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Annapolis Vacation Rentals

Check prices for these dates

In two weeks
Nov 13 - Nov 15
In two months
Dec 25 - Dec 27
In three months
Jan 22 - Jan 24
In four months
Feb 19 - Feb 21

Our top choices for Annapolis vacation rentals

A rustic wooden house with a porch, wooden steps, and a sign that reads "QUILT".

1. Rendezvous Mendocino

Rendezvous Mendocino
3.0 star property
Gualala
9.8 out of 10, Exceptional, (45 reviews)
"Privacy, amazing breakfast, attentive staff, EV charging available"
United States
Tracey
$224 nightly
The price is $249
Nov 1 - Nov 2
Total with taxes and fees
Rendezvous Mendocino
A single-story cabin with a small porch, situated on a hillside overlooking a body of water and mountains.

2. The Ranch at Lake Sonoma

The Ranch at Lake Sonoma
1.0 star property
Geyserville
9.0 out of 10, Wonderful, (9 reviews)
"Nice camping spot "
United States
Evelyn
$79 nightly
The price is $90
Oct 27 - Oct 28
Total with taxes and fees
The Ranch at Lake Sonoma
A bedroom with a bed, a chair, a table, and a view of the ocean through large sliding doors.

3. Serene Coastal Retreat Clark's Cove - Holiday Home

Serene Coastal Retreat Clark's Cove - Holiday Home
Jenner
$689 nightly
The price is $721
Nov 4 - Nov 5
Total with taxes and fees
Serene Coastal Retreat Clark's Cove - Holiday Home
A spacious room with a stone wall, a fireplace, wicker furniture, and large windows overlooking the sea.

4. Pet-Friendly Designer Oceanfront 3B House with King Beds & Hot Tub & Outdoor Kit

Pet-Friendly Designer Oceanfront 3B House with King Beds & Hot Tub & Outdoor Kit
Gualala
10.0 out of 10, Exceptional, (9 reviews)
"The panoramic ocean view was worth the price of admission. We had a glorious sunset every night of our stay. The house was very clean well equipped and we felt that special memories were made during our time there. We look forward to returning in the future. A big plus was “Seastone” is pet friendly and our miniature poodle Amber told us she had a great time."
United States
David D.
$988 nightly
The price is $1,083
Nov 11 - Nov 12
Total with taxes and fees
Pet-Friendly Designer Oceanfront 3B House with King Beds & Hot Tub & Outdoor Kit
A wooden deck with a railing overlooking a grassy area and a body of water.

5. Ocean & River View EVC Hot & Cold Tubs Outdoor Shower Walk to Town Dog Friendly

Ocean & River View EVC Hot & Cold Tubs Outdoor Shower Walk to Town Dog Friendly
Gualala
10.0 out of 10, Exceptional, (75 reviews)
"Great stay, wonderful house "
United States
Tracy H.
$1,243 nightly
The price is $1,363
Nov 22 - Nov 23
Total with taxes and fees
Ocean & River View EVC Hot & Cold Tubs Outdoor Shower Walk to Town Dog Friendly
A spacious living room with a fireplace, large windows offering ocean views, and a dining area with a view of the sea.

6. Pet-friendly Oceanfront Retreat w/King Beds & Hot Tub!

Pet-friendly Oceanfront Retreat w/King Beds & Hot Tub!
Gualala
10.0 out of 10, Exceptional, (76 reviews)
"Beautiful setting - well appointed - fit all our needs - grandparents, parents, 3 year old and dog."
United States
Steve P.
$908 nightly
The price is $995
Oct 29 - Oct 30
Total with taxes and fees
Pet-friendly Oceanfront Retreat w/King Beds & Hot Tub!
A wooden cabin interior with a dining table, chairs, a TV mounted on the wall, a refrigerator, a microwave, and wooden cabinets.

7. 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
$132 nightly
The price is $150
Oct 27 - Oct 28
Total with taxes and fees
Russian River RV Campground
A modern house with a covered porch, outdoor seating, and a visible kitchen area.

8. Epic Mendocino Ocean Views, 5BR, Tesla Charger

Epic Mendocino Ocean Views, 5BR, Tesla Charger
Anchor Bay
8.0 out of 10, Very good, (11 reviews)
"Outstanding view with large deck. The kitchen was perfect for our needs."
United States
Theodore
$828 nightly
The price is $908
Oct 27 - Oct 28
Total with taxes and fees
Epic Mendocino Ocean Views, 5BR, Tesla Charger
A modern kitchen with a dining area, large windows, and a view of the beach.

9. Point Arena Lighthouse

Point Arena Lighthouse
3.0 star property
Point Arena
9.6 out of 10, Exceptional, (127 reviews)
"Very nice and picturesque location. "
United States
Richard
$229 nightly
The price is $251
Oct 27 - Oct 28
Total with taxes and fees
Point Arena Lighthouse
Two wooden Adirondack chairs with striped cushions on a gravel surface, overlooking a lush green landscape with trees and a view of a distant field.

10. Enchanting Creekside Retreat: Your Downtown Oasis

Enchanting Creekside Retreat: Your Downtown Oasis
Hopland
9.8 out of 10, Exceptional, (18 reviews)
"This is a handy location for Hopland "
United States
Chuck R.
$247 nightly
The price is $261
Oct 30 - Oct 31
Total with taxes and fees
Enchanting Creekside Retreat: Your Downtown Oasis
A spacious room with a high ceiling, large windows, a wooden floor, a rocking chair, a desk, and a bookshelf.

