Annapolis Vacation Rentals

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Our top choices for Annapolis vacation rentals

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 CA $246
CA $314 total
includes taxes & fees
May 17 - May 18
Point Arena Lighthouse

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 CA $109
CA $124 total
includes taxes & fees
May 16 - May 17
The Ranch at Lake Sonoma

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 CA $285
CA $316 total
includes taxes & fees
May 19 - May 20
Rendezvous Mendocino

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 CA $225
CA $544 total
includes taxes & fees
May 19 - May 20
Cozy Riverview Cottage Retreat - walk to hiking trails & downtown Duncans Mills

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 CA $195
CA $690 total
includes taxes & fees
May 18 - May 19
Cozy Riverfront Cabin - Beach Access & Wood Stove

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 CA $219
CA $387 total
includes taxes & fees
May 31 - Jun 1
Enchanting Creekside Retreat: Your Downtown Oasis

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

Riverhaus- Boutique 1BR w/ Hot Tub • Natural Sunlight
Monte Rio
The price is CA $246
CA $621 total
includes taxes & fees
Jun 1 - Jun 2
Riverhaus- Boutique 1BR w/ Hot Tub • Natural Sunlight

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 CA $274
CA $459 total
includes taxes & fees
May 27 - May 28
Cozy cabin deep in the redwoods / WiFi & Hot Tub

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 CA $537
CA $1,476 total
includes taxes & fees
May 19 - May 20
Yacht Club Estate | Private Beach & Hot Tub

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 CA $346
CA $537 total
includes taxes & fees
Jun 5 - Jun 6
The Tiny Tipsy Turtle

Oceanfront Room with Full Ocean View CYG

Oceanfront Room with Full Ocean View CYG
Gualala
9.4 out of 10, Exceptional, (19 reviews)
"Wonderful place! We will definitely be back."
United States
Matt K.
The price is CA $206
CA $258 total
includes taxes & fees
May 19 - May 20
Oceanfront Room with Full Ocean View CYG

Lodge Room for 2-3 people

Lodge Room for 2-3 people
Geyserville
The price is CA $166
CA $213 total
includes taxes & fees
Jun 8 - Jun 9
Lodge Room for 2-3 people

Point Arena Lighthouse - Keeper's Room

Point Arena Lighthouse - Keeper's Room
Point Arena
The price is CA $273
CA $392 total
includes taxes & fees
May 17 - May 18
Point Arena Lighthouse - Keeper's Room

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 CA $256
CA $541 total
includes taxes & fees
May 19 - May 20
Asian-themed Queen's Loft Apartment 10 mins to the beach and downtown!

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 CA $207
CA $479 total
includes taxes & fees
May 20 - May 21
Creekside Under the Redwoods

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

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 CA $313
CA $784 total
includes taxes & fees
Jun 1 - Jun 2
Casa Boheme-Stylish, Relaxing, Close to Downtown!

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 CA $383
CA $719 total
includes taxes & fees
Jun 13 - Jun 14
Peaceful Redwood Hideaway - Hot Tub, A/C, Walk to Russian River 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 CA $289
CA $711 total
includes taxes & fees
May 18 - May 19
Norcal Hideaway

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 CA $207
CA $476 total
includes taxes & fees
Jun 1 - Jun 2
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

Find out more about Annapolis

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.

As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with Annapolis. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.

It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.

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.