Holiday rentals in Annapolis

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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 reviews

Oceanfront/ 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 reviews

Waves 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 reviews

Forager'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 reviews

Sea 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 reviews

Guest 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 reviews

Ocean-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 reviews

Unplug 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 reviews

Stunning 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!

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