Annapolis Vacation Rentals

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Vacation Rentals in Annapolis

Front of property
The Ranch at Lake Sonoma

The Ranch at Lake Sonoma

1.0 star property
Geyserville
10.0 out of 10, Exceptional, (1)
"The location is fantastic, with a spectacular view on the lake if you choose a lakeview. A very genuine welcome from The Ranch team, with all detailed explanations, a map to help you to navigate around. For our first time going camping, we want definitely to come back there !"
United States
Tamara
$59 nightly
The price is $68
Nov 28 - Nov 29
Total with taxes and fees
The Ranch at Lake Sonoma
Outdoor dining
The Tiny Tipsy Turtle

The Tiny Tipsy Turtle

2.0 star property
Guerneville
10.0 out of 10, Exceptional, (40)
"Great location to walk to town!"
United States
Brenda R.
$184 nightly
The price is $196
Dec 1 - Dec 2
Total with taxes and fees
The Tiny Tipsy Turtle
Family House, 3 Bedrooms, Kitchen, Ocean View (Pet Friendly) | Dining room
Point Arena Lighthouse

Point Arena Lighthouse

3.0 star property
Point Arena
9.6 out of 10, Exceptional, (111)
"I really like the room. The bed is comfortable. The bathroom and shower are roomy. And the scenery is great. The museum and hiking around are great to. "
United States
Jonathan
$227 nightly
The price is $249
Dec 7 - Dec 8
Total with taxes and fees
Point Arena Lighthouse
Fridge, microwave, oven, stovetop
Enchanting Creekside Retreat: Your Downtown Oasis

Enchanting Creekside Retreat: Your Downtown Oasis

Hopland
9.4 out of 10, Exceptional, (9)
"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.
$247 nightly
The price is $261
Nov 30 - Dec 1
Total with taxes and fees
Enchanting Creekside Retreat: Your Downtown Oasis
Outdoor spa tub
Rendezvous Mendocino

Rendezvous Mendocino

3.0 star property
Gualala
9.4 out of 10, Exceptional, (13)
"I loved everything about the property. The breakfast was out of this world! It was nice and quiet, a very relaxed atmosphere. Excellent wi-fi. We could hear the sea lions and we could also see the ocean. We had a wonderful stay!"
United States
Leoni
$219 nightly
The price is $243
Dec 14 - Dec 15
Total with taxes and fees
Rendezvous Mendocino
Outdoor dining
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)
"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.
$454 nightly
The price is $510
Nov 30 - Dec 1
Total with taxes and fees
Redwood Cabin w/ Hot Tub | Canyon View | Dogs OK
Property grounds
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!

2.0 star property
GUALALA
10.0 out of 10, Exceptional, (1)
"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
$371 nightly
The price is $392
Nov 30 - Dec 1
Total with taxes and fees
Asian-themed Queen's Loft Apartment 10 mins to the beach and downtown!
Outdoor spa tub
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)
"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.
$195 nightly
The price is $215
Dec 11 - Dec 12
Total with taxes and fees
Cozy cabin deep in the redwoods / WiFi & Hot Tub
Interior
Norcal Hideaway

Norcal Hideaway

Guerneville
10.0 out of 10, Exceptional, (11)
"Beautiful setting "
United States
LouAnn O.
$463 nightly
The price is $512
Dec 1 - Dec 2
Total with taxes and fees
Norcal Hideaway
Exterior
Enchanting Retreat in the heart of Redwoods

Enchanting Retreat in the heart of Redwoods

Guerneville
8.8 out of 10, Excellent, (12)
"The property/rental itself is vety nice and well appointed. However, the location leaves a little to be desired. It's essentially a trailer park and not the "nestled in the redwoods" place we were thinking it would be. Property owner/manager was very responsive throughout the rental process."
United States
Tim L.
$307 nightly
The price is $340
Nov 30 - Dec 1
Total with taxes and fees
Enchanting Retreat in the heart of Redwoods
Fridge, microwave, oven, stovetop
Stairway to Heaven with EV Charger

Stairway to Heaven with EV Charger

Gualala
9.6 out of 10, Exceptional, (17)
"Beautiful location, deep in the redwoods. Loved the peace and quiet of the unit (save for the early rising roosters!) The unit was clean and cozy, and we enjoyed ourselves immensely. Would definitely stay again. "
United States
Shani
$253 nightly
The price is $283
Nov 30 - Dec 1
Total with taxes and fees
Stairway to Heaven with EV Charger
Terrace/patio
Oceanfront Room with Direct Beach Access CYG

Oceanfront Room with Direct Beach Access CYG

Gualala
9.4 out of 10, Exceptional, (9)
"Wonderful place! We will definitely be back."
United States
Matt K.
$172 nightly
The price is $189
Nov 29 - Nov 30
Total with taxes and fees
Oceanfront Room with Direct Beach Access CYG
Beach
Float Home -Cozy 3 BR & Dog Friendly

