Annapolis vacation rentals

We found 23 vacation rentals — enter your dates for availability

Discover a selection of 13 cabins and other vacation rentals in Annapolis that are perfect for your trip. Whether you’re staying in a vacation home with friends, family, or just with your pet, you'll have the best amenities for spending time at your home away from home, which might include cable TV and a washer and dryer. Whatever you're looking for, you'll be able to choose a rental for everyone's needs, including a place that is accessible or non-smoking.

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Find out more about Annapolis

Why visit Annapolis

  • Outdoor Adventures: Annapolis is a haven for outdoor enthusiasts, offering camping, hiking, and exploration in the beautiful Missouri Ozarks.
  • Scenic Parks: Enjoy the stunning landscapes at urban parks and nearby lakes, perfect for relaxation and recreation.
  • Charming Accommodations: Choose from a variety of vacation rentals, including cabins and cozy cottages, for a memorable stay.
  • Family-Friendly Atmosphere: Experience a welcoming vibe that makes Annapolis ideal for families and adventure seekers alike.
  • Natural Beauty: Create lasting memories amidst the picturesque surroundings of this hidden gem in Missouri.

Popular types of accommodation in Annapolis

Annapolis offers a variety of vacation rentals to suit every traveler's needs, including charming cabins, houses, and cozy cottages. Whether you're seeking the best cabins for rent or an RV campground for a unique experience, you'll find the perfect spot to unwind. Explore our selection of Annapolis cabin vacation rentals to create unforgettable memories in this picturesque city by the water.

  • Cabins: The top choice for vacationers in Annapolis, offering a cozy and rustic retreat in nature.
  • Houses: A great option for families or groups, providing spacious living with all the comforts of home.
  • Cottages: Charming and intimate, these rentals are perfect for a quaint getaway.
  • Apartments: Convenient and often centrally located, ideal for those seeking easy access to local attractions.
  • Condos: Offering modern amenities and communal facilities, great for vacationers looking for a resort-like experience.**

Top attractions in and around Annapolis

Annapolis, Missouri, is perfect for outdoor enthusiasts seeking adventure and scenic beauty. You can explore urban parks, national state parks, and nearby lakes. Popular activities include camping in the Missouri Ozarks, hiking trails, and enjoying the picturesque Chesapeake Bay. Whether you're looking for thrilling outdoor experiences or peaceful nature escapes, Annapolis offers a variety of attractions that cater to every adventurer.

  • K Bridge Recreation Area: An urban park located in Annapolis, offering a family-friendly atmosphere with city vibes. Enjoy outdoor activities like picnicking and walking trails, perfect for relaxation and fun.
  • Sam A. Baker State Park: Positioned 12 miles from Annapolis, this national state park is known for its stunning scenery and adventurous trails. Explore the natural beauty through hiking, fishing, and camping.
  • Walnut Hollow Lake: A picturesque lake in Annapolis, ideal for outdoor activities. Enjoy romantic beach spots, scenic views, and opportunities for kayaking or fishing.

Things to do recommended for couples

Annapolis, Missouri offers charming experiences for couples. Enjoy a peaceful hike through the scenic Ozark National Scenic Riverways or unwind with a romantic picnic by the river. Don’t miss the breathtaking sunset views, perfect for creating lasting memories together.

Things to do recommended for families

Families will love exploring the scenic trails at the beautiful Ozark National Scenic Riverways, where you can enjoy hiking, canoeing, and fishing. Discover the charming local shops and restaurants in downtown Annapolis for a taste of the area’s culture and cuisine.

Things to do recommended for groups

Groups visiting Annapolis can hike the scenic trails of the Mark Twain National Forest, enjoy a thrilling day of zip-lining at a local adventure park, and gather around a campfire for storytelling under the stars, creating unforgettable memories together.

*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 Annapolis

If you're traveling with a group, with family, bringing your pets, or planning an extended stay, be sure to prioritize your filters accordingly. Here are some helpful tips for booking on Vrbo.

