Selby-on-the-Bay vacation rentals

We found 679 vacation rentals — enter your dates for availability

Discover a selection of 6 homes and other vacation rentals in Selby-on-the-Bay that are perfect for your trip. Whether you’re staying in a vacation home with friends, family, or even just your pets, you'll have the amenities you expect and more, such as WiFi and cable TV. Whatever you're looking for, you're sure to find a rental that has what everyone needs, including a place that's non-smoking or offers accessibility.

Vacation rentals with weekly discounts - Selby-on-the-Bay

Showing deals for:Jul 10 - Jul 17

Image gallery for USNA Stay w indoor Soft Hot Tub, Private Pool, King Beds & CHILD FRIENDLY GEAR

View from the front of this Stately Masterpiece (you'd think I built it ;-)
8.0 out of 10, Very Good, (5 reviews)
Very Good
(5 reviews)

USNA Stay w indoor Soft Hot Tub, Private Pool, King Beds & CHILD FRIENDLY GEAR

Annapolis

17% off
Price is $1,103
$7,719 for 7 nights
All fees included
USNA Stay w indoor Soft Hot Tub, Private Pool, King Beds & CHILD FRIENDLY GEAR

Find spaces that suit your style

Find out more about Selby-on-the-Bay

Why visit Selby-on-the-Bay

  • Outdoor Adventures: Enjoy a variety of recreational activities in Selby-on-the-Bay, perfect for nature lovers and families.
  • Cultural Experiences: Discover historic houses and immerse yourself in the local culture.
  • Scenic Strolls: Explore beautiful parks and scenic paths that invite leisurely walks.
  • Nearby Annapolis: Visit vibrant downtown Annapolis for its historic charm and waterfront views.
  • Charming Accommodations: Choose from cozy cottages to modern apartments for a delightful stay.

Popular types of accommodation in Selby-on-the-Bay

Planning a getaway to Selby-on-the-Bay? You're in for a treat. Discover the most sought-after vacation rentals, including charming private homes, cozy cottages, and modern apartments. Whether you prefer a stunning bay house, a spacious townhome, or a stylish condo with beautiful wood floors, you’ll find the perfect spot to relax. Explore the scenic bay apartments and make unforgettable memories in this picturesque destination.

  • Houses: The top choice for travelers in Selby-on-the-Bay, offering spacious accommodations ideal for families and groups.
  • Cottages: A charming option for a cozy getaway, perfect for those seeking a quaint and charming atmosphere.
  • Apartments: A practical choice providing all the essentials for a comfortable stay, suited for couples and solo travelers.
  • Condos: A popular pick for those who enjoy modern amenities and shared facilities in a scenic setting.
  • Cabins: A rustic retreat option, perfect for nature lovers wanting a peaceful escape.**

Top attractions near Selby-on-the-Bay

Selby-on-the-Bay is perfect for outdoor enthusiasts and families looking for a cultural getaway. Explore historic houses, enjoy the serenity of urban parks, and visit the marina for a variety of recreational activities. With its charming attractions and scenic surroundings, Selby-on-the-Bay offers a delightful blend of history and nature, making it an ideal destination for travelers seeking memorable experiences.

  • U.S. Naval Academy: Located 5 miles from Selby-on-the-Bay, this prestigious institution is steeped in history and offers beautiful scenery. Visitors can explore the stunning architecture and learn about naval traditions.
  • Six Flags America: A thrilling amusement park situated 14 miles away, it’s perfect for families seeking adventure. With exhilarating rides and entertaining shows, there's something for everyone to enjoy.
  • Maryland Quiet Waters Park: Just 2 miles away, this urban park provides a peaceful retreat with walking trails and art installations, ideal for families looking to relax and connect with nature.

Things to do recommended for couples

Looking for a romantic getaway in Selby-on-the-Bay? Enjoy a sailing lesson at Annapolis Sailing School, immerse yourselves in the arts at the Ballet Theater of Maryland, and savor exquisite wines at Thanksgiving Farm Wines. It’s the perfect blend of adventure, culture, and romance.

Things to do recommended for families

Families visiting Selby-on-the-Bay can enjoy exciting activities like cheering at the Navy-Marine Corps Memorial Stadium, having fun at Annapolis Bowl’s arcade, or unwinding at Allen Pond Park's peaceful settings. Each location offers unique experiences perfect for creating lasting memories together.

Things to do recommended for groups

Explore the Annapolis Mall Shopping Center for a mix of shopping and entertainment, tee off at South River Golf Links for a sporty day out, or enjoy a cultural evening at The Colonial Players theater. Each experience is perfect for group travelers looking to create lasting memories.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

What do I need to keep in mind when booking a vacation in Selby-on-the-Bay

If you're traveling with a group, family, pets, or planning an extended stay, it's important to prioritize your preferences when searching. Here are some helpful booking tips for Vrbo to assist you.

