
Holiday houses in Annapolis
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Top-rated holiday rentals in Annapolis
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Award-Winning Forest Getaway: @thesearanchhouse
**Recently refreshed/re-furnished!** This house was named 'The Ranch House' by its architect Don Jacobs, this updated 70s cabin is a forest getaway with modern sensibility. The house is surrounded by redwoods & has 2 large decks, 1 w/ propane firepit w/ ample seating, the other w/ hot tub. Living room has picture windows w/ forest views & Morso wood-burning stove. Guests are encouraged to enjoy the hiking trails, pools, and outdoor amenities. House comfortably sleeps 4, plus fiber-optic internet
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Private Mendocino Home with Luxury Outdoor Spa
Escape to the privacy of the Mendocino Tree House, an octagon retreat built around an 80 year old redwood tree with a full luxury outdoor spa. The 2 bed/2 bath home blends modern style with natural splendor. Relax on the expansive wrap-around deck, or unwind by the fire pit amidst the redwoods. Indulge under the stars in the outdoor spa oasis, boasting a hot tub, wood-fired sauna, clawfoot tub, and shower. Immerse yourself in comfort, where every detail invites you to embrace peace and serenity.
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Cozy Lakefront Retreat - Private Trails & Beach
A bright historic farmhouse overlooking Clear Lake, with a private lakefront cove and access to a second shared beach & dock. Scenic views, private trails, and generous indoor and outdoor gathering areas are ideal for unwinding together. Enjoy meals on the covered veranda, cook in the well-stocked kitchen, bathe in the outdoor spa, play in the game room, or gather by the fire pit after sunset. Wineries, farm stands, shops, and hiking nearby make great outings for couples, families, and friends.
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Design & Style with White Water View
A truly one-of-a-kind, stylish retreat with unobstructed, cliffside Pacific views and all the comforts of a boutique hotel. Located in historic Condo Unit 2 and designed by the original architects, Moore Lyndon Turnbull Whitaker. The home sits adjacent to The Sea Ranch Lodge, with direct access to 10 miles of coastal trails & all The Sea Ranch amenities . It has been thoroughly updated with today's convenience and comfort in mind. Unwind, unplug, relax in this unique paradise on the coast.
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Private and spacious redwoods retreat at Sea Ranch
Tucked away in the redwoods, this newly furnished home is a serene retreat at Sea Ranch. It enjoys near-total privacy on three acres of forest, plus the sound, smell and sight of the ocean through a gap in the trees on a clear day. The main room and the master bedroom are spacious, with views of the forest from every angle. The house has fiber-optic internet and has sufficient space for two people to work remotely very comfortably. More pictures on IG: @theseaforesthouse. TOT 3398N.
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Cozy A-frame | Hot Tub under Redwoods | Trails
Our A-Frame is as connected as you like 🛜 , but as remote as you need 🌲RELAX and work remote if you choose. *=>PET FRIENDLY<=* Soak in the private hot tub under redwoods and stars on the coastal ridge, (listen for the waves at night), propane fire pit, and outdoor dining High speed internet, kitchen, first floor bedroom with a double/twin bunk-bed, and loft with a queen-bed. Perfect remote retreat or work cabin 4 acres of walking trails are shared with other cabins on the property
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Eagle's Nest Treehouse Farm Stay
Eagle's Nest Treehouse Farm Stay is a tranquil, secluded, luxurious, romantic wilderness experience in a private forest on a 400 acre working ranch. Thirty feet above the forest floor you are nestled in a gorgeous, well-appointed suite of 1,000 year old polished redwood, with bathroom and amazing copper/glass forest-view shower. Explore hiking trails through the forest and learn about ranch operations (Highland cattle, goats and ducks). See guest comments in the space description.
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The Tree House, serene Sea Ranch location
Tucked away in a quiet corner of Sea Ranch in Northern Sonoma County, the cabin is surrounded by a half acre of beautiful, towering redwoods. Get away from it all & reconnect with nature. The cabin is truly a special place where you can unplug, relax, & recenter yourself. Winner of a 1986 Sea Ranch Community Enhancement Award, the cabin represents the best of Sea Ranch architecture, designed by architect Don Jacobs & built by Matt Sylvia, builder of the world-renowned Condominium One.
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Serene Coastal Retreat Clark's Cove
Escape to the tranquil beauty of Clark's Cove, a private coastal home with breathtaking Pacific Ocean views. Unwind on expansive decks merging indoor and outdoor spaces. Find serenity in the comfortable main living area and master bedroom. Rejuvenate in the luxurious bathtub. Explore nearby beaches, hiking trails, and wineries for a perfect coastal getaway. Take a short drive to discover beaches, hiking trails, and more! Book now for an unforgettable escape. License #327175
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ROSEA Ranch: cozy, oceanfront, walk to beach
Located steps from premier sand beach, Walk on Beach. Entering the gates, you'll be greeted by a tranquil, mature garden blocked from the wind, a deck, and a hot tub. Inside this solar powered 1970s modern vernacular contemporary home, you'll find a cozy raised living room positioned for maximum views. Bedrooms are on the ground floor, along with bathrooms, living, dining, fully-equipped kitchen, and laundry. A study is upstairs. 1% of proceeds go to airbnb.org
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Gray Fox Dacha: The Sea Ranch Retreat
The Gray Fox Dacha, a concept design retreat in Sea Ranch, outfitted with elemental, organic materials. With spectacular ocean views and perched on a hillside amongst fragrant shore pines, towering redwoods, and rugged, windswept cypress, this sunlit, eclectically designed smart home is ethereal and airy. The Gray Fox Dacha offers a constellation of lovingly curated spaces with globally-sourced artifacts from the host’s personal collection.
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Mini-Mod #3 at The Sea Ranch.
Hidden among the redwoods of California’s Sonoma Coast, roughly three hours north of San Francisco, Mini-Mod #3 is one of only two individual residences at The Sea Ranch listed on the National Register of Historic Places. Designed in 1967 by Joseph Esherick and George Homsey, the small modernist retreat is one of the defining homes from Sea Ranch’s formative years, pairing Northern California modernism with understated contemporary comforts.
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Popular amenities for Annapolis holiday rentals
Other great holiday rentals in Annapolis

Home Nestled in the Redwoods + SAUNA
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Sea Ranch Retreat @PacificPike
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Serene Ocean View Retreat | Hot tub | Fireplace
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Free EV Charger, Fully Loaded Coffee Bar, Dog Run
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Architectural Treasure | Private Hot Tub!
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Sea Ranch Forest Retreat with Ocean Views
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When in Glen | Views | Pool & Hot Tub
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Fir Wood: Meadowside Architectural Cabin
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Destinations to explore
- San Francisco Holiday rentals
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- Jenner Beach
- Goat Rock Beach
- Doran Beach
- Johnson's Beach
- Safari West
- Armstrong Redwoods State Natural Reserve
- Sonoma Coast State Park
- Trione-Annadel State Park
- Iron Horse Vineyards
- Healdsburg Plaza
- Harbin Hot Springs
- Sonoma State University
- Charles M. Schulz Museum
- VJB Vineyard & Cellars
- Ledson Winery & Vineyards
- Salt Point State Park
- Francis Ford Coppola Winery
- Sugarloaf Ridge State Park
- Lawsons Landing
- Chateau St. Jean
- Manchester State Park
- Calistoga Spa Hot Springs
- Howarth Park
- Bodega Head





