Annapolis Holiday Rentals

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Our top choices for Annapolis holiday rentals

The Ranch at Lake Sonoma

The Ranch at Lake Sonoma
1.0 star property
Geyserville
9.4 out of 10, Exceptional, (3 reviews)
"Nice camping spot "
United States
Evelyn
The price is NZ$153
includes taxes & fees
2 May - 3 May
The Ranch at Lake Sonoma

Point Arena Lighthouse

Point Arena Lighthouse
3.0 star property
Point Arena
9.6 out of 10, Exceptional, (124 reviews)
"Very nice and picturesque location. "
United States
Richard
The price is NZ$387
includes taxes & fees
1 June - 2 June
Point Arena Lighthouse

Kick back and relax in this stylish and modern space.

Kick back and relax in this stylish and modern space.
Point Arena
The price is NZ$378
includes taxes & fees
4 May - 5 May
Kick back and relax in this stylish and modern space.

Rendezvous Mendocino

Rendezvous Mendocino
3.0 star property
Gualala
9.6 out of 10, Exceptional, (21 reviews)
"Terrific homemade biscuits and vegetarian gravy! Property was really lovely; fragrant garden and pretty pathways throughout. We enjoyed using the hottub for both nights of our stay. I dug the decor in our room and the bedding was super cozy."
United States
Colby
The price is NZ$370
includes taxes & fees
3 May - 4 May
Rendezvous Mendocino

Oceanfront Room with Full Ocean View CYG

Oceanfront Room with Full Ocean View CYG
Gualala
9.4 out of 10, Exceptional, (18 reviews)
"Wonderful place! We will definitely be back."
United States
Matt K.
The price is NZ$316
includes taxes & fees
2 May - 3 May
Oceanfront Room with Full Ocean View CYG

Enchanting Creekside Retreat: Your Downtown Oasis

Enchanting Creekside Retreat: Your Downtown Oasis
Hopland
9.6 out of 10, Exceptional, (12 reviews)
"This is a handy location for Hopland "
United States
Chuck R.
The price is NZ$443
includes taxes & fees
4 May - 5 May
Enchanting Creekside Retreat: Your Downtown Oasis

Cozy Riverview Cottage Retreat - walk to hiking trails & downtown Duncans Mills

Cozy Riverview Cottage Retreat - walk to hiking trails & downtown Duncans Mills
Monte Rio
9.4 out of 10, Exceptional, (19 reviews)
"Wonderfully appointed cabin in an incredibly charming location. "
United States
Shannon B.
The price is NZ$653
includes taxes & fees
6 May - 7 May
Cozy Riverview Cottage Retreat - walk to hiking trails & downtown Duncans Mills

Cozy cabin deep in the redwoods / WiFi & Hot Tub

Cozy cabin deep in the redwoods / WiFi & Hot Tub
Guerneville
10.0 out of 10, Exceptional, (3 reviews)
"The house was beautiful and immaculate. Better than I had expected. It smelled wonderful inside. Everything was pristine and even better than the photos.. the host was quick to respond. The house was inviting and lovely.."
United States
Danielle U.
The price is NZ$500
includes taxes & fees
5 May - 6 May
Cozy cabin deep in the redwoods / WiFi & Hot Tub

Cozy Riverfront Cabin - Beach Access & Wood Stove

Cozy Riverfront Cabin - Beach Access & Wood Stove
Guerneville
9.6 out of 10, Exceptional, (16 reviews)
"Great location on the river. Can't wait to come back in the summer."
United States
Gregg B.
The price is NZ$827
includes taxes & fees
4 May - 5 May
Cozy Riverfront Cabin - Beach Access & Wood Stove

Redwood Cabin w/ Hot Tub | Canyon View | Dogs OK

Redwood Cabin w/ Hot Tub | Canyon View | Dogs OK
Guerneville
8.0 out of 10, Very good, (2 reviews)
"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 NZ$816
includes taxes & fees
3 May - 4 May
Redwood Cabin w/ Hot Tub | Canyon View | Dogs OK

The Tiny Tipsy Turtle

The Tiny Tipsy Turtle
Guerneville
10.0 out of 10, Exceptional, (54 reviews)
"Really great place. Highly recommend!!!"
United States
Jennifer
The price is NZ$333
includes taxes & fees
5 May - 6 May
The Tiny Tipsy Turtle

Santini Farmhouse - Wine Tastings Included

Santini Farmhouse - Wine Tastings Included
Healdsburg
10.0 out of 10, Exceptional, (55 reviews)
"Great stay at Santini Farmhouse! Will definitely be back!"
United States
Susan W.
The price is NZ$1,456
includes taxes & fees
5 May - 6 May
Santini Farmhouse - Wine Tastings Included

Cozy Riverfront Cabin w/ Dock, Fire Pit & Dogs OK

Cozy Riverfront Cabin w/ Dock, Fire Pit & Dogs OK
Monte Rio
Cozy Riverfront Cabin w/ Dock, Fire Pit & Dogs OK

Lodge Room for 2-3 people

Lodge Room for 2-3 people
Geyserville
The price is NZ$261
includes taxes & fees
2 May - 3 May
Lodge Room for 2-3 people

Point Arena Lighthouse - Keeper's Room

Point Arena Lighthouse - Keeper's Room
Point Arena
The price is NZ$480
includes taxes & fees
3 May - 4 May
Point Arena Lighthouse - Keeper's Room

Yacht Club Estate | Private Beach & Hot Tub

Yacht Club Estate | Private Beach & Hot Tub
Duncan's Mills
9.8 out of 10, Exceptional, (41 reviews)
"Great place! River and boating were fun and the space was great for a few couples and kids!"
United States
Jameson F.
The price is NZ$1,830
includes taxes & fees
3 May - 4 May
Yacht Club Estate | Private Beach & Hot Tub

Stairway to Heaven with EV Charger

Stairway to Heaven with EV Charger
Gualala
9.4 out of 10, Exceptional, (20 reviews)
"What a great place to stay. We loved our stay at this get away!!!"
United States
Karen S.
The price is NZ$491
includes taxes & fees
18 May - 19 May
Stairway to Heaven with EV Charger

Asian-themed Queen's Loft Apartment 10 mins to the beach and downtown!

Asian-themed Queen's Loft Apartment 10 mins to the beach and downtown!
GUALALA
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$663
includes taxes & fees
14 May - 15 May
Asian-themed Queen's Loft Apartment 10 mins to the beach and downtown!

Norcal Hideaway

Norcal Hideaway
Guerneville
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 NZ$832
includes taxes & fees
4 May - 5 May
Norcal Hideaway

Hillside Hideaway in the Redwoods

Hillside Hideaway in the Redwoods
Guerneville
10.0 out of 10, Exceptional, (7 reviews)
"Great spot, it felt very spacious and the outdoor area is really nice too. "
United States
Kristin G.
The price is NZ$569
includes taxes & fees
4 May - 5 May
Hillside Hideaway in the Redwoods
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$153 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?

Point Arena Lighthouse: This holiday home rental outside of Annapolis is located by the ocean, and has a private garden, 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 wider area, you’ll find Gualala Point Regional Park and Salt Point State 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.