Holiday rentals in Lexington Hills

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Top-rated holiday rentals in Lexington Hills

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Top guest favourite
An A-Frame cabin is surrounded by lush greenery, positioned on elevated ground. A stone pathway leads to the entrance, flanked by wooden railings. The cabin features large glass panels on its façade, allowing natural light to flood the interior. A deck with seating overlooks the nature surroundings.
Cabin in Felton
4.96 out of 5 average rating, 170 reviews

Santa Cruz A-Frame

This unique A-Frame cabin, in a quiet mountain neighborhood with private creek access, was handbuilt in 1965 and remodeled in the summer of 2024. Now a little slice of heaven on the creek in the redwoods. *5-10 min to Henry Cowell Redwoods State Park, Roaring Camp Railroad, Loch Lomond Recreation Area, the Trout Farm Inn, Quail Hollow Ranch + Felton stores. *20 min to Santa Cruz, beach + Boardwalk. *1 min to Zayante Creek Market (EV charger) Find us on social: Insta @SantaCruzAFrame

Top guest favourite
A charming green guesthouse is nestled among towering redwood trees. The structure features multiple windows that bring in natural light, enhancing the connection with the surrounding forest. Sunlight filters through the branches, creating a serene outdoor atmosphere.
Cabin in Los Gatos
4.99 out of 5 average rating, 1038 reviews

Private Guest-House in the Redwoods

Our custom built guesthouse was completed in 2016. It is situated on 5 redwood-covered acres, 10 minutes south of Los Gatos and 20 minutes from Santa Cruz. We have easy access to hiking and biking trails, world-class wine-tasting, microbreweries, shops, amazing dining, and more! There is something for everyone in our area! We are surrounded by a 35 acre tree farm, so it's very private, yet close to the silicon valley! Our property has a standby generator so we are not affected by power outages.

Top guest favourite
A private yard is surrounded by tall trees, featuring a hot tub with bubbles rising to the surface. A hammock is visible to the side of the yard, alongside two Adirondack chairs. The cabin's entrance is shown, with a window allowing natural light to enter.
Cabin in Boulder Creek
4.98 out of 5 average rating, 129 reviews

Forest Cabin & Hot Tub

Take it easy in this cozy cabin retreat in the Santa Cruz Mountains. 30 minutes from downtown Santa Cruz and beaches. This charming 400 sq. ft. studio is the perfect setting to disconnect from city life and immerse yourself in the redwoods. The cabin features a queen bed, full bathroom, kitchen & BBQ. The private yard includes a hot tub, propane firepit and hammock to fully relax and unwind. Please note the cabin is on a one way, windy road. There is WiFi but no TV or A/C. SCC Permit# 241449

Guest favourite
A scenic pool area is framed by tall pine trees, with a vibrant sunset reflecting in the calm water. The landscape features gentle hills in the background, enhancing the serene environment.
Home in Ben Lomond
4.95 out of 5 average rating, 121 reviews

The Hacienda- Santa Cruz Mountain Ridgetop Retreat

"Welcome to the Hacienda", a modest mid-century retreat located in the beautiful Santa Cruz Mountains. The Hacienda is located just 5 minutes from Ben Lomond town, 10 minutes from Henry Cowell State Park and only a 20 minute drive from Santa Cruz beaches. Our unique private home includes a pool & hot tub which sits on the ridgetop overlooking the gorgeous San Lorenzo Valley. If you're looking for peace & tranquility or simply need to relax and recharge, the Hacienda awaits your arrival.

Top guest favourite
Rows of grapevines stretch across the hillside, with traces of autumn colors visible on the leaves. A picturesque blend of green and gold foliage contrasts against the muted earth tones of the ground, while distant trees and hills are lightly shrouded by morning mist.
Farm stay in Felton
4.94 out of 5 average rating, 158 reviews

Vineyard Retreat with Expansive Mountain View

Vineyard retreat in Santa Cruz Mountains with expansive hilltop views. Situated off the beaten path between Los Gatos & Felton. The perfect place to disconnect, unwind & relax in a rural mountain setting. Our vineyard is 100% natural, no chemicals, pesticides or additives, from the soil to your cup. Please enjoy meandering the rows, soaking in the views and being in nature. Watch the marine layer recede in the morning & enjoy stargazing at night. Pricing is the same for 1-4 guests.

Top guest favourite
The interior of the yurt showcases a high, circular ceiling with a skylight at the center, allowing natural light to fill the space. A spacious bed and a cozy seating area are surrounded by decorative Moroccan rugs, with colorful accents on the walls and large windows providing views of the surrounding garden.
Place to stay in Santa Cruz
4.96 out of 5 average rating, 392 reviews

Luxurious 24’ Yurt in beautiful half acre garden

Nestled in the Santa Cruz mountains just 4 miles from the beach, 5 miles to Davenport and 9 miles from Santa Cruz (12 minutes by car) sits a magical Yurt situated in a beautiful private fenced half acre garden in Bonny Doon. Experience all that Santa Cruz has to offer then get away from the noise, traffic and bustle of the city and relax in this quiet and peaceful place situated above the fog line. Guaranteed to meet and likely exceed your expectations Dog, Child, and 420 friendly.

