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Annapolis Vacation Rentals

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Our top choices for Annapolis vacation rentals

1. Rendezvous Mendocino

Rendezvous Mendocino
3.0 star property
Gualala
9.8 out of 10, Exceptional, (31 reviews)
"I had a fabulous stay here! The hosts were super attentive and helpful, the scones were to die for. The property was beautiful and well kept. I would definitely stay here again!"
United States
Ziv
The price is CA $368
CA $409 total
includes taxes & fees
Aug 18 - Aug 19
Rendezvous Mendocino

2. The Ranch at Lake Sonoma

The Ranch at Lake Sonoma
1.0 star property
Geyserville
9.6 out of 10, Exceptional, (5 reviews)
"Nice camping spot "
United States
Evelyn
The price is CA $82
CA $94 total
includes taxes & fees
Aug 16 - Aug 17
The Ranch at Lake Sonoma

3. Oceanfront Room with Full Ocean View c

Oceanfront Room with Full Ocean View c
Gualala
8.4 out of 10, Very good, (34 reviews)
"Hostess was wonderful. View was great."
United States
Jeff M.
The price is CA $208
CA $259 total
includes taxes & fees
Aug 19 - Aug 20
Oceanfront Room with Full Ocean View c

4. 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, (70 reviews)
"We enjoyed our stay, beautiful home with amazing views. Well appointed and very clean. Also, good location in walking distance to a couple of restaurants."
United States
Colin J.
The price is CA $838
CA $1,491 total
includes taxes & fees
Sep 13 - Sep 14
Pet-friendly Oceanfront Retreat w/King Beds & Hot Tub!

5. 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 $299
CA $587 total
includes taxes & fees
Sep 14 - Sep 15
Asian-themed Queen's Loft Apartment 10 mins to the beach and downtown!

6. 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, (4 reviews)
"The property was great, exactly as advertised, view is spectacular. And thank goodness for the wind-sheltered back patio with bbq, because I'm guessing our 3-day stay was one of the windier stretches of the summer. (as luck would have it, not a wind-wave on the ocean this morning when we left). All in all, we had a great time, thank you!"
United States
Michael M.
The price is CA $816
CA $1,509 total
includes taxes & fees
Aug 30 - Aug 31
Pet-Friendly Designer Oceanfront 3B House with King Beds & Hot Tub & Outdoor Kit

7. Beautiful Large Home w Game Room on Private Acreage

Beautiful Large Home w Game Room on Private Acreage
Gualala
10.0 out of 10, Exceptional, (5 reviews)
"Located on a lovely property in the woods near Gualala, Maria's home was a clean and spacious place for our family of five to spend five days exploring the Mendocino coast. Maria communicated clearly and responded promptly whenever we had any questions.The house was well-stocked with everything we needed. There was a storm when we arrived but the house was automatically operating on back-up generator power, and with consistent WiFi, several smart TVs, and a ping-pong table downstairs, we were...
United States
Jonathan B.
The price is CA $694
CA $952 total
includes taxes & fees
Aug 29 - Aug 30
Beautiful Large Home w Game Room on Private Acreage

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

Epic Mendocino Ocean Views, 5BR, Tesla Charger
Anchor Bay
7.0 out of 10, Good, (6 reviews)
"Nice place! Only 5 minutes from Gualala. The pool table was a lot of fun"
United States
Sean D.
The price is CA $488
CA $1,265 total
includes taxes & fees
Aug 24 - Aug 25
Epic Mendocino Ocean Views, 5BR, Tesla Charger

9. Enchanting Creekside Retreat: Your Downtown Oasis

Enchanting Creekside Retreat: Your Downtown Oasis
Hopland
9.6 out of 10, Exceptional, (14 reviews)
"This is a handy location for Hopland "
United States
Chuck R.
The price is CA $201
CA $367 total
includes taxes & fees
Aug 16 - Aug 17
Enchanting Creekside Retreat: Your Downtown Oasis

10. The Tiny Tipsy Turtle

The Tiny Tipsy Turtle
Guerneville
10.0 out of 10, Exceptional, (62 reviews)
"Great little place to stay / perfect location in town close to everything / wonderful front patio "
United States
ANTHONY B.
The price is CA $143
CA $281 total
includes taxes & fees
Sep 1 - Sep 2
The Tiny Tipsy Turtle

11. Chateau Chemise -Pool, Hot Tub, Wine Tastings

Chateau Chemise -Pool, Hot Tub, Wine Tastings
Healdsburg
The price is CA $1,399
CA $2,727 total
includes taxes & fees
Aug 30 - Aug 31
Chateau Chemise -Pool, Hot Tub, Wine Tastings

