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 10 - Oct 17

Exceptional

(240 reviews)

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

Sea Ranch, CA

8% off

Includes all fees

View from the deck leading to the spa area

Exceptional

(156 reviews)

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

Sea Ranch, CA

8% off

Includes all fees

Exceptional

(30 reviews)

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

Gualala, CA

6% off

Includes all fees

Find spaces that suit your style

House

Condo/Apartment

Find the best place to stay - Annapolis

Hillside tree house in redwoods with ocean views & pool access - dog-friendly

Sleeps 6 · 3 bedrooms · 2 bathrooms

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

Sleeps 4 · 2 bedrooms · 1 bathroom

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

Sleeps 4 · 2 bedrooms · 1 bathroom

Top rated rentals - Annapolis

Premier Host

Amazing getaway

Beautiful, clean and well appointed property. We had an amazing, relaxing time at the property. We'll be back for sure!

Brian D.

Stayed Jul 2025

Premier Host

Relaxing Getaway

Just what we were looking for in this short getaway. A house on the cliffs near the ocean, beautiful views from the deck and inside the house. The house is very clean and nicely decorated. Walking the adjacent trail was a great experience. Sitting on the deck listening to the ocean with a morning cup of coffee and an afternoon full of wine and laughter was the highlight of this amazing home. Only downside was the wind.

Samar A.

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

Premier Host

Excellent stay at Sea Ranch Getaway

This property is in a great location and is exactly as described/pictured. Host was responsive to questions and the house provided all the basic needed amenities. Highly recommend.

Sarah S.

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

Premier Host

Relaxing getaway

Our family enjoyed spending a few days together in this charming house. Enjoyed cooking in the fabulous kitchen with all new appliances. Beds were very comfortable and the ocean view can be seen from many windows. Experienced excellent communication with the host which made our stay feel special. Easy to find and close to our favorite shops in Gualala. Would definitely return.

Lisa F.

Stayed Apr 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

Family Room with view to bluff and ocean. We supply the wood for the fireplace

Premier Host

Perfect week at the Ocean

Gorgeous weather, easy access to the walking trail and comfortable accommodations. Views were awesome . Saw whales, seals, and crab fishermen.

James C.

Stayed Nov 2024

Peace of mind
Our Book with Confidence guarantee gives you 24/7 support
All the privacy of home
Enjoy full kitchens, laundry, pools, yards and more
More for less
More space, more privacy, more amenities — more value
A place for everyone
We stand for diversity, inclusion and families everywhere.
Learn more

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)
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 most popular type of vacation rental accommodation in Annapolis?

The most popular types of vacation rentals in Annapolis are bed & breakfasts. Hoping for something different? Vrbo has plenty of options to match our guests' unique needs, so you'll see vacation homes in loads of shapes and sizes. The ideal home away from home is waiting for you --- grab yours today.

How much does it cost to rent a vacation rental in Annapolis?

The average price for a vacation home in Annapolis is based on several factors, including time of year, length of stay and property type. Whether you're looking for a sprawling house with room for friends and family or a comfy cabin just for the two of you, just enter your dates of travel to discover some great-value stays.

How much does it cost to rent a beach house in Annapolis?

When you travel and the style and size of the property will influence the cost of your beachside vacation rental. Click on your Annapolis travel dates to see your options on Vrbo. Looking for basics like WiFi, or perks like a private pool? Use our filters to select the features and amenities you want in your rental.

Are there pet-friendly vacation rentals in Annapolis?

With three vacation rentals that host pets, your furry little friend can join in the fun on your Annapolis vacation. Use our filter tool to browse our pet-friendly vacation rentals and find your pawfect pad on Vrbo.

What are popular rental amenities in Annapolis?

A chef, a nearby river and a fireplace top the list of most popular rental amenities in Annapolis. Whether you're taking a trip on your own, with your sweetheart or as a family group, Vrbo will help you find a vacation rental that matches your tastes with all the features you need.

Are there large group vacation rentals in Annapolis?

Yes, you can pick from one of two vacation homes in Annapolis that can accommodate five or more guests. From family getaways to events like a friend's birthday, these stays have ample space to chill out with your favorite people.

Are there vacation rentals in Annapolis that welcome kids?

Annapolis has three family-friendly vacation homes to choose from. And securing a stay that welcomes kiddos is super easy with our "Properties good for families" filter. On top of having the whole place to yourselves, you'll have access to conveniences and perks such as dining rooms, yards and private pools.

Are there vacation rentals with WiFi in Annapolis?

Annapolis has two vacation rentals with WiFi, so you can stay connected while on vacation. Simply check the "WiFi" box in our search filter for a list of properties with this feature. From streaming movies with the family to sending emails, these Vrbo homes make it a cinch to get online.

How old do you have to be to rent a vacation rental in Annapolis?

We recommend checking with the Annapolis vacation property you'd like on Vrbo as the age limit varies. However, it's generally 16, 18 or 21.

How long can I rent a vacation rental in Annapolis for?

The amount of time you can stay in an Annapolis vacation home for is up to each property. Just put in your preferred travel dates to see available options offering longer term stays. They have all you require to make your extended getaway more comfortable and enjoyable, such as laundries and air conditioning. Some Vrbo vacation homes may also offer weekly or monthly discounts, so you can hang around longer for less.

Does Vrbo offer discounts for vacation homes in Annapolis?

On Vrbo, you'll find great discounts and deals for Annapolis. Take a look at our newly listed homes, as well as our weekly and monthly discounts on vacation rentals. Whether you're off on a weekend getaway or a much longer stay, Vrbo offers lots of options for every style and budget.