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Annapolis Vacation Rentals

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Check prices for these dates

In two weeks
Sep 18 - Sep 20
In two months
Oct 30 - Nov 1
In three months
Nov 27 - Nov 29
In four months
Dec 25 - Dec 27

Our top choices for Annapolis vacation rentals

Quilt Studio | Premium bedding, laptop workspace, iron/ironing board, WiFi (free)

1. Rendezvous Mendocino

Rendezvous Mendocino
3.0 star property
Gualala
9.8 out of 10, Exceptional, (32 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 ￥39,784
￥44,160 total
includes taxes & fees
Sep 2 - Sep 3
Rendezvous Mendocino
Smart TV, fireplace, DVD player, table tennis

2. Ocean Bluff Home, Golf Privileges

Ocean Bluff Home, Golf Privileges
The Sea Ranch
10.0 out of 10, Exceptional, (80 reviews)
"We had such a lovely relaxing time at your beautiful home. Thank you so much. We hope to be back again."
United States
Jennifer T.
The price is ￥106,236
￥138,838 total
includes taxes & fees
Sep 21 - Sep 22
Ocean Bluff Home, Golf Privileges
Property grounds

3. 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 ￥33,625
￥67,740 total
includes taxes & fees
Sep 1 - Sep 2
Asian-themed Queen's Loft Apartment 10 mins to the beach and downtown!
Smart TV, fireplace, books, smart speakers

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, (71 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 ￥85,168
￥158,809 total
includes taxes & fees
Sep 20 - Sep 21
Pet-friendly Oceanfront Retreat w/King Beds & Hot Tub!
Smart TV, fireplace, video games, books

5. 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, (6 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.
The price is ￥80,685
￥157,246 total
includes taxes & fees
Sep 3 - Sep 4
Pet-Friendly Designer Oceanfront 3B House with King Beds & Hot Tub & Outdoor Kit
Exterior

6. 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 ￥9,509
￥10,841 total
includes taxes & fees
Sep 2 - Sep 3
The Ranch at Lake Sonoma
Terrace/patio

7. 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 ￥57,312
￥145,622 total
includes taxes & fees
Sep 30 - Oct 1
Epic Mendocino Ocean Views, 5BR, Tesla Charger
Property grounds

8. Enchanting Creekside Retreat: Your Downtown Oasis

Enchanting Creekside Retreat: Your Downtown Oasis
Hopland
9.6 out of 10, Exceptional, (15 reviews)
"This is a handy location for Hopland "
United States
Chuck R.
The price is ￥23,197
￥42,646 total
includes taxes & fees
Sep 1 - Sep 2
Enchanting Creekside Retreat: Your Downtown Oasis
Smart TV, fireplace, books

9. Octagon•Retreat•Hot tub•5 min to River

Octagon•Retreat•Hot tub•5 min to River
Cazadero
10.0 out of 10, Exceptional, (3 reviews)
"Everything was wonderful. We enjoyed our stay! So beautiful and relaxing!!"
United States
Cary Z.
The price is ￥57,632
￥141,868 total
includes taxes & fees
Sep 1 - Sep 2
Octagon•Retreat•Hot tub•5 min to River
Miscellaneous

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

Vintage Shasta Camper with Relaxing Fire Pit Escape on Geyserville, California
Geyserville
The price is ￥38,566
￥47,517 total
includes taxes & fees
Sep 2 - Sep 3
Vintage Shasta Camper with Relaxing Fire Pit Escape on Geyserville, California
Dining

11. Cozy Riverfront Cabin - Beach Access & Wood Stove

Cozy Riverfront Cabin - Beach Access & Wood Stove
Guerneville
9.8 out of 10, Exceptional, (22 reviews)
"It was wonderful, we'll be back!"
United States
Jehanne H.
The price is ￥21,531
￥75,753 total
includes taxes & fees
Sep 1 - Sep 2
Cozy Riverfront Cabin - Beach Access & Wood Stove
Terrace/patio

