Vacation rentals in Annapolis

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Top-rated vacation rentals in Annapolis

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Guest favorite
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, 358 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 favorite
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, 138 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 favorite
The Spyglass Treehouse is nestled among towering redwoods, showcasing a unique, curved design. A spacious deck wraps around the structure, offering views of the surrounding foliage. Natural grasses frame the foreground, enhancing the connection with the tranquil, forested environment.
Treehouse in Occidental
4.98 out of 5 average rating, 339 reviews

The Spectacular Spyglass Treehouse

Come, Experience the Extraordinary ~ Our Spyglass Treehouse awaits to immerse you in a memorable, magical experience of a lifetime. This magnificent creation by Artistree seamlessly blends artistry, sustainability, and a deep connection with the redwood forests. As you step into this architectural gem, you'll be greeted by a harmonious blend of local wood, bespoke furnishings, and wonderful amenities (king-size bed, sauna, cedar hot tub..) Come enjoy deep rest, romance, and rejuvenation!

Top guest favorite
The interior space features exposed wood beams and a high ceiling with skylights, allowing natural light to fill the common area. Two large pendant lights hang from the ceiling, complementing the warm wood tones. A glimpse of modern furnishings is visible in the background.
Cabin in Sea Ranch
4.99 out of 5 average rating, 205 reviews

Historic Baker House available for the first time

As seen in Dwell, Turnbull's Baker House is a Sea Ranch classic Binker Barn resting on 2 acres of redwoods. While it was built in 1968, it's been updated to make sure you have everything you need for a private and relaxing stay: the separate office has monitors and 300+ Mbps internet, the kitchen is fully-equipped, and the garage has a level 2 EV charger and a Peloton. Enjoy the outdoors year-round from the hot tub or the Galanter & Jones heated furniture that overlooks the forest and ocean.

Top guest favorite
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, 127 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 favorite
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
4.99 out of 5 average rating, 164 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 favorite
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, 240 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 favorite
A wooden bridge connects the ground to a treehouse elevated among tall trees. The treehouse features large windows and a circular design, surrounded by lush greenery. A sturdy netting lines the sides of the walkway, ensuring safety while traversing to this unique retreat.
Treehouse in Bodega Bay
4.95 out of 5 average rating, 194 reviews

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.

Top guest favorite
The exterior view reveals a charming beach cottage with a deck overlooking the Pacific Ocean. Lush greenery surrounds the property, and coastal features are visible in the landscape. The bright blue sky enhances the vibrant ocean waters, creating a serene coastal atmosphere.
Cottage in Gualala
4.99 out of 5 average rating, 372 reviews

Secluded Oceanfront Beach Cottage and Private Cove

The beach cottage is light and airy, the perfect romantic getaway. Mind blowing panoramic views of the Pacific Ocean with beach access to our private cove WiFi available down at The Point and beach/cove Password the same as cottage. Available in guest book We provide high end shampoo/conditioner, local roasted coffee from Little Green Bean, sparkling wine from Mendocino County, fresh free range chicken eggs, organic cooking oils and all of the essential cooking spices.

Top guest favorite
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, 218 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 favorite
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, 178 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 favorite
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, 107 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 vacation rentals

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