
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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Holiday rentals for every style
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Popular amenities for Annapolis holiday rentals
Other great holiday rentals in Annapolis
Top guest favourite

Home in Gualala
4.95 out of 5 average rating, 118 reviewsRomantic Newly Renovated Beach Cottage
Guest favourite

Cabin in Guerneville
4.96 out of 5 average rating, 567 reviewsUnique Modern Mountain Getaway
Top guest favourite

Home in Sea Ranch
5 out of 5 average rating, 64 reviewsSea Ranch Retreat @PacificPike
Top guest favourite

Home in Sea Ranch
5 out of 5 average rating, 92 reviewsThe Ridge Collection
Top guest favourite

Home in Sea Ranch
5 out of 5 average rating, 23 reviewsSea Ranch Jewelbox with Ocean Views
Top guest favourite

Home in The Sea Ranch
4.97 out of 5 average rating, 127 reviewsWhen Only the BEST Will Do (True Ocean Bluff)
Top guest favourite

Barn in Gualala
5 out of 5 average rating, 9 reviewsModern Barn Studio in Redwoods
Top guest favourite

Cabin in Sea Ranch
5 out of 5 average rating, 73 reviewsSea Ranch Forest Retreat with Ocean Views
Destinations to explore
- Northern California Holiday rentals
- San Francisco Bay Area Holiday rentals
- San Francisco Holiday rentals
- Gold Country Holiday rentals
- Central California Holiday rentals
- San Francisco Peninsula Holiday rentals
- San Jose Holiday rentals
- Silicon Valley Holiday rentals
- North Coast Holiday rentals
- South Lake Tahoe Holiday rentals
- San Joaquin River Holiday rentals
- Monterey Holiday rentals
- Jenner Beach
- Clam Beach
- Manchester State Park
- Schoolhouse Beach
- Safari West
- Point Reyes Beach
- Doran Beach
- Goat Rock Beach
- Bowling Ball Beach
- Johnson's Beach
- Sonoma Coast State Park
- Cooks Beach
- Mayacama Golf Club
- North Salmon Creek Beach
- Trione-Annadel State Park
- Portuguese Beach
- Gleason Beach
- The Links at Bodega Harbour
- Shell Beach
- Sea Ranch Golf Links
- Kehoe Beach
- Pebble Beach
- Kistler Vineyards-Trenton Roadhouse Tastings by Appointment
- Scotty