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Annapolis Holiday Rentals

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Check prices for these dates

In two weeks
23 Oct - 25 Oct
In two months
4 Dec - 6 Dec
In three months
1 Jan - 3 Jan
In four months
29 Jan - 31 Jan

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

Rendezvous Mendocino
3.0 star property
Gualala
9.8 out of 10, Exceptional, (37 reviews)
"This is a super well cared for place. All the details are covered. Don't hesitate to stay here."
United States
Nubia
The price is HK$1,717
HK$1,906 total
includes taxes & fees
5 Nov - 6 Nov
Rendezvous Mendocino
A single-story cabin with a small porch, situated on a hillside overlooking a body of water and mountains.

2. The Ranch at Lake Sonoma

The Ranch at Lake Sonoma
1.0 star property
Geyserville
9.8 out of 10, Exceptional, (6 reviews)
"Nice camping spot "
United States
Evelyn
The price is HK$622
HK$709 total
includes taxes & fees
8 Oct - 9 Oct
The Ranch at Lake Sonoma
A modern kitchen with a dining area, large windows, and a view of the beach.

3. Point Arena Lighthouse

Point Arena Lighthouse
3.0 star property
Point Arena
9.6 out of 10, Exceptional, (127 reviews)
"Very nice and picturesque location. "
United States
Richard
The price is HK$1,406
HK$1,796 total
includes taxes & fees
13 Oct - 14 Oct
Point Arena Lighthouse
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

Pet-Friendly Designer Oceanfront 3B House with King Beds & Hot Tub & Outdoor Kit
Gualala
10.0 out of 10, Exceptional, (8 reviews)
"The panoramic ocean view was worth the price of admission. We had a glorious sunset every night of our stay. The house was very clean well equipped and we felt that special memories were made during our time there. We look forward to returning in the future. A big plus was “Seastone” is pet friendly and our miniature poodle Amber told us she had a great time."
United States
David D.
The price is HK$4,395
HK$8,157 total
includes taxes & fees
18 Oct - 19 Oct
Pet-Friendly Designer Oceanfront 3B House with King Beds & Hot Tub & Outdoor Kit
A spacious living room with a fireplace, large windows offering ocean views, and a dining area with a view of the sea.

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

Pet-friendly Oceanfront Retreat w/King Beds & Hot Tub!
Gualala
10.0 out of 10, Exceptional, (74 reviews)
"Amazing view’s , we truly enjoyed our stay at this home!"
United States
Julie R.
The price is HK$4,131
HK$7,767 total
includes taxes & fees
26 Oct - 27 Oct
Pet-friendly Oceanfront Retreat w/King Beds & Hot Tub!
A neatly made bed with a white comforter and pillows, a window with a view of greenery, and a bedside lamp.

6. Serene Coastal Retreat Clark's Cove - Holiday Home

Serene Coastal Retreat Clark's Cove - Holiday Home
Jenner
The price is HK$1,921
HK$5,466 total
includes taxes & fees
14 Oct - 15 Oct
Serene Coastal Retreat Clark's Cove - Holiday Home
A wooden cabin interior with a dining table, chairs, a TV mounted on the wall, a refrigerator, a microwave, and wooden cabinets.

7. Russian River RV Campground

Russian River RV Campground
1.5 star property
Cloverdale
10.0 out of 10, Exceptional, (2 reviews)
"We had a great time in the cabin. It was well stocked, had a nice layout, and was bigger than expected. The bunk bed are creatively placed and reminiscent of a cubby hole. The property is undergoing upgrades to the public restrooms so it will be even better soon. "
United States
Samantha
Russian River RV Campground
A spacious room with a high ceiling, large windows, a wooden floor, a rocking chair, a desk, and a bookshelf.

8. Secluded Ocean-view Retreat: Coastal Gualala Home

Secluded Ocean-view Retreat: Coastal Gualala Home
3.0 star property
Gualala
10.0 out of 10, Exceptional, (1 review)
"Gorgeous views, spacious home, clean and comfortable."
United States
Tracy
The price is HK$1,899
HK$3,813 total
includes taxes & fees
17 Oct - 18 Oct
Secluded Ocean-view Retreat: Coastal Gualala Home
A small building with a white exterior, a red roof, and a sign that reads 'Raven Studio.' There are two wicker chairs with blue cushions and a small round table in front of the building.

9. Point Arena Lighthouse - Raven Studio

Point Arena Lighthouse - Raven Studio
Point Arena
The price is HK$1,876
HK$2,579 total
includes taxes & fees
12 Oct - 13 Oct
Point Arena Lighthouse - Raven Studio
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.

10. Enchanting Creekside Retreat: Your Downtown Oasis

Enchanting Creekside Retreat: Your Downtown Oasis
Hopland
9.8 out of 10, Exceptional, (17 reviews)
"This is a handy location for Hopland "
United States
Chuck R.
The price is HK$1,130
HK$2,051 total
includes taxes & fees
8 Oct - 9 Oct
Enchanting Creekside Retreat: Your Downtown Oasis
A coastal house with a red roof, situated on a grassy cliff overlooking the ocean.

