Annapolis Vacation Rentals

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Vacation Rentals in Annapolis

Oceanfront - Hot Tub - Newly Remodeled Cottage
Property grounds
Oceanfront - Hot Tub - Newly Remodeled Cottage
9.8 out of 10, Exceptional, 325 reviews
"We normally stay in Santa Cruz but I think we liked Bodega Bay better. The house was beautiful and right on the beach. Beautiful views and we were able to hear the ocean from our bedroom. Property was clean and beautiful."
Oceanfront - Hot Tub - Newly Remodeled Cottage
Spacious Yet Cozy Bodega Bay Experience!
Beach
Spacious Yet Cozy Bodega Bay Experience!
8.8 out of 10, Excellent, 214 reviews
"Comfortable and clean, easy to find and short walk to Duncan's landing for excellent sunset viewing every night."
Spacious Yet Cozy Bodega Bay Experience!
Riverfront Cottage in Wine Country - Seasonal River Access - Dogs Stay for Free!
Property grounds
Riverfront Cottage in Wine Country - Seasonal River Access - Dogs Stay for Free!
9.8 out of 10, Exceptional, 272 reviews
"The Russian River is one of my favorite places of all time, but my latest visit to the Riverfront cottage was a dream! The space was so lovely. I loved cooking in the kitchen and eating breakfast on the deck. We especially loved our hours spent on the river in the kayaks. We can't wait to go back!"
Riverfront Cottage in Wine Country - Seasonal River Access - Dogs Stay for Free!
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Sunny Home. Hot Tub. Walk to 2 Beaches, Rec Center, Bluff Trail and the Lodge.
Property grounds
Sunny Home. Hot Tub. Walk to 2 Beaches, Rec Center, Bluff Trail and the Lodge.
9.8 out of 10, Exceptional, 303 reviews
"Wonderful!"
Sunny Home. Hot Tub. Walk to 2 Beaches, Rec Center, Bluff Trail and the Lodge.
Gorgeous Esherick home with ocean views, hot tub, and trail to Black Point Beach
Aerial view
Gorgeous Esherick home with ocean views, hot tub, and trail to Black Point Beach
9.0 out of 10, Wonderful, 36 reviews
"The property is set on a picturesque spot in SeaRanch. Beautiful ocean views. The home itself has lots of nice and unexpected touches (amazing water pressure, oyster knife, dog blankets). It also had a few cost reducing pieces that ranked it down a notch for me (one ply toilet paper and paper towels, super thin cloth towels). We did have an issue with wet towels upon arrival and the property management remedied it within the first 24 hours of our stay. The outdoor space was very useful and...
Gorgeous Esherick home with ocean views, hot tub, and trail to Black Point Beach
Point Arena Lighthouse
Romantic Apartment, 1 Queen Bed, Kitchen, Ocean View (No Pets Allowed) | Private kitchen
Point Arena Lighthouse
3.0 star property
9.6 out of 10, Exceptional, 85 reviews
"Very well supplied and maintained "
The price is CA $258
CA $328 total
includes taxes & fees
Jun 23 - Jun 24
Point Arena Lighthouse
Incredibly Beautiful, Private, Unique Home Perched On The Bluff At Ocean's Edge!
Aerial view
Incredibly Beautiful, Private, Unique Home Perched On The Bluff At Ocean's Edge!
10.0 out of 10, Exceptional, 306 reviews
"This property is exactly as described. The views are beautiful and host is simple to communicate with."
Incredibly Beautiful, Private, Unique Home Perched On The Bluff At Ocean's Edge!
Wildwood Gardens Scenic Rustic Vacation Retreat on the River
Property grounds
Wildwood Gardens Scenic Rustic Vacation Retreat on the River
9.6 out of 10, Exceptional, 168 reviews
"We had a great time in this lovely little house right on the river. The house is well appointed and close to the town center. The large property is so beautiful and peaceful. We will definitely stay here again!"
Wildwood Gardens Scenic Rustic Vacation Retreat on the River
Ocean view home with free WiFi, jetted tub and close beach access
Property grounds
Ocean view home with free WiFi, jetted tub and close beach access
9.0 out of 10, Wonderful, 105 reviews
"Well stocked great property with incredible views! Wish we could have stayed longer. Definitely hope to return."
Ocean view home with free WiFi, jetted tub and close beach access
Wagging Woods | 3 Gated Acres | Private Hot Tub | Dog-Friendly
Property grounds
Wagging Woods | 3 Gated Acres | Private Hot Tub | Dog-Friendly
8.6 out of 10, Excellent, 29 reviews
"Beautiful location. Very clean. Awesome if you had a dog!"
Wagging Woods | 3 Gated Acres | Private Hot Tub | Dog-Friendly
Secluded home with private saltwater pool, spa & amazing view - dog-friendly
Pool
Secluded home with private saltwater pool, spa & amazing view - dog-friendly
8.4 out of 10, Very good, 12 reviews
"This property was perfect for our writing retreat! It was spacious and comfortable, and set in a beautiful location. Would absolutely stay again!"
Secluded home with private saltwater pool, spa & amazing view - dog-friendly
