
Holiday rentals in Annapolis
Find and book unique accommodation on Airbnb
Top-rated holiday rentals in Annapolis
Guests agree: these stays are highly rated for location, cleanliness and more.
0 of 0 items showing
1 of 3 pages
Holiday rentals for every style
Get the amount of space that is right for you
Popular amenities for Annapolis holiday rentals
Other great holiday rentals in Annapolis
Top guest favourite

Cottage in Manchester
5 out of 5 average rating, 95 reviewsOceanfront/ Stunning Views/ Hot Tub/ Contemporary
ChristianaRating, 5 stars3 days ago
We absolutely loved our time here. Everything was so well taken care of inside their home and you simply cannot beat the view. It's stunning. We appreciated the dog -friendliness and wonderful location as well.
Top guest favourite

Home in Gualala
5 out of 5 average rating, 20 reviewsWaves End, by Vinifera Homes
ArjunRating, 5 stars2 weeks ago
Absolutely Stunning Stay! This stay was truly memorable. The views were unreal — panoramic ocean vistas and the most breathtaking sunsets right from the property. Every evening felt like a postcard moment. The space was clean, peaceful, and beautifully maintained, making it the perfect spot to relax and unwind. What made the stay even better was the host — incredibly kind, responsive, and thoughtful throughout our visit. Any questions we had were answered almost immediately, and they went above and beyond to make sure we had a great time. If you’re looking for a place with unmatched views and a fantastic host, this is it. Highly recommend and would absolutely stay again!
Guest favourite

Guest house in Gualala
4.9 out of 5 average rating, 30 reviewsForager's Haven: A Treetop Escape
GabrielRating, 5 stars1 month ago
Had a great stay here. Place was clean and as described. Aparna was responsive and proactive in their communication.
Top guest favourite

Home in Sea Ranch
5 out of 5 average rating, 52 reviewsSea Ranch Retreat @PacificPike
ElizabethRating, 5 stars3 weeks ago
Mark was available to answer questions quickly. The home is in a great location close to a walking trail connecting to the coastal trail. May is a beautiful time to visit! The home cools down at night and warms up nicely in the sun. There was plenty of wildlife to observe. There were only two of us so we didn’t come close to occupying the space, but it would be a comfortable rental for 2 couples with a few children or grandparents and a small family. This said, the stairs might make it difficult for those with mobility challenges. The breeze-way is a versatile space—loved this feature! Marks book collection could keep you enchanted for weeks🌼
Guest favourite

Guest suite in Gualala
5 out of 5 average rating, 14 reviewsGuest studio on 5 Acres redwoods, walk to beach
EricRating, 5 stars1 month ago
Great place to stay near Sea Ranch. Easy access to all the spots you wanna see. Great communication with the hosts. Well worth it.
Guest favourite

Loft in Gualala
4.93 out of 5 average rating, 40 reviewsOcean-view, 2 floor loft studio across from beach
TaraRating, 5 stars2 weeks ago
Beautiful loft overlooking the ocean; there was no one in the main house so we also enjoyed the spacious yard and loved getting to walk to the beach. It was also a short drive into town which made getting picnic ingredients easy! Would love to return to this tranquil escape
Guest favourite

Home in Gualala
4.96 out of 5 average rating, 26 reviewsUnplug at a Secluded Retreat
LukeRating, 5 stars3 months ago
This beautiful cabin was perfect for our weekend stay in Gualala! Beautiful property, a great kitchen for cooking, close to so many hikes and views, lots of fun board games and DVDs for cozying up at night.
Top guest favourite

Home in Gualala
5 out of 5 average rating, 27 reviewsStunning Ocean Views ! Cozy & Stylish Getaway
YanaRating, 5 stars2 weeks ago
Had a wonderful stay at Danielle’s place. It is such a comfortable, beautiful, and peaceful place to relax and enjoy the beautiful nature! Wonderful beaches and parks nearby, and just a couple minutes away from all the stores and restaurants in Gualala. The house had absolutely everything we needed, it’s clear that Danielle took care of every detail. The host was very accommodating and easy to reach. Would love to come back!
Destinations to explore
- North Coast Holiday rentals
- Wine Country Holiday rentals
- Oakland Holiday rentals
- Sacramento River Holiday rentals
- Napa Valley Holiday rentals
- Berkeley Holiday rentals
- San Francisco Peninsula Holiday rentals
- Central California Holiday rentals
- San Francisco Holiday rentals
- San Francisco Bay Area Holiday rentals
- Gold Country Holiday rentals
- Northern California Holiday rentals
- Yurt Rentals United States
- Yurt Rentals United Kingdom
- Castle Rentals United States
- Houseboats United States
- Holiday Caravans United Kingdom
- Private Island Rentals United States
- Farm Houses United States
- Farm Cottages United Kingdom
- Cabin Rentals Australia
- Luxury Cabins United Kingdom
- Luxury Cabins United States
- Holiday Chalets United Kingdom
- Cottage Rentals United States
- Holiday Cottages United Kingdom
- Mansion Rentals United States
- Villa Rentals United Kingdom
- Holiday Bungalows United Kingdom
- Bungalow Rentals United States
- Condo Rentals United States
- Holiday Apartments Australia
- Holiday Houses United States
- Holiday Houses United Kingdom
- Private Holiday Rentals United Kingdom
- Big House Rentals United States
- Big Cottages Australia
- Large Villas United Kingdom
- House Rentals with a Pool United States
- Cabin Rentals with a Pool United States
- Villas with a Pool United Kingdom
- Apartments with a Hot Tub United States
- Holiday Cottages with a Hot Tub United Kingdom
- Beach Cabins United States
- Beach Condos United States
- Beachfront Rentals United States
- Beach Houses United Kingdom
- Beach Villas United Kingdom
- Coastal Cottages United Kingdom
- Pet-Friendly Vacation Rentals United States
- Pet-Friendly Beach Rentals United States
- Pet-Friendly Cabin Rentals United States
- Dog-Friendly Cottages United Kingdom
- Luxury Dog-Friendly Cottages United Kingdom
- Jenner Beach
- Clam Beach
- Manchester State Park
- Schoolhouse Beach
- Doran Beach
- Bowling Ball Beach
- Safari West
- Cooks Beach
- Sonoma Coast State Park
- Mayacama Golf Club
- Pebble Beach
- Gleason Beach
- Point Reyes Beach
- Portuguese Beach
- North Salmon Creek Beach
- Johnson's Beach
- Black Point Beach
- Shell Beach
- Kehoe Beach
- Driftwood Beach
- Sea Ranch Golf Links
- Schooner Gulch State Beach
- Chateau St. Jean
- Trione-Annadel State Park