Annapolis vacation rentals

We found 258 vacation rentals — enter your dates for availability

Scroll through and select from vacation rentals in Annapolis to find one that's perfect for your trip. Vacation homes offer the best amenities for your family, friends, or furry companion, such as parking and a fireplace. At the end of the day, you'll be sure to find a rental that has what everyone needs, including accessible or non-smoking choices.

Vacation rentals with weekly discounts - Annapolis

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Find out more about Annapolis

Find out more about Annapolis

Why visit Annapolis

  1. Stunning Outdoor Adventures: Annapolis boasts beautiful beaches, state parks, and picturesque rivers, perfect for outdoor enthusiasts.
  2. Charming Historic Downtown: Explore the romantic atmosphere of streets lined with historic townhomes, offering a unique cultural experience.
  3. Welcoming Local Community: Enjoy the friendly locals and their warm hospitality, enhancing your adventure vacation.
  4. Diverse Accommodation Options: Choose from private vacation homes, cozy cabins, and charming cottages for a delightful stay.
  5. Scenic Natural Beauty: Immerse yourself in the breathtaking landscapes that surround Annapolis, ideal for relaxation and exploration.

Popular types of accommodation in Annapolis

If you’re seeking the perfect getaway in Annapolis, look no further. Our vacation rentals offer a variety of options to suit every preference, with the most popular choices being houses, charming cabins, and cozy cottages. Whether you’re in search of spacious vacation homes or comfortable accommodations, we provide transparent information on Annapolis vacation rentals and hotels to ensure a delightful stay. Embrace the beauty of Annapolis with confidence and ease!

  • Houses: The top choice for visitors in Annapolis, offering spacious and comfortable stays perfect for families or groups.
  • Cabins: A charming option for those seeking a rustic retreat amidst nature, ideal for a cozy getaway.
  • Cottages: Quaint and inviting, these accommodations provide a delightful atmosphere for relaxation.
  • Villas: Luxurious spaces that offer upscale amenities and stunning views, perfect for a lavish escape.
  • Apartments: Convenient and often centrally located, these rentals are great for those wanting a home-like experience.**

Top attractions in Annapolis

Annapolis, California, is ideal for outdoor and adventure vacations, featuring stunning beaches, national and state parks, and picturesque rivers. This charming destination offers a mix of cultural experiences and scenic beauty, perfect for travellers seeking relaxation and exploration. Consider looking into Annapolis house rentals for your stay, and don’t forget to check out local travel guides to fully enjoy your visit to this captivating area.

  1. Black Point Beach: A serene beach located 6.4km from Annapolis, Black Point Beach offers a tranquil atmosphere with picturesque views, perfect for sunbathing and relaxing by the sea.
  2. Gualala River: Situated 9.7km away, the Gualala River boasts stunning scenery and outdoor activities, ideal for kayaking, fishing, or simply enjoying a peaceful day surrounded by nature.
  3. Galleons Point: Just 6.4km from Annapolis, Galleons Point is an eco-friendly park great for families, featuring scenic trails and picnic spots amidst lush greenery.

Things to do recommended for couples

For a romantic getaway in Annapolis, explore the enchanting Flowers Vineyard and Winery, only 16.4km away, or head to the charming Maple Creek Winery and Yorkville Cellars, both 24.1km distant. Enjoy the captivating ambiance and delightful wine while creating unforgettable memories together.

Things to do recommended for families

Families vacationing in Annapolis can explore Gualala Point Regional Park, located 14.5km away, where they can enjoy nature walks, picnics, and stunning coastal views. This recreational area offers a perfect mix of relaxation and outdoor fun for everyone.

Things to do recommended for groups

Experience the breathtaking Gualala Bluff Trail for scenic hikes, challenge your group at the Sea Ranch Golf Links, and unwind with a tasting at Anderson Valley Brewery Company. These activities offer a perfect blend of adventure, outdoor fun, and relaxation for your group getaway in Annapolis.

What do I need to keep in mind when booking a vacation in Annapolis

If you're planning a trip with a group, family, or pets, or if you're seeking longer accommodations, be sure to prioritize your preferences when filtering your options. Here are some helpful Vrbo booking tips tailored for you.

  • Traveling to Annapolis with a group: Think about how many bedrooms you require, along with features like a complete kitchen or outdoor areas for group activities. Thankfully, you can easily filter for these options and many others on Vrbo.
  • Traveling to Annapolis with young kids: Traveling with young children can be quite demanding. It’s important to prioritize their comfort and safety, along with finding age-appropriate facilities, like a private swimming pool. Additionally, considering your closeness to family-friendly attractions is a wise choice.
  • Taking your pets with you to Annapolis: For many families, a trip isn't truly fulfilling without their furry companion by their side. If this resonates with you, explore Vrbo properties that welcome pets. Most of these pet-friendly accommodations offer feeding bowls and beds, ensuring that every member of the family feels comfortable and at home.
  • Planning for a long term stay visiting Annapolis: If you're in search of vacation rentals that offer 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 rental options. 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 in Annapolis

Annapolis, California, offers a charming escape for outdoor enthusiasts and families alike. Explore the picturesque downtown, where historic townhomes line the streets, creating a romantic atmosphere. Venture into the surrounding regions to discover stunning scenery and friendly locals, perfect for adventure vacations. Don't miss out on the unique experiences Annapolis tourism has to offer, ensuring a memorable getaway filled with relaxation and beauty.