12. Santini Farmhouse - Wine Tastings Included

Santini Farmhouse - Wine Tastings Included
Healdsburg
10.0 out of 10, Exceptional, (57 reviews)
"Enjoyed our stay. Winery visits were a real plus."
United States
polly b.
The price is CA $1,346
CA $2,477 total
includes taxes & fees
Sep 10 - Sep 11
Santini Farmhouse - Wine Tastings Included

13. Casa Boheme-Stylish, Relaxing, Close to Downtown!

Casa Boheme-Stylish, Relaxing, Close to Downtown!
Guerneville
9.6 out of 10, Exceptional, (62 reviews)
"We loved the location, the fire pit, the spacious and comfortable home and the hot tub. The house is tucked into the redwoods, is welcoming and has everything you need for your stay. It’s close to some great vineyards, restaurants and shops, we had a great time and we hated to leave ."
United States
Janice J.
The price is CA $395
CA $901 total
includes taxes & fees
Sep 8 - Sep 9
Casa Boheme-Stylish, Relaxing, Close to Downtown!

14. Scenic Riverfront 4 BR 2.5BA | Hot Tub | Outdoor fun!

Scenic Riverfront 4 BR 2.5BA | Hot Tub | Outdoor fun!
Duncan's Mills
9.8 out of 10, Exceptional, (43 reviews)
"Great place! River and boating were fun and the space was great for a few couples and kids!"
United States
Jameson F.
The price is CA $702
CA $1,786 total
includes taxes & fees
Aug 17 - Aug 18
Scenic Riverfront 4 BR 2.5BA | Hot Tub | Outdoor fun!

15. Point Arena Lighthouse - Assistant Keeper's House 2

Point Arena Lighthouse - Assistant Keeper's House 2
Point Arena
8.0 out of 10, Very good, (1 review)
"Absolutely incredible views! It was foggy when we were and they were still amazing. The units are being remodeled and we stayed in one that had not been renovated. Very clean and comfortable."
United States
Jamie K.
The price is CA $486
CA $816 total
includes taxes & fees
Aug 16 - Aug 17
Point Arena Lighthouse - Assistant Keeper's House 2

16. 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 $484
CA $768 total
includes taxes & fees
Sep 8 - Sep 9
Point Arena Lighthouse - Head Keeper's House

17. Guerneville Rental for a Family Vacation in California

Guerneville Rental for a Family Vacation in California
Guerneville
The price is CA $590
CA $783 total
includes taxes & fees
Aug 17 - Aug 18
Guerneville Rental for a Family Vacation in California

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

Cozy Riverfront Cabin with Dock, Fire Pit & Dogs OK
Monte Rio
10.0 out of 10, Exceptional, (7 reviews)
The price is CA $424
CA $947 total
includes taxes & fees
Aug 18 - Aug 19
Cozy Riverfront Cabin with Dock, Fire Pit & Dogs OK

19. Farm Stay Villa on 55 Acres // Pool, Hot Tub & Complimentary Wine Tasting

Farm Stay Villa on 55 Acres // Pool, Hot Tub & Complimentary Wine Tasting
Healdsburg
10.0 out of 10, Exceptional, (80 reviews)
"Love it here!"
United States
Jenny H.
The price is CA $1,936
CA $3,494 total
includes taxes & fees
Sep 9 - Sep 10
Farm Stay Villa on 55 Acres // Pool, Hot Tub & Complimentary Wine Tasting

20. 2BR Estuary Views | Spa | Easy Ocean/River Access

2BR Estuary Views | Spa | Easy Ocean/River Access
Jenner
9.8 out of 10, Exceptional, (8 reviews)
"Great location with beautiful clean home"
United States
Caellan B.
The price is CA $443
CA $970 total
includes taxes & fees
Aug 17 - Aug 18
2BR Estuary Views | Spa | Easy Ocean/River Access
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

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, cottages, cabins, villas... 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 months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Annapolis vacation rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a vacation rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Annapolis vacation rentals we have selected for you start as low as CA $94 per night. Entering your travel dates in the search wizard 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. 

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?

Stunning Skydeck. Hot Tub. Walk to 2 Beaches, Rec Center, Bluff Trail and Lodge.: This vacation home near Annapolis is located in the mountains and has a fireplace, a patio, and a barbecue grill to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge, and a stovetop. It offers a garden, a hot tub, and a selection of books so you can immerse yourself in your vacation.

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.