Annapolis Vacation Rentals

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Our top choices for Annapolis vacation rentals

The Ranch at Lake Sonoma

The Ranch at Lake Sonoma
1.0 star property
Geyserville
10.0 out of 10, Exceptional, (2 reviews)
"Nice camping spot "
United States
Evelyn
The price is CA $81
CA $93 total
includes taxes & fees
Feb 10 - Feb 11
The Ranch at Lake Sonoma

Point Arena Lighthouse

Point Arena Lighthouse
3.0 star property
Point Arena
9.6 out of 10, Exceptional, (117 reviews)
"Great location with a view"
United States
Shalini
The price is CA $233
CA $300 total
includes taxes & fees
Feb 26 - Feb 27
Point Arena Lighthouse

Rendezvous Mendocino

Rendezvous Mendocino
3.0 star property
Gualala
9.6 out of 10, Exceptional, (14 reviews)
"It was a great stay! "
United States
Dan
The price is CA $299
CA $335 total
includes taxes & fees
Feb 10 - Feb 11
Rendezvous Mendocino

Enchanting Creekside Retreat: Your Downtown Oasis

Enchanting Creekside Retreat: Your Downtown Oasis
Hopland
9.4 out of 10, Exceptional, (10 reviews)
"We loved this little house. It was set back from the street all on its own but walkable to all of the restaurants, etc. The owner was so communicative and had the air conditioner running before we got there which was a bonus! We would definitely stay here again. "
United States
J C.
The price is CA $197
CA $360 total
includes taxes & fees
Feb 10 - Feb 11
Enchanting Creekside Retreat: Your Downtown Oasis

Russian River Retreat! Woodsy Guerneville Bungalow

Russian River Retreat! Woodsy Guerneville Bungalow
3.0 star property
Guerneville
The price is CA $234
CA $590 total
includes taxes & fees
Feb 10 - Feb 11
Russian River Retreat! Woodsy Guerneville Bungalow

Oceanfront Room with Full Ocean View CYG

Oceanfront Room with Full Ocean View CYG
Gualala
9.6 out of 10, Exceptional, (11 reviews)
"Wonderful place! We will definitely be back."
United States
Matt K.
The price is CA $205
CA $255 total
includes taxes & fees
Feb 10 - Feb 11
Oceanfront Room with Full Ocean View CYG

Stairway to Heaven with EV Charger

Stairway to Heaven with EV Charger
Gualala
9.4 out of 10, Exceptional, (18 reviews)
"What a great place to stay. We loved our stay at this get away!!!"
United States
Karen S.
The price is CA $191
CA $373 total
includes taxes & fees
Feb 10 - Feb 11
Stairway to Heaven with EV Charger

Redwood Cabin w/ Hot Tub | Canyon View | Dogs OK

Redwood Cabin w/ Hot Tub | Canyon View | Dogs OK
Guerneville
10.0 out of 10, Exceptional, (1 review)
"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 CA $200
CA $613 total
includes taxes & fees
Feb 10 - Feb 11
Redwood Cabin w/ Hot Tub | Canyon View | Dogs OK

Russian River Retreat! Woodsy Guerneville Bungalow

Russian River Retreat! Woodsy Guerneville Bungalow
Guerneville
10.0 out of 10, Exceptional, (1 review)
"Owner communication timely and professional "
United States
Mike H.
The price is CA $209
CA $593 total
includes taxes & fees
Feb 10 - Feb 11
Russian River Retreat! Woodsy Guerneville Bungalow

The Tiny Tipsy Turtle

The Tiny Tipsy Turtle
Guerneville
10.0 out of 10, Exceptional, (46 reviews)
"Great location to walk to town!"
United States
Brenda R.
The price is CA $134
CA $265 total
includes taxes & fees
Feb 18 - Feb 19
The Tiny Tipsy Turtle

