Holiday rentals in Ramona

Campervan/Motorhome in Ramona

4.87 out of 5 average rating, 126 reviews

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

4.8 out of 5 average rating, 111 reviews

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, 132 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.

4.97 out of 5 average rating, 832 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.

4.83 out of 5 average rating, 183 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.

4.96 out of 5 average rating, 113 reviews

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, 131 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 .

4.96 out of 5 average rating, 124 reviews

Guest house 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.

Campervan/Motorhome in Ramona

4.86 out of 5 average rating, 112 reviews

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, 190 reviews

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, 122 reviews

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, 143 reviews

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 holiday rentals

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Pool

Free parking on premises

Air conditioning

Other great holiday rentals in Ramona

5 out of 5 average rating, 65 reviews

Tiny home in Ramona

Country cottage in Ramona near Potato Chip Rock

SkylerRating, 5 stars1 week ago

We absolutely loved the tiny barn! It was perfect for a couples getaway. Ty and Betsy were amazing hosts, and it was a beautiful spot to stay for a weekend. Lovely to bring our dog, they had dog beds and bowls available that made it super easy to have her. Beautiful yard to run around in. All of their recommendations were lovely, and they were so kind and communicative. Went above and beyond any hosts I’ve had before! The bathroom had several well stocked items that we really appreciated.

4.76 out of 5 average rating, 55 reviews

DragonTree- A Place to Slow Down

WyndiRating, 5 stars1 month ago

Stacy’s listing was perfect, private and personal. It provided us with everything we needed and the views and peace was everything. We plan to return.

Tiny home in Ramona

4.86 out of 5 average rating, 477 reviews

Wind n Tail Ranch Tiny House Homestay

MarinRating, 5 stars1 week ago

I had a wonderful experience staying here! Lovely place with everything you could need inside, and an amazing patio with an unbeatable view. We had peacocks and alpacas to greet us almost every morning! Only 15 min from downtown Ramona which has some super cute shops and restaurants. Wendy was a great host- very kind and responsive. Was very hard to leave, I hope to come back one day!

5 out of 5 average rating, 62 reviews

Tiny home in Fallbrook

Summit Cabin on the Rocks

TedRating, 5 stars2 days ago

Summit Cabin on the Rocks was awesome. High on the hills above Fallbrook, the tiny home feels wonderfully private yet is still a quick drive to town, and only an hour from San Diego. The property is cleverly laid out: an airy open-plan tiny house, well equipped outdoor kitchen that we fully utilized, and a couple of very special outdoor spaces with amazing views. It's an idyllic setting for connecting with nature, unplugging and recharging. Communication with Christopher was prompt and friendly; check-in was simple, as was check-out. If you’re looking for a peaceful, design-forward retreat with five-star hospitality, book this tiny house.

Campervan/Motorhome in Ramona

4.95 out of 5 average rating, 41 reviews

The RV Stay

JavierRating, 5 stars3 months ago

Just a wonderful host and anyways attentive. Close to amazing hikes and trails.

4.94 out of 5 average rating, 65 reviews

Home in Julian

Luxury Julian Home with Deck, Soaking Tub & Views

Jeanne NoheaRating, 5 stars1 week ago

10 out of 10 I loved every detail of this home from the moment I drove up. stunning views and immaculate home. I definitely will be back. Alyssa was so kind, prompt and such an amazing host. I surprised my boyfriend with this stay and he was in total AHHH and can't stop talking about it. Thank you again Alyssa for sharing your beautiful home. We definitely will be back. Jeanne Nohealani

4.81 out of 5 average rating, 16 reviews

Cozy Country Bungalow

AvaRating, 5 stars1 month ago

The Airbnb was private and had everything we needed while traveling. The town was about an 8 minute drive away with local bakeries, diners, and cute antique shops. The scenery was beautiful when driving from the Airbnb to San Diego and even made the drive feel shorter due to the sights.