  • Traveling to Annapolis with a group: Think about how many bedrooms you'll require, along with features like a complete kitchen or outdoor area for group gatherings. Thankfully, you can easily filter for all of these options and more on Vrbo.
  • Traveling to Annapolis with young kids: Traveling with young kids can be a bit tricky. It's important to prioritize their comfort and safety, along with suitable amenities like a private swimming pool. Additionally, it's wise to take into account how close you are to attractions that are enjoyable for families.
  • Taking your pets with you to Annapolis: For many families, a vacation wouldn't feel complete without their furry companion. If you can relate, explore Vrbo listings that welcome pets. Most of these 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 Annapolis: If you're searching for vacation rentals with 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 features like a parking space, a well-equipped kitchen, or a private pool in your search as well.

Where to stay near Annapolis

Annapolis, Missouri, is a hidden gem perfect for outdoor enthusiasts and families alike. With its friendly atmosphere and scenic views, visitors can enjoy activities like camping and exploring the picturesque surroundings. Nearby attractions offer a blend of adventure and relaxation, making it an ideal destination for a vacation rental. Experience the welcoming vibe of this charming city and create lasting memories in the heart of Missouri's natural beauty.

  • Lesterville: Located 10 miles from Annapolis, Lesterville is a hidden gem for outdoor enthusiasts. This charming city is surrounded by breathtaking scenery and offers a wealth of adventure opportunities. Visitors can explore the nearby national state park, where hiking trails and stunning vistas await. The recreational area is perfect for those seeking fun in the great outdoors, whether it's fishing in the river or enjoying the local arena entertainment facilities. Lesterville’s vibrant atmosphere makes it an ideal spot for families and adventure seekers alike.
  • Des Arc: Just 6 miles from Annapolis, Des Arc is a quaint city that promises a delightful outdoor experience. Known for its scenic beauty, this area offers a mix of recreational activities and thrilling motor racing events. Nature lovers can visit the national state park and unwind by the serene lake or river. The local recreational area provides ample opportunities for picnicking and hiking, ensuring a memorable day in the great outdoors. Des Arc's welcoming environment and exciting attractions make it a perfect destination for an adventurous getaway.
  • Ironton: Situated 17 miles from Annapolis, Ironton boasts stunning landscapes and a rich outdoor experience. This city is a gateway to various recreational areas, including lakes and forests that invite exploration. Visitors can engage in outdoor activities, whether it be hiking, fishing, or enjoying the local arena entertainment. The proximity to the national state park enhances Ironton's appeal, offering picturesque trails and natural beauty. With its blend of adventure and tranquility, Ironton is a must-visit for anyone looking to immerse themselves in nature.

Best time to go to Annapolis

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

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January34.5°F (1.4°C)Light RainMostly SunnySlightly LowAverage
February37.8°F (3.2°C)Light RainMostly SunnyAverageSlightly Low
March48.0°F (8.9°C)Light RainMostly SunnySlightly LowAverage
April56.8°F (13.8°C)Light RainMostly SunnyAverageAverage
May66.4°F (19.1°C)Light RainMostly SunnyAverageAverage
June75.7°F (24.3°C)Light RainMostly SunnySlightly HighSlightly High
July79.0°F (26.1°C)Light RainMostly SunnySlightly HighSlightly High
August77.0°F (25.0°C)Light RainMostly SunnyAverageSlightly High
September70.7°F (21.5°C)Light RainMostly SunnySlightly HighAverage
October59.0°F (15.0°C)Light RainMostly SunnyAverageSlightly Low
November46.9°F (8.3°C)Light RainMostly SunnySlightly LowSlightly Low
December39.4°F (4.1°C)Light RainMostly SunnyAverageAverage

Booking with Vrbo is simple

Are you hoping to save on your upcoming trip? Being flexible with your travel dates can really help, as prices can vary quite a bit. Additionally, booking a longer stay often leads to significant savings. To discover the perfect Vrbo property that fits your budget, take advantage of our filters to sort by price, location, and type of vacation rental.

