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Holiday houses in Lake Ramona

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Top-rated holiday rentals in Lake Ramona

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Top Guest favourite
A green, manicured lawn is highlighted with a white gazebo and ornamental garden seating. Towering palm trees flank the scene, while a staircase leads up to a spacious home nestled in the background. Shadows create a gentle pattern on the grass from surrounding elements.
Guesthouse in Escondido
5 out of 5 average rating, 169 reviews

Infinity Poolside Apt. In San Diego Wine Country

168 Perfect 5.0 Reviews-Amazing views, peaceful and beautiful space in a wine country setting. A perfect setting to celebrate a special occasion and create memories. Amazing sweeping views of wine country, lake, golf course and mountains on the 14th green of a golf course with full access to the estate pool, spa, covered parking, EV charger w/private European park. Large luxury suite with a Kitchen, Sitting Room, Bathroom, Steam shower/Sauna and bedroom with luxurious robes, linens and towels.

Top Guest favourite
An inviting outdoor patio area features a small round table with chairs, set on a patterned rug. The vibrant red door of the cottage stands out amidst lush greenery and natural stone landscaping, creating a peaceful space for relaxation.
Tiny home in Escondido
4.96 out of 5 average rating, 142 reviews

Charming Cottage Retreat Steps from Lake Hodges

You will find this intimate and charming hideaway space, nestled in an oasis of greenery just minutes walk to beautiful Lake Hodges. Hiking trails in all directions. Your little cottage is a perfect space to relax and refresh. Extra bonus : We deep clean our cottage using environmentally conscious, non toxic practices. High end Ozone technology (kills 99.9% all bacteria) and Thieves cleaner ( aromatherapy ) We also use Eco friendly non toxic and allergenic laundry detergent and no perfumes.

Guest favourite
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
4.91 out of 5 average rating, 147 reviews

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.

Superhost
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
4.91 out of 5 average rating, 367 reviews

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.

Guest favourite
A cozy living area showcases a modern yet rustic design, featuring a large wooden table and comfortable seating. Warm lighting from pendant fixtures complements the natural wood accents on the walls, while a decorative fireplace enhances the inviting atmosphere.
Farm stay in Lakeside
4.96 out of 5 average rating, 374 reviews

The Outside Inn at The Tipsy Goat Ranch

Nestled near Iron Mountain, a popular hiking destination, and less than 16 miles from San Diego's pristine beaches and local attractions, enjoy all SD has to offer in a one-of-kind farm-to-beach experience. Immerse yourself in a rarely seen side of San Diego you won't find anywhere else. Based on adventure, wrapped in luxury, a deep love for nature and the creatures it inhabits (mini goats, alpacas, babydoll sheep, lop bunnies, and chickens), it'll be a tranquil getaway you'll never forget.

Guest favourite
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.
Home in Ramona
4.97 out of 5 average rating, 860 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.

Guest favourite
The tiny home is nestled among vibrant flowers and lush greenery. A rainbow arcs overhead, enhancing the cheerful exterior of the home, which features large windows and a welcoming porch. The surrounding landscape showcases a peaceful rural setting with gentle hills in the background.
Tiny home in Lakeside
4.98 out of 5 average rating, 129 reviews

Home at the Sanctuary

Welcome to our charming and eco-friendly tiny home located in between fruit orchards and an animal rescue in a serene rural setting. The perfect place to disconnect from the hustle and bustle of city life and immerse yourself in nature. Wake up to the sounds of birds chirping and the sight of our resident farm animals grazing in the pasture. Pick any of the ripe fruit from over 70 different fruit trees. Come experience sustainable living and succulent garden in our charming tiny home.

Guest favourite
A cozy seating area is presented with a brown leather couch and a light-colored armchair, accompanied by a rustic coffee table. A lamp casts soft light, illuminating a wall featuring a photograph and decorative items on shelving. A patterned rug adds texture to the space.
Farm stay in Escondido
4.99 out of 5 average rating, 115 reviews

Peaceful new Tiny Home on farm, steps to wineries!

This new tiny home sits on a beautiful ranch in the middle of citrus and olive trees, with a vineyard as part of your view. It is near the Safari Park, wedding venues and is walking distance to 4 wineries! The property is gated so guests feel safe and sleep peacefully in the quiet of the country. You will love the fresh fruit, farm animals, and tranquility of the location - all while only being 4.5 miles off the freeway. This space is excellent for couples, friends and solo adventurers.

Top Guest favourite
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
5 out of 5 average rating, 149 reviews

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 .

Top Guest favourite
A living room features a stone fireplace surrounded by light wood cabinetry. A television is mounted above, and a cozy seating area includes a dark sofa and wooden coffee table. Natural light enters through window coverings, and sliding doors lead to an outdoor space.
Home in Ramona
5 out of 5 average rating, 14 reviews

Wine Country Escape

Forget your worries in this spacious and serene space. Our rental is nestled in this 26 acre ranch, which is just minutes away from some of the best wineries (30+), golf courses (Mt. Woodson & San Vicente Golf Resort), hiking (Potato Chip Rock, Ramona Grasslands, Iron Mountain, Cedar Creek Falls), the world famous San Diego Zoo Safari Park and other outdoor activities that San Diego County has to offer.

Guest favourite
An outdoor hot tub is shown, set on a wooden deck, with views of rolling hills and vineyards in the distance. Trees frame the scene, while the sky displays soft pastel colors as the sun begins to set. A shaded seating area is visible nearby.
Campervan/RV in Ramona
4.99 out of 5 average rating, 127 reviews

CitrusDream - Jacuzzi / Views

CitrusDream might just be what you’ve been searching for. Step away from the stressers and busyness of urban life and stroll right into a new dream. Located 45mins up the hill from America’s Finest City, CitrusDream sits at 1900 feet of elevation where the air is nearly perfect. We’re situated on 10 private acres and have aimed to deliver a glamping experience you’ll remember for a lifetime.

Top Guest favourite
The exterior of a charming casita is highlighted with a terracotta tile roof and earthy stucco walls. Lush greenery surrounds the property, with stone pathways leading to the entry. A tall palm tree stands prominently against the clear blue sky.
Guesthouse in Escondido
4.97 out of 5 average rating, 87 reviews

Casita in the Vineyard. Privacy & Beauty combine.

Take it easy at the Art House, our unique and tranquil getaway. With a full kitchen, bath and laundry facilities you'll only need to enjoy your privacy. Only 7 minutes from the San Diego Safari Park. Numerous vineyards in the popular “Highland Valley Wine Country” some with live music and food within a 2 mile radius. Only 4 miles from Highway 15. See the stars, hear nature and relax.

Popular amenities for Lake Ramona holiday rentals