  • Traveling to Selby-on-the-Bay with a group: Think about how many bedrooms you require, along with features like a full kitchen or outdoor areas for group gatherings. Luckily, you can easily filter for these options and more on Vrbo.
  • Traveling to Selby-on-the-Bay with young kids: Traveling with young kids can be tough. It's important to prioritize their comfort and safety, along with suitable amenities like a private pool. Additionally, think about how close you are to attractions that are enjoyable for families.
  • Taking your pets with you to Selby-on-the-Bay: For many families, a vacation isn’t truly fulfilling without their furry companions. If this resonates with you, explore Vrbo listings that welcome pets. Most pet-friendly properties come equipped with feeding bowls and beds, ensuring that everyone feels comfortable and at home.
  • Planning for a long term stay visiting Selby-on-the-Bay: If you're in search of vacation rentals offering discounts for stays of a month or more, you’ve come to the right spot. By using the appropriate filters, you can effortlessly discover and save on monthly rentals. Don't forget to include amenities like a parking space, a well-equipped kitchen, or a private pool in your search as well.

Where to stay near Selby-on-the-Bay

Selby-on-the-Bay offers a charming escape for tourists seeking outdoor adventures, family-friendly activities, and cultural experiences. Nearby, explore the vibrant downtown Annapolis, with its historic charm and waterfront views. Scenic paths invite leisurely strolls, while the surrounding neighborhoods boast friendly atmospheres and picturesque scenery. With a focus on relaxation and community, Selby-on-the-Bay is the perfect starting point for discovering the beauty of Maryland’s coastal lifestyle.

  • Annapolis: Located a mere 5 miles from Selby-on-the-Bay, Annapolis is a vibrant city steeped in history and maritime charm. Known as the capital of Maryland, it offers a delightful blend of family-friendly attractions, outdoor activities, and urban exploration. Visitors can enjoy the picturesque waterfront, visit the United States Naval Academy, and explore the charming streets filled with boutiques and restaurants. Annapolis also boasts beautiful parks and access to the Chesapeake Bay, making it a perfect spot for boating, fishing, or simply enjoying a day at the beach.
  • Hillsmere: This welcoming neighborhood is just 2 miles from Selby-on-the-Bay and offers a peaceful, family-oriented atmosphere. Hillsmere is ideal for those seeking outdoor adventures and recreational activities. With its well-maintained parks and access to the nearby waterfront, visitors can spend their days hiking, picnicking, or enjoying the local beach. The community is also close to several educational and shopping venues, making it convenient for families. Don’t miss the chance to relax in the beautiful parks while soaking in the picturesque views of the surrounding area.
  • Mayo: A charming village located 2 miles from Selby-on-the-Bay, Mayo is perfect for nature enthusiasts and adventure seekers. With its scenic landscapes and proximity to the Chesapeake Bay, visitors can explore recreational areas, enjoy a stroll along the boardwalk, or engage in educational activities at local attractions. Mayo is home to stunning beaches and the nearby national state park, offering opportunities for hiking, birdwatching, and fishing. The serene environment makes it an ideal destination for those looking to unwind and appreciate the beauty of Maryland’s natural scenery.

Best time to go to Selby-on-the-Bay

If you're planning a trip to Selby-on-the-Bay, it's a good idea to check both the weather and property rates. The warmest month is July. Peak season runs from June to August, while off-peak times, like January to March tend to have fewer bookings and better deals.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January35.4°F (1.9°C)Light RainMostly SunnyModerately LowSlightly Low
February37.9°F (3.3°C)Light RainMostly SunnyModerately LowSlightly Low
March44.6°F (7.0°C)Light RainMostly SunnyModerately LowSlightly Low
April55.0°F (12.8°C)Light RainMostly SunnyAverageAverage
May64.2°F (17.9°C)Light RainMostly SunnyAverageAverage
June73.0°F (22.8°C)Light RainMostly SunnyModerately HighAverage
July78.4°F (25.8°C)Light RainMostly SunnyModerately HighSlightly High
August76.8°F (24.9°C)Light RainMostly SunnyModerately HighSlightly High
September70.7°F (21.5°C)Light RainMostly SunnyAverageSlightly High
October60.4°F (15.8°C)Light RainMostly SunnyAverageAverage
November48.7°F (9.3°C)Light RainMostly SunnyAverageAverage
December41.5°F (5.3°C)Light RainMostly SunnyAverageAverage

Booking with Vrbo is a breeze

Looking to save on your next trip? Consider being flexible with your travel dates, as prices can fluctuate. Additionally, extending your stay can often lead to significant savings. To discover the ideal Vrbo property that fits your budget, utilize our filters to narrow down your search by price, location, and type of vacation rental.

Vrbo Trips: Effortless planning

Vrbo's Trip Board provides a convenient place for you to plan new trips, keep your travel plans on track, or organize your existing bookings. Your saved or booked properties are neatly categorized into Potential, Upcoming, or Current Trips for easy access. To check out the Trip Boards, simply visit: https://www.vrbo.com/trips.

**Based on Vrbo properties bookings.

Find the perfect vacation rental for your Selby-on-the-Bay getaway

Experience the unique character of Selby-on-the-Bay with a stay in a vacation home rental. You'll find plenty to explore during your stay in the area. If you need more space to accommodate a family vacation or friends trip, rental homes often come with separate dining areas and spacious living rooms.

