Default HTG hotel image

Annapolis Vacation Rentals

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
In two months
In three months
In four months

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 8 - Jul 9
The Ranch at Lake Sonoma

Russian River RV Campground

Russian River RV Campground
1.5 star property
Cloverdale
10.0 out of 10, Exceptional, (2 reviews)
"We had a great time in the cabin. It was well stocked, had a nice layout, and was bigger than expected. The bunk bed are creatively placed and reminiscent of a cubby hole. The property is undergoing upgrades to the public restrooms so it will be even better soon. "
United States
Samantha
The price is CA $187
CA $214 total
includes taxes & fees
Jul 7 - Jul 8
Russian River RV Campground

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 21 - Jul 22
Point Arena Lighthouse

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 7 - Jul 8
Rendezvous Mendocino

Oceanfront Room with Full Ocean View CYG

Oceanfront Room with Full Ocean View CYG
Gualala
9.2 out of 10, Wonderful, (28 reviews)
"Hostess was wonderful. View was great."
United States
Jeff M.
The price is CA $213
CA $265 total
includes taxes & fees
Jul 20 - Jul 21
Oceanfront Room with Full Ocean View CYG

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 7 - Jul 8
Enchanting Creekside Retreat: Your Downtown Oasis

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 $192
CA $348 total
includes taxes & fees
Jul 7 - Jul 8
The Tiny Tipsy Turtle

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

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 $291
CA $585 total
includes taxes & fees
Jul 7 - Jul 8
Asian-themed Queen's Loft Apartment 10 mins to the beach and downtown!

Hillside Hideaway in the Redwoods

Hillside Hideaway in the Redwoods
Guerneville
9.8 out of 10, Exceptional, (9 reviews)
"Great spot, it felt very spacious and the outdoor area is really nice too. "
United States
Kristin G.
The price is CA $253
CA $545 total
includes taxes & fees
Jul 8 - Jul 9
Hillside Hideaway in the Redwoods

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!

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 $449
CA $1,031 total
includes taxes & fees
Jul 7 - Jul 8
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 $283
CA $406 total
includes taxes & fees
Jul 21 - Jul 22
Point Arena Lighthouse - Keeper's Room

Redwood Dome along the Sonoma Coast -- Views, Privacy, Hot Tub, Home Theater

Redwood Dome along the Sonoma Coast -- Views, Privacy, Hot Tub, Home Theater
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 $454
CA $956 total
includes taxes & fees
Jul 12 - Jul 13
Redwood Dome along the Sonoma Coast -- Views, Privacy, Hot Tub, Home Theater

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 8 - Jul 9
Tranquil Redwood Retreat

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

SueSea's by the Sea Shore

SueSea's by the Sea Shore
Jenner
10.0 out of 10, Exceptional, (16 reviews)
"Clean and cozy, the host is absolutely amazing beautiful beach is a ten minute walk."
United States
Mike O.
The price is CA $253
CA $405 total
includes taxes & fees
Jul 27 - Jul 28
SueSea's by the Sea Shore

Original Demo Home on Ocean side with Hot Tub, Office. Dog friendly. Near Trail.

Original Demo Home on Ocean side with Hot Tub, Office. Dog friendly. Near Trail.
Sea Ranch
10.0 out of 10, Exceptional, (1 review)
"Perfect house for a couple. Nice furnishings, high-end appliances, quality linens and towels. The kitchen was well-stocked with essentials like cooking oil and spices even though we always bring our own, it's nice to have all of that in case we forget anything. We loved the architecture of the house and the views. The host was easily reachable for any issues, although we had none."
United States
Matt S.
The price is CA $540
CA $1,004 total
includes taxes & fees
Jul 16 - Jul 17
Original Demo Home on Ocean side with Hot Tub, Office. Dog friendly. Near Trail.

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 $412
CA $637 total
includes taxes & fees
Jul 14 - Jul 15
Cozy cabin deep in the redwoods / WiFi & Hot Tub
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.
Save an average of 15% on thousands of hotels when you're signed in

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.

Explore a world of travel with Expedia

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.