Holiday rentals in Annapolis

Find and book unique accommodation on Airbnb

Top-rated holiday rentals in Annapolis

Guests agree: these stays are highly rated for location, cleanliness and more.

1 of 1 pages1 / 1
Top guest favourite
Tiny home in Sebastopol
5.0 out of 5 average rating, 222 reviews

The Sonoma Spyglass | Incredible Views + Sauna

🏵️ Featured as one of “California’s Most Wishlisted Airbnbs!” 🏵️ 🌈 Come enjoy deep rest, romance & rejuvenation! ❤️ 🌺 Our Sonoma Spyglass is a gorgeous retreat, designed and built by Artistree Home, seamlessly blending sustainability with a deep connection to nature. 🍇 Tucked in the heart of Sonoma’s wine country, the space offers access to nearby walks and local wineries. Soak in the tub with incredible views or enjoy the detached barrel sauna for a perfectly relaxing stay. 🌺🙏 🌺

Top guest favourite
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, 225 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 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
5.0 out of 5 average rating, 141 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
4.99 out of 5 average rating, 170 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
4.95 out of 5 average rating, 270 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

Superhost
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
4.94 out of 5 average rating, 234 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 favourite
A wooden walkway leads towards the entrance of a cabin nestled among towering redwoods. The pathway is flanked by moss-covered stumps, while the warm exterior of the cabin blends harmoniously with the natural surroundings.
Cabin in Sea Ranch
5.0 out of 5 average rating, 107 reviews

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.

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, 230 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 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
4.94 out of 5 average rating, 226 reviews

Mini-Mod #3 by Esherick | NRHP

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.

Top guest favourite
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
5.0 out of 5 average rating, 307 reviews

Elsewhere - Dreamy getaway in the Redwoods

Designed by architect Ralph Matheson, Elsewhere is a sun drenched house in the 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 and the magical community of the Sea Ranch.

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
5.0 out of 5 average rating, 124 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.

Top 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, 488 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.

Popular amenities for Annapolis holiday rentals