Contemporary coastal home with private hot tub, shared pool, & ocean views
View from property
Contemporary coastal home with private hot tub, shared pool, & ocean views
8.4 out of 10, Very good, 100 reviews
"overall quite nice. construction next door was minimal, BUT the closeness of the new structure really took away from the overall feel. i'm sure 5-6 established trees and a little time will soften this effect."
Contemporary coastal home with private hot tub, shared pool, & ocean views
Sunlit home near river with hot tub, washer/dryer, firepit - dogs OK
Exterior
Sunlit home near river with hot tub, washer/dryer, firepit - dogs OK
9.6 out of 10, Exceptional, 42 reviews
"Everything about this little cottage in the redwoods along the creek was perfect. It was very quiet and peaceful although we were here during the week. And while there are neighbors to the left and right. One was very quiet and the other neighbors were not there. a very nice place to retreat."
Sunlit home near river with hot tub, washer/dryer, firepit - dogs OK
Oceanfront Studio with views of the Pacific Ocean & Direct Access to the Beach
Property grounds
Oceanfront Studio with views of the Pacific Ocean & Direct Access to the Beach
9.8 out of 10, Exceptional, 13 reviews
"Location is the highlight of this Gualala studio. The stairs faded quickly into the spectacular views. This is a special retreat from the ordinary. Miren is a fantastic host, her knowledge of the area, attention to detail & warm hospitality all a highlight of our stay. We spent 3 nights & explored nearby, but the Anchor Bay beach below this studio makes this location a place of pure contentment, no need to roam. We hope to return."
Oceanfront Studio with views of the Pacific Ocean & Direct Access to the Beach
~ Riverfront 3 Bedroom + hot tub, private dock & kayaks. 3/4 mile from town ~
Property grounds
~ Riverfront 3 Bedroom + hot tub, private dock & kayaks. 3/4 mile from town ~
10.0 out of 10, Exceptional, 48 reviews
"The home is beautiful, comfortable and well stocked. We enjoyed the dock, the hot tub and the lovely kitchen and dining areas. It was quiet and serene. Hope to return soon."
~ Riverfront 3 Bedroom + hot tub, private dock & kayaks. 3/4 mile from town ~
Upscale Riverfront Magnificent Views & Hot Tub In Sonoma County Wine Country
Property grounds
Upscale Riverfront Magnificent Views & Hot Tub In Sonoma County Wine Country
10.0 out of 10, Exceptional, 91 reviews
"We went here with a group of friends and had the most amazing time! We will absolutely be going back. The house was really considered and had everything we needed. Also, can't beat being right on the water!"
Upscale Riverfront Magnificent Views & Hot Tub In Sonoma County Wine Country
SETTING PRIVATE 2 blk toTown/River/Beach-Lg Deck+SPA-Mini Golf+Tennis+Coast12 mi
Beach nearby, sun loungers
SETTING PRIVATE 2 blk toTown/River/Beach-Lg Deck+SPA-Mini Golf+Tennis+Coast12 mi
9.8 out of 10, Exceptional, 259 reviews
"Girls trip to wine country. Perfect location and accommodations for 6 of us. Clare is super, we have stayed here twice."
SETTING PRIVATE 2 blk toTown/River/Beach-Lg Deck+SPA-Mini Golf+Tennis+Coast12 mi
Sunny Home w/ Private Hot Tub & Deck, Pools & Saunas - Two Dogs Welcome
Exterior
Sunny Home w/ Private Hot Tub & Deck, Pools & Saunas - Two Dogs Welcome
9.0 out of 10, Wonderful, 51 reviews
"We spent four nights in this great home. It's in a nice location on a very quiet cul-de-sac. Close to day hiking trails and Gualala for restaurants. Home was very well equiped - we cooked several meals without finding any missing household items. Hot tub works great...which is sometimes a rarity in rental homes. We would definitely stay here again."
Sunny Home w/ Private Hot Tub & Deck, Pools & Saunas - Two Dogs Welcome
Riverfront Home, close to beach and restaurants
Terrace/patio
Riverfront Home, close to beach and restaurants
10.0 out of 10, Exceptional, 93 reviews
"We had a wonderful stay. The property was well taken care of (both lovely and clean) and the location was perfect! We look forward to revisiting as well as recommend this home to friends."
Riverfront Home, close to beach and restaurants
Your Oceanfront Experience - Hot Tub - Lovely Fenced Courtyard
Pool
Your Oceanfront Experience - Hot Tub - Lovely Fenced Courtyard
9.8 out of 10, Exceptional, 375 reviews
"Our stay was wonderful! It was so relaxing and the ultimate renewal for us. The garden in the front was the first beautiful site and seeing the view of ocean as we walked up the driveway. We will be back again to make more memories. Thank you for opening your home to us."
Your Oceanfront Experience - Hot Tub - Lovely Fenced Courtyard
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See all available properties in Annapolis
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Annapolis Vacation Rental Travel Info

