Selby-on-the-Bay holiday rentals

We found 702 holiday rentals — enter your dates for availability
Discover a selection of 5 homes and other holiday rentals in Selby-on-the-Bay that are perfect for your trip. Whether you’re staying in a holiday home with family, friends or just your furry companion, you'll find the best amenities for hanging out with the people that matter most, which might include cable TV and a washer and dryer. No matter what you're looking for, you'll be sure to find a property to rent for everyone's needs, including a place that is accessible or non-smoking.

Holiday rentals with weekly discounts – Selby-on-the-Bay

Showing deals for:12 Feb - 19 Feb

Image gallery for Excellent Location, Super Clean, Super Spacious, Near Bay & Downtown Annapolis

FAMILY ROOM W/FIREPLACE & FLAT SCREEN TV
10 out of 10, Exceptional, (52 reviews)
Exceptional
(52 reviews)

Excellent Location, Super Clean, Super Spacious, Near Bay & Downtown Annapolis

Annapolis

12% off
Price is AU$8,690
for 7 nights, 1 home
AU$1,241 per night
includes taxes & fees
Excellent Location, Super Clean, Super Spacious, Near Bay & Downtown Annapolis

Find spaces that suit your style

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  • All the privacy of home

    Enjoy full kitchens, laundry, pools, gardens and more

  • More for less

    More space, more privacy, more amenities — more value

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

Learn about the unique charm of Selby-on-the-Bay with a stay in a holiday home rental. This city has something for everyone. If you need more space to accommodate a family holiday or a trip with friends, rental homes often come with separate dining areas and spacious living rooms.

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

Are you hoping to find attractions to see in the area? Although it can be tempting to stay in your comfortable holiday rental, you'll want to experience everything that Selby-on-the-Bay has to offer. Here are some of the top attractions to explore, all within 30 miles (48.2 km) of the city centre:

  • Thanksgiving Farm Wines (6.4 mi / 10.4 km)
  • 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)
  • 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 active traveller or just want to spend some time taking in the scenery, Selby-on-the-Bay is a great place to get out in nature. Here are some of the area’s noteworthy sights, all within 30 miles (48.2 km) of the city centre:

  • Maryland Quiet Waters Park (2.3 mi / 3.8 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)
  • Fort Smallwood Park (15.3 mi / 24.7 km)
  • Patuxent River (21.5 mi / 34.7 km)

Travelling 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 centre. If you can't find a flight that works for your travel itinerary, you might consider flying into Baltimore Washington International 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 when booking a holiday rental?
When considering a holiday rental in Selby-On-The-Bay, one of the most appealing areas to stay is the waterfront neighbourhood, which offers a delightful blend of relaxation and outdoor activities. This picturesque community is known for its stunning views of the Chesapeake Bay and its proximity to various recreational opportunities. Visitors can enjoy kayaking, paddleboarding, or simply taking leisurely strolls along the shoreline.

Another charming spot is the area close to the local parks, where you can immerse yourself in the natural beauty of the region. This neighbourhood not only provides easy access to tranquil green spaces but also features a variety of walking trails and picnic areas, superb for family outings or peaceful afternoons.

In terms of attractions, the nearby Sandy Point State Park is a must-visit, boasting beautiful beaches, hiking trails, and opportunities for fishing and birdwatching. Additionally, the local seafood restaurants offer a taste of the region's culinary delights, making for a wonderful dining experience after a day of exploration.
What are the top attractions in Selby-On-The-Bay?
In Selby-On-The-Bay, visitors can enjoy a serene coastal atmosphere with several attractions that highlight the area's natural beauty. The Selby Bay itself is a focal point for water-based activities like kayaking and sailing, making it a superb spot for those looking to engage with the Chesapeake Bay. The community is also known for its picturesque waterfront views and charming homes that enhance the tranquil environment.

For outdoor enthusiasts, the nearby Sandy Point State Park offers hiking trails, picnic areas, and beach access, providing ample opportunity for exploration and relaxation. The park is well-loved for its scenic views of the Bay Bridge and the Chesapeake Bay. Additionally, local parks like the Selby-On-The-Bay Community Park provide spaces for picnicking, playing, and enjoying the outdoors with family and friends.

History buffs can appreciate the nearby town of Annapolis, where they can visit the Maryland State House and the United States Naval Academy, both of which are rich in history and easily accessible from Selby-On-The-Bay.
Are all fees included in the Selby-on-the-Bay holiday homes prices shown on Stayz?
Stayz 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 Selby-on-the-Bay holiday homes with parking?
Stayz offers a wide selection of holiday homes in Selby-on-the-Bay 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 Selby-on-the-Bay holiday homes?
You can find great discounts on holiday homes in Selby-on-the-Bay on Stayz, 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 Selby-on-the-Bay holiday home booking on Stayz?
To find Selby-on-the-Bay holiday rentals with free cancellation, just use Stayz'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, Stayz makes it easy to book with confidence.
Can I find long-stay holiday homes in Selby-on-the-Bay?
A long-stay holiday home in Selby-on-the-Bay 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 Stayz?
Stayz'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 Selby-on-the-Bay holiday home?
Book your Selby-on-the-Bay 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 Stayz booking and occupancy data for 2024 stays.
How much does it cost to rent a holiday home in Selby-on-the-Bay?
Prices for holiday homes 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 travelling solo, as a couple, with family, or in a group. Stayz offers something for every taste and budget, from affordable homes in Selby-on-the-Bay to more spacious homes.
What can I expect from Stayz customer service and StayzCare™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, StayzCare™ is here to support you every step of the way. For urgent situations, such as last-minute cancellations, booking issues, or potential fraud, StayzCare™ customer service is available 24/7 to support you every step of the way. Stayz 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 StayzCare™ and how does it work?
Stayz's mission is to help guests relax, reconnect, and enjoy precious time together. With StayzCare™, 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 Stayz as a host?
Joining Stayz 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, Stayz 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 Stayz handle the heavy lifting to help you thrive. Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.