Vacation rentals in Ramona

4.87 out of 5 average rating, 126 reviews

Camper/RV in Ramona

Harley Davidson Glampling / Kids Play Area/Hot Tub

Disconnect from the world and enjoy a stay in this romantic and memorable 5 acre ranch located in San Diego's beautiful Ramona. This is a Harley-Davidson themed experience inside and out! This camper is equipped with everything you need to cook, BBQ, and have a great time surrounded by nature. Ramona also has many amazing winery's, hikes, Safari Park & horse trails. This stay includes Hot Tub, trampoline, kids playground, WIFI, AC/heat, BBQ grill, Solo Stove fire pit, picnic table, Smart TV's

4.81 out of 5 average rating, 113 reviews

A round soaking tub filled with water reflects the surrounding landscape and sunset. The deck is constructed of wood, providing a natural aesthetic, while greenery frames the view of the rolling hills in the distance.

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!

4.9 out of 5 average rating, 134 reviews

A modern tiny cabin is situated next to a lush vineyard, surrounded by gentle hills. The landscape is dotted with grapevines under a softly illuminated sky, creating a serene setting. Adirondack chairs are positioned outside the cabin, providing a place to relax and enjoy the views.

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, 379 reviews

An inviting open-concept living area showcases exposed wooden beams and a modern fan. A round dining table is set with place settings, while a comfortable sofa is positioned nearby. The kitchen features rustic cabinetry and ample natural light streaming in through large windows.

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!

4.97 out of 5 average rating, 835 reviews

A spacious deck is featured, showcasing wooden beams and a sloped ceiling. Comfortable seating arrangements, including light-colored cushions on wooden chairs, invite relaxation. A rustic table is positioned between the chairs, while lush greenery is visible in the background, enhancing the natural atmosphere.

Home in Ramona

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.

4.83 out of 5 average rating, 183 reviews

A small chick is being held gently in a person's hand, showcasing its fluffy yellow and black feathers. The chick's distinct crest and expressive eyes are prominently visible, suggesting a curious demeanor. The soft indoor lighting highlights the texture of the chick's feathers.

Home in Ramona

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.

5 out of 5 average rating, 133 reviews

Two highland cows are seen grazing near a pond, surrounded by lush green grass and trees. The cows display their distinctive long fur and horns in a serene outdoor setting, with a bright blue sky overhead reflecting the peaceful ambiance of the area.

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, 126 reviews

An outdoor seating area showcases a circular stone fire pit surrounded by dark wicker couches. String lights are hung overhead. Nearby, a dining table and chairs are positioned on the patio, while a rustic outdoor kitchen is visible against a backdrop of lush greenery.

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.

4.86 out of 5 average rating, 114 reviews

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!

4.92 out of 5 average rating, 192 reviews

A wooden picnic table is shaded by a large umbrella, positioned on a grassy area overlooking vineyards. A soft, warm light casts a gentle glow across the landscape, with hills visible in the background, creating a tranquil outdoor setting.

Tent in Ramona

Star Gazer Tent at Own Rooted Glamping

Own Rooted Glamping is located in the stunning Ballena Valley on the east side of Ramona. The glamp site overlooks Edwards Vineyard and is surrounded by the most stunning mountain views all around. Own Rooted Glamping is on 64 acres, which is private family owned, Please be respectful. The site is completely off-grid and 100% green natural energy. We are located near many attractions such as: Julian Historical Town: 17 min. Julian Pie Company: 10min Ramona: 15min

4.84 out of 5 average rating, 124 reviews

A ping pong table is set outdoors, with a red paddle and ball placed on its surface. Lush greenery and distant mountains create a serene backdrop, while a pool area is visible in the distance, surrounded by seating and trees.

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.

4.96 out of 5 average rating, 144 reviews

A couple is seen walking hand in hand along a stone pathway, surrounded by lush greenery and tall cacti. The bride's elegant white gown trails behind her, complemented by a delicate veil. The setting features a naturalistic garden arrangement, with varying textures from the stone and plants.

Farm stay in Ramona

Casa de Piedra (Stone House) - Winery Guest House

This unique and upscale straw bale-constructed guest house on winery grounds is filled with delightful surprises, from the stone-carved walls to the beautiful artwork and furnishings. The fantastic view from the deck includes our vineyards and a view of Iron Mountain. Located in the heart of wine country, there are many wineries, including our own, that you can visit in Ramona. *Children under 18, pets, and parties not allowed*

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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

4.91 out of 5 average rating, 767 reviews

A rustic sleeping area features a spacious bed with a patterned coverlet. Large windows provide natural light and views of the outdoors. A cozy armchair adds seating, while shelves display various decorative items. A mirror and soft lighting enhance the inviting ambiance.

Guesthouse in Escondido

Hilltop cabin retreat with lake & mountain views

4.95 out of 5 average rating, 43 reviews

A winding pathway is illuminated by soft lanterns, leading through a garden filled with lush greenery and scattered leaves. String lights hang overhead, creating a serene ambiance amid the trees. The rustic wooden railing provides a sense of safety along the path.

Guesthouse in Ramona

The Cottage at Mount Woodson.

Cabin in Palomar Mountain

A spacious outdoor deck is surrounded by tall trees, providing a natural setting. Two Adirondack chairs are positioned beside a wooden table and a circular seating area made from a barrel. A large umbrella offers shade, complementing the serene atmosphere.

5 out of 5 average rating, 163 reviews

The Wood Pile Inn getaway

4.97 out of 5 average rating, 116 reviews

Three sheep are positioned in a grassy field at sunset. A light purple and orange sky serves as a backdrop, while several farm structures are visible in the background, framed by trees. The sheep, with varying wool textures, offer a glimpse of rural farm life.

Home in Ramona

The little Farm stay

5 out of 5 average rating, 32 reviews

A cluster of unripe green tomatoes is seen growing on a sturdy vine. The leaves around the tomatoes are healthy and vibrant, showcasing a lush and thriving garden environment.

Tiny home in Ramona

Cozy Country Home

4.83 out of 5 average rating, 6 reviews

A farm store interior is visible, featuring a wooden counter with assorted goods displayed on top. Shelves hold various snacks and drinks, including a refrigerator filled with beverages. Rustic decor elements enhance the ambiance, while toys and playful items are arranged throughout.

Farm stay in Ramona

Happy Hens Farm

5 out of 5 average rating, 103 reviews

A well-equipped kitchenette features open shelves displaying glassware and dishware. Dark cabinetry contrasts with white subway tile and a large window allows natural light. Modern appliances, including a coffee maker and microwave, are neatly arranged, offering convenience for meal preparation and dining.

Farm stay in Escondido

Peaceful new Tiny Home on farm, steps to wineries!