11. Point Arena Lighthouse - Keeper's Room

Point Arena Lighthouse - Keeper's Room
Point Arena
10.0 out of 10, Exceptional, (1 review)
The price is HK$1,562
HK$2,230 total
includes taxes & fees
13 Oct - 14 Oct
Point Arena Lighthouse - Keeper's Room
Interior

12. Vintage Shasta Camper with Relaxing Fire Pit Escape on Geyserville, California

Vintage Shasta Camper with Relaxing Fire Pit Escape on Geyserville, California
Geyserville
The price is HK$1,959
HK$2,367 total
includes taxes & fees
12 Oct - 13 Oct
Vintage Shasta Camper with Relaxing Fire Pit Escape on Geyserville, California
Property grounds

13. SueSea's by the Sea Shore

SueSea's by the Sea Shore
Jenner
10.0 out of 10, Exceptional, (17 reviews)
"Clean and cozy, the host is absolutely amazing beautiful beach is a ten minute walk."
United States
Mike O.
The price is HK$1,946
HK$2,941 total
includes taxes & fees
17 Oct - 18 Oct
SueSea's by the Sea Shore
A hot tub on a wooden deck surrounded by tall trees.

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

Cozy Riverfront Cabin with Dock, Fire Pit & Dogs OK
Monte Rio
10.0 out of 10, Exceptional, (8 reviews)
"Great place and stay"
United States
Samuel H.
The price is HK$2,509
HK$5,421 total
includes taxes & fees
15 Oct - 16 Oct
Cozy Riverfront Cabin with Dock, Fire Pit & Dogs OK
A wooden interior with a dining area, a bench, and a mirror on the wall.

15. Cozy Riverfront Cabin - Beach Access & Wood Stove

Cozy Riverfront Cabin - Beach Access & Wood Stove
Guerneville
9.8 out of 10, Exceptional, (25 reviews)
"It was wonderful, we'll be back!"
United States
Jehanne H.
The price is HK$1,491
HK$4,374 total
includes taxes & fees
8 Oct - 9 Oct
Cozy Riverfront Cabin - Beach Access & Wood Stove
A modern kitchen with a dining area, large windows, and a view of the beach.

16. 45500 Lighthouse Rd, Assistant Keeper's House 4, Point Arena, CA, 95468, US

45500 Lighthouse Rd, Assistant Keeper's House 4, Point Arena, CA, 95468, US
Point Arena
8.0 out of 10, Very good, (1 review)
The price is HK$2,739
HK$4,315 total
includes taxes & fees
11 Oct - 12 Oct
45500 Lighthouse Rd, Assistant Keeper's House 4, Point Arena, CA, 95468, US
A cozy living room with a fireplace, wooden ceiling beams, and a large window offering a view of the outdoors.

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

Octagon•Retreat•Hot tub•5 min to River
Cazadero
10.0 out of 10, Exceptional, (3 reviews)
"Everything was wonderful. We enjoyed our stay! So beautiful and relaxing!!"
United States
Cary Z.
The price is HK$2,825
HK$6,876 total
includes taxes & fees
8 Oct - 9 Oct
Octagon•Retreat•Hot tub•5 min to River
A bedroom with a bed, two bedside tables, a nightstand, a potted plant, and a window.

18. Point Arena Lighthouse - Humpback Whale Cottage

Point Arena Lighthouse - Humpback Whale Cottage
Point Arena
The price is HK$2,739
HK$4,229 total
includes taxes & fees
8 Oct - 9 Oct
Point Arena Lighthouse - Humpback Whale Cottage
Interior

19. River View Tree House, Entire House W Hot tub

River View Tree House, Entire House W Hot tub
Monte Rio
10.0 out of 10, Exceptional, (2 reviews)
"The house was so quiet and so peaceful I really enjoyed."
United States
leonardo a.
The price is HK$1,766
HK$2,420 total
includes taxes & fees
13 Oct - 14 Oct
River View Tree House, Entire House W Hot tub
Exterior

20. Pumpkin House Summary

Pumpkin House Summary
Guerneville
10.0 out of 10, Exceptional, (13 reviews)
"Nice place, quiet. Loved the hot tub. "
United States
Nathan B.
The price is HK$1,452
HK$2,935 total
includes taxes & fees
8 Oct - 9 Oct
Pumpkin House Summary
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.
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Top Annapolis Hotel Reviews

Gualala Country Inn

Gualala Country Inn

10/10 Excellent
"Late check-in process is pretty smooth"
Zhihao 1-night trip
Posted 16 hours ago
Gualala Country Inn

Find out more about Annapolis

Search for holiday rentals in Annapolis on Expedia! You can easily find your home rentals, villas, holiday apartments in Annapolis using one of the methods below:

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Look no further and take a look at our great range of rental properties in Annapolis!

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?

Relax by Russian River, spacious 6-bedroom retreat: This holiday home rental outside of Annapolis is located on a river, and has a fireplace, a balcony and a BBQ to put you at ease in your new surroundings. It has 6 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. Kick off your shoes and enjoy yourself with a selection of games and 1 hot tub.

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 Black Point Beach and Gualala Point Regional 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.