Annapolis Vacation Rentals

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
Feb 13 - Feb 15
In two months
Mar 27 - Mar 29
In three months
Apr 24 - Apr 26
In four months
May 22 - May 24

Our top choices for Annapolis vacation rentals

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

Point Arena Lighthouse

Point Arena Lighthouse
3.0 star property
Point Arena
9.6 out of 10, Exceptional, (117 reviews)
"Great location with a view"
United States
Shalini
The price is ￥26,058
￥33,519 total
includes taxes & fees
Feb 9 - Feb 10
Point Arena Lighthouse
Front of property

The Ranch at Lake Sonoma

The Ranch at Lake Sonoma
1.0 star property
Geyserville
10.0 out of 10, Exceptional, (2 reviews)
"Nice camping spot "
United States
Evelyn
The price is ￥9,097
￥10,370 total
includes taxes & fees
Jan 31 - Feb 1
The Ranch at Lake Sonoma
Interior

Russian River Retreat! Woodsy Guerneville Bungalow

Russian River Retreat! Woodsy Guerneville Bungalow
3.0 star property
Guerneville
The price is ￥26,187
￥66,103 total
includes taxes & fees
Feb 2 - Feb 3
Russian River Retreat! Woodsy Guerneville Bungalow
Quilt Studio | Premium bedding, individually decorated, individually furnished

Rendezvous Mendocino

Rendezvous Mendocino
3.0 star property
Gualala
9.6 out of 10, Exceptional, (14 reviews)
"It was a great stay! "
United States
Dan
The price is ￥33,461
￥37,477 total
includes taxes & fees
Feb 3 - Feb 4
Rendezvous Mendocino
Villa, 6 Bedrooms | Exterior

Adventure Alexander Valley Lodge With Pool & Hot Tub 6 Bedroom Villa

Adventure Alexander Valley Lodge With Pool & Hot Tub 6 Bedroom Villa
3.5 star property
Geyserville
The price is ￥68,227
￥172,700 total
includes taxes & fees
Feb 2 - Feb 3
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Annapolis Hotel Reviews

Geyserville Inn

Geyserville Inn

10/10 Excellent
"Such a great cozy room with lots of personal touches."
Kelly 1-night trip
Posted 3 days ago
Geyserville 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:

  • 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 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?

Point Arena Lighthouse: This vacation home near Annapolis is located by the ocean and has a private yard, 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 larger area, you’ll find Black Point Beach and Shell Beach.

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.