Annapolis Vacation Rentals

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Check prices for these dates

In two weeks
Jun 19 - Jun 21
In two months
Jul 31 - Aug 2
In three months
Aug 28 - Aug 30
In four months
Sep 25 - Sep 27

Our top choices for Annapolis vacation rentals

Exterior

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 ￥12,614
￥14,380 total
includes taxes & fees
Jun 2 - Jun 3
The Ranch at Lake Sonoma
Quilt Studio | Premium bedding, individually decorated, individually furnished

Rendezvous Mendocino

Rendezvous Mendocino
3.0 star property
Gualala
9.6 out of 10, Exceptional, (23 reviews)
"Breakfast was fantastic and location was idyllic. Would come back a million times over!"
United States
Darren
The price is ￥38,992
￥43,281 total
includes taxes & fees
Jun 7 - Jun 8
Rendezvous Mendocino
Pool

Lodge Room for 2-3 people

Lodge Room for 2-3 people
Geyserville
The price is ￥18,749
￥24,185 total
includes taxes & fees
Jun 2 - Jun 3
Lodge Room for 2-3 people
Premier House, 2 Bedrooms, Patio, Ocean View (Pet Friendly) | Beach/ocean view

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 ￥28,526
￥36,442 total
includes taxes & fees
Jun 3 - Jun 4
Point Arena Lighthouse
Property grounds

Secluded Cabin Rental with a Ping Pong Table near Johnson's Beach in California

Secluded Cabin Rental with a Ping Pong Table near Johnson's Beach in California
Guerneville
The price is ￥66,224
￥87,440 total
includes taxes & fees
Jun 25 - Jun 26
Secluded Cabin Rental with a Ping Pong Table near Johnson's Beach in California
Exterior detail

Designer Retreat with Gym + Gameroom

Designer Retreat with Gym + Gameroom
Monte Rio
Designer Retreat with Gym + Gameroom
Terrace/patio

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, (4 reviews)
"Amazing views of redwoods. Place was really great and clean. Peace and quit. It's an amazing getaway! I will definitely be visiting again."
United States
Cody W.
The price is ￥31,854
￥51,731 total
includes taxes & fees
Jun 8 - Jun 9
Cozy cabin deep in the redwoods / WiFi & Hot Tub
Terrace/patio

Secluded Cottage Rental with a Private Hot Tub in the Redwoods of Guerneville, California

Secluded Cottage Rental with a Private Hot Tub in the Redwoods of Guerneville, California
Guerneville
Secluded Cottage Rental with a Private Hot Tub in the Redwoods of Guerneville, California
Outdoor dining

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 ￥21,869
￥69,142 total
includes taxes & fees
Jun 2 - Jun 3
Redwood Cabin w/ Hot Tub | Canyon View | Dogs OK
Dining

Rustic Cabin Rental with Hot Tub near the Russian River in Guerneville, California

Rustic Cabin Rental with Hot Tub near the Russian River in Guerneville, California
Guerneville
Rustic Cabin Rental with Hot Tub near the Russian River in Guerneville, California
Terrace/patio

Dry Creek Valley Home and Vineyard

Dry Creek Valley Home and Vineyard
Healdsburg
The price is ￥106,647
￥189,587 total
includes taxes & fees
Jun 3 - Jun 4
Dry Creek Valley Home and Vineyard
Exterior

Enchanting Retreat in the heart of Redwoods

Enchanting Retreat in the heart of Redwoods
Guerneville
8.8 out of 10, Excellent, (13 reviews)
"Beautiful, clean house nestled in the woods. Loved the hot tub and the fire pit in the AM. Super comfortable mattresses."
United States
Jennifer H.
The price is ￥22,362
￥52,759 total
includes taxes & fees
Jun 3 - Jun 4
Enchanting Retreat in the heart of Redwoods
Exterior

Point Arena Lighthouse - Keeper's Room

Point Arena Lighthouse - Keeper's Room
Point Arena
The price is ￥31,695
￥45,582 total
includes taxes & fees
Jun 17 - Jun 18
Point Arena Lighthouse - Keeper's Room
Shower, hair dryer, towels, soap

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 ￥24,655
￥46,309 total
includes taxes & fees
Jun 2 - Jun 3
Stairway to Heaven with EV Charger
Terrace/patio

Family Friendly Glamping in Guerneville, Ideal to Explore Russian River and the Redwoods

Family Friendly Glamping in Guerneville, Ideal to Explore Russian River and the Redwoods
Guerneville
Family Friendly Glamping in Guerneville, Ideal to Explore Russian River and the Redwoods
Outdoor dining

Pet - Friendly Waterfront Glamping Cabin on Austin Creek in Cazadero

Pet - Friendly Waterfront Glamping Cabin on Austin Creek in Cazadero
Cazadero
Pet - Friendly Waterfront Glamping Cabin on Austin Creek in Cazadero
Property grounds

Charming Cabin Rental with Easy Access to the River in Guerneville, California

Charming Cabin Rental with Easy Access to the River in Guerneville, California
Guerneville
Charming Cabin Rental with Easy Access to the River in Guerneville, California
Property grounds

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 ￥22,935
￥41,315 total
includes taxes & fees
Jun 9 - Jun 10
Enchanting Creekside Retreat: Your Downtown Oasis
On the beach

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 ￥62,297
￥178,857 total
includes taxes & fees
Jun 2 - Jun 3
Yacht Club Estate | Private Beach & Hot Tub
Property grounds

Oceanfront Room with Full Ocean View CYG

Oceanfront Room with Full Ocean View CYG
Gualala
9.4 out of 10, Exceptional, (21 reviews)
"Hostess was wonderful. View was great."
United States
Jeff M.
The price is ￥23,891
￥29,704 total
includes taxes & fees
Jun 5 - Jun 6
Oceanfront Room with Full Ocean View CYG
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

Wharf Master's Inn

Wharf Master's Inn

10/10 Excellent
"Karen at the front desk was warm and helpful , glowing personality, real asset to your property! Thank you we will be back! "
Trevor 1-night trip
Posted 2 hours ago
Wharf Master's Inn

Find out more about Annapolis

Search for holiday rentals in Annapolis on Expedia! You can easily find your home rentals, villas, holiday apartments in Annapolis using one of the methods below:

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Look no further and take a look at our great range of rental properties in Annapolis!

Frequently asked questions

Can I find vacation rentals in Annapolis?

Yes, you can find vacation rentals near popular local attractions in Annapolis, or you can select a more remote option if you'd like a relaxing place to stay.

What are some of the best vacation home rentals in Annapolis?

Point Arena Lighthouse: This vacation home rental near Annapolis is located by the ocean and has a private yard, 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 larger area, you’ll find Shell Beach and Gualala Point Regional Park.

What’s a vacation rental in Annapolis like?

Vacation rentals are privately owned properties you can book for a long or short time in Annapolis. Vacation rentals offer amenities such as hot tubs, fire pits, and patios so you'll feel just like you're staying in your own home. If you're concerned about a clean environment, vacation rentals can offer a sense of privacy away from shared hotel elevators and lobbies bustling with people while still allowing you a great travel experience. You'll also find more space in a vacation rental than in a standard hotel, which makes a vacation rental a great choice for small groups.