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Annapolis Vacation Rentals

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Check prices for these dates

In two weeks
28 Aug - 30 Aug
In two months
9 Oct - 11 Oct
In three months
6 Nov - 8 Nov
In four months
4 Dec - 6 Dec

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, (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 AED 975
AED 1,082 total
includes taxes & fees
23 Aug - 24 Aug
Rendezvous Mendocino
Exterior

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 AED 218
AED 249 total
includes taxes & fees
16 Aug - 17 Aug
The Ranch at Lake Sonoma
Property grounds

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 AED 551
AED 692 total
includes taxes & fees
16 Aug - 17 Aug
Oceanfront Room with Full Ocean View c
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, (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 AED 2,057
AED 3,809 total
includes taxes & fees
30 Aug - 31 Aug
Pet-friendly Oceanfront Retreat w/King Beds & Hot Tub!
Property grounds

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 AED 785
AED 1,572 total
includes taxes & fees
1 Sep - 2 Sep
Asian-themed Queen's Loft Apartment 10 mins to the beach and downtown!
Smart TV, fireplace, video games, books

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 AED 2,160
AED 3,994 total
includes taxes & fees
30 Aug - 31 Aug
Pet-Friendly Designer Oceanfront 3B House with King Beds & Hot Tub & Outdoor Kit
Living area

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 AED 1,653
AED 2,310 total
includes taxes & fees
16 Aug - 17 Aug
Beautiful Large Home w Game Room on Private Acreage
Terrace/patio

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 AED 1,286
AED 3,334 total
includes taxes & fees
24 Aug - 25 Aug
Epic Mendocino Ocean Views, 5BR, Tesla Charger
Property grounds

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 AED 529
AED 975 total
includes taxes & fees
16 Aug - 17 Aug
Enchanting Creekside Retreat: Your Downtown Oasis
Beach

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 AED 430
AED 794 total
includes taxes & fees
1 Sep - 2 Sep
The Tiny Tipsy Turtle
Terrace/patio

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

Chateau Chemise -Pool, Hot Tub, Wine Tastings
Healdsburg
The price is AED 3,689
AED 7,217 total
includes taxes & fees
30 Aug - 31 Aug
Chateau Chemise -Pool, Hot Tub, Wine Tastings
Exterior

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 AED 3,564
AED 6,556 total
includes taxes & fees
10 Sep - 11 Sep
Santini Farmhouse - Wine Tastings Included
Terrace/patio

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 AED 1,040
AED 2,376 total
includes taxes & fees
8 Sep - 9 Sep
Casa Boheme-Stylish, Relaxing, Close to Downtown!
Terrace/patio

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 AED 1,991
AED 4,881 total
includes taxes & fees
17 Aug - 18 Aug
Scenic Riverfront 4 BR 2.5BA | Hot Tub | Outdoor fun!
Dining

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 AED 1,282
AED 2,158 total
includes taxes & fees
16 Aug - 17 Aug
Point Arena Lighthouse - Assistant Keeper's House 2
Dining

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 AED 1,282
AED 2,031 total
includes taxes & fees
19 Aug - 20 Aug
Point Arena Lighthouse - Head Keeper's House
Terrace/patio

17. Guerneville Rental for a Family Vacation in California

Guerneville Rental for a Family Vacation in California
Guerneville
Guerneville Rental for a Family Vacation in California
Terrace/patio

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)
Cozy Riverfront Cabin with Dock, Fire Pit & Dogs OK
Outdoor pool

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 AED 5,124
AED 9,015 total
includes taxes & fees
9 Sep - 10 Sep
Farm Stay Villa on 55 Acres // Pool, Hot Tub & Complimentary Wine Tasting
Beach

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 AED 1,168
AED 2,559 total
includes taxes & fees
17 Aug - 18 Aug
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

Highland Dell Lodge

Highland Dell Lodge

8/10 Good
"Very good location on the river. Breakfast was an upgraded continental and filling. We also really enjoyed the German restaurant and hospitality."
Scott 3-night trip
Posted 7 hours ago
Highland Dell Lodge

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.