Annapolis Vacation Rentals, Cazadero: house rentals & more

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

Showing deals for:Oct 17 - Oct 24

Exceptional

(242 reviews)

Come take in the ocean, gaze at the starry skies, commune with nature.

Sea Ranch, CA

8% off

Fees included upfront

View from the deck leading to the spa area

Exceptional

(158 reviews)

Dog friendly Sea Ranch getaway nestled in-between the ocean and golf course

Sea Ranch, CA

8% off

Fees included upfront

Exceptional

(30 reviews)

Oceanfront House With Panoramic Views Of The Water And Private Beach Access

Gualala, CA

6% off

Fees included upfront

Exceptional

(154 reviews)

Private Courtyard with Hot Tub... Ocean View...2 min. walk to bluff

Sea Ranch, CA

16% off

Fees included upfront

Find spaces that suit your style

House

Condo/Apartment

Find the best place to stay - Annapolis

Showing deals for: Oct 17 - Oct 20

Sunny Home w/ Private Hot Tub & Deck, Pools & Saunas - Two Dogs Welcome

Sleeps 6 · 3 bedrooms · 3 bathrooms

Fees included upfront

Coastal house near trails, beaches, & dining with firepit - dog-friendly

Sleeps 4 · 2 bedrooms · 1 bathroom

Fees included upfront

The view of Anchor Bay Cove from the Community Room Deck

Oceanfront Studio with views of the Pacific Ocean & Direct Access to the Beach

Sleeps 2 · 1 bedroom · 1 bathroom

Fees included upfront

Enchanting cabin with hot tub, full kitchen, & washer/dryer - dog-friendly

Sleeps 4 · 2 bedrooms · 1 bathroom

Fees included upfront

Dog-Friendly Rustic Sea Ranch Home with Ocean View, Shared Pool

Sleeps 6 · 3 bedrooms · 2 bathrooms

Fees included upfront

Viglione | Fireplace, Hot Tub, & Ocean Views

Sleeps 6 · 3 bedrooms · 2 bathrooms

Fees included upfront

Top rated rentals - Annapolis

Premier Host

Awesome stay in Sea Ranch

The house is well appointed and has a beautiful view of the ocean. Close to trails and beaches, has all the amenities you would need. Our family of 5 had a very comfortable stay and a great time!

Zainul A.

Stayed Jul 2025

Premier Host

Perfect base

What a beautiful weekend at the perfect base, thank you Tanya, could not have been more perfectly placed for walks to idyllic coves, very comfortable, floor plan well thought out for a group stay, thoroughly recommend

Claire M.

Stayed Jul 2025

Premier Host

Fantastic View

Lovely house with fantastic views. Well appointed kitchen and comfortable beds. Hot tub and massage chair were a nice bonus. Conveniently located…Close to beaches, hiking and restaurants. Thanks for sharing. It was a great week.

Alicia W.

Stayed Jun 2025

Premier Host

Beautiful home for large groups

This house was great for our two families with 4 children. The location was great for walking to the beach. We loved the separate little cottage which was so peaceful.

Odessa R.

Stayed Jun 2025

Idyllic stay

The property was just as advertised and a lovely getaway for us for two nights. The access to coastal walks was a breeze and gorgeous, and the proximity to what we wanted to e plots was exactly as described. The house is very well equipped with everything you need for a comfortable stay and instructions were clear and precise. Thank you! We’ll be back!

serene k.

Stayed Jun 2025

The great room with panoramic views to the meadows and sea

Premier Host

Most favorite Sea Ranch house

I have been renting houses at Sea Ranch for over 40 years. This is the 4th time we stayed at Windsong. It is clearly my favorite.

Marjorie L.

Stayed May 2025

The house is flooded with light from morning to late afternoon.

Quiet, peaceful, fully stocked cabin to relax

Charming cabin in the woods with a fully stocked kitchen - eating in and cooking was a pleasure. Ample, open plan lounge and dining space. Nice to make use of the fireplace - plenty of wood provided. Wrap around deck with hot tub got heavy use.Never experienced complete darkness to sleep in before!

Mark B.

Stayed Feb 2025

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Find out more about Annapolis

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)
Flowers Vineyard and Winery (13.7 mi / 22.1 km)
Fort Ross Vineyard (17.5 mi / 28.2 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)
Cooks Beach (11.5 mi / 18.5 km)
Ocean Cove (11.8 mi / 19 km)
Stillwater Cove Regional Park (12.6 mi / 20.3 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, a popular area to stay is along the scenic coastline near the village center. This charming area offers a unique blend of natural beauty and local culture, making it an ideal base for your getaway. You'll find a variety of vacation rentals, ranging from cozy cottages to modern homes, with many offering stunning views of the water.

Being in this area provides easy access to top attractions such as the nearby Point Reyes National Seashore, where you can explore hiking trails, pristine beaches, and breathtaking vistas. Additionally, the historic Tomales Bay area is just a short distance away, superb for kayaking or enjoying fresh oysters at local eateries.

Another appealing option is to stay a little further inland, where you'll experience a quieter, more rustic atmosphere, yet still have quick access to the vibrant coastal attractions.

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.

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 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.

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 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 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.