12. 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 ￥82,446
￥207,177 total
includes taxes & fees
Sep 1 - Sep 2
Scenic Riverfront 4 BR 2.5BA | Hot Tub | Outdoor fun!
Exterior

13. 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.
Santini Farmhouse - Wine Tastings Included
Dining

14. The Ivywood ~ Hot Tub, Pet Friendly, Vintage-Chic!

The Ivywood ~ Hot Tub, Pet Friendly, Vintage-Chic!
Guerneville
10.0 out of 10, Exceptional, (3 reviews)
"Amazing spot. Would book again!"
United States
Ryan H.
The price is ￥44,539
￥135,904 total
includes taxes & fees
Sep 1 - Sep 2
The Ivywood ~ Hot Tub, Pet Friendly, Vintage-Chic!
Property grounds

15. Serene Vineyard Escape with Stunning Valley Views

Serene Vineyard Escape with Stunning Valley Views
Geyserville
8.0 out of 10, Very Good, (2 reviews)
"Beautiful location, comfortable property, well-equipped kitchen... a thoroughly enjoyable experience."
United States
jason h.
The price is ￥55,231
￥163,020 total
includes taxes & fees
Sep 1 - Sep 2
Serene Vineyard Escape with Stunning Valley Views
Outdoor dining

16. Tri-Level MCM Masterpiece, Redwoods, Golf & Spa

Tri-Level MCM Masterpiece, Redwoods, Golf & Spa
Monte Rio
9.6 out of 10, Exceptional, (8 reviews)
"Host was great. Location was perfect for us. Lots to do in the area. "
United States
Vicki D.
The price is ￥39,147
￥121,917 total
includes taxes & fees
Sep 1 - Sep 2
Tri-Level MCM Masterpiece, Redwoods, Golf & Spa
Beach

17. 2BR Estuary Views | Spa | Easy Ocean/River Access

2BR Estuary Views | Spa | Easy Ocean/River Access
Jenner
9.6 out of 10, Exceptional, (9 reviews)
"Great location with beautiful clean home"
United States
Caellan B.
The price is ￥53,300
￥114,586 total
includes taxes & fees
Sep 3 - Sep 4
2BR Estuary Views | Spa | Easy Ocean/River Access
Outdoor spa tub

18. Guerneville Glamour! Modern Retreat~ Hot Tub, Pets

Guerneville Glamour! Modern Retreat~ Hot Tub, Pets
Guerneville
9.8 out of 10, Exceptional, (13 reviews)
"House was very clean and accommodating. Check in process smooth, owner very responsive. Unfortunately, the walls and floors are very thin, so would recommend going with a group that is all on the same sleep schedule. Otherwise, a lovely property. "
United States
Megan B.
The price is ￥45,626
￥108,093 total
includes taxes & fees
Sep 14 - Sep 15
Guerneville Glamour! Modern Retreat~ Hot Tub, Pets
Exterior

19. Point Arena Lighthouse - Keeper's Room

Point Arena Lighthouse - Keeper's Room
Point Arena
10.0 out of 10, Exceptional, (1 review)
The price is ￥31,858
￥45,976 total
includes taxes & fees
Sep 2 - Sep 3
Point Arena Lighthouse - Keeper's Room
TV, fireplace, DVD player, books

20. Point Arena Lighthouse - Assistant Keeper's House 3

Point Arena Lighthouse - Assistant Keeper's House 3
Point Arena
The price is ￥55,871
￥89,144 total
includes taxes & fees
Sep 1 - Sep 2
Point Arena Lighthouse - Assistant Keeper's House 3
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

Gualala Country Inn

Gualala Country Inn

10/10 Excellent
"All good. A nice place!"
Tate 3-night trip
Posted 2 hours ago
Gualala Country Inn

Find out more about Annapolis

Search for holiday rentals in Annapolis on Expedia! You can easily find your home rentals, villas, holiday apartments in Annapolis using one of the methods below:

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Look no further and take a look at our great range of rental properties in Annapolis!

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.