Family-friendly holiday rentals in Ramona

Cranberry Cabin

Enjoy the lovely setting of this romantic cozy cabin on the top of the mountain. A basecamp ready for your Palomar adventures. This is a tiny home, 19' x 11' (the bedroom is 11x11ft). Max sleeping capacity: 2 adults and one child under age 5. No AC. Valley views are from guest accessible property, not directly from the cabin porch. Max 2 dogs stay free - disclose bringing them. $100 cat cleaning fee on top of our $50 cleaning fee, and we will charge $200 if you fail to disclose your cat(s).

Harley Glampling/Hot Tub/Kids Play/Privacy Fence

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

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.

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.

The little Farm stay

Escape to our charming two-bedroom farmhouse and experience the relaxing life outside the city. Enjoy a complementary Farm Basket with your stay. When booking, ask about our Horse Experience. Where you can feed pet, and groom our horses for an Additional fee. Horse experience must be made in advance, no last minute bookings. 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.

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.

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.

Lazy Y Guest Ranch Jacuzzi, stars, peace and quiet

The jacuzzi, AC and heat are all in working order. A million stars and no cars at 4200’ elevation. Stay in a 25' renovated 1990's trailer with AC and a 280 sq ft covered deck with misters and fan, propane grill and PRIVATE JACUZZI! Dedicated WiFi bridge insures solid connectivity. Fresh air, no crowds, nice local trails. Local wineries and restaurants are tasty. Wifi is great. TV with Roku indoors; bluetooth speakers on the deck, and cows in the pasture. It’s a peaceful get-away!

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 .

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.

Glamping Country Getaway With Farm Animals

🤠Adventure awaits on this ranch getaway, where the love of all things nature & animals is a must! This is a "hands on" farm experience. Stroll the property visiting the free range; 🐷🐐🐴🫏🐮, ostriches, ranch 🐶 & more! 🚜 We are a working ranch in collaboration w/ Right Layne Foundation. Many of our animals are, relinquished, adopted & rescued, we work closely w/ the IDD community to offer an outdoor reset. Come stay, explore & fall in love with the magic of ranch life!

Luxury RV- Edge of the Cleveland Nat’l Forest

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!