Vacation rentals in Ramona

4.81 out of 5 average rating, 118 reviews

A wooden deck features a soaking tub, surrounded by a potted plant. Large windows allow natural light into the cabin. The rustic landscape is visible in the background, providing a serene outdoor setting.

Cabin in Ramona

Wine Country Cabin Near San Diego - Private

Kick back and relax in this private cabin on 9 acre ranch. It’s a true get away. Come enjoy all the amenities including: Queen bed, full kitchen/bath, spa shower, 9 acres of private trails, intentional spaces, majestic views and a huge deck with a soaking tub to cool you in the summer (June - October). New A/C and heating. Enjoy a 5 minute walk to Milagro Winery and return to Littlepage for the amazing sunset. Or venture 15 minutes to the towns of Ramona, Julian or San Ysabel. Book Now!

4.91 out of 5 average rating, 139 reviews

A modern interior features a cozy loveseat and coffee table, complemented by a soft throw on the spacious bed. Large windows offer views of the vineyard, while an electric fireplace adds warmth. Soft natural light filters through, creating a serene environment.

Cabin in Ramona

Modern vineyard cabins in Ramona

Travino, a unique luxury vineyard glamping concept, is located in the beautiful Ramona Valley, just 40 min from San Diego! Named for winemaker’s favorite grapes Malbec and Syrah, our modern tiny cabins allow guests to wake up to beautiful views of the vineyard, offering the perfect escape from the city! Enjoy the opportunity to walk to the on-site vineyard tasting room or take a short drive to many other vineyards, great hiking trails, golfing, local restaurants, boutiques and shopping center.

4.95 out of 5 average rating, 380 reviews

A remodeled barn home is set amid a vibrant country landscape, featuring light-colored exterior walls and a welcoming porch. A garden area is visible beyond a rustic fence, complemented by surrounding trees and open skies, suggesting a serene outdoor space.

Farm stay in Ramona

Newly re-imagined space. Fresh & bright. Eggs too!

This space, formally a working barn, was remodeled into an amazing, one-bedroom home. Every detail was thoughtfully crafted to create an experience that caters to couples deserving of a destination escape in a country-like setting, yet close enough to all of San Diego's local attractions. We just completed a mini remodel with newly inspired spaces that include the living room with new furniture and a cozy reading nook and all new linens for both the bedroom and bathroom. Come see the changes!

4.93 out of 5 average rating, 360 reviews

The casita is illuminated under a night sky, with the warm glow of string lights reflecting off the tranquil pool. The charming architecture features a second-floor window, while the inviting outdoor area showcases a blend of nature and modern design.

Guesthouse in Ramona

Cozy Spanish Casita w/ Mountain View in Ramona

Perfect getaway for wine lovers and hikers in this serene spanish ranch style casita with beautiful orchard & mountain views! Enjoy visiting Ramona's local wineries, hiking Mt. Woodson or Iron Mountain, swimming in the pool, stargazing, golfing, a day trip to Julian, or San Diego Wild Animal Park. The Casita has one private bedroom with a king bed and a cozy upstairs loft with a full bed located in a second room. Casita sits on top of a hill with the main house. Please read entire listing.

An open-concept living area is highlighted by high ceilings and large windows, offering natural light. A modern kitchen features wood cabinets and a white island, while a dining table with turquoise chairs accommodates several guests. A cozy seating area is visible in the background.

4.97 out of 5 average rating, 842 reviews

The Glass House - A Nature Retreat

Enjoy a unique retreat; 180 degrees of views from inside the home. Nestled at the end of a private road, our place is nearby great hiking and countryside wineries. The Glass House provides a magical space and nature retreat where individuals, couples, families and friends can gather together to re-connect with nature, each other, and themselves. The breathtaking mountain top views, the huge deck, hot tub, fireplace, and the open concept living space is unbeatable for the perfect getaway.

A rustic entrance to Elliott Pond Farm is framed by wooden fencing and trees providing shade. A sign adorned with a cow design and green grass welcomes guests, inviting them to explore the expansive farm area beyond. The dirt road extends into a serene landscape.

