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Holiday rentals 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.
Guest house in Gualala
4.96 out of 5 average rating, 953 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, 359 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

Top guest favourite
A private hot tub sits on a wooden deck, offering a tranquil view of the surrounding forest and distant ocean. A person relaxes in the tub, with greenery and trees in the background, enhancing the serene escape.
Guest suite in Gualala
4.91 out of 5 average rating, 253 reviews

Ocean Suite with hot tub

Ocean Suite at Lala Land is a place of peace & restoration. Perfect getaway from the city or stop-over along the coast. Set back from the town of Gualala, nestled among 10 private acres of coastal redwoods. Private deck offers a sweeping ocean view, ideal for sunrise or sunset sipping your favorite beverage in the hot tub, or stargazing free from lights. Located on the ridge above Highway 1, Ocean Suite faces the Southern sky & is often sunny, warm, & wind-free compared to surrounding areas.

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, 125 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, 162 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
4.96 out of 5 average rating, 235 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

Guest favourite
The exterior of the Moonshack is set among tall redwood trees, with a spacious, fenced-in yard. The green structure features a welcoming entrance and is surrounded by well-kept grass, offering ample space for outdoor activities. Sunlight filters through the trees, creating a serene ambiance.
Cottage in Gualala
4.92 out of 5 average rating, 163 reviews

Moonshack w/ hot tub, redwoods, dog friendly, EVC

Surrounded by towering redwoods, experience the magic of the Moonshack. Equipped with a tiny office and Further Reach business internet at 35 MBPS, it's the perfect place to dream, write, work and relax. Level 2 EVC. Unwind from your adventures in a cozy living room with TV and sound bar with streaming options. Large fenced in yard for dogs and a private hot tub and outdoor shower. Minutes drive to downtown Gualala, shops, and local beaches. Compact and quaint space to relax.

Top 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, 216 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, 176 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, 104 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.

Guest favourite
A modern cottage is nestled among tall trees, constructed with natural wood materials. The exterior features a sloped roof and large windows, offering a view of the surrounding forest. A wooden deck with seating is present, seamlessly blending with the natural landscape.
Guest house in Sea Ranch
4.91 out of 5 average rating, 478 reviews

Schoner Haus at the Sea Ranch

Whether you’re looking for the perfect romantic getaway, a calm space to finish your novel, or just a place to stay while you take in the local sights and sounds, our guest cottage is sure to have something to offer. Located in the exclusive Sea Ranch community alongside California’s majestic coast, Schoner Haus is a one-of-a-kind woodland retreat nestled on one acre of temperate forest.

Guest favourite
A scenic view of the ocean is visible from the property, with waves gently lapping against rocky formations. The foreground features a grassy expanse, while the sky showcases soft, wispy clouds illuminated by sunlight.
Home in Sea Ranch
4.92 out of 5 average rating, 251 reviews

Casa Del Mar, Spectacular Ocean Views!

Casa Del Mar located in Unit 7 Block 5 Lot 8 in the Sea Ranch has spectacular ocean views and access to miles of hiking trails, three community pools and tennis courts, and wonderful beaches! It is an older, unique, rustic family retreat and has decks which offer beautiful views of the ocean. There are stairs so not recommended for young children or toddlers.

Popular amenities for Annapolis holiday rentals

  1. Airbnb
  2. United States
  3. California
  4. Sonoma County
  5. Annapolis