Annapolis Vacation Rentals

  • Bundle & Save

    Get more, spend less whenever you see Bundle & Save deals
  • OneKeyCash

    Earn OneKeyCash on all your eligible bookings
  • Upfront pricing

    We are not like the others - we include taxes and fees

Check prices for these dates

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

Our top choices for Annapolis vacation rentals

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
Russian River RV Campground

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
$77 nightly
The price is $88
May 27 - May 28
Total with taxes and fees
The Ranch at Lake Sonoma

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.
$246 nightly
The price is $260
May 31 - Jun 1
Total with taxes and fees
Enchanting Creekside Retreat: Your Downtown Oasis

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.
$361 nightly
The price is $399
May 25 - May 26
Total with taxes and fees
Cozy Riverview Cottage Retreat - walk to hiking trails & downtown Duncans Mills

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
$225 nightly
The price is $246
Jun 7 - Jun 8
Total with taxes and fees
Point Arena Lighthouse

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.
$273 nightly
The price is $302
May 25 - May 26
Total with taxes and fees
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)
"Great location on the river. Can't wait to come back in the summer."
United States
Gregg B.
$496 nightly
The price is $557
May 26 - May 27
Total with taxes and fees
Cozy Riverfront Cabin - Beach Access & Wood Stove

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

Redwood Cabin w/ Hot Tub | Canyon View | Dogs OK
Guerneville
8.0 out of 10, Very Good, (2 reviews)
"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.
$430 nightly
The price is $483
May 25 - May 26
Total with taxes and fees
Redwood Cabin w/ Hot Tub | Canyon View | Dogs OK

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.
$315 nightly
The price is $348
May 26 - May 27
Total with taxes and fees
Tranquil Redwood Retreat

Lodge Room for 2-3 people

Lodge Room for 2-3 people
Geyserville
$138 nightly
The price is $152
May 25 - May 26
Total with taxes and fees
Lodge Room for 2-3 people

Exclusivas chozas cerca de San Francisco, California

Exclusivas chozas cerca de San Francisco, California
Geyserville
$134 nightly
The price is $148
May 26 - May 27
Total with taxes and fees
Exclusivas chozas cerca de San Francisco, California

Stairway to Heaven with EV Charger

Stairway to Heaven with EV Charger
Gualala
9.4 out of 10, Exceptional, (20 reviews)
"What a great place to stay. We loved our stay at this get away!!!"
United States
Karen S.
$278 nightly
The price is $312
May 28 - May 29
Total with taxes and fees
Stairway to Heaven with EV Charger

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

Riverhaus- Boutique 1BR w/ Hot Tub • Natural Sunlight
Monte Rio
10.0 out of 10, Exceptional, (1 review)
"Nicely decorated and huge windows looking out to the trees. The hot tub was nice although not hot enough when we first arrived. We turned it up and it was perfect later in our stay. Road noise was tolerable; it's right on the main highway. Kitchen had good utensils but the lack of a toaster was a disappointment. Good location"
United States
Joe B.
$422 nightly
The price is $473
May 27 - May 28
Total with taxes and fees
Riverhaus- Boutique 1BR w/ Hot Tub • Natural Sunlight

Hillside Hideaway in the Redwoods

Hillside Hideaway in the Redwoods
Guerneville
9.8 out of 10, Exceptional, (8 reviews)
"Great spot, it felt very spacious and the outdoor area is really nice too. "
United States
Kristin G.
$308 nightly
The price is $340
May 25 - May 26
Total with taxes and fees
Hillside Hideaway in the Redwoods

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
$258 nightly
The price is $286
May 25 - May 26
Total with taxes and fees
Rendezvous Mendocino

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
$372 nightly
The price is $392
May 26 - May 27
Total with taxes and fees
Asian-themed Queen's Loft Apartment 10 mins to the beach and downtown!

Artsy Retreat - Woodstove, Grill, and Patio

Artsy Retreat - Woodstove, Grill, and Patio
Guerneville
10.0 out of 10, Exceptional, (1 review)
$451 nightly
The price is $506
May 25 - May 26
Total with taxes and fees
Artsy Retreat - Woodstove, Grill, and Patio

Oceanfront Room with Full Ocean View CYG

Oceanfront Room with Full Ocean View CYG
Gualala
9.4 out of 10, Exceptional, (20 reviews)
"Hostess was wonderful. View was great."
United States
Jeff M.
$171 nightly
The price is $188
May 28 - May 29
Total with taxes and fees
Oceanfront Room with Full Ocean View CYG

Rustic cabin w/ decks & hot tub near river

Rustic cabin w/ decks & hot tub near river
Guerneville
9.0 out of 10, Wonderful, (2 reviews)
"Nice kitchen, comfortable bed, and clean spa. Easy entry with plenty of parking. "
United States
Scott L.
$416 nightly
The price is $460
May 25 - May 26
Total with taxes and fees
Rustic cabin w/ decks & hot tub near river

The Tiny Tipsy Turtle

The Tiny Tipsy Turtle
Guerneville
10.0 out of 10, Exceptional, (57 reviews)
"Really great place. Highly recommend!!!"
United States
Jennifer
$285 nightly
The price is $307
Jun 23 - Jun 24
Total with taxes and fees
The Tiny Tipsy Turtle
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

Everything you need to know about Annapolis vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Annapolis vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Annapolis vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Annapolis vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Annapolis. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Annapolis in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $88 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Annapolis rentals

At Expedia, we put the best Annapolis vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Annapolis rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Annapolis vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Annapolis. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

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.