Annapolis Vacation Rentals from CA $93: Short-Term Rentals for 2026

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Our top choices for Annapolis vacation rentals

A rustic wooden house with a porch, wooden steps, and a sign that reads "QUILT".

1. Rendezvous Mendocino

Gualala

Ziv

CA $406 total

includes taxes & fees

Aug 24 - Aug 25

A wooden deck with a bench and a table overlooking a coastal landscape with trees and rocky terrain.

2. Oceanfront Room with Full Ocean View c

Gualala

bongerstenor

CA $257 total

includes taxes & fees

Aug 24 - Aug 25

A spacious living room with a fireplace, large windows offering ocean views, and a dining area with a view of the sea.

3. Pet-friendly Oceanfront Retreat w/King Beds & Hot Tub!

Gualala

Colin J.

CA $1,427 total

includes taxes & fees

Aug 30 - Aug 31

A spacious room with a stone wall, a fireplace, wicker furniture, and large windows overlooking the sea.

4. Pet-Friendly Designer Oceanfront 3B House with King Beds & Hot Tub & Outdoor Kit

Gualala

Michael M.

CA $1,496 total

includes taxes & fees

Aug 30 - Aug 31

A single-story cabin with a small porch, situated on a hillside overlooking a body of water and mountains.

5. The Ranch at Lake Sonoma

Geyserville

Evelyn

CA $93 total

includes taxes & fees

Aug 24 - Aug 25

6. Asian-themed Queen's Loft Apartment 10 mins to the beach and downtown!

GUALALA

"Queen's Loft was a nice surprise! I expected a small second-story loft, but it was quite large with a kitchenette, nice roomy bathroom, dining area, living area and 2 king beds (and 2 twin bed that we didn't use), and lots of windows that we opened at night to let the cool, piney-scented air in. What I loved the most was how quiet it was there. Going to sleep breathing piney-scented cool air in complete silence was wonderful....best rest I've had in a long time!"

Barbara

CA $582 total

includes taxes & fees

Sep 15 - Sep 16

A modern house with a covered porch, outdoor seating, and a visible kitchen area.

7. Epic Mendocino Ocean Views, 5BR, Tesla Charger

Anchor Bay

Sean D.

CA $1,249 total

includes taxes & fees

Aug 24 - Aug 25

Two wooden Adirondack chairs with striped cushions on a gravel surface, overlooking a lush green landscape with trees and a view of a distant field.

8. Enchanting Creekside Retreat: Your Downtown Oasis

Hopland

Chuck R.

CA $362 total

includes taxes & fees

Aug 30 - Aug 31

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Top Annapolis Hotel Reviews

Gualala Country Inn

10/10 Excellent

"Clean hotel in a great location. No frills but comfortable."

Wharf Master's Inn

10/10 Excellent

"The hotel is located on a hill, overlooking a wharf and the ocean---a magnificent view! The staff was very friendly, attentive, and accommodating---several lovely conversations. The complementary breakfast is modest and continental in style. However, there is a nice, but limited, breakfast made-to-order menu which was done very well. The dinner menu is similarly limited, but the choices are nicely cooked and served. The room featured a hot tub, as well as the usual shower, and a balcony had a great view of the wharf and ocean. Since the hotel is on a hill, the driveway is somewhat steep---some may have trouble walking down to the water, but it's a 1-minute drive to parking by the beach. Also, walking from one unit of the hotel to another may involve some ups and downs. A cafe and a couple restaurants are available down the hill. Rooms are labeled as "peaceful and romantic", and that seems a fine description. The city of Point Arena and nearby area are isolated near the coast, but that makes the hotel a great place to unwind and enjoy the scenery."

Dawn Ranch

8/10 Good

"Beautiful property and the river was amazing. We really enjoyed the setting and our time here overall. My biggest complaint, especially traveling as a family with two kids, was how difficult and expensive it was to simply get food while staying on property. The in-house restaurant doesn’t serve dinner certain days of the week, and on a weekday when it was open and we tried to eat there, it was completely booked. It was frustrating that there didn’t seem to be enough availability to accommodate the guests actually staying at the resort. The only option we were offered that evening was a chef’s special that was close to $200 per person, which obviously wasn’t a realistic option for a family of four. There also wasn’t a regular lunch option while we were there. The Bathhouse had a very limited selection, like salads, but nothing particularly family- or kid-friendly. We ended up having to leave the property every day to find food. There are places nearby, but when you’re staying at a resort like this, you don’t want to spend part of every day figuring out where you’re going to feed your family. I also found breakfast pretty overpriced for what you actually get. I understand having a higher-end restaurant on property, but I think the resort would benefit tremendously from also offering simple, reasonably priced breakfast, lunch and dinner options that don’t need to be a Michelin-style dining experience. But it is such a beautiful place and has so much going for it."

Highland Dell Lodge

8/10 Good

"While the room was pretty basic, it had everything I needed: TV, blackout curtains, soaps, shampoo, hairdryer, comfortable bed, large shower. The complementary breakfast was fantastic, and the breakfast room with the high ceilings and the Riverview was beautiful. The sink was a little small and located in the bedroom proper instead of in the bathroom. The hand shower as showerhead was a little difficult to control so it didn’t shoot onto me while I was taking a shower. The water pressure was amazing! There was no coffee in the room and the breakfast room didn’t open until eight so I had to wait for my coffee as I wake up early. Overall, it was great!"

Find out more about Annapolis

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.

As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with Annapolis. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.

It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.

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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?

Stunning Skydeck. Hot Tub. Walk to 2 Beaches, Rec Center, Bluff Trail and Lodge.: This vacation home near Annapolis is located in the mountains 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 hot 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 Gualala Point Regional Park and Salt Point State Park.

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.

Annapolis Vacation Rentals

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Check prices for these dates

Our top choices for Annapolis vacation rentals

1. Rendezvous Mendocino

2. Oceanfront Room with Full Ocean View c

3. Pet-friendly Oceanfront Retreat w/King Beds & Hot Tub!

4. Pet-Friendly Designer Oceanfront 3B House with King Beds & Hot Tub & Outdoor Kit

5. The Ranch at Lake Sonoma

6. Asian-themed Queen's Loft Apartment 10 mins to the beach and downtown!

7. Epic Mendocino Ocean Views, 5BR, Tesla Charger

8. Enchanting Creekside Retreat: Your Downtown Oasis

9. Hillside Retreat in the Redwoods w/ Hot Tub

10. Octagon•Retreat•Hot tub•5 min to River

11. 2BR Estuary Views | Spa | Easy Ocean/River Access

12. Cozy Riverfront Cabin with Dock, Fire Pit & Dogs OK

13. Point Arena Lighthouse - Head Keeper's House

14. Scenic Riverfront 4 BR 2.5BA | Hot Tub | Outdoor fun!

15. Serene Vineyard Escape with Stunning Valley Views

16. Point Arena Lighthouse - Keeper's Room

17. Downtown Home w/ Hot Tub | Walk to River | Dogs OK

18. Santini Farmhouse - Wine Tastings Included

19. Point Arena Lighthouse - Assistant Keeper's House 4

20. Guerneville Rental for a Family Vacation in California

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Top Annapolis Hotel Reviews

Gualala Country Inn

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