Holiday rentals with a pool in Ramona

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Top-rated rentals with a pool in Ramona

Guests agree: these homes with a pool are highly rated for location, cleanliness and more.

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Guest favourite

Guest house in Escondido

4.92 out of 5 average rating, 639 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.

15–22 Feb

£142 per night

Guest favourite

Guest house in Escondido

5.0 out of 5 average rating, 102 reviews

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

16–23 Jan

£265 per night

Guest favourite

Guest house in Poway

4.99 out of 5 average rating, 118 reviews

⭐️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

Guest favourite

Guest suite in Valley Center

4.99 out of 5 average rating, 222 reviews

Rural San Diego Area

Located in beautiful rural (inland), San Diego County. Minutes away from Harrah’s and several other casinos and San Diego Zoo Safari Park. Less than 1 hour to all San Diego attractions and Temecula wine country. Easy day trips to Hollywood, Disneyland, 6 Flags and Tijuana. Located on several acres with outstanding views - a tranquil environment. The suite is 2 bedrooms, bathroom and living room. You are free to enjoy the spaced shared with the owners that includes pool, patio, hot tub and BBQ

11–18 Sept

£99 per night

Guest favourite

Farm stay in Lakeside

4.96 out of 5 average rating, 287 reviews

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.

5–12 Jan

£214 per night

Guest favourite

Farm stay in Santa Ysabel

5.0 out of 5 average rating, 100 reviews

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!

2–9 Jan

£578 per night

Guest favourite

Home in Escondido

4.96 out of 5 average rating, 107 reviews

Luxury Retreat W/ Views: Golf, GameRoom, Pool, Spa

Get ready for an unparalleled luxury experience at our breathtaking 5BR/4BA Single Level estate. Stunning Views! As you step inside, prepare to be utterly mesmerized by the sheer grandeur of this extraordinary property. With its expansive open layout, an inviting infinity pool, a soothing hot tub, and a captivating entertainment area featuring bocce ball & putting course. Book now to savor gourmet home-cooked meals, enjoy games, and bask in the awe-inspiring luxury of SoCal living!

17–24 Nov

£650 per night

Superhost

Tiny home in Ramona

4.93 out of 5 average rating, 119 reviews

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.

18–25 Feb

£100 per night

Guest favourite

Tiny home in Escondido

4.94 out of 5 average rating, 226 reviews

Sunrise View Chateauette

Covid-19 vaccinations required. Located in picturesque San Pasqual Valley. Along with host and her husband, 3 friendly dogs & a dozen hens roam on this fully fenced 2 acre hobby farm & mini orchard. Infinity pool & hot tub w/ panoramic views of surrounding mountains. Minutes to historic Old Escondido, San Diego Safari Park, Stone Brewery, boutique wineries, trails and Lake Hodges. Mins to hwy, 30 minutes to San Diego, beaches and Airport. 25 minutes to Temecula wine country.

21–28 Sept

£90 per night

Guest favourite

Farm stay in Ramona

4.95 out of 5 average rating, 348 reviews

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.

2–9 Sept

£207 per night

Guest favourite

Home in Ramona

4.97 out of 5 average rating, 306 reviews

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.

18–23 May

£199 per night

Guest favourite

Guest suite in Valley Center

4.9 out of 5 average rating, 144 reviews

Hilltop Hideaway. Incredible Mountain Views

This quaint two story guest house comes complete with stunning Mountain View’s. Enjoy the beautiful sunset each night sipping on a glass of wine while lounging by the pool on a summer night. The space is a great couple getaway destination. The entire backyard pool area is designated just for you! I respect your privacy and will be available upon request.

25 Apr – 2 May

£98 per night