Adventure Alexander Valley Lodge With Pool & Hot Tub 6 Bedroom Villa

Adventure Alexander Valley Lodge With Pool & Hot Tub 6 Bedroom Villa
3.5 star property
Geyserville
Adventure Alexander Valley Lodge With Pool & Hot Tub 6 Bedroom Villa

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, (1 review)
"We stayed the weekend with friends at this beautiful hideaway in the woods and had a wonderful time. The house was spotless, the jacuzzi was perfect, the lighting was fun and ethereal, the fireplace was cozy, tv was easy to operate and had Netflix (thanks!). The beds are on the soft side, and curtains are sheer, which didn’t bother us, but that might be hard for some folks. We had a great time! Thank you so much!!!"
United States
Laine & Guy H.
The price is CA $205
CA $370 total
includes taxes & fees
Feb 10 - Feb 11
Cozy cabin deep in the redwoods / WiFi & Hot Tub

Redwoods getaway w/ decks & fenced yard

Redwoods getaway w/ decks & fenced yard
Guerneville
9.0 out of 10, Wonderful, (2 reviews)
"The cabin is thoughtfully and beautifully appointed. Perfectly cozy for our group of three (two adults, one tween) and a dog. We really enjoyed our stay. Very close to a lot of fun activities and peaceful. Host Mike was awesome and communicative."
United States
Beth G.
The price is CA $207
CA $607 total
includes taxes & fees
Feb 10 - Feb 11
Redwoods getaway w/ decks & fenced yard

Cozy Riverfront Cabin - Beach Access & Wood Stove

Cozy Riverfront Cabin - Beach Access & Wood Stove
Guerneville
9.8 out of 10, Exceptional, (13 reviews)
"Love the cabin atmosphere, big windows overlooking the trees and river. It’s my happy place. Been there twice and already planning my next stay."
United States
Sydney G.
The price is CA $185
CA $673 total
includes taxes & fees
Feb 19 - Feb 20
Cozy Riverfront Cabin - Beach Access & Wood Stove

Point Arena Lighthouse - Keeper's Room

Point Arena Lighthouse - Keeper's Room
Point Arena
The price is CA $272
CA $391 total
includes taxes & fees
Feb 11 - Feb 12
Point Arena Lighthouse - Keeper's Room

Cozy Riverfront Cabin w/ Dock, Fire Pit & Dogs OK

Cozy Riverfront Cabin w/ Dock, Fire Pit & Dogs OK
Monte Rio
The price is CA $224
CA $680 total
includes taxes & fees
Feb 10 - Feb 11
Cozy Riverfront Cabin w/ Dock, Fire Pit & Dogs OK

Norcal Hideaway

Norcal Hideaway
Guerneville
10.0 out of 10, Exceptional, (12 reviews)
"Beautiful setting "
United States
LouAnn O.
The price is CA $270
CA $678 total
includes taxes & fees
Feb 11 - Feb 12
Norcal Hideaway

Enchanting Retreat in the heart of Redwoods

Enchanting Retreat in the heart of Redwoods
Guerneville
8.8 out of 10, Excellent, (12 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 CA $192
CA $422 total
includes taxes & fees
Feb 10 - Feb 11
Enchanting Retreat in the heart of Redwoods

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 $301
CA $594 total
includes taxes & fees
Feb 25 - Feb 26
Asian-themed Queen's Loft Apartment 10 mins to the beach and downtown!

Charming 3BR with Hot Tub, Balcony & Wood Stove

Charming 3BR with Hot Tub, Balcony & Wood Stove
Guerneville
10.0 out of 10, Exceptional, (2 reviews)
"We had such a wonderful time at this charming home! The size was just perfect for our family—perfect, cozy, and very comfortable. The common area was spacious enough for all of us to hang out together, whether we were cooking meals, playing games, or just relaxing. It had a great flow, making it easy for everyone to enjoy each other's company without feeling cramped. The location was fantastic—close enough to downtown Guerneville for an easy drive to shops, restaurants, and the Russian River,...
United States
Michelle V.
Charming 3BR with Hot Tub, Balcony & Wood Stove
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 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 Arts Center.

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.