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, 361 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 charming cabin is nestled among tall trees, with a wooden deck leading to a hot tub. A colorful hammock is positioned nearby, and a stunning sunset casts warm hues across the landscape. Scenic views of the forest and hills are visible in the background.
Cabin in Cazadero
4.99 out of 5 average rating, 121 reviews

Ocean View Forest Retreat I Dog Friendly I Hot Tub

Timber Cove Hideaway: Located in the serene forested hills of Timber Cove, this charming cabin offers a tranquil retreat with stunning ocean views just a short distance from beautiful beaches and scenic hiking trails. +Dog friendly (2 max.) +2 queen rooms (4ppl max.) +Hot tub w/ ocean view +Ocean & Forest views +Gas grill +Gas firepit +Outdoor dining +Starlink WIFI 163 Mbps DISTANCES: Timber Cove Resort : 2.9 mi (EV charging) Driftwood Lodge/ Fort Ross Store: 3.8mi Sea Ranch: 19mi SFO: 112mi

Top guest favorite
Ocean views are showcased from spacious windows in the bright interior. The living area features comfortable seating and a telescope. A private deck offers an inviting view of the coastline, with natural landscapes and ocean waves visible in the distance.
Home in Gualala
4.99 out of 5 average rating, 185 reviews

Pet-friendly Oceanfront Villa with Hot Tub & Solar

Escape to Castlerock Ocean Villa, a highly sought-after oceanfront vacation rental along the Northern California coast. Designed by a renowned architect, this 3BR, 3BA home offers stunning ocean views, luxury amenities, and a hot tub. Spend a day at Cooks Beach and return to your private deck to soak in the vistas. Our solar battery enables essential home loads operational during power outages. Book now to experience the best of coastal living and why Castlerock is a top choice for travelers.

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, 206 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, 165 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
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, 197 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 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, 116 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 favorite
Cabin in Gualala
4.95 out of 5 average rating, 402 reviews

Canyon & Ocean View Cabin in the Redwoods

A stay at Canyon & Ocean View Cabin is the perfect north coast getaway. Tucked away amongst the redwoods on a sunny, sheltered, and secluded cul-de-sac, yet less than a mile from the quaint village of Anchor Bay and beautiful Anchor Bay Beach, this cozy coastal cabin has everything you need for an amazing vacation: sunshine, privacy, peace and quiet, decks for indoor/outdoor living, gorgeous wooded canyon and ocean vistas, location and comfort.

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, 219 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
Home in Gualala
4.97 out of 5 average rating, 227 reviews

Havens Neck Barn - west of highway 1

Havens Neck "Barn" designed by San Francisco architect David Crimmins. rustic on the exterior, fits the forest setting. The modern interior has 11'-0" open beam ceilings and heated concrete floors. West of Highway 1 located near Anchor Bay. Warm & Wind-protected. Filtered blue water views. **please note: the wood-burning hot tub is not currently operational (photo only for front yard views)

Top guest favorite
The house features a unique architectural design with a cedar shake exterior, nestled among towering trees. A large window invites natural light, while a welcoming patio area displays a simple chair. A vehicle is parked near the entrance, emphasizing accessibility.
Cabin in Gualala
5 out of 5 average rating, 270 reviews

Elsewhere - Dreamy getaway in the Redwoods

Designed by architect Ralph Matheson, Elsewhere is a sun drenched house in redwoods with intoxicating surrounding views. Ready for a lovely escape that promotes a dialogue with nature and a connection to the cosmos at night. The amenity filled house is spacious for any couple. Ideally located, minutes from Gualala downtown with many dining options.

Popular amenities for Annapolis vacation rentals

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