Vrbo Trips: Effortless planning

Vrbo's Trip Board provides a convenient space for you to plan new adventures, keep track of your travel arrangements, and manage your reservations. Your saved or booked properties are neatly organized into categories: Potential, Upcoming, or Current Trips. To discover more about Trip Boards, please visit: https://www.vrbo.com/trips.

**Based on Vrbo properties bookings.

Travel to tranquil Annapolis

The riverfront and parks create a pretty picture of Annapolis. Travelers appreciate the restaurants in this relaxing city. Many of our vacation rentals offer full kitchens, spacious living quarters, and sometimes even a hot tub for a relaxing getaway.

Exploring the natural landscape of Annapolis

Whether you're an adventurous traveler or just want to spend some time taking in the scenery, Annapolis is a great place to get outside. Here are a few of the area's most eye-catching sights, all within 30 miles (48.2 km) of the city center:

  • K Bridge Recreation Area (4.2 mi / 6.7 km)
  • Clearwater Lake (15.7 mi / 25.3 km)
  • Shepherd Mountain Bike Park and Hiking Trails (17.9 mi / 28.8 km)
  • Walnut Hollow Lake (2.1 mi / 3.4 km)
  • Crane Lake Recreation Area (6 mi / 9.6 km)
  • Millstream Gardens Conservation Area (19.3 mi / 31 km)

Frequently asked questions

How much does it cost to rent a vacation home in Annapolis?
Prices for vacation rentals in Annapolis 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 Annapolis 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 Annapolis vacation house rentals?
You can find great discounts on house rentals in Annapolis 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.
Where are the best areas for renting a beach house in Annapolis?
For renting a beach house in Annapolis, consider the beautiful waterfront areas along the Chesapeake Bay, particularly around the Eastport neighborhood. This area is known for its scenic views and close proximity to sandy beaches, making it an excellent choice for travelers seeking a beach getaway. Many properties here come with amenities such as spacious decks, outdoor grilling areas, and access to community docks for boating or fishing, suiting families and groups looking to enjoy the water.

Another great option is the area near Sandy Point State Park, which offers beach access and picnic areas. Vacation rentals in this vicinity often feature modern conveniences like fully equipped kitchens, multiple bedrooms, and outdoor spaces ideal for enjoying Maryland's warm summer evenings. The park itself provides opportunities for swimming, hiking, and birdwatching, enhancing the overall beach experience.

Additionally, the historic downtown Annapolis area provides access to the waterfront, with charming streets filled with shops and restaurants. Rentals here often include amenities like air conditioning, Wi-Fi, and sometimes even views of the harbor, making it a convenient base for exploring the local culture and enjoying the vibrant setting of the city.
What is the most popular type of vacation rental accomodation in Annapolis?
In Annapolis, cabins are the most common type of vacation rental, with about 13 available throughout the area. These cabins provide a rustic charm and often come equipped with cozy interiors, kitchens for meal preparation, and outdoor spaces like decks or porches to enjoy the surrounding nature. Additionally, there are several cottages and vacation houses that offer similar amenities, ideal for families or groups looking for a cozy feel amidst the tranquil setting.
Are there any family house rentals in Annapolis?
In Annapolis, Missouri, there are some family-friendly house rentals available, making it a great spot for those traveling with children. The area offers a mix of cozy homes that typically feature spacious living areas, full kitchens for family meals, and outdoor spaces where kids can play and explore. Many properties also include amenities like Wi-Fi and air conditioning, ensuring a comfortable stay for families.

Visitors can enjoy the local scenery, with opportunities for hiking and enjoying nature at nearby parks.
Can I find long-stay vacation rentals in Annapolis?
A long-stay vacation rental in Annapolis 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 pet-friendly house rentals in Annapolis?
In Annapolis, travelers can find a selection of pet-friendly house rentals, with around 13 options available to accommodate guests and their furry friends. Many of these properties offer amenities such as spacious backyards, fully equipped kitchens, and cozy living spaces, making them ideal for families or groups looking to enjoy a getaway with their pets.

