Annapolis Vacation Rentals

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Check prices for these dates

In two weeks
May 29 - May 31
In two months
Jul 10 - Jul 12
In three months
Aug 7 - Aug 9
In four months
Sep 4 - Sep 6

Our top choices for Annapolis vacation rentals

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 ￥28,430
￥36,319 total
includes taxes & fees
Jun 1 - Jun 2
Point Arena Lighthouse
Front of property

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 ￥12,572
￥14,332 total
includes taxes & fees
May 18 - May 19
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, (22 reviews)
"Breakfast was fantastic and location was idyllic. Would come back a million times over!"
United States
Darren
The price is ￥33,298
￥36,960 total
includes taxes & fees
May 18 - May 19
Rendezvous Mendocino
Exterior

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 ￥23,716
￥59,421 total
includes taxes & fees
May 19 - May 20
Cozy Riverview Cottage Retreat - walk to hiking trails & downtown Duncans Mills
Dining

Cozy Riverfront Cabin - Beach Access & Wood Stove

Cozy Riverfront Cabin - Beach Access & Wood Stove
Guerneville
9.6 out of 10, Exceptional, (17 reviews)
"Great location on the river. Can't wait to come back in the summer."
United States
Gregg B.
The price is ￥22,095
￥79,299 total
includes taxes & fees
May 18 - May 19
Cozy Riverfront Cabin - Beach Access & Wood Stove
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 ￥22,859
￥41,813 total
includes taxes & fees
May 31 - Jun 1
Enchanting Creekside Retreat: Your Downtown Oasis
Interior

Riverhaus- Boutique 1BR w/ Hot Tub • Natural Sunlight

Riverhaus- Boutique 1BR w/ Hot Tub • Natural Sunlight
Monte Rio
The price is ￥28,478
￥72,227 total
includes taxes & fees
May 18 - May 19
Riverhaus- Boutique 1BR w/ Hot Tub • Natural Sunlight
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 ￥32,542
￥53,877 total
includes taxes & fees
May 25 - May 26
Cozy cabin deep in the redwoods / WiFi & Hot Tub
Dining

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 ￥62,090
￥166,817 total
includes taxes & fees
May 19 - May 20
Yacht Club Estate | Private Beach & Hot Tub
WiFi

The Tiny Tipsy Turtle

The Tiny Tipsy Turtle
Guerneville
10.0 out of 10, Exceptional, (55 reviews)
"Really great place. Highly recommend!!!"
United States
Jennifer
The price is ￥18,573
￥35,088 total
includes taxes & fees
May 25 - May 26
The Tiny Tipsy Turtle
Property grounds

Oceanfront Room with Full Ocean View CYG

Oceanfront Room with Full Ocean View CYG
Gualala
9.4 out of 10, Exceptional, (20 reviews)
"Wonderful place! We will definitely be back."
United States
Matt K.
The price is ￥23,811
￥29,605 total
includes taxes & fees
May 19 - May 20
Oceanfront Room with Full Ocean View CYG
Pool

Lodge Room for 2-3 people

Lodge Room for 2-3 people
Geyserville
The price is ￥19,206
￥24,686 total
includes taxes & fees
May 20 - May 21
Lodge Room for 2-3 people
Exterior

Point Arena Lighthouse - Keeper's Room

Point Arena Lighthouse - Keeper's Room
Point Arena
The price is ￥31,589
￥44,636 total
includes taxes & fees
Jun 1 - Jun 2
Point Arena Lighthouse - Keeper's Room
Property grounds

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 ￥29,669
￥62,141 total
includes taxes & fees
May 19 - May 20
Asian-themed Queen's Loft Apartment 10 mins to the beach and downtown!
Interior

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 ￥24,001
￥54,819 total
includes taxes & fees
May 19 - May 20
Creekside Under the Redwoods
Living area

Cozy Cabin in Redwoods with Hot Tub

Cozy Cabin in Redwoods with Hot Tub
Guerneville
10.0 out of 10, Exceptional, (2 reviews)
"Very cute clean property just as advertised."
United States
Craig S.
Cozy Cabin in Redwoods with Hot Tub
Terrace/patio

Casa Boheme-Stylish, Relaxing, Close to Downtown!

Casa Boheme-Stylish, Relaxing, Close to Downtown!
Guerneville
9.6 out of 10, Exceptional, (60 reviews)
"Beautiful spacious cabin in a great neighborhood. Loved the amenities. Will definitely be coming back "
United States
Jennifer R.
The price is ￥36,220
￥89,663 total
includes taxes & fees
May 19 - May 20
Casa Boheme-Stylish, Relaxing, Close to Downtown!
Terrace/patio

Peaceful Redwood Hideaway - Hot Tub, A/C, Walk to Russian River and Downtown

Peaceful Redwood Hideaway - Hot Tub, A/C, Walk to Russian River and Downtown
Guerneville
10.0 out of 10, Exceptional, (53 reviews)
"Great location, very clean, private hot tub, bed was comfortable. "
United States
Peter J.
The price is ￥44,288
￥83,541 total
includes taxes & fees
May 25 - May 26
Peaceful Redwood Hideaway - Hot Tub, A/C, Walk to Russian River and Downtown
Interior

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 ￥32,845
￥77,722 total
includes taxes & fees
May 19 - May 20
Norcal Hideaway
Interior

Tranquil Redwood Retreat

Tranquil Redwood Retreat
Guerneville
8.8 out of 10, Excellent, (10 reviews)
"Comfortable place to stay, close to everything. Host was amazing. "
United States
Joelle S.
The price is ￥24,001
￥55,295 total
includes taxes & fees
May 18 - May 19
Tranquil Redwood Retreat
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

Highland Dell Lodge

Highland Dell Lodge

10/10 Excellent
"Our stay was enchanting. We were generously upgraded to a River View room. Though small, the room was very clean, comfortable, relaxing and attractive. The views of the river, the beach and forested hills were breathtaking. Breakfast in the morning was upgraded continental and enjoyable. Staff was exceptional. The two nights at this beautiful lodge was pure joy!"
Diane 2-night trip
Posted 4 hours ago
Highland Dell Lodge

Find out more about Annapolis

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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 Gualala Point Regional Park and Salt Point State 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.