on first floor is the door on the left.
Sunroom 1/2 - Great view of pond, Bay in distance. So much wildlife to see.
Exceptional
(217 reviews)

240' Private Beachfront @Kent Island Love Point - Great for Families

Stevensville

19% off
NZ$5,865
for 7 nights, 1 home
NZ$838 per night
includes taxes & fees
240' Private Beachfront @Kent Island Love Point - Great for Families
Property grounds
Living area
Interior
Interior
Exceptional
(16 reviews)

Waterfront 4 BR home with private pier and boat dock

Grasonville

8% off
NZ$9,825
for 7 nights, 1 home
NZ$1,404 per night
includes taxes & fees
Waterfront 4 BR home with private pier and boat dock
Property grounds
New Kitchen 2022
Dining room
Interior
Exceptional
(66 reviews)

Circa 1700 Chesapeake Colonial home on the National Register.

Stevensville

8% off
NZ$5,568
for 7 nights, 1 home
NZ$795 per night
includes taxes & fees
Circa 1700 Chesapeake Colonial home on the National Register.
Kitchen
Kitchen
Exterior
Kitchen
Exceptional
(32 reviews)

Island Life 2! 2024 remodeled home on Private Waterfront Kent Island Estate

Stevensville

12% off
NZ$3,608
for 7 nights, 1 room
NZ$515 per night
includes taxes & fees
Island Life 2! 2024 remodeled home on Private Waterfront Kent Island Estate
Attention all "Foodies" Check out the galley! Open water views.
In Stevensville MD 5 miles to Chesapeake Bay Bridge. 20 miles o Annapolis.
Ready for some friendly competition? Enjoy our reversible tabletop shuffleboard.
Big Internet TV above the table and another above dining room buffet downstairs.
Exceptional
(43 reviews)

4 Bedroom Waterview - MD Chesapeake Bay! Walk to Marina, Beach Bar & Restaurant!

Stevensville

8% off
NZ$10,278
for 7 nights, 1 home
NZ$1,468 per night
includes taxes & fees
4 Bedroom Waterview - MD Chesapeake Bay! Walk to Marina, Beach Bar & Restaurant!
Exterior
Living area
Dining
Interior
Exceptional
(52 reviews)

Waterfront Home on the Chesapeake Bay with Pier only 30 min from naval academy

Stevensville

8% off
NZ$11,674
for 7 nights, 1 home
NZ$1,668 per night
includes taxes & fees
Waterfront Home on the Chesapeake Bay with Pier only 30 min from naval academy
Interior
Pool
Property grounds
Private kitchen
Exceptional
(218 reviews)

Island Life! Kent Island Waterfront with Pool-Bring your boat!

Stevensville

12% off
NZ$5,931
for 7 nights, 1 room
NZ$847 per night
includes taxes & fees
Island Life! Kent Island Waterfront with Pool-Bring your boat!
Exterior
Dining
Room
Interior
Exceptional
(16 reviews)

Spacious 2 bedroom duplex located conveniently near Route 50 East and West.

Grasonville

8% off
NZ$4,060
for 7 nights, 1 home
NZ$580 per night
includes taxes & fees
Spacious 2 bedroom duplex located conveniently near Route 50 East and West.

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Why people love visiting captivating Grasonville

Enjoy the entertainment and other features of Grasonville. This city's restaurants, bird watching and island views draw many visitors. Are you looking for specific amenities for your getaway? Many of our holiday rentals feature full kitchens and laundry facilities.

Activities and attractions in Grasonville

Are you hoping to discover attractions to visit during your stay? Although it can be tempting to stay in your comfortable holiday rental, you'll want to experience everything that Grasonville has to offer. These are some of the major attractions to put on your list, all within 30 miles (48.2 km) of the city centre:

  • Queenstown Harbor Golf (3.1 mi / 5 km)
  • St. Michaels Winery (12.2 mi / 19.7 km)
  • Bay Hills Golf Club (15.6 mi / 25.1 km)
  • Severna Park Golf Center (17.6 mi / 28.2 km)
  • Paul Reed Smith Guitars (6 mi / 9.6 km)
  • Hog Neck Golf Course (12.3 mi / 19.9 km)

Exploring the natural landscape of Grasonville

Travellers enjoy Grasonville for its island views and beaches. Whether you're looking for exciting outdoor activities or just want to take in the scenery, Grasonville is a great place to get outside. Here are some of the area’s most eye-catching natural features, all within 30 miles (48.2 km) of the city centre:

  • Eastern Neck National Wildlife Refuge (5.1 mi / 8.2 km)
  • Northern Chesapeake Bay (7.3 mi / 11.7 km)
  • Sandy Point Beach (10.6 mi / 17.1 km)
  • Bay Ridge Beach (13.3 mi / 21.4 km)
  • Maryland Quiet Waters Park (15.5 mi / 24.9 km)
  • Chesapeake Bay Environmental Center (1.2 mi / 1.9 km)

Seasonal weather in Grasonville

If warm-weather activities are high on your list, July, August, June and September are the hottest months to visit, when temperatures average 23°C.

