Vacation rentals in Ramona

Guesthouse in Rancho Bernardo

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.

4.91 out of 5 average rating, 763 reviews

Hilltop cabin retreat with lake & mountain views

Rustic hilltop cabin overlooking Lake Hodges. Surrounded by open canyons & mountains, you will feel like you're a million miles away from everything as you take in the views from the cabin, deck or the outside shower, swim in the saltwater pool, or relax by the fire bowl. A short walk to lake with boating, fishing & miles of hiking/mountain biking trails. Property offers swimming pool, fire bowl, and shaded arbor. SD Zoo Safari Park, wineries, breweries, & ocean beaches all within easy reach.

5 out of 5 average rating, 153 reviews

The image captures a serene sunrise view over verdant hills and a golf course. A stone pathway leads through lush landscaping, while a planter with vibrant yellow flowers adds a pop of color in the foreground. The tranquil atmosphere reflects a peaceful retreat.

Guesthouse in Escondido

Infinity Poolside Apt. In San Diego Wine Country

150 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.

4.9 out of 5 average rating, 134 reviews

Two modern tiny cabins are nestled among tall evergreen trees, surrounded by the expansive vineyard landscape. Large picture windows allow for ample natural light, while Adirondack chairs are positioned outside for guest relaxation. The soft hues of twilight can be seen in the sky, enhancing the serene setting.

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, 378 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!

4.92 out of 5 average rating, 357 reviews

The casita is viewed from a pool, reflecting its Spanish ranch style architecture and surrounding greenery. Warm evening lights adorn the exterior, enhancing the inviting appearance of the home, while the tranquil water surface captures the serene atmosphere.

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.

4.99 out of 5 average rating, 136 reviews

A spacious living area is showcased, featuring a large sectional sofa complemented by a textured throw. Bright cabinets and modern appliances define the kitchen space. Glass doors allow natural light to fill the room and provide access to a scenic outdoor deck.

Home in Julian

Private Getaway - Breathtaking Views

Discover the Julian Ridgetop Retreat, a private haven with breathtaking panoramic views. 🔸Wake to stunning Salton Sea sunrises from your bed 🔸Unwind in the hot tub under starry skies. 🔸Immerse yourself in nature with nearby trails and adventures 🔸Enjoying year-round comfort with central AC/heat. 🔸Explore historic Julian's charms—apple orchards, wineries, and quaint shops—just minutes away. 🔸Book now and receive our exclusive local guide for an unforgettable mountain escape.

4.96 out of 5 average rating, 114 reviews

Two Great Danes are positioned on a rocky surface, showcasing their distinct coats—one is black with brindle patterns, and the other is predominantly white with black spots. The backdrop features layered rock formations under a clear blue sky.

Home in Ramona

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, 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, 125 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.

4.89 out of 5 average rating, 103 reviews

Earthen home in Ramona

✶Earth's Song✶ Spacious Enchanting Nature Hideaway

Unique eco-friendly straw bale home built with love & a reverence for sustainability. Located in a secluded & private valley, you'll be surrounded by huge boulders, oak trees, occasional deer & songbirds. Features include interior thick red clay walls; 8 window seats; 3 bdrms incl. master suite w/ private balcony overlooking natural sanctuary; loft sleeping nook w/ twin bed; fully equipped kitchen; living room; desk nook; inside & outside dining & garden patio.

4.84 out of 5 average rating, 122 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*

Vacation rentals for every style

Get the amount of space that is right for you

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Popular amenities for Ramona vacation rentals

Self check-in

Gym

BBQ grill

Laptop-friendly workspace

Wifi

Other great vacation rentals in Ramona

5 out of 5 average rating, 99 reviews

Camper/RV in Ramona

Luxury RV-edge of Cleveland Nat'l forest

VictoriaRating, 5 stars4 weeks ago

It was a beautiful, serene location that is perfect for some time away from the city! I highly recommend staying here, I’ll be visiting again!

4.81 out of 5 average rating, 57 reviews

A serene exterior view of the property showcases lush landscaping with various plants and rocks, framed by tall trees. The home is warmly lit from within, with a wooden deck inviting guests to enjoy the tranquil surroundings at dusk.

Home in Ramona

Peaceful and Gorgeous Oasis

DeborahRating, 5 stars3 weeks ago

Jayasree’s place was lovely. The bed were so comfortable with the best pillows ever. Every detail has been thought of. It is absolutely peaceful, we all slept so good. Kitchen is stocked incredibly well with very nice items. Plenty of towels, extra blankets and pillows. The patio is stunning and a great place to relax at the end of the day. Best stay and will definitely be back again! In fact, we talked about making this a yearly trip because we loved the home so much. Thank you.

5 out of 5 average rating, 31 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

kris Rating, 5 stars2 weeks ago

Only met Elaine she was great. The house had all needed items and was a cute little place. We had a wonderful time.

4.87 out of 5 average rating, 126 reviews

Camper/RV in Ramona

Harley Davidson Glampling / Kids Play Area/Hot Tub

EstherRating, 5 stars1 month ago

This was my first experience staying in an RV. I was very satisfied with the amenities and the roominess inside. I would definitely do this again. The location was very peaceful. Close to town for groceries, fast food and restaurants.

5 out of 5 average rating, 102 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!

EricRating, 5 stars3 weeks ago

We had a wonderful time relaxing on the property. It was cozy, clean, and quiet. One of the best parts about the place was that it didn’t have a TV — we wound down with a drink and a book on the deck as the evening cooled off and the stars slowly lit up. It’s a great location if you want to visit wineries, but make sure you check their hours of operation as some are only open on the weekends.

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!

ElizabethRating, 5 stars1 month ago

We had a wonderful stay at the farm! There was plenty of room for the whole family, and we enjoyed spending time with the animals. We would definitely stay here again!

4.86 out of 5 average rating, 113 reviews

Camper/RV in Ramona

Vintage Airstream w/ Farm Experience & Jacuzzi

JesseRating, 5 stars2 weeks ago

Amazing host, beautiful property. Camp Kitty, Alpacas, quiet and serene. loved it!!