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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
9.6 out of 10, Exceptional, (4 reviews)
"Nice camping spot "
United States
Evelyn
The price is CA $112
CA $128 total
includes taxes & fees
Jul 7 - Jul 8
The Ranch at Lake Sonoma

Point Arena Lighthouse

Point Arena Lighthouse
3.0 star property
Point Arena
9.6 out of 10, Exceptional, (125 reviews)
"Great views from the room, near many coastal hiking trails, near Point Arena for any necessities. The room has a small refrigerator & a microwave which is a plus. I have stayed here 3 times, twice in the Keeper’s Room."
United States
Robert
The price is CA $254
CA $325 total
includes taxes & fees
Jul 29 - Jul 30
Point Arena Lighthouse

Oceanfront Room with Full Ocean View CYG

Oceanfront Room with Full Ocean View CYG
Gualala
9.2 out of 10, Wonderful, (27 reviews)
"Hostess was wonderful. View was great."
United States
Jeff M.
The price is CA $213
CA $266 total
includes taxes & fees
Jul 8 - Jul 9
Oceanfront Room with Full Ocean View CYG

Rendezvous Mendocino

Rendezvous Mendocino
3.0 star property
Gualala
9.8 out of 10, Exceptional, (26 reviews)
"Beautiful place to spend a few nights"
United States
Kae
The price is CA $374
CA $415 total
includes taxes & fees
Jul 8 - Jul 9
Rendezvous Mendocino

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 $204
CA $374 total
includes taxes & fees
Jul 8 - Jul 9
Enchanting Creekside Retreat: Your Downtown Oasis

Lodge Room for 2-3 people

Lodge Room for 2-3 people
Geyserville
The price is CA $169
CA $217 total
includes taxes & fees
Jul 7 - Jul 8
Lodge Room for 2-3 people

Tranquil Redwood Retreat

Tranquil Redwood Retreat
Guerneville
8.8 out of 10, Excellent, (10 reviews)
"Perfect hun for enjoying downtown guernville "
United States
Alex A.
The price is CA $215
CA $496 total
includes taxes & fees
Jul 21 - Jul 22
Tranquil Redwood Retreat

Redwood Dome along the Sonoma Coast | Views, Privacy, Hot Tub

Redwood Dome along the Sonoma Coast | Views, Privacy, Hot Tub
Cazadero
10.0 out of 10, Exceptional, (21 reviews)
"We had such a great stay at the redwood dome!! It was very peaceful and beautiful!!"
United States
Matthew B.
The price is CA $383
CA $866 total
includes taxes & fees
Jul 13 - Jul 14
Redwood Dome along the Sonoma Coast | Views, Privacy, Hot Tub

Farm Country Cottage in Downtown Geyserville, Vineyard Views + UNTI Wine

Farm Country Cottage in Downtown Geyserville, Vineyard Views + UNTI Wine
Geyserville
10.0 out of 10, Exceptional, (2 reviews)
"Cozy, rustic, and with all great amenities."
United States
Gina I.
The price is CA $284
CA $538 total
includes taxes & fees
Jul 7 - Jul 8
Farm Country Cottage in Downtown Geyserville, Vineyard Views + UNTI Wine

The Tiny Tipsy Turtle

The Tiny Tipsy Turtle
Guerneville
10.0 out of 10, Exceptional, (60 reviews)
"Really great place. Highly recommend!!!"
United States
Jennifer
The price is CA $207
CA $367 total
includes taxes & fees
Jul 7 - Jul 8
The Tiny Tipsy Turtle

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 $557
CA $974 total
includes taxes & fees
Jul 2 - Jul 3
Cozy Riverview Cottage Retreat - walk to hiking trails & downtown Duncans Mills

Escape to Redwood Bliss at this Cozy Cabin near Monte Rio Beach!

Escape to Redwood Bliss at this Cozy Cabin near Monte Rio Beach!
Monte Rio
8.4 out of 10, Very good, (10 reviews)
"We had a lovely time. The cabin was cozy and clean, and the hot tub was great. There were so many amenities included, they really thought of everything. Highly recommend staying here."
United States
Lucas F.
The price is CA $346
CA $706 total
includes taxes & fees
Jul 7 - Jul 8
Escape to Redwood Bliss at this Cozy Cabin near Monte Rio Beach!

Point Arena Lighthouse - Keeper's Room

Point Arena Lighthouse - Keeper's Room
Point Arena
The price is CA $283
CA $406 total
includes taxes & fees
Jul 21 - Jul 22
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 $292
CA $594 total
includes taxes & fees
Jul 13 - Jul 14
Asian-themed Queen's Loft Apartment 10 mins to the beach and downtown!

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 $419
CA $646 total
includes taxes & fees
Jul 19 - Jul 20
Cozy cabin deep in the redwoods / WiFi & Hot Tub

Cozy Riverfront Cabin - Beach Access & Wood Stove

Cozy Riverfront Cabin - Beach Access & Wood Stove
Guerneville
9.6 out of 10, Exceptional, (17 reviews)
"It was wonderful, we'll be back!"
United States
Jehanne H.
The price is CA $465
CA $1,050 total
includes taxes & fees
Jul 7 - Jul 8
Cozy Riverfront Cabin - Beach Access & Wood Stove

Pumpkin House Summary

Pumpkin House Summary
Guerneville
10.0 out of 10, Exceptional, (12 reviews)
"Nice place, quiet. Loved the hot tub. "
United States
Nathan B.
The price is CA $277
CA $556 total
includes taxes & fees
Jul 6 - Jul 7
Pumpkin House Summary

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 CA $199
CA $476 total
includes taxes & fees
Jul 15 - Jul 16
Enchanting Retreat in the heart of Redwoods

Point Arena Lighthouse - Head Keeper's House

Point Arena Lighthouse - Head Keeper's House
Point Arena
8.0 out of 10, Very good, (1 review)
The price is CA $496
CA $787 total
includes taxes & fees
Jul 21 - Jul 22
Point Arena Lighthouse - Head Keeper's House

Designer Retreat with Gym + Gameroom

Designer Retreat with Gym + Gameroom
Monte Rio
The price is CA $427
CA $899 total
includes taxes & fees
Jul 21 - Jul 22
Designer Retreat with Gym + Gameroom
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.

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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 Netflix 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.