Chaptico vacation rentals

We found 159 vacation rentals — enter your dates for availability

Scroll through and select from vacation rentals in Chaptico to find one that's perfect for your trip. Whether you're traveling with family, friends, or just your furry companion, vacation rentals have the best amenities for spending time at your vacation home, including parking and a TV. You're sure to find a rental that has what everyone needs, including places that are non-smoking or accessible.

Vacation rentals with weekly discounts - Chaptico

Showing deals for:Nov 14 - Nov 21

Image gallery for Inviting and Serene Home on Monroe Bay Creek

View from back deck looking onto the private dock and creek
10 out of 10 rating
Exceptional
(77 reviews)

Inviting and Serene Home on Monroe Bay Creek

Colonial Beach, VA

15% off
Price is CA $415
CA $3,622 total
includes taxes & fees
Inviting and Serene Home on Monroe Bay Creek

Find spaces that suit your style

  • Peace of mind

    Our Book with Confidence guarantee gives you 24/7 support

  • More quality time

    From booking to staying, the whole process is simple and enjoyable

  • All the privacy of home

    Enjoy full kitchens, laundry, pools, yards and more

  • More for less

    More space, more privacy, more amenities — more value

Find out more about Chaptico

Find out more about Chaptico

Find the perfect vacation rental for your Chaptico getaway

Learn about the unique charm of Chaptico with a stay in a private vacation home. There's no shortage of things to see and do in the area.If you're looking for accommodations with space to entertain friends and family, Vrbo has plenty of options to choose from. Many rental homes offer full kitchens and laundry facilities, perfect for big groups.

Activities and attractions in Chaptico

Do you want to discover attractions to visit while you're in the area? Venture out of your vacation home and experience everything that makes Chaptico a one-of-a-kind vacation spot. These are some of the major attractions to see, all within 30 miles (48.2 km) of the city center:

  • Maryland International Raceway (5.3 mi / 8.5 km)
  • Port of Leonardtown Winery (7.7 mi / 12.4 km)
  • Running Hare Vineyard (15.5 mi / 25 km)
  • Ingleside Vineyards (16.8 mi / 27 km)
  • Ingleside Vineyards (17.3 mi / 27.9 km)
  • Wicomico Shores Golf Course (4.7 mi / 7.6 km)

Exploring the natural landscape of Chaptico

Whether you're looking for exciting outdoor activities or just want to take in the scenery, Chaptico is a great place to get out in nature. Here are a few of the area's most enchanting natural features, all within 30 miles (48.2 km) of the city center:

  • St. Clement's Island State Park (8.4 mi / 13.5 km)
  • Colonial Beach (10.6 mi / 17 km)
  • Westmoreland State Park (12.9 mi / 20.7 km)
  • St. Mary's River State Park (14.1 mi / 22.7 km)
  • Chapel Point State Park (15.5 mi / 25 km)
  • Battle Creek Cypress Swamp Sanctuary (15.7 mi / 25.3 km)

Frequently asked questions

What is the best area to stay in Chaptico when booking a vacation rental?
When considering a vacation rental in Chaptico, Maryland, the area surrounding the charming village centre is an excellent choice. This quaint neighbourhood offers a serene atmosphere, great for a relaxing getaway while still being close to local attractions. One top feature nearby is the picturesque St. Mary's River, which provides opportunities for fishing, kayaking, and enjoying leisurely strolls along the water's edge.

Additionally, being in close proximity to Historic St. Mary's City allows visitors to immerse themselves in the rich history of the region. This open-air museum showcases the early days of Maryland's historic settlement, with engaging exhibits and beautiful landscapes to explore.
How much does it cost to rent a vacation home in Chaptico?
Prices for vacation rentals in Chaptico 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. Vrbo offers something for every taste and budget, from affordable rentals in Chaptico to more spacious homes.
Are there any discounts for Chaptico vacation house rentals?
You can find great discounts on house rentals in Chaptico on Vrbo, 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.
What is the most popular type of vacation rental accomodation in Chaptico?
In Chaptico, vacation houses and cottages are the most popular types of rental accommodations, with several options available throughout the area. These properties typically feature spacious layouts, multiple bedrooms, and fully equipped kitchens, making them ideal for families or groups seeking a comfortable stay. Many of these rentals provide outdoor spaces, such as gardens or porches, where guests can relax and enjoy the peaceful surroundings.
Are there any family house rentals in Chaptico?
In Chaptico, Maryland, there are several family-friendly house rentals available, making it a suitable destination for those travelling with children. The surrounding areas feature beautiful landscapes and provide a peaceful setting for family getaways. Many of these properties boast spacious living areas, full kitchens for preparing meals together, and outdoor spaces where children can play safely.
Can I find long-stay vacation rentals in Chaptico?
A long-stay vacation rental in Chaptico 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 travel dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.
Are there pet-friendly house rentals in Chaptico?
In Chaptico, Maryland, there are several pet-friendly house rentals available for travellers looking to enjoy a comfortable stay with their furry companions. The area offers a mix of vacation homes that typically feature amenities such as spacious living areas, fully equipped kitchens, and outdoor spaces where pets can roam freely. Many rentals come with private gardens or patios, ideal for relaxation after a day of exploring.
Are there any remote work vacation rentals in Chaptico?
In Chaptico, Maryland, there are several vacation rentals available that cater to remote workers. The area offers a peaceful environment, great for those looking to focus on work while still enjoying a tranquil setting. Many of the properties come equipped with reliable Wi-Fi, comfortable workspaces, and amenities that create a conducive atmosphere for productivity. To help narrow your search, insert your dates and apply the "WiFi" filter on Vrbo.
Are there any Chaptico vacation rentals with parking?
Vrbo offers a wide selection of vacation rentals in Chaptico 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 on Vrbo 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.
When is the best time to visit Chaptico for a vacation rental?
The best time to book a vacation rental in Chaptico is during the peak season, which runs from July to September. This vibrant period attracts families and travellers eager to enjoy the warm summer weather, with July being particularly popular. Expect lively activities, local events, and opportunities to immerse yourself in the community spirit.

During the summer months, temperatures typically hover in the mid-20s Celsius, providing ideal conditions for outdoor activities like hiking, kayaking, and exploring the area's beautiful landscapes. The nearby Patuxent River offers a fantastic setting for water sports and leisurely picnics by the shore, ensuring that there's plenty to keep you entertained.

If you're seeking a more budget-friendly experience, consider visiting in October. This month brings a quieter charm, with the delightful autumn foliage creating a picturesque backdrop for nature walks and scenic drives. The crisp air and stunning fall colours make it an excellent choice for those looking to relax and take in the serene beauty of Chaptico.
How early should I book a Chaptico vacation rental?
Book your Chaptico vacation rental 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 Vrbo booking and occupancy data for 2024 stays.
Can I change or cancel my Chaptico home rental booking on Vrbo?
To find Chaptico vacation rentals with free cancellation, just use Vrbo'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". Vrbo makes it easy to book with confidence.
Why should I join Vrbo as a host?
Joining Vrbo 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, Vrbo makes it easy to list, manage, and succeed. Whether it's a cosy flat or a countryside retreat, you can turn your space into a standout destination—become a host and let Vrbo handle the heavy lifting to help you thrive.
Are all fees included in the Chaptico vacation rental prices shown on Vrbo?
Vrbo 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.

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