Transport options to and around Grasonville

The nearest airport is in Easton, MD (ESN-Easton - Newnam), located 12.8 mi (20.6 km) from the city centre. If you can't find a flight that works for your travel itinerary, you can also fly into Baltimore, MD (MTN-Martin State), which is 28 mi (45.1 km) away.

Frequently asked questions

What is the best area to stay in Grasonville when booking a holiday rental?
When considering a holiday rental in Grasonville, Maryland, a great area to stay in is near the waterfront, where you can enjoy beautiful views and easy access to the Chesapeake Bay. This region is known for its peaceful atmosphere and charming surroundings, making it ideal for a relaxing getaway. There are several properties available here, ranging from cosy cottages to larger homes suitable for families.While you're in the area, be sure to visit the nearby Kent Narrows, which offers delightful dining options and scenic views of the water. Another highlight is the Chesapeake Bay Environmental Centre, where you can explore local wildlife and engage in various outdoor activities.
Are there any houseboat rentals in Grasonville?
In Grasonville, there are several houseboat rentals available, offering a unique way to experience this charming waterfront area. These houseboats typically come with comfortable living spaces, fully equipped kitchens, and outdoor decks where guests can relax and enjoy the scenic views of the Chesapeake Bay. The rentals are often located near points of interest such as local restaurants and marinas, providing easy access to dining and recreational activities.
What is the most popular type of holiday rental accomodation in Grasonville?
In Grasonville, holiday houses are the most popular type of holiday rental, with around 39 available in the area. These houses typically feature spacious layouts, fully equipped kitchens, and outdoor areas, making them ideal for families or groups looking to enjoy a relaxing stay. Additionally, there are several cottages and houseboats available, offering unique lodging options for those seeking a more quaint or adventurous experience.
Are there any family house rentals in Grasonville?
In Grasonville, Maryland, there are several family-friendly house rentals available. This charming area offers a variety of homes that cater to families looking for a relaxing getaway. Many properties feature spacious living areas, fully equipped kitchens for preparing family meals, and outdoor spaces such as gardens or patios where children can play safely.Visitors will appreciate the proximity to attractions like the Chesapeake Bay Bridge and local parks, which provide opportunities for outdoor activities and exploration. Additionally, the nearby Kent Narrows area is known for its waterfront dining and recreational options.
Can I rent a holiday home with a pool or hot tub in Grasonville?
In Grasonville, Maryland, there are several holiday homes available for rent that feature pools and hot tubs, making it a delightful destination for travellers seeking relaxation. The area, located near the picturesque Chesapeake Bay, offers various options in neighbourhoods that provide a tranquil atmosphere while still being close to local attractions.Many of these properties come equipped with private pools, inviting hot tubs, and spacious outdoor areas ideal for gatherings or family fun. Inside, guests can expect amenities such as fully equipped kitchens, comfortable living spaces, and often modern furnishings, ensuring a pleasant stay.
Are there pet-friendly house rentals in Grasonville?
In Grasonville, there are several pet-friendly house rentals available, making it a suitable destination for travellers looking to bring their furry companions along. Many of these holiday homes offer amenities such as spacious backyards, fully equipped kitchens, and comfortable living areas, great for families or groups.The area is conveniently located near the picturesque Chesapeake Bay, providing ample opportunities for outdoor activities. Nearby parks and waterfront areas are ideal for walks and enjoying the natural surroundings with pets.
Are there any remote work holiday rentals in Grasonville?
In Grasonville, Maryland, there are numerous options for remote work holiday rentals, with around 48 available in the area. These properties are well-suited for those needing to balance work and leisure, offering amenities such as free Wi-Fi, dedicated work desks, and comfortable living spaces that allow for productivity. Many rentals also provide access to public areas with complimentary internet, ensuring that guests can stay connected throughout their stay.The town itself is conveniently located near the scenic Chesapeake Bay, offering opportunities for outdoor activities and exploration during breaks from work. Nearby attractions include local parks and waterfront areas, great for relaxation or a quick stroll after a day of remote work. To help narrow your search, insert your dates and apply the "WiFi" filter on Bookabach.
What are popular rental amenities in Grasonville?
In Grasonville, popular rental amenities typically include well-equipped kitchens, allowing guests to prepare their own meals during their stay. Many properties also feature inviting fireplaces, creating a warm and cosy atmosphere, particularly during cooler months. Outdoor spaces are often enhanced by patios where visitors can relax and enjoy the serene surroundings. Additionally, most rentals provide coffee and tea makers for a convenient morning routine. Onsite parking is another common amenity, making it easier for travellers to explore the area without the hassle of street parking.
When is the best time to visit Grasonville for a holiday rental?
The peak travel season in Grasonville typically spans from June to August, making July the most popular month for visitors. During this vibrant period, guests can revel in the warm summer weather while indulging in a variety of outdoor activities, from kayaking on the Chesapeake Bay to exploring the scenic beauty of local parks. This bustling atmosphere is great for families and friends looking to create lasting memories together.With temperatures often reaching the low 30s Celsius, July offers an ideal climate for enjoying Grasonville's picturesque waterfront and taking part in community events. The charming local shops and delightful dining options add to the appeal, ensuring that visitors have plenty to explore just a stone's throw away from their holiday rental.For those seeking a more budget-friendly experience, November presents a wonderful opportunity to enjoy Grasonville without the summer crowds. This quieter month allows for leisurely strolls along the shoreline and the chance to appreciate the natural beauty of the area, making it a great time for reflection and relaxation.Ultimately, the best time to visit Grasonville for a holiday rental hinges on your preferences—whether you're drawn to the lively summer atmosphere filled with activities or the tranquil charm of the off-peak months.
