Annapolis Holiday Rentals

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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 NZ$154
includes taxes & fees
18 Mar - 19 Mar
The Ranch at Lake Sonoma
3.0 star property
The price is NZ$738
includes taxes & fees
18 Mar - 19 Mar
Russian River Retreat! Woodsy Guerneville Bungalow
9.4 out of 10, Exceptional, (10 reviews)
"We loved this little house. It was set back from the street all on its own but walkable to all of the restaurants, etc. The owner was so communicative and had the air conditioner running before we got there which was a bonus! We would definitely stay here again. "
United States
J C.
The price is NZ$447
includes taxes & fees
23 Mar - 24 Mar
Enchanting Creekside Retreat: Your Downtown Oasis

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 NZ$414
includes taxes & fees
18 Mar - 19 Mar
Rendezvous Mendocino
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 NZ$855
includes taxes & fees
18 Mar - 19 Mar
Cozy Riverfront Cabin - Beach Access & Wood Stove

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 NZ$329
includes taxes & fees
18 Mar - 19 Mar
The Tiny Tipsy Turtle

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 NZ$350
includes taxes & fees
30 Mar - 31 Mar
Point Arena Lighthouse

Holiday Home in Sea Ranch

Starlight Reach | Private Hot Tub
10.0 out of 10, Exceptional, (22 reviews)
"Everything was wonderful! The kitchen is fully stocked! All very comfortable! Loved the proximity to Shell beach"
United States
Anonymous traveller
Starlight Reach | Private Hot Tub
9.2 out of 10, Wonderful, (10 reviews)
"It was a good experience. We enjoyed our stay."
United States
Madeleine B.
Gorgeous 3 BDR Home in Gualala w/ Ocean View!
9.4 out of 10, Exceptional, (18 reviews)
"What a great place to stay. We loved our stay at this get away!!!"
United States
Karen S.
The price is NZ$466
includes taxes & fees
18 Mar - 19 Mar
Stairway to Heaven with EV Charger
10.0 out of 10, Exceptional, (1 review)
"Owner communication timely and professional "
United States
Mike H.
The price is NZ$727
includes taxes & fees
18 Mar - 19 Mar
Russian River Retreat! Woodsy Guerneville Bungalow
9.8 out of 10, Exceptional, (56 reviews)
"Great place to unwind for a few days. Stayed here multiple times. Will be back."
United States
Ryan M.
Ocean Bungalow | Tesla EV Station & Near Trails!

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 NZ$536
includes taxes & fees
24 Mar - 25 Mar
Creekside Under the Redwoods
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 NZ$478
includes taxes & fees
6 Apr - 7 Apr
Cozy cabin deep in the redwoods / WiFi & Hot Tub

Holiday Home in Sea Ranch

Sea Pebble – Sea Ranch Retreat!
9.6 out of 10, Exceptional, (9 reviews)
"There are so many things we live about Sea Pebble: the location, view, garden, layout and style. It is a great place to spend some leisurely time with family!"
United States
Laurel P.
The price is NZ$1,135
includes taxes & fees
14 Apr - 15 Apr
Sea Pebble – Sea Ranch Retreat!
9.2 out of 10, Wonderful, (17 reviews)
"Wonderful place! We will definitely be back."
United States
Matt K.
The price is NZ$320
includes taxes & fees
24 Mar - 25 Mar
Oceanfront Room with Full Ocean View CYG
The price is NZ$487
includes taxes & fees
30 Mar - 31 Mar
Point Arena Lighthouse - Keeper's Room

Holiday Home in Guerneville

Norcal Hideaway
10.0 out of 10, Exceptional, (12 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 NZ$857
includes taxes & fees
19 Mar - 20 Mar
Norcal Hideaway
10.0 out of 10, Exceptional, (1 review)
"Queen's Loft was a nice surprise! I expected a small second-story loft, but it was quite large with a kitchenette, nice roomy bathroom, dining area, living area and 2 king beds (and 2 twin bed that we didn't use), and lots of windows that we opened at night to let the cool, piney-scented air in. What I loved the most was how quiet it was there. Going to sleep breathing piney-scented cool air in complete silence was wonderful....best rest I've had in a long time!"
United States
Barbara
The price is NZ$758
includes taxes & fees
16 Apr - 17 Apr
Asian-themed Queen's Loft Apartment 10 mins to the beach and downtown!

Holiday Home in Guerneville

Float Home -Cozy 3 BR & Dog Friendly
10.0 out of 10, Exceptional, (4 reviews)
"Fantastic place to stay in. My friends and I had a great time there and it was very close to everything we needed. "
United States
T C.
The price is NZ$795
includes taxes & fees
18 Mar - 19 Mar
Float Home -Cozy 3 BR & Dog Friendly
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, 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 NZ$154 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.