The area is known for its beautiful natural surroundings, providing opportunities for outdoor activities that are pet-friendly. Nearby parks and recreational areas allow for walks and playtime, ensuring that both guests and their pets can make the most of their stay.
Are there any remote work vacation rentals in Annapolis?
In Annapolis, Missouri, there are around 15 vacation rentals that cater specifically to remote work needs. These properties typically offer essential amenities such as high-speed Wi-Fi, either in-room or in common areas, ensuring a reliable internet connection for work-related tasks. Many of these rentals also provide comfortable workspaces, allowing for a productive environment during your stay.

The town features a serene atmosphere, making it a great escape for those looking to balance work and relaxation. Nearby attractions include beautiful natural scenery and opportunities for outdoor activities, enhancing the overall experience of remote working while enjoying the tranquility of the area. To help narrow your search, insert your dates and apply the "WiFi" filter on Vrbo.
Are there any Annapolis vacation rentals with parking?
Vrbo offers a wide selection of vacation rentals in Annapolis 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.
What are popular rental amenities in Annapolis?
In Annapolis, popular vacation rental amenities include fully equipped kitchens, which allow guests to prepare their own meals and enjoy a home-like experience. Many rentals are pet-friendly, making it easier for travelers to bring their furry companions along. Additionally, properties often feature decks or patios, providing outdoor spaces for relaxation and enjoying the surrounding scenery. Onsite parking is commonly available, offering convenience for those traveling by car. Moreover, rentals typically include coffee and tea makers, ensuring that guests can enjoy their favorite hot beverages during their stay.
When is the best time to visit Annapolis for a vacation rental?
The best time to visit Annapolis for a vacation rental is during the peak season from June to August, particularly in July when the weather is at its warmest. This summer period is ideal for travelers looking to enjoy outdoor activities such as hiking, fishing, and exploring the picturesque landscapes of the Ozarks. With temperatures typically ranging from the mid-60s to the low 90s Fahrenheit, visitors can comfortably engage in a variety of adventures, from scenic strolls to water sports on the nearby rivers and lakes.

During these vibrant months, Annapolis attracts many tourists, creating a lively option filled with events and activities. The warm weather provides an excellent backdrop for enjoying local attractions, farmers' markets, and community festivals, making it a superb time for families and adventure-seekers alike.

For those considering a budget-friendly option, March can be a wonderful time to visit. While it falls into the low season, the early signs of spring bring a quieter experience, allowing visitors to appreciate the natural beauty of the area without the crowds. This month offers mild temperatures that can range from the mid-30s to the mid-60s Fahrenheit, making it a lovely time for leisurely hikes and exploring the local charm.

Ultimately, your choice of when to visit Annapolis will depend on your preference for vibrant summer activities or a more tranquil spring experience.
How early should I book a Annapolis vacation rental?
Book your Annapolis 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 Annapolis, Missouri, United States of America?
In Annapolis, Missouri, visitors can enjoy a range of attractions that highlight the area's natural beauty and local culture. The charming downtown area is home to various shops and restaurants, where travelers can explore unique boutiques and savor local cuisine. The nearby Ozark National Scenic Riverways provides ample opportunities for outdoor activities, including kayaking, fishing, and hiking along the beautiful river trails.

For those interested in history, the local museums offer insights into the region's past, showcasing artifacts and exhibits that reflect the cultural heritage of the area. Additionally, the scenic landscapes and rolling hills surrounding Annapolis make for picturesque drives and opportunities for photography.
Can I change or cancel my Annapolis home rental booking on Vrbo?
To find Annapolis 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 Annapolis 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 VrboCareℱ and how does it work?
Vrbo's mission is to help guests relax, reconnect, and enjoy precious time together. With VrboCareℱ, 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 VrboCareℱ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, VrboCareℱ 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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