Cape St. John holiday lettings
We found 21 holiday rentals — enter your dates for availability
Scroll through and select from holiday rentals in Cape St. John to find one that's perfect for your trip. Whether you’re staying in a holiday home with friends, family or even just your pets, you'll have the best amenities for spending time at your home away from home, which might include Wi-Fi and a pool. At the end of the day, you'll be sure to find a property to rent to meet everyone's needs, including a place that's non-smoking or offers accessibility.
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Find the best place to stay - Cape St. John

Waterfront Retreat in Riva· Pool, Pier & Kayaks · Sleeps 9 · 15 Min to Annapolis
Sleeps 8 · 4 bedrooms · 2+ bathrooms

Riverside Retreat ~ Near Annapolis & USNA ~ Home Theatre, Bar & Beach Access
Sleeps 8 · 3 bedrooms · 2+ bathrooms

Splendid home w/private pool, fire pit, several decks & balconies
Sleeps 12 · 4 bedrooms · 4 bathrooms

Waterfront 3br Cottage - Paddle, Fish, Sand, Sun!
Sleeps 8 · 3 bedrooms · 1+ bathroom

Londontowne Home | Beach | 3BR
Sleeps 7 · 3 bedrooms · 2+ bathrooms

South River Waterfront | Pier, Hot Tub & Elevator
Sleeps 8 · 3 bedrooms · 4+ bathrooms
Top rated rentals - Cape St. John

Lovely quiet location for a perfect break
A brilliant apartment perfectly located for visiting Annapolis and further afield. The apartment has everything you need for your stay with modern and comfortable fixtures and fittings, the owner has a real eye for detail and throughout the booking process kept in touch to make sure we were happy with arrangements. A real added bonus is the short walk to the famous Mikes Bar and Crab house!
Timothy E.
Stayed Sept 2018
- Peace of mindOur Book with Confidence Guarantee gives you 24/7 support
- More quality timeFrom booking to staying, the whole process is simple and enjoyable
- All the privacy of homeEnjoy full kitchens, pools, gardens and more
- More for lessMore space, more privacy, more amenities — more value
Frequently asked questions
How much does it cost to rent a holiday home in Cape St John?
Prices for holiday rentals in Cape St John 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 traveling solo, as a couple, with family, or in a group. Vrbo offers something for every taste and budget, from affordable rentals in Cape St John to more spacious homes. To get the best value, book early and take advantage of Vrbo's free rewards program.
Are there any discounts for Cape St John holiday house rentals?
You can find great discounts on house rentals in Cape St John 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.
Are there any Cape St John holiday rentals with parking?
Vrbo offers a wide selection of holiday rentals in Cape St John 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.
Can I find long-stay holiday rentals in Cape St John?
A long-stay holiday rental in Cape St John 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.
How early should I book a Cape St John holiday rental?
Book your Cape St John holiday 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 holiday rental, the better the price.
*Based on analysis of Vrbo booking and occupancy data for 2024 stays.
What are the top attractions in Cape St John, Maryland, United States of America?
In Cape St John, Maryland, visitors can enjoy a range of attractions that showcase the area's natural beauty and coastal charm. The nearby Chesapeake Bay offers stunning waterfront views and opportunities for boating, fishing, and kayaking. The picturesque Sandy Point State Park, located just a short drive away, features sandy beaches, walking trails, and picnic areas, making it a great spot for outdoor activities and family gatherings.The Cape St John area is also known for its scenic views and tranquil environment, ideal for nature lovers and those seeking relaxation. Nearby, the historic town of Annapolis is rich in historic history, with attractions such as the United States Naval Academy and the Maryland State House, both of which are well worth a visit.
Can I change or cancel my Cape St John home rental booking on Vrbo?
To find Cape St John holiday 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 cabin or a beach house, you can turn your space into a standout destination, become a host and let Vrbo handle the heavy lifting to help you thrive.
Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.
Are all fees included in the Cape St John holiday 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.
What is VrboCare™ and how does it work?
Vrbo's mission is to help guests relax, reconnect, and enjoy precious time together. With VrboCare™, 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.
What can I expect from Vrbo customer service and VrboCare™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, VrboCare™ is here to support you every step of the way. For urgent situations, such as last-minute cancellations, booking issues, or potential fraud, Vrbo customer service is available 24/7 to support you every step of the way.
Vrbo 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.
Can I plan a group trip on Vrbo?
Vrbo'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 favorites, and build the perfect itinerary together.
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