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 stars1 week 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, 21 reviews

Waves End, by Vinifera Homes

ArjunRating, 5 stars3 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!
Top guest favourite
Home in Sea Ranch
5 out of 5 average rating, 53 reviews

Sea Ranch Retreat @PacificPike

PaolaRating, 5 stars3 weeks ago
We had 3 beautiful days at Mark’s place. We love Sea Ranch and go often, and it’s always amazing, but Mark’s place made the experience even more incredible. Huge kitchen with everything you need, a calm space, all the books… it was the best! We made beautiful memories with our family.
Superhost
Home in Sea Ranch
4.85 out of 5 average rating, 94 reviews

Architectural Treasure | Private Hot Tub!

BobRating, 5 stars1 week ago
Perfect spot to relax and enjoy. Loved the upgrade of this classic home.
Top guest favourite
Home in Gualala
5 out of 5 average rating, 27 reviews

Stunning Ocean Views ! Cozy & Stylish Getaway

YanaRating, 5 stars3 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!
Top guest favourite
Cabin in Sea Ranch
5 out of 5 average rating, 67 reviews

Sea Ranch Forest Retreat with Ocean Views

DanielRating, 5 stars1 month ago
Staying at this house was an incredible experience, the surrounding nature alone is stunning, and made all the better by the tasteful, super cozy interior design. Big floor to ceiling windows all around the first floor really make you feel immersed in the surrounding woods. Two great outdoor terraces. Very short drive down to the sea ranch lodge, and lots of hiking accessible on foot or a short drive away
Top guest favourite
Cabin in Cazadero
5 out of 5 average rating, 95 reviews

Ocean View Forest Retreat I Dog Friendly I Hot Tub

AlisonRating, 5 stars1 week ago
Our stay was. perfection. Of course the scenery is the main attraction but this cabin made it all the more amazing. Loved the rustic feel, with just the right amount of fun, creative interior design. Everything you could want was always right there, easy to find. We spent most of our time on the deck, unwinding from our busy lives and I hope to do it again soon! Thank you
Cottage in Bodega Bay
4.84 out of 5 average rating, 278 reviews

Surfscape Beach House, Beach & Ocean views

JohnRating, 5 stars2 weeks ago
Fantastic dramatic setting overlooking the ocean. Beautiful view from hot tub. House had comfortable charm. Appreciated the welcoming Prosecco gift on the kitchen counter. Didn’t realize that units would be so close in either side. We had a wonderful visit.

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