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Holiday Rentals in Annapolis

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Our top choices for Annapolis holiday 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 €255
includes taxes & fees
16 Aug - 17 Aug
Rendezvous Mendocino

2. Original Demo Home on Ocean side with Hot Tub, Office. Dog friendly. Near Trail.

Original Demo Home on Ocean side with Hot Tub, Office. Dog friendly. Near Trail.
Sea Ranch
10.0 out of 10, Exceptional, (2 reviews)
"This is perfect for a couple, will accommodate other guests on couch or loft. This was well equipped and very comfortable. The amenities (hot tub, bbq, appliances, tv, fireplace, record player, wireless speaker, bed) all made the stay very comfortable. This location is great, very private and walkable to the ocean. Would love to stay here again when at Sea Ranch"
United States
jessica m.
Original Demo Home on Ocean side with Hot Tub, Office. Dog friendly. Near Trail.

3. 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 €59
includes taxes & fees
18 Aug - 19 Aug
The Ranch at Lake Sonoma

4. 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 €364
includes taxes & fees
9 Sept - 10 Sept
Asian-themed Queen's Loft Apartment 10 mins to the beach and downtown!

5. 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 €783
includes taxes & fees
24 Aug - 25 Aug
Epic Mendocino Ocean Views, 5BR, Tesla Charger

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, (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 €960
includes taxes & fees
30 Aug - 31 Aug
Pet-friendly Oceanfront Retreat w/King Beds & Hot Tub!

7. 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 €231
includes taxes & fees
16 Aug - 17 Aug
Enchanting Creekside Retreat: Your Downtown Oasis

8. 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 €971
includes taxes & fees
30 Aug - 31 Aug
Pet-Friendly Designer Oceanfront 3B House with King Beds & Hot Tub & Outdoor Kit

9. 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 €249
includes taxes & fees
26 Aug - 27 Aug
Point Arena Lighthouse - Keeper's Room

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

Redwood Cabin w/ Hot Tub | Canyon View | Dogs OK
Guerneville
9.0 out of 10, Wonderful, (4 reviews)
"Very nice and clean. Everything worked and the kitchen had almost everything you could want for preparing a meal. Cloth napkins would be the main thing lacking and tin foil."
United States
Cynthia P.
The price is €392
includes taxes & fees
18 Aug - 19 Aug
Redwood Cabin w/ Hot Tub | Canyon View | Dogs OK

11. 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 €196
includes taxes & fees
1 Sept - 2 Sept
The Tiny Tipsy Turtle

12. Country Carriage House in Downtown Geyserville, Vineyard Views

Country Carriage House in Downtown Geyserville, Vineyard Views
Geyserville
10.0 out of 10, Exceptional, (3 reviews)
"Cozy, rustic, and with all great amenities."
United States
Gina I.
The price is €333
includes taxes & fees
17 Aug - 18 Aug
Country Carriage House in Downtown Geyserville, Vineyard Views

13. Enchanting Retreat in the heart of Redwoods

Enchanting Retreat in the heart of Redwoods
Guerneville
8.6 out of 10, Excellent, (14 reviews)
"Great place to stay clean quiet peaceful loved it "
United States
Josie B.
The price is €294
includes taxes & fees
8 Sept - 9 Sept
Enchanting Retreat in the heart of Redwoods

14. Tranquil Redwood Retreat

Tranquil Redwood Retreat
Guerneville
8.8 out of 10, Excellent, (13 reviews)
"Perfect hun for enjoying downtown guernville "
United States
Alex A.
The price is €307
includes taxes & fees
10 Sept - 11 Sept
Tranquil Redwood Retreat

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

Tri-Level MCM Masterpiece, Redwoods, Golf & Spa
Monte Rio
9.8 out of 10, Exceptional, (7 reviews)
"Host was great. Location was perfect for us. Lots to do in the area. "
United States
Vicki D.
The price is €665
includes taxes & fees
17 Aug - 18 Aug
Tri-Level MCM Masterpiece, Redwoods, Golf & Spa

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

Escape to Redwood Bliss at this Cozy Cabin near Monte Rio Beach!
Monte Rio
8.4 out of 10, Very good, (10 reviews)
"We had a lovely time. The cabin was cozy and clean, and the hot tub was great. There were so many amenities included, they really thought of everything. Highly recommend staying here."
United States
Lucas F.
The price is €437
includes taxes & fees
19 Aug - 20 Aug
Escape to Redwood Bliss at this Cozy Cabin near Monte Rio Beach!

17. 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 €762
includes taxes & fees
13 Sept - 14 Sept
Octagon•Retreat•Hot tub•5 min to River

18. 45500 Lighthouse Rd, Assistant Keeper's House 4, Point Arena, CA, 95468, US

45500 Lighthouse Rd, Assistant Keeper's House 4, Point Arena, CA, 95468, US
Point Arena
8.0 out of 10, Very good, (1 review)
The price is €482
includes taxes & fees
19 Aug - 20 Aug
45500 Lighthouse Rd, Assistant Keeper's House 4, Point Arena, CA, 95468, US

19. Norcal Hideaway

Norcal Hideaway
Guerneville
9.6 out of 10, Exceptional, (17 reviews)
"beautiful back deck area!! so peaceful with lots of room indoor as well :,)"
United States
Sophia
The price is €551
includes taxes & fees
31 Aug - 1 Sept
Norcal Hideaway
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 holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Annapolis holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, apart-hotels, 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 holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Annapolis holiday 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 holiday 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 holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Annapolis holiday rentals we have selected for you start as low as €59 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 holiday 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 holiday.

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 holiday rentals in Annapolis?

Yes, there are holiday rentals close to the most popular sights in Annapolis, or you can select a more secluded option if you're looking for a relaxing stay.

What are some of the best holiday rentals that Annapolis has to offer?

Stunning Skydeck. Hot Tub. Walk to 2 Beaches, Rec Center, Bluff Trail and Lodge.: This holiday home rental outside of Annapolis is located in the mountains, and has a fireplace, a patio and a BBQ to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge and a stovetop. It offers a garden, 1 hot tub and a selection of books so that you can immerse yourself in your holiday.

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 wider area, you’ll find Gualala Point Regional Park and Salt Point State Park.

What’s a holiday rental in Annapolis like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Annapolis. Holiday rentals provide amenities such as hot tubs, fire pits and patios so you'll have a home away from home. If you're concerned about a clean environment, a holiday rental can provide a sense of privacy away from public hotel lifts and bustling concierge desks while still allowing you to travel. You'll also find more space in a holiday rental than in a hotel, which is another reason why a holiday rental is an attractive option for families.