11. Secluded Ocean-view Retreat: Coastal Gualala Home

Secluded Ocean-view Retreat: Coastal Gualala Home
3.0 star property
Gualala
10.0 out of 10, Exceptional, (1 review)
"Gorgeous views, spacious home, clean and comfortable."
United States
Tracy
$438 nightly
The price is $486
Oct 29 - Oct 30
Total with taxes and fees
Secluded Ocean-view Retreat: Coastal Gualala Home
A hot tub on a wooden deck with a view of a forested area.

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

Redwood Cabin w/ Hot Tub | Canyon View | Dogs OK
Guerneville
9.4 out of 10, Exceptional, (10 reviews)
"Very unique and charming property. Definitely felt like being in a tree house in the redwoods. We spent most of our time when there sitting on the deck. It was conveniently located to everything we wanted to do - drive to the coast, hike at the state park, and visit nearby restaurants and wineries."
United States
Sherri
$386 nightly
The price is $434
Oct 27 - Oct 28
Total with taxes and fees
Redwood Cabin w/ Hot Tub | Canyon View | Dogs OK
A wooden interior with a dining area, a bench, and a mirror on the wall.

13. Cozy Riverfront Cabin - Beach Access & Wood Stove

Cozy Riverfront Cabin - Beach Access & Wood Stove
Guerneville
9.8 out of 10, Exceptional, (29 reviews)
"It was wonderful, we'll be back!"
United States
Jehanne H.
$428 nightly
The price is $481
Oct 27 - Oct 28
Total with taxes and fees
Cozy Riverfront Cabin - Beach Access & Wood Stove
A hot tub on a wooden deck surrounded by tall trees.

14. Cozy Riverfront Cabin with Dock, Fire Pit & Dogs OK

Cozy Riverfront Cabin with Dock, Fire Pit & Dogs OK
Monte Rio
9.8 out of 10, Exceptional, (9 reviews)
"Great place and stay"
United States
Samuel H.
$428 nightly
The price is $481
Oct 28 - Oct 29
Total with taxes and fees
Cozy Riverfront Cabin with Dock, Fire Pit & Dogs OK
A hot tub surrounded by trees with a view of a lake and hills in the background.

15. 2BR Estuary Views | Spa | Easy Ocean/River Access

2BR Estuary Views | Spa | Easy Ocean/River Access
Jenner
9.4 out of 10, Exceptional, (12 reviews)
"What a great place to experience Jenner. Definitely will come back!"
United States
Dana H.
$508 nightly
The price is $571
Oct 28 - Oct 29
Total with taxes and fees
2BR Estuary Views | Spa | Easy Ocean/River Access
A vintage camper trailer parked in a natural setting with trees around.

16. Vintage Shasta Camper with Relaxing Fire Pit Escape on Geyserville, California

Vintage Shasta Camper with Relaxing Fire Pit Escape on Geyserville, California
Geyserville
$272 nightly
The price is $302
Oct 27 - Oct 28
Total with taxes and fees
Vintage Shasta Camper with Relaxing Fire Pit Escape on Geyserville, California
A modern building with a metal exterior, a wooden door, and a small window on the side.

17. Country Carriage House in Downtown Geyserville, Vineyard Views

Country Carriage House in Downtown Geyserville, Vineyard Views
Geyserville
10.0 out of 10, Exceptional, (5 reviews)
"Cozy, rustic, and with all great amenities."
United States
Gina I.
$353 nightly
The price is $391
Oct 29 - Oct 30
Total with taxes and fees
Country Carriage House in Downtown Geyserville, Vineyard Views
A wooden deck with wicker chairs and a glass table.

18. The Tiny Tipsy Turtle

The Tiny Tipsy Turtle
Guerneville
10.0 out of 10, Exceptional, (67 reviews)
"Great little place to stay / perfect location in town close to everything / wonderful front patio "
United States
ANTHONY B.
$206 nightly
The price is $219
Nov 10 - Nov 11
Total with taxes and fees
The Tiny Tipsy Turtle
A view from a window overlooking a grassy area with a white fence, a rocky coastline, and the ocean.

19. Point Arena Lighthouse - Keeper's Room

Point Arena Lighthouse - Keeper's Room
Point Arena
10.0 out of 10, Exceptional, (1 review)
$262 nightly
The price is $287
Oct 27 - Oct 28
Total with taxes and fees
Point Arena Lighthouse - Keeper's Room
Exterior

20. Pumpkin House Summary

Pumpkin House Summary
Guerneville
10.0 out of 10, Exceptional, (13 reviews)
"Nice place, quiet. Loved the hot tub. "
United States
Nathan B.
$350 nightly
The price is $374
Oct 28 - Oct 29
Total with taxes and fees
Pumpkin House Summary
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
"Great place to stay in"
Candrilla 1-night trip
Posted 9 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 $90 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?

Relax by Russian River, spacious 6-bedroom retreat: This vacation home rental near Annapolis is located on a river and has a fireplace, a balcony, and a barbecue grill to put you at ease in your new surroundings. It has 6 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. Kick off your shoes and enjoy yourself with a selection of games and a hot tub.

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 Gualala Point Regional 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.