
Holiday rentals in Annapolis
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Top-rated holiday rentals in Annapolis
Guests agree: these stays are highly rated for location, cleanliness and more.
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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 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 reviewsWaves 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 reviewsSea 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 reviewsArchitectural 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 reviewsStunning 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 reviewsSea 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 reviewsOcean 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 reviewsSurfscape 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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- 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
- Point Reyes Beach
- Gleason Beach
- Portuguese Beach
- North Salmon Creek Beach
- Johnson's Beach
- Driftwood Beach
- Shell Beach
- Kehoe Beach
- Black Point Beach
- Sea Ranch Golf Links
- Schooner Gulch State Beach
- Trione-Annadel State Park
- Chateau St. Jean