Annapolis Vacation Rentals

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Our top choices for Annapolis vacation rentals

10.0 out of 10, Exceptional, (409)
"Great hospitality and an incredible view. Secluded and serene but with access to all the amenities Sea Ranch has to offer. "
United States
Ryan M.
Incredibly Beautiful, Private, Unique Home Perched On The Bluff At Ocean's Edge!
9.8 out of 10, Exceptional, (467)
"View was amazing!"
United States
Liz T.
Your Oceanfront Experience - Hot Tub - Lovely Fenced Courtyard

Vacation Home in Point Arena

Point Arena Lighthouse
3.0 star property
9.6 out of 10, Exceptional, (112)
"We had such a wonderful Thanksgiving break at the Point Arena Lighthouse Lodging! The views were absolutely stunning, and our room had everything we needed, spotless, cozy, and perfect for unwinding. We truly relaxed, recharged, and enjoyed every minute of it."
United States
Xue
$178 nightly
The price is $196
Dec 18 - Dec 19
Total with taxes and fees
Point Arena Lighthouse
9.8 out of 10, Exceptional, (408)
"Great location and amenities here. Easy to get to local attractions we wanted to do. I'd stay here again."
United States
Tom B.
Oceanfront - Hot Tub - Newly Remodeled Cottage
9.8 out of 10, Exceptional, (354)
"Excellent property located on the river with stunning views and private setting. "
United States
Mike C.
Riverfront Cottage in Wine Country - Seasonal River Access - Dogs Stay for Free!

Camping in Geyserville

The Ranch at Lake Sonoma
1.0 star property
10.0 out of 10, Exceptional, (2)
"Nice camping spot "
United States
Evelyn
$59 nightly
The price is $68
Dec 15 - Dec 16
Total with taxes and fees
The Ranch at Lake Sonoma
10.0 out of 10, Exceptional, (146)
"Great location with good River access, clean and very well equipped with we all needed for in house use and river use. And most importantly, great host"
United States
Avi V.
Upscale Riverfront Magnificent Views & Hot Tub In Sonoma County Wine Country
10.0 out of 10, Exceptional, (94)
"Always a great location and amenities!"
United States
John S.
~Riverfront 3 Bed 2 Bath w/Gas Fireplace Hot Tub Dock & Boats. 3/4 mile to town~
9.0 out of 10, Wonderful, (105)
"We enjoyed our stay for a long weekend and found the house to be well isolated, despite nearby neighbors, and easy access to groceries and beaches. "
United States
Joshua L.
Oceanfront home with private hot tub, views, & close beach access

Aparthotel in Gualala

Rendezvous Mendocino
3.0 star property
9.4 out of 10, Exceptional, (13)
"I loved everything about the property. The breakfast was out of this world! It was nice and quiet, a very relaxed atmosphere. Excellent wi-fi. We could hear the sea lions and we could also see the ocean. We had a wonderful stay!"
United States
Leoni
$219 nightly
The price is $245
Dec 15 - Dec 16
Total with taxes and fees
Rendezvous Mendocino
10.0 out of 10, Exceptional, (260)
"Excellent with sunny skies and superb views."
Canada
Albert H.
RIGHT ON THE OCEAN BLUFF with Romance and Luxury: When ONLY THE BEST Will Do..
9.6 out of 10, Exceptional, (63)
"very nice, perfect for our couple night get away"
United States
Rod M.
Oceanfront Studio with views of the Pacific Ocean & Direct Access to the Beach S
10.0 out of 10, Exceptional, (43)
"Great location, clean and comfortable, will definitly come back.. "
United States
Marc S.
Peaceful Redwood Hideaway - Hot Tub, Hammock, Walk to Russian River and Downtown
2.0 star property
9.8 out of 10, Exceptional, (49)
"Perfect location with beautiful views walking distance to town. Comfortable, clean, and well-furnished. Would definitely stay again. "
United States
Donna W.
Ocean Bungalow | Tesla EV Station & Near Trails!
9.8 out of 10, Exceptional, (286)
"Clare was easy to communicate with leading into and during the trip, checkin was a breeze and we couldn’t have asked for a better setup for our group. Plenty of comfortable beds and seating and a great location right near the pedestrian bridge to town!"
United States
Brianna L.
GREAT LOCATION Private+Spacious+AC 2blks to Town/River/Beach+SPA+Tennis/Kid Park

Vacation Home in Sea Ranch

Sea Pine | Hot Tub with Ocean View
2.0 star property
9.2 out of 10, Wonderful, (58)
"Amazing views, many amenities! We thoroughly enjoyed out stay and will be back!"
United States
Brittany K.
Sea Pine | Hot Tub with Ocean View
10.0 out of 10, Exceptional, (167)
"Another wonderful relaxing stay at the Sea Ranch."
United States
Anthony R.
Private Courtyard with Hot Tub... Ocean View...2 min. walk to bluff

Cabin in Guerneville

The Tiny Tipsy Turtle
2.0 star property
10.0 out of 10, Exceptional, (41)
"Great location to walk to town!"
United States
Brenda R.
$183 nightly
The price is $195
Jan 12 - Jan 13, 2026
Total with taxes and fees
The Tiny Tipsy Turtle

Vacation Home in Sea Ranch

Inspired by a view of the Sea
10.0 out of 10, Exceptional, (166)
"Wonderful home we go to as often as we can. "
United States
Kyla R.
Inspired by a view of the Sea
8.8 out of 10, Excellent, (154)
"Wonderful house with lots of room and a well stocked kitchen. The best view on the coast where you can look straight down to the surf from an easy chair in the living room."
United States
Michael P.
Dog-Friendly Oceanfront Home with Gorgeous Views, a Private Hot Tub
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

Find out more about Annapolis

Everything you need to know about Annapolis vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Annapolis vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Annapolis vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Annapolis vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Annapolis. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Annapolis in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $68 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Annapolis rentals

At Expedia, we put the best Annapolis vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Annapolis rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Annapolis vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Annapolis. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

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 rental 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 Sea Ranch Golf Links.

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.