Popular accommodation
Annapolis private vacation homes
Known landmarks
Hauser Bridge, Kruse Rhododendron State Natural Reserve and Fisk Mill Cove
International airport
Oakland, CA (OAK-Oakland Intl.)

Other types of properties in Annapolis you may be interested in

Timber Cove Resort
Exterior
Timber Cove Resort
3.5 star property
9.0 out of 10, Wonderful, 116 reviews
"The resort is one of the nicer ones in the area, the front staff was super nice and upgraded our room to ocean view for a fair discount. Our original room had the bed in a loft and a hike down some loft type stairs to the bathroom... it would not have worked for us. The restaurant overpriced but then what isn't these days. The biggest complaint was the mattress was so saggy and old it was seriously the worst I've ever seen. They just put a pad on top to hide that fact. so for that alone it...
The price is CA $419
CA $526 total
includes taxes & fees
Jun 18 - Jun 19
Timber Cove Resort
Gualala Country Inn
Property grounds
Gualala Country Inn
2.5 star property
8.8 out of 10, Excellent, 691 reviews
"Wonderful location!"
The price is CA $234
CA $259 total
includes taxes & fees
Jun 20 - Jun 21
Gualala Country Inn
Casa Secoya
Sundeck
Casa Secoya
2.5 star property
9.0 out of 10, Wonderful, 339 reviews
"We enjoyed our stay. Staff was friendly and responsive."
The price is CA $200
CA $228 total
includes taxes & fees
Jun 24 - Jun 25
Casa Secoya
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Everything you need to know about Annapolis vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Annapolis vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Annapolis vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Annapolis vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Annapolis. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Annapolis vacation rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a vacation rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Annapolis vacation rentals we have selected for you start as low as CA $258 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Annapolis rentals

At Expedia, we put the best Annapolis vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Annapolis rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Annapolis vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Annapolis. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

Frequently asked questions

Can I find vacation rentals in Annapolis?

Yes, you can find vacation rentals near popular local attractions in Annapolis, or you can select a more remote option if you'd like a relaxing place to stay.

What are some of the best vacation home rentals in Annapolis?

Sunny Home. Hot Tub. Walk to 2 Beaches, Rec Center, Bluff Trail and the Lodge.: This vacation home rental near Annapolis is located near the beach and has a fireplace, a patio, and a barbecue grill to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge, and a stovetop. It offers a garden, a spa tub, and a selection of books so you can immerse yourself in your vacation.

What’s there to see and do in Annapolis?

While you're exploring the area, Gualala River and Pebble Beach are a couple of picturesque spots to get outside and enjoy nature. In the larger area, you’ll find Black Point Beach and Walk On Beach.

What’s a vacation rental in Annapolis like?

Vacation rentals are privately owned properties you can book for a long or short time in Annapolis. Vacation rentals offer amenities such as hot tubs, fire pits, and patios so you'll feel just like you're staying in your own home. If you're concerned about a clean environment, vacation rentals can offer a sense of privacy away from shared hotel elevators and lobbies bustling with people while still allowing you a great travel experience. You'll also find more space in a vacation rental than in a standard hotel, which makes a vacation rental a great choice for small groups.

Recent reviews of Annapolis properties
Expedia verified reviews

Gualala Country Inn

Gualala Country Inn

5/5 Excellent
"Wonderful location!"
A verified traveller stayed at Gualala Country Inn
Posted 3 days ago
Gualala Country Inn