Float Home -Cozy 3 BR & Dog Friendly

Guerneville
10.0 out of 10, Exceptional, (4)
"Fantastic place to stay in. My friends and I had a great time there and it was very close to everything we needed. "
United States
T C.
$429 nightly
The price is $482
Dec 1 - Dec 2
Total with taxes and fees
Float Home -Cozy 3 BR & Dog Friendly
Property grounds
Redwoods getaway w/ decks & fenced yard

Redwoods getaway w/ decks & fenced yard

Guerneville
9.0 out of 10, Wonderful, (2)
"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.
$377 nightly
The price is $417
Dec 1 - Dec 2
Total with taxes and fees
Redwoods getaway w/ decks & fenced yard
Terrace/patio
Peaceful Redwood Hideaway - Hot Tub, Hammock, Walk to Russian River and Downtown

Peaceful Redwood Hideaway - Hot Tub, Hammock, Walk to Russian River and Downtown

Guerneville
10.0 out of 10, Exceptional, (43)
"Great location, clean and comfortable, will definitly come back.. "
United States
Marc S.
$433 nightly
The price is $479
Nov 30 - Dec 1
Total with taxes and fees
Peaceful Redwood Hideaway - Hot Tub, Hammock, Walk to Russian River and Downtown
Exterior
Wine Country 1-bedroom retreat with WiFi, AC in charming Cloverdale

Wine Country 1-bedroom retreat with WiFi, AC in charming Cloverdale

Cloverdale
6.0 out of 10, (3)
"Close to downtown...easy walking. Unit attached to the main house. Street parking close to entrance. Minimal kitchen supplies. Good value."
United States
Kathie S.
$176 nightly
The price is $176
Nov 28 - Nov 29
Total with taxes and fees
Wine Country 1-bedroom retreat with WiFi, AC in charming Cloverdale
Property grounds
Escape to Redwood Bliss at this Cozy Cabin near Monte Rio Beach!

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

2.0 star property
Monte Rio
8.4 out of 10, Very Good, (9)
"The Soul Spa provided the perfect home base for the 2 day music event at the amphitheater that we were attending, only a 5 minute walk."
United States
Jon T.
$423 nightly
The price is $468
Dec 18 - Dec 19
Total with taxes and fees
Escape to Redwood Bliss at this Cozy Cabin near Monte Rio Beach!
Interior
Point Arena Lighthouse - Bookkeeper's Room

Point Arena Lighthouse - Bookkeeper's Room

Point Arena
9.0 out of 10, Wonderful, (2)
"Special location, great bird watching."
United States
Scarlette G.
$273 nightly
The price is $299
Dec 4 - Dec 5
Total with taxes and fees
Point Arena Lighthouse - Bookkeeper's Room
Exterior
NEW Contemporary Guest-Suite by Robaire in Guerneville/Rio Nido/Russian River

NEW Contemporary Guest-Suite by Robaire in Guerneville/Rio Nido/Russian River

Guerneville
9.0 out of 10, Wonderful, (4)
"This was a beautiful, quiet and lovely spot.It was very clean and comfortable and private."
United States
Cheryl P.
$293 nightly
The price is $324
Nov 30 - Dec 1
Total with taxes and fees
NEW Contemporary Guest-Suite by Robaire in Guerneville/Rio Nido/Russian River
Pool
Sequoia Sisters - pvt yard, hot tub, family fun

Sequoia Sisters - pvt yard, hot tub, family fun

Guerneville
10.0 out of 10, Exceptional, (1)
$658 nightly
The price is $740
Nov 30 - Dec 1
Total with taxes and fees
Sequoia Sisters - pvt yard, hot tub, family fun
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

Cottages on River Road

Cottages on River Road

10/10 Excellent
"My girlfriend and I came to visit Guerneville for our 4 year anniversary and I booked the Cottages. It was the perfect place for us to stay and celebrate our 4 years together. The staff and owner Deann were so warm, incredibly homely and super friendly. They made my girlfriend and I feel so welcome and we felt like family the entire time. When I was warming up for my morning run, Deann suggested a safer path through the residential area that I was grateful for and enjoyed even more than my original route! I had called ahead to Deann to see if the team would be able to do something special for the occasion and they got us the most beautiful purple roses and balloons we have ever seen! They also gave us an upgrade to the treehouse room which had the most amazing outdoor shower! In the cold November morning, a hot outdoor shower was absolutely amazing. The property is also home to 3 orange cats who are super friendly and so so cute"
Nishok 3-night trip
Posted 10 hours ago
Cottages on River Road

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 $68 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.

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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: You might like this vacation home rental near Annapolis. It 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 Black Point Beach and Shell Beach.

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.