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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
9.6 out of 10, Exceptional, (5 reviews)
"Nice camping spot "
United States
Evelyn
The price is AU$129
includes taxes & fees
24 July - 25 July
The Ranch at Lake Sonoma

Oceanfront Room with Full Ocean View CYG

Oceanfront Room with Full Ocean View CYG
Gualala
9.0 out of 10, Wonderful, (29 reviews)
"Hostess was wonderful. View was great."
United States
Jeff M.
The price is AU$269
includes taxes & fees
5 Aug - 6 Aug
Oceanfront Room with Full Ocean View CYG

Rendezvous Mendocino

Rendezvous Mendocino
3.0 star property
Gualala
9.8 out of 10, Exceptional, (26 reviews)
"Beautiful place to spend a few nights"
United States
Kae
The price is AU$422
includes taxes & fees
27 July - 28 July
Rendezvous Mendocino

Original Demo Home on Ocean side with Hot Tub, Office. Dog friendly. Near Trail.

Original Demo Home on Ocean side with Hot Tub, Office. Dog friendly. Near Trail.
Sea Ranch
10.0 out of 10, Exceptional, (1 review)
"Perfect house for a couple. Nice furnishings, high-end appliances, quality linens and towels. The kitchen was well-stocked with essentials like cooking oil and spices even though we always bring our own, it's nice to have all of that in case we forget anything. We loved the architecture of the house and the views. The host was easily reachable for any issues, although we had none."
United States
Matt S.
The price is AU$1,141
includes taxes & fees
12 Aug - 13 Aug
Original Demo Home on Ocean side with Hot Tub, Office. Dog friendly. Near Trail.

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 AU$606
includes taxes & fees
11 Aug - 12 Aug
Asian-themed Queen's Loft Apartment 10 mins to the beach and downtown!

Point Arena Lighthouse

Point Arena Lighthouse
3.0 star property
Point Arena
9.6 out of 10, Exceptional, (125 reviews)
"Great views from the room, near many coastal hiking trails, near Point Arena for any necessities. The room has a small refrigerator & a microwave which is a plus. I have stayed here 3 times, twice in the Keeper’s Room."
United States
Robert
The price is AU$327
includes taxes & fees
9 Aug - 10 Aug
Point Arena Lighthouse

Epic Mendocino Ocean Views, 5BR, Tesla Charger

Epic Mendocino Ocean Views, 5BR, Tesla Charger
Anchor Bay
9.4 out of 10, Exceptional, (3 reviews)
"Nice place! Only 5 minutes from Gualala. The pool table was a lot of fun"
United States
Sean D.
The price is AU$1,026
includes taxes & fees
28 July - 29 July
Epic Mendocino Ocean Views, 5BR, Tesla Charger

Enchanting Creekside Retreat: Your Downtown Oasis

Enchanting Creekside Retreat: Your Downtown Oasis
Hopland
9.6 out of 10, Exceptional, (13 reviews)
"This is a handy location for Hopland "
United States
Chuck R.
The price is AU$373
includes taxes & fees
30 July - 31 July
Enchanting Creekside Retreat: Your Downtown Oasis

Pet-friendly Oceanfront Retreat w/King Beds & Hot Tub!

Pet-friendly Oceanfront Retreat w/King Beds & Hot Tub!
Gualala
10.0 out of 10, Exceptional, (69 reviews)
"Everything was wonderful - can't wait to come back!"
United States
sheila H.
The price is AU$1,738
includes taxes & fees
12 Aug - 13 Aug
Pet-friendly Oceanfront Retreat w/King Beds & Hot Tub!

Pet-Friendly Designer Oceanfront 3B House with King Beds & Hot Tub & Outdoor Kit

Pet-Friendly Designer Oceanfront 3B House with King Beds & Hot Tub & Outdoor Kit
Gualala
10.0 out of 10, Exceptional, (3 reviews)
"The panoramic ocean view was worth the price of admission. We had a glorious sunset every night of our stay. The house was very clean well equipped and we felt that special memories were made during our time there. We look forward to returning in the future. A big plus was “Seastone” is pet friendly and our miniature poodle Amber told us she had a great time."
United States
David D.
The price is AU$1,867
includes taxes & fees
5 Aug - 6 Aug
Pet-Friendly Designer Oceanfront 3B House with King Beds & Hot Tub & Outdoor Kit

SueSea's by the Sea Shore

SueSea's by the Sea Shore
Jenner
10.0 out of 10, Exceptional, (17 reviews)
"Clean and cozy, the host is absolutely amazing beautiful beach is a ten minute walk."
United States
Mike O.
The price is AU$408
includes taxes & fees
27 July - 28 July
SueSea's by the Sea Shore

Creekside Under the Redwoods

Creekside Under the Redwoods
Guerneville
9.8 out of 10, Exceptional, (20 reviews)
"Very cute and comfortable place! We enjoyed our stay!"
United States
Kathy M.
The price is AU$488
includes taxes & fees
17 Aug - 18 Aug
Creekside Under the Redwoods

Point Arena Lighthouse - Keeper's Room

Point Arena Lighthouse - Keeper's Room
Point Arena
10.0 out of 10, Exceptional, (1 review)
The price is AU$404
includes taxes & fees
9 Aug - 10 Aug
Point Arena Lighthouse - Keeper's Room

Tranquil Redwood Retreat

Tranquil Redwood Retreat
Guerneville
8.8 out of 10, Excellent, (11 reviews)
"Perfect hun for enjoying downtown guernville "
United States
Alex A.
The price is AU$493
includes taxes & fees
19 Aug - 20 Aug
Tranquil Redwood Retreat

The Tiny Tipsy Turtle

The Tiny Tipsy Turtle
Guerneville
10.0 out of 10, Exceptional, (60 reviews)
"Really great place. Highly recommend!!!"
United States
Jennifer
The price is AU$403
includes taxes & fees
19 Aug - 20 Aug
The Tiny Tipsy Turtle

Farm Country Cottage in Downtown Geyserville, Vineyard Views + UNTI Wine

Farm Country Cottage in Downtown Geyserville, Vineyard Views + UNTI Wine
Geyserville
10.0 out of 10, Exceptional, (2 reviews)
"Cozy, rustic, and with all great amenities."
United States
Gina I.
The price is AU$530
includes taxes & fees
18 Aug - 19 Aug
Farm Country Cottage in Downtown Geyserville, Vineyard Views + UNTI Wine

Pumpkin House Summary

Pumpkin House Summary
Guerneville
10.0 out of 10, Exceptional, (13 reviews)
"Nice place, quiet. Loved the hot tub. "
United States
Nathan B.
The price is AU$551
includes taxes & fees
27 July - 28 July
Pumpkin House Summary

Norcal Hideaway

Norcal Hideaway
Guerneville
9.8 out of 10, Exceptional, (16 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 AU$717
includes taxes & fees
6 Aug - 7 Aug
Norcal Hideaway

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, (7 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 AU$573
includes taxes & fees
23 Aug - 24 Aug
Cozy cabin deep in the redwoods / WiFi & 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 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 favourite 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 depend 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 AU$129 per night. Entering your travel dates in the search wizard might find you 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 Netflix 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.