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Annapolis Vacation Rentals

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Check prices for these dates

In two weeks
Oct 30 - Nov 1
In two months
Dec 11 - Dec 13
In three months
Jan 8 - Jan 10
In four months
Feb 5 - Feb 7

Our top choices for Annapolis vacation 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, (43 reviews)
"Privacy, amazing breakfast, attentive staff, EV charging available"
United States
Tracey
The price is ￥31,897
￥35,406 total
includes taxes & fees
Nov 5 - Nov 6
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 ￥12,520
￥14,273 total
includes taxes & fees
Oct 17 - Oct 18
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 ￥26,334
￥33,974 total
includes taxes & fees
Nov 16 - Nov 17
Point Arena Lighthouse
A spacious room with a high ceiling, large windows, a wooden floor, a rocking chair, a desk, and a bookshelf.

4. 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 ￥38,260
￥76,817 total
includes taxes & fees
Oct 17 - Oct 18
Secluded Ocean-view Retreat: Coastal Gualala Home
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

Wharf Master's Inn

Wharf Master's Inn

8/10 Good
"Nice place to stay."
Carole 1-night trip
Posted 12 hours ago
Wharf Master's 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?

Relax by Russian River, spacious 6-bedroom retreat: This vacation home rental near Annapolis is located on a river and has a fireplace, a balcony, and a barbecue grill 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 you can cook with friends or family. Kick off your shoes and enjoy yourself with a selection of games and a 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 larger area, you’ll find Black Point Beach and Gualala Point Regional Park.

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.