4.83 out of 5 average rating, 185 reviews

ENJOY A REAL FARM EXPERIENCE!

EXPERIENCE FARM LIFE! RESTORED OLD 3-BEDROOM 2-BATH FARMHOUSE ON 20 ACRES OF COWS, GOATS, CHICKENS, DUCKS! FEED THEM IF YOU LIKE. COLLECT EGGS FROM THE COOP AND PREPARE THEM IN THE OLD KITCHEN, RING THE TRIANGLE BELL AND DINE IN THE PASTURE! Stocked for breakfast, and since our farm is near town, a short drive for more groceries. Wi-fi. Netflix. Stay for a night or stay a month! Ramona offers antiquing, 3 excellent golf courses, 30 wineries, hiking, horseback riding, birdwatching.

A secluded hot tub is situated within a fenced yard, offering privacy and a serene space for relaxation. The area is bordered by wooden fencing, providing a cozy atmosphere. Nearby, the surrounding garden is visible, complementing the tranquil outdoor setting.

4.95 out of 5 average rating, 123 reviews

The little Farm stay

Escape to our charming two-bedroom farmhouse and experience the relaxing life outside the city. Enjoy watching our farm animals including Horses, Sheep, Pigs, Goats and two lovely Great Danes! Enjoy a complementary Farm Basket with your stay. Included in 2 night stays or more is a free farm tour, scheduled at booking. Sweet Heart Farms Sourdough is a popular local treat included in your farm basket, and available in our Farm Stand. This is not a wheel chair accessible property.

5 out of 5 average rating, 138 reviews

A spacious log cabin features a green roof and an expansive porch. Surrounding the cabin are grazing animals, including mini highlands and alpacas. Rolling hills and trees provide a natural backdrop, with mountains visible in the distance under a cloudy sky.

Cabin in Ramona

Red Tail Ranch

A custom Log Cabin, perched on top of 15 acres located just outside of Ramona.You have an open-air experience while still having all necessary amenities to feel at home.Step outside and be surrounded by green, rolling hills and tall trees.Interact with animals, and enjoy the outdoors.Evenings you can retreat inside, sit by the cozy fireplace, play a game of pool, or go sit under the stars . Come fall in love with animals like mini highlands, alpaca, emu, mini donkeys, and more .

4.96 out of 5 average rating, 130 reviews

A welcoming front porch with comfortable seating is situated beneath a covered roof. Hanging flower baskets add a touch of color, while the neatly manicured lawn frames the entrance. The exterior features a light blue siding with white trim, creating a calm atmosphere.

Guesthouse in Ramona

Adorable Hawaiian themed Guest House

Enjoy the quaintness of country living just 35 miles from San Diego. Ramona is the heart of San Diego's wine country; home to many boutique winery’s and vineyards. Our guesthouse will provide the perfect space to unwind and relax after sightseeing, beaching, or visiting the world famous San Diego zoo. Guest home has one bedroom with king bed, separate great room/kitchenette w/hide-a bed and a couch. Fire pit, large grassy play area with zip-line and a pool to cool off in.

4.87 out of 5 average rating, 119 reviews

The Airstream is illuminated at night, resting on a wooden deck adorned with string lights. A cozy seating area with chairs is provided, framed by softly lit pathways. Surrounding trees create a serene ambiance, with a fenced area visible in the background.

Camper/RV in Ramona

Vintage Airstream w/ Farm Experience & Jacuzzi

Join the royal court & stay in our 1975 Airstream Sovereign Land Yacht! Immerse yourself in a budding rescue ranch with pot belly pigs, horse, mini horse, mini donkey, alpacas, sheep, and tortoises, or take a romp on our 5 acres with lots of hidden gems to discover, or explore the many hiking trails nearby. You also have exclusive access to your own jacuzzi & 300sf deck! Our location is also unique because we are fully fenced in & an additional camper for more sleeping space!

