Annapolis Holiday Rentals

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Holiday Rentals in Annapolis

The Crows Nest at Dancing Crow Winery

The price is AU$534
includes taxes & fees
19 July - 20 July
The Crows Nest at Dancing Crow Winery

Spacious wine country retreat; Sauna, hot tub, gym in charming Cloverdale.

9.2 out of 10, Wonderful, (7)
"Great place to stay at home owner supper nice and was helpful"
The price is AU$1,325
includes taxes & fees
21 July - 22 July
Spacious wine country retreat; Sauna, hot tub, gym in charming Cloverdale.

Cozy Riverfront Cabin - Beach Access & Wood Stove

9.6 out of 10, Exceptional, (7)
"Cozy cottage, communicative hosts"
The price is AU$879
includes taxes & fees
20 July - 21 July
Cozy Riverfront Cabin - Beach Access & Wood Stove

Boho Manor Resort - Room 28

10.0 out of 10, Exceptional, (1)
The price is AU$482
includes taxes & fees
21 July - 22 July
Boho Manor Resort - Room 28

NEW Gurneville Backyard Oasis + Spa + Firepit + Dog Friendly + Wi-Fi

The price is AU$666
includes taxes & fees
21 July - 22 July
NEW Gurneville Backyard Oasis + Spa + Firepit + Dog Friendly + Wi-Fi

Serene 2BR Retreat, Great Views, Private Hot Tub

The price is AU$887
includes taxes & fees
20 July - 21 July
Serene 2BR Retreat, Great Views, Private Hot Tub

Cozy Cabin in Redwoods with Hot Tub

10.0 out of 10, Exceptional, (1)
"We had a great stay. The teens appreciated a space of their own since the bottom unit is secluded from the top and the kitchen still allowed us plenty of space to make a turkey dinner for the holidays."
The price is AU$670
includes taxes & fees
21 July - 22 July
Cozy Cabin in Redwoods with Hot Tub

Norcal Hideaway

9.8 out of 10, Exceptional, (8)
"We loved our stay. The cabin was beautiful, with so many special touches. The ideal place to relax !!! Will definitely go back again "
The price is AU$1,049
includes taxes & fees
20 July - 21 July
Norcal Hideaway

Double (Queen/twin) - Clothing Optional Home

2.0 star property
Double (Queen/twin) - Clothing Optional Home

Relaxing Home Among The Redwoods - Dog-Friendly

10.0 out of 10, Exceptional, (1)
Relaxing Home Among The Redwoods - Dog-Friendly

Boho Manor Resort - Studio G

The price is AU$690
includes taxes & fees
21 July - 22 July
Boho Manor Resort - Studio G

Lovely Tudor Home w/ Pool & Spa Near Russian River

2.0 star property
9.6 out of 10, Exceptional, (122)
"This house is such a great retreat for our friends every year. Plenty of space, and an ideal place to relax by the pool and BBQ on a warm weekend in Russian River."
Lovely Tudor Home w/ Pool & Spa Near Russian River

The Bluebird's Burrow~ EV Charging/ Hot Tub/ Firepit/ Game Room

10.0 out of 10, Exceptional, (15)
"Overall, this is a wonderful property"
The price is AU$1,958
includes taxes & fees
31 July - 1 Aug
The Bluebird's Burrow~ EV Charging/ Hot Tub/ Firepit/ Game Room

Riverside Lodge House in Guerneville

10.0 out of 10, Exceptional, (6)
"This property was perfect for my family's reunion. It's a spacious home with comfortable bedrooms and common spaces. It has an awesome location to the river and when it was too cold for us to go in the river, we could use the pool and hot tub. The host is very responsive. I would definitely recommend this property to others and would happily book it again."
Riverside Lodge House in Guerneville

Spacious 5-bedroom wine country retreat in downtown Cloverdale

The price is AU$1,043
includes taxes & fees
18 July - 19 July
Spacious 5-bedroom wine country retreat in downtown Cloverdale

Modern Hillside Retreat~ Hot Tub/ Pets/ Hi speed WIFI

10.0 out of 10, Exceptional, (10)
"House was perfect for our group, very clean, large hot tub, and perfectly nestled in the trees."
Modern Hillside Retreat~ Hot Tub/ Pets/ Hi speed WIFI

Sequoia Sisters - pvt yard, hot tub, family fun

The price is AU$1,608
includes taxes & fees
12 Aug - 13 Aug
Sequoia Sisters - pvt yard, hot tub, family fun

Kayaks included~Family Fun~Hot tub~Bar~Beautiful Home

10.0 out of 10, Exceptional, (8)
"We needed a quick getaway during some unplanned house construction and Caitlin’s place was a perfect solution! She was so helpful in every way! Looking forward to another visit in the future. "
The price is AU$1,482
includes taxes & fees
4 Aug - 5 Aug
Kayaks included~Family Fun~Hot tub~Bar~Beautiful Home

RR Yacht Club: Beach+Hot tub+Outdoor fun!

9.8 out of 10, Exceptional, (36)
"This house was amazing! So cute, spaciouse, amazing view. We had all ages there and it was so accomidating to everyone. Has all the amenities. I cant say enough about this spot. Will definitly come back with my family! "
The price is AU$1,865
includes taxes & fees
6 Aug - 7 Aug
RR Yacht Club: Beach+Hot tub+Outdoor fun!
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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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 Black Point Beach and Sea Ranch Golf Links.

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.