Family-friendly vacation rentals in Ramona

4.87 out of 5 average rating, 135 reviews

A vibrant camper is positioned on a grassy area with a sunset backdrop. A retractable awning provides shade over a picnic table. Nearby, outdoor seating and a BBQ grill are arranged, creating an inviting space for gatherings surrounded by nature.

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

Tiny home in Palomar Mountain

A cozy cabin exterior is shown, featuring a covered porch with a sturdy railing. The structure is painted in warm red with green accents, blending with the natural surroundings. Soft lighting emanates from the windows, hinting at a welcoming interior.

4.94 out of 5 average rating, 158 reviews

Cranberry Cabin

Enjoy the lovely setting of this romantic cozy cabin on the top of the mountain. Newly updated and ready to be your basecamp for the 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. 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). I'm highly allergic to cats and so might be other guests.

4.91 out of 5 average rating, 146 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.

4.96 out of 5 average rating, 374 reviews

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

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.

4.95 out of 5 average rating, 129 reviews

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.

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, 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.

4.98 out of 5 average rating, 127 reviews

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

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.

Superhost

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, 188 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.

5 out of 5 average rating, 149 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, 136 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.

4.92 out of 5 average rating, 309 reviews

A rustic outdoor area is equipped with wooden Adirondack chairs featuring turquoise cushions, arranged around a stone fire pit. In the background, a travel trailer is visible, surrounded by free-range goats and trees, illustrating the ranch environment.

Camper/RV in Bonsall

Country Getaway - Glamping & Friendly 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!

4.93 out of 5 average rating, 200 reviews

The tent is set on a wooden deck with two rustic chairs positioned in front. The structure features a conical roof, made of light fabric, and an open entrance that reveals a cozy interior. Natural surroundings are visible in the background.

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

Popular amenities for Ramona family-friendly rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

The exterior of the house features a neutral green façade with a welcoming entrance. A large garage with double doors is visible. Flower beds with blooming plants add color to the entrance, while a decorative wheel enhances the rustic charm of the space.

4.94 out of 5 average rating, 121 reviews

Lake View Retreat in Ramona

4.99 out of 5 average rating, 295 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

Camper/RV in Valley Center

An outdoor deck features comfortable seating with cushions, a fire pit, and a hot tub, all set against a colorful sunset sky. A teepee-style day bed and decorative plants enhance the serene atmosphere, while the Airstream stands nearby, blending nature with comfort.

4.94 out of 5 average rating, 230 reviews

Airstream Glamping!Jacuzzi, BBQ & Chill!

Tiny home in Murrieta Hot Springs

A relaxing deck area features a comfortable lounge chair and a side table set against a backdrop of a sunset. A dog rests peacefully on the wooden floor, enhancing the serene atmosphere. Natural materials frame the deck, complementing the surrounding forest scenery.

5 out of 5 average rating, 139 reviews

Bluebird Tiny House Forest Retreat

4.95 out of 5 average rating, 237 reviews

A stunning sunset is captured over a serene landscape, with the sun dipping below the horizon. Soft hues of orange and pink dominate the sky, reflecting on the water's surface. In the distance, the outline of an island is visible against the ocean.

Guesthouse in Jamul

Retreat house. Nature, Hot Tub, Views!

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.

4.99 out of 5 average rating, 117 reviews

The Dell, a relaxing country estate in Ramona.

4.94 out of 5 average rating, 382 reviews

A spacious studio is shown with warm wood flooring and white walls. A large window offers garden views, while a queen bed and a fold-down sofa bed provide sleeping options. A cozy workspace is positioned nearby, with a desk and chair, enhancing the room's functionality.

Guest suite in Escondido

Cozy Hilltop Garden Studio w/ City Views & Jacuzzi

4.98 out of 5 average rating, 227 reviews

An outdoor gazebo features a hot tub beside a small table and chairs. Lush greenery and plants surround the space, creating a private atmosphere. The patio is laid with pavers, enhancing the inviting environment for relaxation.

Home in Escondido

Gated Estate-Guest House-Private Backyard-Hot Tub!

Family- and pet-friendly home rentals

4.87 out of 5 average rating, 322 reviews

A warm bedroom features a vibrant patterned quilt draped over a spacious bed. An antique wood-burning stove stands against a brick wall, while a mirror and small desk occupy a corner near a window that allows natural light to fill the space.