Top guest favourite
A hot tub is positioned under a wooden gazebo, surrounded by lush greenery and tall trees. A colorful hanging chair is visible nearby, inviting relaxation. The outdoor space features a patterned area rug, and the sound of nature creates a tranquil ambiance.
Cabin in Soquel
5.0 out of 5 average rating, 232 reviews

Coastal Redwood Cabin | Hot tub | Private Creek

Welcome to our cozy cabin nestled in the serene beauty of the Santa Cruz Mountains! Escape the hustle and bustle of everyday life and immerse yourself in the tranquility of towering redwoods surrounding our charming studio-style cabin. Whether you're seeking a peaceful getaway or craving an adventure-filled retreat, our cabin offers the perfect balance of relaxation and excitement. Follow us @thecoastalredwoodcabin We welcome one small pet (dogs only) to join in on the fun!

Superhost
The exterior of the treehouse features a blend of wood and corrugated metal, complemented by large windows that invite natural light. Surrounded by towering redwoods, the structure rests on stilts, showcasing its unique height and connection to nature.
Treehouse in Los Gatos
4.83 out of 5 average rating, 431 reviews

Magical Tree House

Nestled in a cathedral of Old Growth Redwoods on 72 acres of the Santa Cruz Mountains, this Treehouse is one of a kind, for the quiet, nature loving adventurers . Lofty ceilings and solar string lights. oak spiral staircase leads you to your "nest", a queen sized bed with fresh linens and pillows provided. Down stairs is a tiny porch with bistro dining set for sipping wine from a local winery as you gaze out at the moonlit pond and meadow, the dappled light in the trees.

Top guest favourite
Cabin in Los Gatos
5.0 out of 5 average rating, 25 reviews

Sunwoods Mtn. House

Escape to Sunwoods Mountain House, a historic 1000 sq ft. cabin gut-renovated into a unique wellness sanctuary in the California coastal redwoods. Just 10 mins to Los Gatos & 20 mins to Santa Cruz. Unwind in the traditional sauna, spa shower, or on the wrap-around deck with fire-pit. Features a full kitchen and dining area as well as a dedicated WFH space with high-speed WiFi. The perfect basecamp for cycling, dining, wine tasting, hiking, Silicon Valley & Santa Cruz.

Superhost
A round dining table is set for four, featuring red placemats and white dinnerware. Glasses are positioned beside each plate, and stylish utensils are arranged on either side. The wooden chairs are designed with a light finish, complementing the warm tones of the table.
Guest suite in Los Gatos
4.84 out of 5 average rating, 263 reviews

Mountain Gem - $1M VIEW

We are offering a 1-bedroom apartment on the lower level of a 2-unit house. It is located in a very beautiful place and has a huge balcony with a million-dollar view of the Santa Cruz mountains. Close by 17 highway, which can take you to Los Gatos in 10 minutes, and Santa Cruz - in 20. Great for Bay Area business travelers. Ideal for Santa Cruz beach vacationers. 15 minutes to gorgeous nearby wineries. Got everything one needs for a super stay.

Top guest favourite
A cozy living area features two leather sofas positioned around a rustic coffee table. Natural light filters through large windows, illuminating the space. A rocking chair adds a touch of charm beside an accent lamp, and a soft area rug adds warmth to the flooring.
Guest house in Los Gatos
5.0 out of 5 average rating, 172 reviews

Orchard Cottage in convenient countryside location

Orchard Cottage is a newly refurbished historical home in a rural neighborhood 10 minutes from downtown Los Gatos. Lots of wildlife and beautiful scenery make this location in the Santa Cruz Mountains a peaceful retreat from city life. Enjoy your private deck and yard or visit our ducks for a mini-farm experience. Lots of nearby hiking and wineries, and only 25 minutes to Santa Cruz beaches. Please contact me with any questions!

Top guest favourite
Chalet in Los Gatos
5.0 out of 5 average rating, 12 reviews

Luxurious Poolside Chalet in Los Gatos

Enjoy this Tuscan inspired chalet perfect for entertaining or relaxing. Carefully curated with unique architectural accents, this space is one that shouldn't be missed. The one-bedroom open concept guest house has all the modern conveniences of home, nestled between two vineyards, organic gardens and manicured landscape. Enjoy the pool and spa just steps from your accommodations.

Popular amenities for Lexington Hills holiday rentals