Annapolis vacation rentals

We found 21 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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    Enjoy full kitchens, laundry, pools, yards and more
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Find out more about Annapolis

Find out more about Annapolis

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)
  • Silver Mine Recreation Area (19.7 mi / 31.7 km)
  • Walnut Hollow Lake (2 mi / 3.3 km)
  • Crane Lake Recreation Area (6 mi / 9.6 km)
  • Shepherd Mountain Bike Park and Hiking Trails (17.9 mi / 28.8 km)

Frequently asked questions

What is the best area to stay in Annapolis when booking a vacation rental?
When considering a vacation rental in Annapolis, Missouri, the most appealing area to stay in would be the scenic surroundings near the Mark Twain National Forest. This region offers a delightful blend of natural beauty and outdoor recreational opportunities, making it ideal for those looking to immerse themselves in nature. The forest features numerous hiking trails, picturesque landscapes, and opportunities for wildlife observation, great for families or solo adventurers alike.

Another fantastic option is the vicinity of the St. Francis River, which provides a serene atmosphere and activities such as fishing, canoeing, and kayaking. The river's tranquil waters and stunning views create a lovely backdrop for a relaxing getaway. Depending on the season, you may also find local events or festivals that celebrate the area's heritage and community spirit.
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 travelling 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.
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, Missouri, travellers should consider properties along the shores of the Lake of the Ozarks, which is renowned for its beautiful waterfront and recreational opportunities. Areas such as the northern part of the lake, particularly around the town of Camdenton, offer a variety of vacation rentals with stunning lake views. Many of these properties come equipped with amenities such as private docks, outdoor patios, and fire pits, great for families or groups looking to enjoy lakeside activities.

Further south, the Osage Beach area is another excellent choice, featuring a range of rental properties from spacious homes to cosy cabins, often with easy access to the water. Many accommodations here include full kitchens, swimming pools, and even hot tubs, providing a comfortable and enjoyable stay for visitors. Osage Beach is also home to local shops and restaurants, adding to the convenience for those looking to explore the area.
What is the most popular type of vacation rental accomodation in Annapolis?
In Annapolis, cabins are the most popular type of vacation rental, with about 13 available throughout the area. These cabins typically offer rustic charm and are situated in serene locations, providing a peaceful retreat for visitors. Most include amenities such as fully equipped kitchens, comfortable living areas, and outdoor spaces for enjoying the natural surroundings.
Are there any family house rentals in Annapolis?
In Annapolis, Missouri, there are several family-friendly house rentals to choose from, making it a suitable destination for groups looking to enjoy a getaway. These homes often feature spacious living areas and fully equipped kitchens, superb for preparing meals together. Many of the properties also include outdoor spaces where children can play and families can gather for barbecues or relaxation.
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. 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 Annapolis?
In Annapolis, Missouri, there are several pet-friendly house rentals available, offering a range of amenities for travellers. Many of these properties feature spacious layouts, fully equipped kitchens, and outdoor spaces where pets can enjoy the fresh air. Some rentals may also include amenities like fenced yards, allowing for safe playtime for pets.
Are there any remote work vacation rentals in Annapolis?
In Annapolis, Missouri, there are several remote work vacation rentals available, with around 16 options for travellers seeking a conducive environment for working remotely. Many of these properties come equipped with essential amenities such as Wi-Fi, dedicated workspaces featuring desks and chairs, and comfortable living areas that provide a pleasant atmosphere for productivity. 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 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.
What are popular rental amenities in Annapolis?
In Annapolis, popular vacation rental amenities include complimentary Wi-Fi, fully equipped kitchens with cookware, dishware, and utensils, as well as microwaves and refrigerators. These amenities are designed to enhance the comfort of guests, allowing for a self-catering experience while enjoying the area's charming attractions.
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 summer months, particularly July, when the town comes alive with vibrant energy and outdoor activities. This peak season, spanning from June to August, attracts visitors keen to enjoy the warm weather, ideal for exploring the scenic rivers and engaging in water sports. The average temperatures hover around the mid-20s Celsius, providing great conditions for sightseeing and enjoying local events.

July stands out as the most popular month, offering a bustling atmosphere filled with tourists drawn to the area's natural beauty and recreational opportunities. You'll find plenty of chances to discover charming waterfront parks, indulge in local cuisine, and participate in community events that showcase the region's rich culture.

For those who prefer a quieter experience or are looking for more budget-friendly options, March is an excellent choice. While temperatures can be cooler, averaging around 10 degrees Celsius, this month offers a serene environment great for enjoying leisurely walks along the riverside or visiting local attractions without the crowds.
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.
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 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 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.

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