  • Sea Ranch: Sea Ranch is a picturesque community located 8.0km from Annapolis, known for its stunning coastal scenery and outdoor adventures. Visitors flock to this charming destination to enjoy activities such as golfing and exploring the vast recreational areas. Highlights include breathtaking beaches, a nearby national state park, and scenic river views, making it an ideal spot for nature lovers and those seeking relaxation. Whether you're hiking along the cliffs or unwinding on the beach, Sea Ranch offers a perfect blend of adventure and tranquility.
  • Gualala: Situated 16.1km from Annapolis, Gualala is a delightful coastal town that captivates visitors with its natural beauty and recreational opportunities. Popular for hiking and access to scenic trails, Gualala is perfect for outdoor enthusiasts looking to immerse themselves in the stunning landscapes of Northern California. With its beautiful beaches, proximity to a national state park, and picturesque river views, Gualala invites travelers to explore and appreciate the serene environment. Enjoy a day of adventure or simply relax by the shoreline—Gualala has something for everyone.
  • Stewarts Point: Located 8.0km from Annapolis, Stewarts Point is a small coastal community that offers a unique blend of outdoor experiences and scenic beauty. Known for its recreational areas, golf opportunities, and wellness treatments, this charming city is perfect for visitors seeking both adventure and relaxation. With easy access to pristine beaches, a national state park, and lovely river views, Stewarts Point provides a tranquil escape for nature lovers. Engage in outdoor activities or indulge in a soothing spa day while soaking in the breathtaking coastal scenery.

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 from June to August, while off-peak times, like December to February tend to have fewer bookings and better deals.

calendar iconCalendar Monthtemperature iconTemperaturerain iconPrecipitationmostly cloudy iconCloudinessoccupation rate iconOccupancyprice iconPricing
January47.7°F (8.7°C)Light RainMostly SunnyModerately LowSlightly Low
February48.4°F (9.1°C)Light RainMostly SunnyModerately LowSlightly Low
March49.8°F (9.9°C)Light RainMostly SunnyAverageSlightly Low
April54.1°F (12.3°C)No Rain (Dry)Mostly SunnyAverageAverage
May59.4°F (15.2°C)No Rain (Dry)SunnyAverageAverage
June66.4°F (19.1°C)No Rain (Dry)SunnyModerately HighSlightly High
July70.2°F (21.2°C)No Rain (Dry)SunnyModerately HighSlightly High
August69.8°F (21.0°C)No Rain (Dry)SunnyModerately HighSlightly High
September67.3°F (19.6°C)No Rain (Dry)SunnyAverageAverage
October61.0°F (16.1°C)Light RainSunnyAverageAverage
November52.0°F (11.1°C)Light RainMostly SunnyAverageAverage
December46.8°F (8.2°C)Light RainMostly SunnyModerately LowAverage

Booking with Vrbo is simple

Are you hoping to save on your upcoming travel plans? Being flexible with your travel dates can be advantageous, as prices often fluctuate. Additionally, consider booking an extended stay to take advantage of substantial savings. To discover a Vrbo property that aligns with your budget, feel free to use our handy filters to sort by price, location, and type of vacation rental.

Vrbo Trips: Planning made easy

Vrbo’s Trip Board offers an easy-to-use platform for planning your journeys. You can create new trips, continue from where you last stopped, or view and manage your existing plans in one place. Your saved or booked properties will be neatly organized under Potential, Upcoming, or Current Trips. To start exploring Trip Boards, simply visit: https://www.vrbo.com/en-ca/trips.

**Based on Vrbo properties bookings.

Choose a vacation rental for your Annapolis getaway

Experience the unique character of Annapolis with a stay in a vacation home rental. You'll find plenty to explore during your stay in the area. If you're looking for accommodations with space to entertain friends and family, Vrbo has plenty of options to choose from. Many rental homes offer full kitchens and laundry facilities, perfect for big groups.

Activities and attractions in and around Annapolis

Are you hoping to find attractions to visit in the area? Although it can be tempting to stay in your comfortable vacation rental, you'll want to check out everything that makes Annapolis a one-of-a-kind vacation spot. Here are some of the most popular attractions to see, all within 30 miles (48.2 km) of the city center:

  • Sea Ranch Golf Links (8.3 mi / 13.4 km)
  • Fort Ross Vineyard (17.5 mi / 28.2 km)
  • Flowers Vineyard and Winery (13.7 mi / 22.1 km)
  • Maple Creek Winery (14.8 mi / 23.8 km)
  • Yorkville Cellars (14.8 mi / 23.9 km)
  • Albertina Wine Cellar (19.2 mi / 30.8 km)

Exploring the natural features in Annapolis

Whether you're an active traveler or just want to spend some time taking in the scenery, Annapolis is a great spot to appreciate mother nature. These are a few of the area's most enchanting natural features, all within 30 miles (48.2 km) of the city center:

  • Pebble Beach (4.2 mi / 6.7 km)
  • Black Point Beach (4.3 mi / 6.9 km)
  • Gualala River (6 mi / 9.7 km)
  • Ocean Cove (11.8 mi / 19 km)
  • Stillwater Cove Regional Park (12.6 mi / 20.3 km)
  • Lake Sonoma (18.7 mi / 30.1 km)

Traveling to and around Annapolis

The nearest airport is in Santa Rosa, CA (STS-Sonoma County), located 33.6 mi (54.1 km) from the city center.

Frequently asked questions

What is the best area to stay in Annapolis when booking a vacation rental?
When considering a vacation rental in Annapolis, California, the best area to stay in is the picturesque coastal region surrounding the town. This charming area offers a unique blend of tranquillity and natural beauty, making it an ideal retreat for those looking to escape the hustle and bustle of city life.

One of the highlights of staying in this vicinity is its proximity to the stunning Point Reyes National Seashore. This expansive natural park features breathtaking coastal views, hiking trails, and diverse wildlife, providing ample opportunities for outdoor enthusiasts. Additionally, the nearby Tomales Bay is great for kayaking and enjoying fresh oysters from local farms, making it a delightful experience for food lovers and nature aficionados alike.
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.
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 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.
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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