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Our top choices for Annapolis holiday rentals

Camping in Geyserville

The Ranch at Lake Sonoma
1.0 star property
9.4 out of 10, Exceptional, (3 reviews)
"Nice camping spot "
United States
Evelyn
The price is £67
includes taxes & fees
21 Mar - 22 Mar
The Ranch at Lake Sonoma
3.0 star property
The price is £321
includes taxes & fees
22 Mar - 23 Mar
Russian River Retreat! Woodsy Guerneville Bungalow
9.4 out of 10, Exceptional, (10 reviews)
"This is a handy location for Hopland "
United States
Chuck R.
The price is £196
includes taxes & fees
23 Mar - 24 Mar
Enchanting Creekside Retreat: Your Downtown Oasis

Holiday Home in Point Arena

Point Arena Lighthouse
3.0 star property
9.6 out of 10, Exceptional, (119 reviews)
"Great location with a view"
United States
Shalini
The price is £154
includes taxes & fees
31 Mar - 1 Apr
Point Arena Lighthouse
9.4 out of 10, Exceptional, (19 reviews)
"What a great place to stay. We loved our stay at this get away!!!"
United States
Karen S.
The price is £215
includes taxes & fees
15 Apr - 16 Apr
Stairway to Heaven with EV Charger
9.6 out of 10, Exceptional, (15 reviews)
"Great location on the river. Can't wait to come back in the summer."
United States
Gregg B.
The price is £373
includes taxes & fees
22 Mar - 23 Mar
Cozy Riverfront Cabin - Beach Access & Wood Stove

Aparthotel in Gualala

Rendezvous Mendocino
3.0 star property
9.6 out of 10, Exceptional, (16 reviews)
"It was a great stay! "
United States
Dan
The price is £181
includes taxes & fees
20 Apr - 21 Apr
Rendezvous Mendocino

Cabin in Guerneville

The Tiny Tipsy Turtle
10.0 out of 10, Exceptional, (50 reviews)
"Great location to walk to town!"
United States
Brenda R.
The price is £152
includes taxes & fees
29 Mar - 30 Mar
The Tiny Tipsy Turtle
10.0 out of 10, Exceptional, (1 review)
"Our stay was fantastic! The cabin was everything we needed for a few days; cozy, and quiet. The outdoor spaces were great and the hot tub was perfect at the end of the day. The host was super helpful and responded to my questions almost immediately. "
United States
Rosa N.
The price is £364
includes taxes & fees
2 Apr - 3 Apr
Redwood Cabin w/ Hot Tub | Canyon View | Dogs OK
10.0 out of 10, Exceptional, (2 reviews)
"We stayed the weekend with friends at this beautiful hideaway in the woods and had a wonderful time. The house was spotless, the jacuzzi was perfect, the lighting was fun and ethereal, the fireplace was cozy, tv was easy to operate and had Netflix (thanks!). The beds are on the soft side, and curtains are sheer, which didn’t bother us, but that might be hard for some folks. We had a great time! Thank you so much!!!"
United States
Laine & Guy H.
The price is £227
includes taxes & fees
6 Apr - 7 Apr
Cozy cabin deep in the redwoods / WiFi & Hot Tub
9.4 out of 10, Exceptional, (18 reviews)
"Wonderful place! We will definitely be back."
United States
Matt K.
The price is £142
includes taxes & fees
30 Mar - 31 Mar
Oceanfront Room with Full Ocean View CYG
The price is £213
includes taxes & fees
20 Apr - 21 Apr
Point Arena Lighthouse - Keeper's Room

Holiday Home in Gualala

Lucky Ewe | Ocean View Retreat!
8.0 out of 10, Very good, (13 reviews)
"We had a great time w a great view and could hear the ocean waves!"
United States
Sheila E.
Lucky Ewe | Ocean View Retreat!
10.0 out of 10, Exceptional, (1 review)
"Owner communication timely and professional "
United States
Mike H.
The price is £321
includes taxes & fees
22 Mar - 23 Mar
Russian River Retreat! Woodsy Guerneville Bungalow

Holiday Home in Guerneville

Norcal Hideaway
9.6 out of 10, Exceptional, (13 reviews)
"Located just a short drive to downtown Guerneville, this house sits magnetically among many tall redwoods. We enjoyed our stay and the close proximity to the many things to do in the area."
United States
Andrew
The price is £351
includes taxes & fees
23 Mar - 24 Mar
Norcal Hideaway

Mobile Home in Guerneville

Creekside Under the Redwoods
9.8 out of 10, Exceptional, (18 reviews)
"Very cute and comfortable place! We enjoyed our stay!"
United States
Kathy M.
The price is £238
includes taxes & fees
25 Mar - 26 Mar
Creekside Under the Redwoods
8.4 out of 10, Very good, (10 reviews)
"We enjoyed our time at this cozy house in the redwoods of Monte Rio. The place was clean, quiet, and had what we needed for a comfortable stay. The deck was a nice spot to relax, and the location made it easy to get to the river and nearby trails.Overall, a pleasant and easy stay. We defiantly plan on coming back."
United States
Benjamin B.
The price is £354
includes taxes & fees
19 Apr - 20 Apr
Escape to Redwood Bliss at this Cozy Cabin near Monte Rio Beach!
9.6 out of 10, Exceptional, (58 reviews)
"Beautiful spacious cabin in a great neighborhood. Loved the amenities. Will definitely be coming back "
United States
Jennifer R.
The price is £416
includes taxes & fees
25 Mar - 26 Mar
Casa Boheme-Stylish, Relaxing, Close to Downtown!

Mobile Home in Guerneville

Tranquil Redwood Retreat
8.8 out of 10, Excellent, (10 reviews)
"Perfect hun for enjoying downtown guernville "
United States
Alex A.
The price is £238
includes taxes & fees
31 Mar - 1 Apr
Tranquil Redwood Retreat
9.0 out of 10, Wonderful, (4 reviews)
"This was a beautiful, quiet and lovely spot.It was very clean and comfortable and private."
United States
Cheryl P.
The price is £238
includes taxes & fees
22 Mar - 23 Mar
NEW Contemporary Guest-Suite by Robaire in Guerneville/Rio Nido/Russian River
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 holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Annapolis holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, apart-hotels, cabins, villas... 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 holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Annapolis holiday 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 months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Annapolis holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Annapolis holiday rentals we have selected for you start as low as £67 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Annapolis rentals

At Expedia, we put the best Annapolis holiday 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 holiday.

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 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?

Panoramic Ocean Views, Hot Tub Under The Stars and EV charging station : This holiday home rental outside Annapolis is located near the beach, and has an outdoor pool, a fireplace and a BBQ to put you at ease in your new surroundings. It has 3 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. It offers a patio, a garden and a selection of games so that you can immerse yourself in your holiday.

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 Gualala Arts Center and Gualala Point Regional Park.

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.