Holiday houses in Annapolis

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Top-rated holiday rentals in Annapolis

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Guest favourite
A charming outdoor space features a wooden deck adorned with potted flowers in various hues. Curved branches and colorful plants create a vibrant garden atmosphere, while a seating area with two chairs overlooks the natural surroundings, offering a peaceful retreat.
Guesthouse in Gualala
4.96 out of 5 average rating, 950 reviews

Casita In The Redwoods

Casita In The Redwoods - On the Coast! This beautiful guesthouse has a private garden setting. Come shoot hoops on our basketball court. We're a seven minute drive to Gualala Point Beach, where one can park and enjoy a scenic, short 15 minute or 30 minute walk to the beach. "Gualala" means "Where The River Meets The Ocean." We are minutes away from the Gualala River - kayaking, The Gualala Arts Center, The Sea Ranch Golf Links, the Gualala Township shops, galleries, restaurants, and services.

Top Guest favourite
A welcoming living room features a gray sectional sofa and two green armchairs, arranged around a round coffee table. A wood-burning stove is positioned on a raised platform, surrounded by stacked firewood. Large windows provide views of the forest and allow natural light to fill the space.
Home in Sea Ranch
4.96 out of 5 average rating, 353 reviews

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

Guest favourite
The exterior of a mid-century home is set among towering redwoods, showcasing a rustic wooden facade. Large windows offer views into the cozy interior. A private hot tub is located nearby on a gravel path, surrounded by the natural landscape.
Cabin in Sea Ranch
4.93 out of 5 average rating, 190 reviews

Mini-Mod #3 at The Sea Ranch.

Despite accolades from esteemed international design and travel publications (which it has from Monocle, Dwell, Travel + Leisure and many more), this perfectly designed and laid out home isn’t about pomp; it’s about simplicity and reliance upon the natural environment that surrounds it. That was the point when it, and a handful of others, were built in the mid 1960’s to showcase Northern California’s famed Sea Ranch project —and the way humans might one day find a better way to live with nature.

Top Guest favourite
A sweeping view of the Pacific Ocean is captured from a wooden deck railing. Lush greenery and treetops frame the stunning coastline below, while clear blue skies fill the backdrop, creating a serene and expansive atmosphere.
Home in Sea Ranch
4.96 out of 5 average rating, 137 reviews

Seaward Bliss ★ (Private Hillside Retreat)

Seaward Bliss faces stunning expansive blue and white-water views of the Pacific Ocean. This dog-friendly 2 Bedroom (4 adults / 5 if you BYO-bedding) Sea Ranch home has a beautifully furnished open floor plan with full kitchen, dining areas that includes entertainment (stereo, TV, Wi-Fi). Dedicated office off Primary Bedroom Suite. Hot Desk off of Guest Bedroom. Private 15 min walk to beach. Hot tub overlooking ocean. Enjoy shared pool and tennis at one of three nearby rec centers.

Top Guest favourite
A modern living area features a spacious sectional sofa, minimalist coffee tables, and a cozy armchair beneath a wooden ceiling with exposed beams. A large window provides natural light and captures views of the surrounding landscape, while a sleek television is mounted on a wooden accent wall.
Home in Sea Ranch
4.98 out of 5 average rating, 170 reviews

Bright Modern Home | Ocean Side

Experience all The Sea Ranch has to offer when you stay at our modern Sea Ranch home in a light-filled living space with golden meadow views. Our family-friendly home with 2BR + kids loft / 2BA is located at the north end of Sea Ranch. We are a block to the 7-mile Sea Ranch Bluff trail that spans along the entire Sea Ranch coast and a 5 minute drive to the town of Gualala (stores and restaurants) as well as Gualala State Beach, Del Mar Rec Center, and Sea Ranch Golf Course (currently closed).

Top Guest favourite
A serene seating area features sleek lounge chairs positioned to face expansive glass windows, showcasing panoramic views of the Pacific Ocean. Natural light floods the space, highlighting the minimalist design and wooden flooring. A private outdoor deck is accessible through the glass door.
Home in Sea Ranch
5 out of 5 average rating, 123 reviews

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.

Top Guest favourite
The living room features a circular design with large windows showcasing views of the surrounding forest. A comfortable sofa and armchair are positioned on a textured area rug, complemented by a stone fireplace. The high ceiling enhances the spacious feel of the room.
Home in Sea Ranch
5 out of 5 average rating, 160 reviews

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.

Guest favourite
An A-frame cabin stands amid towering redwoods, featuring large glass windows that allow natural light to fill the space. A small seating area is positioned on a wooden deck, surrounded by lush greenery and peaceful forest views.
Cabin in Gualala
4.97 out of 5 average rating, 229 reviews

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

Top Guest favourite
The interior features warm wooden walls and large windows offering views of the outdoors. Comfortable seating areas with green cushions flank a cozy wood stove. A decorative woven basket and a colorful, striped pouf enhance the inviting atmosphere.
Home in Sea Ranch
5 out of 5 average rating, 111 reviews

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

Guest favourite
A contemporary structure is nestled among tall trees, with a wooden deck extending in front. Warm light spills from multiple windows, creating a welcoming ambiance. The surrounding greenery adds a natural touch to the tranquil hillside setting.
Home in Sea Ranch
4.97 out of 5 average rating, 214 reviews

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.

Top Guest favourite
The living room features a spacious grey sofa adorned with a green throw blanket, positioned near large picture windows that offer ocean views. A circular coffee table and cozy armchair complement the modern aesthetic, while a stylish light fixture hangs from the ceiling.
Townhouse in Gualala
4.97 out of 5 average rating, 175 reviews

Condo with ocean views, walk to restaurants.

One story condo with amazing ocean views! Living room has large picture windows looking out towards the ocean. Located in the town of Gualala and walking distance to restaurants, grocery stores, and shops. Very fast and reliable wifi. EV Charging Station. Guests can take advantage of the numerous hiking trails and beaches nearby. Enjoy a cup of coffee provided for you while gazing out over the ocean.

Top Guest favourite
A light-filled living area features large windows overlooking a forested setting. A comfortable sectional sofa and a set of wooden tables create a welcoming space. Art pieces decorate the walls, complemented by a pendant light and a wooden ceiling that enhances the room's warmth.
Home in Sea Ranch
5 out of 5 average rating, 101 reviews

Art & Nature Retreat at The Ridge Collection

Discover unparalleled privacy at The Ridge Collection, a serene Sea Ranch refuge surrounded by towering fir trees. This artfully designed retreat blends comfort and craftsmanship, featuring handmade furniture, curated paintings, and original sculptures. Perfect for those seeking quiet inspiration and connection to nature, the home offers a majestic yet cozy escape along the Sonoma Coast.

Popular amenities for Annapolis holiday rentals

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  2. United States
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  4. Sonoma County
  5. Annapolis