Activities and attractions in and around Selby-on-the-Bay

Are you searching for attractions to see in the area? Although it can be tempting to stay in your comfortable vacation rental, you'll want to experience everything that makes Selby-on-the-Bay a fun spot to vacation. Here are some of the most popular attractions to put on your list, all within 30 miles (48.2 km) of the city center:

  • Maryland Renaissance Festival (6.7 mi / 10.7 km)
  • Renditions Golf Club (8 mi / 12.9 km)
  • Chesapeake Beach Water Park (15.5 mi / 25 km)
  • South River Golf Links (2.8 mi / 4.4 km)
  • U.S. Naval Academy Golf Club (6.3 mi / 10.2 km)
  • Severna Park Golf Center (9 mi / 14.4 km)

Exploring the natural features in Selby-on-the-Bay

Whether you're an outdoor enthusiast or just want to take in the scenery, you'll be sure to find the perfect setting for your vacation in Selby-on-the-Bay. Here are some of the area’s noteworthy natural features, all within 30 miles (48.2 km) of the city center:

  • Maryland Quiet Waters Park (2.3 mi / 3.8 km)
  • Triton Beach (2.8 mi / 4.5 km)
  • Carrs Beach (3.9 mi / 6.2 km)
  • Bay Ridge Beach (4.1 mi / 6.6 km)
  • Sandy Point Beach (9.5 mi / 15.3 km)
  • Northern Chesapeake Bay (10.1 mi / 16.2 km)

Traveling to and around Selby-on-the-Bay

The nearest airport is in Fort Meade, MD (FME-Tipton), located 17.4 mi (28 km) from the city center. If you're unable to find a flight that fits your schedule, you can also fly into Baltimore Washington Intl. Airport (BWI), which is 19.8 mi (31.9 km) away.

Frequently asked questions

What is the best area to stay in Selby-On-The-Bay, Maryland, United States of America when booking a vacation rental?
When considering a vacation rental in Selby-On-The-Bay, a popular area to stay is in the waterfront neighborhoods, where you can enjoy stunning views of the Chesapeake Bay. This picturesque locale is superb for those who appreciate a serene environment with easy access to outdoor activities.

Nearby, you'll find attractions like Sandy Point State Park, which offers beautiful beaches, hiking trails, and picnic areas, making it a fantastic spot for family outings or a relaxing day in nature. The local community also hosts events that showcase the area's charm and friendly atmosphere.

There are a variety of properties available in these waterfront neighborhoods, suiting different preferences and group sizes.
How much does it cost to rent a vacation home in Selby-On-The-Bay?
Prices for vacation rentals in Selby-On-The-Bay 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 Selby-On-The-Bay 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 Selby-On-The-Bay vacation house rentals?
You can find great discounts on house rentals in Selby-On-The-Bay 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.
Can I find long-stay vacation rentals in Selby-On-The-Bay?
A long-stay vacation rental in Selby-On-The-Bay is the best way to experience local living. Plus, you can make the most of long-stay discounts. For month-long stays, save an average of 19%, and for week-long bookings you can save an average of 10%.* 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.

*Based on analysis of Vrbo booking and occupancy data for 2024 stays.
Are there any Selby-On-The-Bay vacation rentals with parking?
Vrbo offers a wide selection of vacation rentals in Selby-On-The-Bay with parking available—perfect for families or travelers 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.
How early should I book a Selby-On-The-Bay vacation rental?
Book your Selby-On-The-Bay 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.
What are the top attractions in Selby-On-The-Bay, Maryland, United States of America?
In Selby-On-The-Bay, visitors can enjoy a relaxed coastal atmosphere with a variety of attractions and points of interest. One of the main highlights is the nearby Chesapeake Bay, where you can partake in activities like boating, fishing, and kayaking. The community features several waterfront parks, such as Selby Park, which offers picnic areas and scenic views of the bay.

For those interested in local history, the nearby town of Annapolis, just a short drive away, is rich with historic charm and hosts the United States Naval Academy, which can be explored through guided tours. Additionally, the area is known for its vibrant seafood dining scene, where travelers can savor fresh catches from the bay.

Nature enthusiasts may also appreciate the proximity to Sandy Point State Park, which offers sandy beaches, trails, and opportunities for birdwatching, making it a great spot for outdoor activities.
Can I change or cancel my Selby-On-The-Bay home rental booking on Vrbo?
To find Selby-On-The-Bay 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 rentals give you the privacy of having the entire place to yourself, and for extra flexibility, some travelers can choose to pay over time with Affirm. Whether you're adjusting your plans or looking for flexible payment options, 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 travelers 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 cozy cabin or a beach condo, 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 Selby-On-The-Bay 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.
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 like last-minute cancellations, booking issues, or potential fraud, Vrbo customer service is available 24/7 to help resolve problems quickly and effectively.

Vrbo also offers support via live chat through our Help Center, 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 organizing 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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