What are the top attractions in Grasonville?
In Grasonville, Maryland, visitors can enjoy a variety of attractions that showcase the area's natural beauty and maritime heritage. The Chesapeake Bay Bridge, a remarkable engineering feat, is a prominent landmark nearby, offering stunning views of the bay and connecting visitors to both the Eastern and Western Shores of Maryland.The area is also close to the picturesque Kent Island, where outdoor enthusiasts can explore the scenic trails and parks such as the Terrapin Nature Park, which features walking paths, picnic areas, and access to the waterfront for kayaking and fishing.For those interested in local history, the Chesapeake Bay Environmental Centre offers educational programs and trails that provide insights into the region's ecology.
Are all fees included in the Grasonville holiday homes prices shown on Bookabach?
Bookabach provides upfront pricing from the moment you start your search. There are no hidden fees added during the check-out process. This allows you to compare properties with ease and plan your trip with confidence.
Are there any Grasonville holiday homes with parking?
Bookabach offers a wide selection of holiday homes in Grasonville with parking available—perfect for families or travellers who value the convenience of having a car during their stay. To easily find these properties, simply enter your travel details and use the "Parking available" filter under the amenities section. This makes it quick and easy to browse listings that suit your needs, whether you're planning a short city break or a longer stay.
Are there any discounts for Grasonville holiday homes?
You can find great discounts on holiday homes in Grasonville on Bookabach, including special rates on new listings and savings for weekly or monthly stays with top amenities such as a pool or parking. There are several discounts for last-minute bookings, and early-bird bookings too. The best part is, there's no need for a discount code—just enter your travel dates and apply the discount filters to view the top rates.
Can I change or cancel my Grasonville holiday home booking on Bookabach?
To find Grasonville holiday rentals with free cancellation, just use Bookabach's handy "Free cancellation" search filter. We get that plans can change, so it's easy to filter properties that give you flexibility. If you need to make changes to an existing booking, drop your host a message. Go to "My Trips" in your account, click "Change or Cancel" and then "Message Host". Whether you're adjusting your plans or looking for flexible payment options, Bookabach makes it easy to book with confidence.
Can I find long-stay holiday homes in Grasonville?
A long-stay holiday home in Grasonville is the best way to experience local living. Plus, you can make the most of long-stay discounts. Long-stay discounts are applied automatically when you enter your vacation dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.
Can I plan a group trip on Bookabach?
Bookabach's Trip Planner makes organising group trips easy and stress-free. Whether you're planning with friends or coordinating a large group, you can collaborate in one place, save and share properties, vote on favourites, and build the perfect itinerary together.
How early should I book a Grasonville holiday home?
Book your Grasonville holiday home at least two months before you travel for the best selection of properties.* Plus, you'll typically find that the earlier you book your vacation rental, the better the price. *Based on analysis of Bookabach booking and occupancy data for 2024 stays.
How much does it cost to rent a holiday home in Grasonville?
Prices for holiday homes in Grasonville vary based on factors like travel dates, length of stay, accommodation type, and location. Simply enter your trip details to explore a wide range of options—whether you're travelling solo, as a couple, with family, or in a group. Bookabach offers something for every taste and budget, from affordable homes in Grasonville to more spacious homes.
What can I expect from Bookabach customer service and Bookabach Care™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, Bookabach Care™ is here to support you every step of the way. For urgent situations, such as last-minute cancellations, booking issues, or potential fraud, Bookabach customer service is available 24/7 to support you every step of the way. Bookabach also offers support via live chat through our Help Centre, where you can find helpful resources on bookings, payments, property management, and safety, making it easy to get instant answers to many common questions.
What is Bookabach Care™ and how does it work?
Bookabach's mission is to help guests relax, reconnect, and enjoy precious time together. With Bookabach Care™, you can have peace of mind knowing you're protected and that if something goes wrong, we will do our best to make it right as applicable. If a significant issue arises that your host can't resolve, we'll help you address it, find a similar property, or get your reservation refunded if applicable. That's our promise. If a home is significantly different than listed, we'll get you into a new space that meets your needs and makes it right, or if a host cancels before your stay, you have a dedicated support team to get you into a similar home as applicable.
Why should I join Bookabach as a host?
Joining Bookabach as a host opens the door to a global community of travellers seeking unique stays, giving you the opportunity to earn income from your property on your terms. With user-friendly tools, dedicated support, and exposure on major travel sites, Bookabach makes it easy to list, manage, and succeed. Whether it's a cosy cabin or a beach house, you can turn your space into a standout destination, become a host and let Bookabach handle the heavy lifting to help you thrive. Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.