Annapolis Holiday Rentals: Short-Term Accommodations for Rent

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Our top choices for Annapolis holiday rentals

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

1. Rendezvous Mendocino

Gualala

Ziv

HK$2,311 total

includes taxes & fees

27 Aug - 28 Aug

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

HK$1,478 total

includes taxes & fees

30 Aug - 31 Aug

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.

HK$8,131 total

includes taxes & fees

30 Aug - 31 Aug

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.

HK$8,526 total

includes taxes & fees

30 Aug - 31 Aug

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

HK$531 total

includes taxes & fees

23 Aug - 24 Aug

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

HK$3,325 total

includes taxes & fees

15 Sept - 16 Sept

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.

HK$7,120 total

includes taxes & fees

24 Aug - 25 Aug

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.

HK$2,074 total

includes taxes & fees

21 Aug - 22 Aug

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Top Annapolis Hotel Reviews

Geyserville Inn

10/10 Excellent

"All was good"

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

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Frequently asked questions

Can I find holiday rentals in Annapolis?

Yes, there are holiday rentals close to the most popular sights in Annapolis, or you can select a more secluded option if you're looking for a relaxing stay.

What are some of the best holiday rentals that Annapolis has to offer?

Stunning Skydeck. Hot Tub. Walk to 2 Beaches, Rec Center, Bluff Trail and Lodge.: This holiday home rental outside of Annapolis is located in the mountains, and has a fireplace, a patio and a BBQ to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge and a stovetop. It offers a garden, 1 hot tub and a selection of books so that you can immerse yourself in your holiday.

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 wider area, you’ll find Gualala Point Regional Park and Salt Point State Park.

What’s a holiday rental in Annapolis like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Annapolis. Holiday rentals provide amenities such as hot tubs, fire pits and patios so you'll have a home away from home. If you're concerned about a clean environment, a holiday rental can provide a sense of privacy away from public hotel lifts and bustling concierge desks while still allowing you to travel. You'll also find more space in a holiday rental than in a hotel, which is another reason why a holiday rental is an attractive option for families.

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Check prices for these dates

Our top choices for Annapolis holiday 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. 45500 Lighthouse Rd, Assistant Keeper's House 4, Point Arena, CA, 95468, US

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

Find holiday rentals that suit your style

Top Annapolis Hotel Reviews

Geyserville Inn

Johnson's Beach

Timber Cove Resort

Dawn Ranch

Highland Dell Lodge

Gualala Country Inn

Cottages on River Road

Fort Ross Lodge

Boho Manor

Find out more about Annapolis

Frequently asked questions

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