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Check prices for these dates

Tonight
17 Oct - 18 Oct
Tomorrow
18 Oct - 19 Oct
This weekend
17 Oct - 19 Oct
Next weekend
24 Oct - 26 Oct

Top Holiday Rentals in Annapolis

Family House, 3 Bedrooms, Kitchen, Ocean View (Pet Friendly) | Dining room
Point Arena Lighthouse
Point Arena Lighthouse
3.0 star property
9.6 out of 10, Exceptional, (110)
"Love it as always"
Glenn
The price is ฿6,119
฿7,768 total
includes taxes & fees
30 Oct - 31 Oct
Point Arena Lighthouse
Outdoor spa tub
Rendezvous Mendocino
Rendezvous Mendocino
3.0 star property
9.0 out of 10, Wonderful, (8)
"Comfortable and quiet "
Kailea
The price is ฿7,108
฿7,889 total
includes taxes & fees
19 Oct - 20 Oct
Rendezvous Mendocino
Front of property
The Ranch at Lake Sonoma
The Ranch at Lake Sonoma
1.0 star property
10.0 out of 10, Exceptional, (1)
"The location is fantastic, with a spectacular view on the lake if you choose a lakeview. A very genuine welcome from The Ranch team, with all detailed explanations, a map to help you to navigate around. For our first time going camping, we want definitely to come back there !"
Tamara
The price is ฿2,576
฿2,937 total
includes taxes & fees
18 Oct - 19 Oct
The Ranch at Lake Sonoma
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

Cottages on River Road

Cottages on River Road

10/10 Excellent
"We really enjoyed staying here. It's cute, quaint, and the service is very nice. For continental breakfast, it was very good! We had a studio bedroom, which was small but beautiful, it worked for us. The things to keep in mind would be that the walls were pretty thin and the bed was very hard. "
Sarah 1-night trip
Posted 3 days ago
Cottages on River Road

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:

  • View our selection of featured holiday rentals in Annapolis
  • Use the map to find apartments and other holiday homes in the Annapolis neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Annapolis while they last

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?

Point Arena Lighthouse: This holiday home rental outside of Annapolis is located by the ocean, and has a private garden, a selection of games and free WiFi to put you at ease in your new surroundings. Kitchen amenities include a fridge, a microwave and a coffee maker.

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.