Vacation rentals with a pool in Ramona

Guesthouse in Escondido

Infinity Poolside Apt. In San Diego Wine Country

Gorgeous and peaceful poolside apartment on stunning French estate Domaine Au Soleil. Amazing sweeping views of wine country on the 14th green of a golf course with full access to the estate pool, spa, covered parking, EV charger w/private European park. Walk through the private entrance French doors and you will find a large fully equipped private luxury suite with a Kitchen, Sitting Room, Bathroom, Steam shower/Sauna and bedroom with luxurious robes, linens and towels. Perfect Guest Reviews

Aug 26 – Sep 2

Cottage in Pauma Valley

The Cottage at Quixote Farm

Our farmstay has been described as as a "European getaway" without the jet lag or time commitment. Quixote Cottage is a small private cottage overlooking a 15-acre citrus grove on our very remote 130 acre family ranch on a hillside overlooking Pauma Valley. At 1800 feet above sea level, we enjoy temperate seasons. We share our family farm for agri-tourism as a way to offset water costs for running a farm. It’s our hope that you will feel revived and replenished during your time here . Welcome!

Apr 19 – 26

Guesthouse in Poway

⭐️Garden studio guesthouse, resort living with pool

Come relax in this unique and tranquil pet-friendly garden getaway located in a gated community near the heart of Rancho Bernardo and bordering San Diego’s top-rated Maderas Golf Club. Steps away from some of the best hiking trails in San Diego County Tempur-Pedic Queen, full-size couch and crib. Fully appointed kitchenette. Outdoor cooking area (Weber/Green Egg grills). Pool and spa with child-safe fence. Outdoor sitting areas with wood and gas fireplaces. 550 sqft, 1+ acre fenced yard

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.

Feb 18 – 25

Farm stay in Santa Ysabel

Adobe Acres Ranch House

Behind the gates of our modern adobe ranch house is your private oasis while still being steps away from the vibrant but quaint little town of Wynola. Just minutes from Main Street Julian + walking distance to Julian Station with food, Julian Hard Cider, and antique shops. Skip the pie lines in Julian-- walk out your front door to get your goodies at our across-the-street neighbor, Mom's Pie! Combine it with our private Adobe Acres Ranch Casita for the ultimate private mountain retreat!

Aug 25 – Sep 1

Tiny home in Ramona

Ramona Wine Country Cabins Near San Diego

This Tiny Cabin is located on beautiful 8 acres in Ramona Wine Country. Walking distance to Turtle Rock Ridge winery and many more nearby. 600 acre open space preserve next door with miles of trails. Enjoy a pool in the summertime. Forever views to enjoy from your private patio area. Comfy queen size bed in the loft (remote control stairs)Refrigerator, freezer, microwave and coffee pot. Only 45 minutes from downtown San Diego and within an hour from all areas of San Diego County.

Feb 19 – 26

Camper/RV in Aguanga

10 Acres: Near Wineries,Pool, Views, Temecula

Escape to nature's embrace at EVO RV — a Dog Paradise. Relish 10 acres, a fenced haven with views, pool, BBQ, fire pit, and bocci ball. Cherish our new trailer with a deck. For wine lovers, we're 15 mins from 50 Temecula wineries! Delight in star gazing, horseback riding, balloon rides, gliders, olive oil farm visits, golf, and hiking. Savor aquifer well water! Exclusively for ADULTS; well-behaved dogs welcome with $50/pet fee. Welcome to Ranch Life Getaway.

May 15 – 22

Farm stay in Ramona

Rustic, country farmstay w/fresh eggs & animals!

This space, formally a working barn, was remodeled into an amazing, one-bedroom home, meant to be enjoyed by couples and small families looking to make incredible memories. Every detail was thoughtfully crafted to create an experience that caters to those deserving of a destination escape in a country-like setting, yet close enough to all of San Diego's local attractions. There is so much to do nearby this winter..ice skating, shopping, wine/craft beer.

Mar 28 – Apr 4

Home in Ramona

Wine Country Retreat - Tranquility Hottub/Views

Take the back roads scenic drive 50mins up the hill from San Diego and enjoy some much needed quiet and comfy tranquility. Our place is right in the heart of San Diego Wine Country. It's a rather well appointed place situated on 10 private acres that overlooks expansive green space. With only few neighbors in any direction, you can either sleep with the windows open and wake early to roosters crowing, or close the windows and sleep quietly til Noon.

May 18 – 23