Search Holiday Rentals in Annapolis

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Check prices for these dates

In two weeks
30 Jan - 1 Feb
In two months
13 Mar - 15 Mar
In three months
10 Apr - 12 Apr
In four months
8 May - 10 May

Our top choices for Annapolis holiday rentals

Premier House, 2 Bedrooms, Patio, Ocean View (Pet Friendly) | Beach/ocean view
Point Arena Lighthouse

Holiday Home in Point Arena

Point Arena Lighthouse
3.0 star property
9.6 out of 10, Exceptional, (117 reviews)
"Great location with a view"
United States
Shalini
The price is 4.704.778 ₫
6.057.421 ₫ total
includes taxes & fees
19 Jan - 20 Jan
Point Arena Lighthouse
Front of property
The Ranch at Lake Sonoma

Camping in Geyserville

The Ranch at Lake Sonoma
1.0 star property
10.0 out of 10, Exceptional, (2 reviews)
"Nice camping spot "
United States
Evelyn
The price is 1.560.200 ₫
1.778.628 ₫ total
includes taxes & fees
19 Jan - 20 Jan
The Ranch at Lake Sonoma
Room
Russian River RV Campground

Camping in Cloverdale

Russian River RV Campground
1.5 star property
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
The price is 3.467.508 ₫
3.952.959 ₫ total
includes taxes & fees
15 Jan - 16 Jan
Russian River RV Campground
Quilt Studio | Premium bedding, individually decorated, individually furnished
Rendezvous Mendocino

Aparthotel in Gualala

Rendezvous Mendocino
3.0 star property
9.6 out of 10, Exceptional, (14 reviews)
"We loved staying here! Clean, cozy, and close to great coffee and Thai food. Diane and Damian were very friendly and welcoming. They heated up our room for us on a cold evening. We had to leave early but Diane brought over granola for us the night before so we could enjoy it for breakfast. Lovely hosts! "
Canada
Daniel
The price is 5.739.777 ₫
6.428.550 ₫ total
includes taxes & fees
14 Jan - 15 Jan
Rendezvous Mendocino
Interior
Russian River Retreat! Woodsy Guerneville Bungalow

Cottage in Guerneville

Russian River Retreat! Woodsy Guerneville Bungalow
3.0 star property
The price is 4.491.486 ₫
11.337.719 ₫ total
includes taxes & fees
24 Jan - 25 Jan
Russian River Retreat! Woodsy Guerneville Bungalow
Villa, 6 Bedrooms | Exterior
Adventure Alexander Valley Lodge With Pool & Hot Tub 6 Bedroom Villa

Villa in Geyserville

Adventure Alexander Valley Lodge With Pool & Hot Tub 6 Bedroom Villa
3.5 star property
The price is 12.697.909 ₫
30.907.060 ₫ total
includes taxes & fees
14 Jan - 15 Jan
Adventure Alexander Valley Lodge With Pool & Hot Tub 6 Bedroom Villa
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

Geyserville Inn

Geyserville Inn

10/10 Excellent
"This place is so clean and quiet, we really enjoyed our stay. The staff were all very nice and the views are spectacular."
Chris 1-night trip
Posted 1 day ago
Geyserville Inn

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’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 Sea Ranch Golf Links.

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.