5 out of 5 average rating, 100 reviews

A luxury RV is shown nestled among lush greenery, featuring a spacious wooden deck and a retractable awning. Colorful flowering plants are arranged in planters at the base, complementing the natural landscape. The sky above displays soft clouds drifting across a bright blue backdrop.

Camper/RV in Ramona

Luxury RV- End of Summer Sale

Scenic vistas and unique landscapes right outside the door! Nestled in the hills of San Diego, our luxury RV sits right on the edge of the Cleveland National Forest and is hiking distance from the famous Cedar Creek Falls. These hills host a wide variety of unique plant and animal life, like Laurel Sumacs, Yuccas, California Quail, and if you're lucky, you might even see a coyote or wild turkey. Book us today to experience a once in a lifetime opportunity!

4.82 out of 5 average rating, 138 reviews

A pool area is displayed, featuring a clear blue pool surrounded by lounge chairs and umbrellas. The backdrop includes rolling hills and greenery, providing a serene outdoor setting. The area is well-maintained, offering an inviting space for relaxation under the sun.

Hotel room in Ramona

One Bedroom Condo in San Diego Country Estates

San Diego Country Estates is nestled against the foothills near the quaint and historic towns of Ramona and Julian. Resort guests enjoy “The Good Life,” a perfect blend of active play and total relaxation with a variety of indoor and outdoor activities. A resort fee of $27.00/night is included in the total price shown on Airbnb. This fee covers parking, Wi-Fi, and access to on-site amenities. Please read through full House Rules prior to booking.

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Popular amenities for Ramona vacation rentals

Gym

BBQ grill

Laptop-friendly workspace

Wifi

Air conditioning

Other great vacation rentals in Ramona

4.99 out of 5 average rating, 277 reviews

An aerial view captures the A-frame cabin surrounded by lush greenery. Warm light spills from large windows, illuminating the interior. The expansive deck is equipped with loungers, inviting seating areas, and a built-in BBQ, showcasing a welcoming outdoor space for relaxation.

Cabin in Julian

Guesthouse in Rancho Bernardo

A scenic view captures lush hillsides and a calm lake under a clear sky, with a rainbow arching gracefully over the landscape. Green vegetation sprawls across the area, adding vibrancy to the tranquil scene.

4.91 out of 5 average rating, 780 reviews

Hilltop cabin retreat with lake & mountain views

4.93 out of 5 average rating, 55 reviews

Two chickens perch atop stacked bales of hay inside a rustic shed. The birds are distinctively colored, with one featuring dark plumage and the other a lighter shade. The interior, made of wooden panels, offers a cozy agricultural atmosphere.

Farm stay in Ramona

Farm Stay in Ramona

Cabin in Palomar Mountain

A cozy living area features rich wooden beams and rustic stone walls. Two leather couches are arranged around a natural stone fireplace, which serves as a focal point. Warm light fixtures provide gentle illumination, enhancing the inviting ambiance of the space.

5 out of 5 average rating, 173 reviews

The Wood Pile Inn getaway

A three-story home is viewed from the pool's perspective, featuring a spacious porch and stone accents. Solar panels are visible on the roof. Surrounding landscaping includes lush greenery and well-kept plants, complementing the inviting blue of the pool's crystal-clear water.

4.64 out of 5 average rating, 11 reviews

Boulder Family Retreat! W/Pool!

A spacious kitchen area features wooden cabinetry and a blue-tiled countertop that forms a kitchen island. The room is filled with natural light, showcasing stone accents and wooden beams on the ceiling. A dining area with wooden chairs is visible in the background.

5 out of 5 average rating, 112 reviews

The Dell, a relaxing country estate in Ramona.

5 out of 5 average rating, 36 reviews

A cozy exterior of a country home is presented, featuring a large arched window that allows natural light to fill the space. Wooden steps lead to a welcoming entrance. Decorative elements, such as vibrant artwork, add a touch of charm to the façade.

Tiny home in Ramona

Cozy Country Home