Cabin in Julian

Little Pine - Cozy Couple's Retreat

4.93 out of 5 average rating, 182 reviews

A bright and welcoming facade of the Mariposa Farmhouse showcases a sunflower wreath on the door. Outdoor seating in vibrant yellow adds a cheerful touch, while a cozy sleeping area features a patterned bedspread and decorative pillows, creating a comfortable retreat. A friendly goat appears nearby, highlighting the farm's charm.

Home in Alpine

Come Rest at Our Hobby Farm | Family/Pet Friendly

4.94 out of 5 average rating, 316 reviews

Camper/RV in El Cajon

Retro Fun, S'mores & Smiles in Bettie Blue

4.94 out of 5 average rating, 335 reviews

A charming green building with a terracotta roof is surrounded by lush greenery and mature trees. The outdoor space features a patio area with seating and various potted plants, offering a peaceful retreat in a natural setting.

Apartment in Pine Valley

Norwegian Woods

Cabin in Palomar Mountain

4.99 out of 5 average rating, 112 reviews

Cedar Crest

4.97 out of 5 average rating, 446 reviews

An aerial view captures a secluded cabin nestled among dense trees and shrubs, showcasing a winding dirt path leading to the entrance. The landscape is dotted with varying shades of green and subtle hues, highlighting the natural beauty of the surrounding wilderness.

Cabin in Julian

VIEWS! Top of Mountain CABIN on 40 Acres Pets ok

4.99 out of 5 average rating, 171 reviews

The studio features exposed wooden beams and a spacious layout. A queen bed is positioned against the wall, while two comfortable chairs are set nearby. A well-equipped kitchen area with appliances and a counter is visible, alongside a door leading to the patio.

Tiny home in La Mesa

Townhouse - Private Yard, La Mesa Village

4.93 out of 5 average rating, 295 reviews

A wooden pergola provides shade over a paved patio area, with a covered seating option nearby. The blue tiny house is visible in the background, surrounded by greenery and trees. A pathway leads to the house, enhancing the natural setting.

Tiny home in Julian

Cozy Tiny House Retreat - 4 Minutes from Village

Family-friendly home rentals with a pool

4.96 out of 5 average rating, 388 reviews

The studio features a spacious bed with decorative pillows, complemented by a cozy throw. A light-colored dresser and a small TV are positioned against the wall, while a mini kitchen area with a microwave and mini fridge is visible. A soft red rug adds warmth to the space.

Guesthouse in Vista

Studio Chalet in the Hills of Vista

Guesthouse in Rancho Santa Fe

An inviting outdoor space features a swimming pool surrounded by decorative rocks and comfortable seating. A covered dining area is equipped with a large table and multiple chairs, complemented by lush greenery and palm trees in the background, providing a sense of relaxation.

4.94 out of 5 average rating, 176 reviews

Posh Guest House ~ Pool, Spa, Pickleball & Tennis

4.99 out of 5 average rating, 134 reviews

Two red Adirondack chairs are positioned under a covered patio, facing a serene backyard with a pool. Lush greenery surrounds the area, creating a tranquil atmosphere. A BBQ room and various seating arrangements are visible beyond the pool, enhancing the outdoor retreat experience.

Guesthouse in La Mesa

Private 1 BR Paradise retreat

5 out of 5 average rating, 100 reviews

A cozy sleeping area features wood paneling, a spacious bed covered with soft blankets, and a television mounted above. Natural light enters through a covered window, while decorative items, including a lamp and board game, are neatly arranged nearby.

Tiny home in La Mesa

The Tiny Helix

4.9 out of 5 average rating, 105 reviews

A comfortable living area features a dark sofa and a large ottoman atop patterned tile flooring. Framed artwork adorns the walls, and a modern kitchenette is visible in the background. Natural light enters through sliding glass doors, providing a view of the outdoor space.

Guesthouse in Escondido

Secluded Casita in Wine Region

4.95 out of 5 average rating, 118 reviews

A clear pool is framed by a spacious patio, featuring lounge chairs and a shaded gazebo. Lush greenery surrounds the area, complemented by nearby covered seating. The inviting blue water reflects the sky and provides a relaxing outdoor space.

Guest suite in Lakeside

Noonan's Nest

5 out of 5 average rating, 196 reviews

An outdoor seating area is nestled under a large tree, featuring comfortable wicker sofas with light cushions. A rectangular coffee table is surrounded by small, matching stools. Sunlight filters through the leaves, illuminating the space, and a wooden deck extends in the background.

Cottage in Pauma Valley

La Casita at Quixote Farm