Places to stay near Callaway Vineyard & Winery

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Top-rated holiday rentals near Callaway Vineyard & Winery

Guests agree: these stays are highly rated for location, cleanliness and more.

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Top guest favourite
Tiny home in Fallbrook
4.99 out of 5 average rating, 142 reviews

Summit Cabin on the Rocks

Perched atop a miniature mountain with expansive views extending from the Pacific Ocean to the peak of San Gorgonio (highest mountain in SoCal), this concept cabin is like a disintegrated house spread across about a 1 acre area. The interior consists of a lofted queen size bed with a large skylight for stargazing, as well as a lounge space with an oversized leather sofa. The highlight of the cabin is the outdoor space. It features a cabana with a day-bed, bean bag, swing chairs, a kitchen, etc

Top guest favourite
A cozy red cabin is showcased with a covered porch and wooden steps leading up. Two black adirondack chairs sit on the porch, complemented by a small table. Large windows provide natural light, while surrounding oak trees offer shade and a serene setting.
Cabin in Temecula
4.99 out of 5 average rating, 179 reviews

Red Cabin Ranch Temecula Wine Country

Welcome to Red Cabin Ranch! Our cozy retreat provides natures serenity nestled in a 300 year old oak grove for the ultimate get-away-from-it-all experience in the true heart of wine country. We are a 3 minute drive to De Portola Wine Trail near Cougar and Masia de la Vinya and just steps to Estate Vinyard 2156 with exclusive tours available with its award winning vintner, upon request. Miles of walking & bike trails await or enjoy a leisurely swing in the shade & a friendly game of horseshoes.

Top guest favourite
A landscaped outdoor area is depicted, featuring curved pathways that guide the eye through lush green grass. Palm trees and various shrubbery provide a tropical feel, while decorative barrels add rustic charm to the space.
Farm stay in Fallbrook
4.94 out of 5 average rating, 205 reviews

Animal Lover’s Farm Stay Mini Donkeys & Alpacas

Escape to our bright, modern farmhouse retreat for 4-6 guests, minutes from local wineries. This pet-friendly home features stunning mountain views, a unique indoor-outdoor living space, and access to a working farm with friendly animals. Perfect for romantic getaways or a tranquil country escape, enjoy serene sunsets and the charm of farm life.Guests enjoy their own private backyard, separate from the common farm areas, creating a peaceful space to relax, unwind, or enjoy a private fire pit.

Guest favourite
Home in Temecula
4.98 out of 5 average rating, 109 reviews

Vineyard Vista | Modern • Renovated • Private

Follow us @vineyardvistavibes on i n s t a g r a m for a closer look at Vineyard Vista & Temecula Wine Country. Set atop a hillside overlooking the vineyards and mountains with a private pool, hot tub, multiple outdoor lounging spaces, and no immediate neighbors. Premium finishes and a modern Mediterranean aesthetic, you’ll enjoy a fully renovated, luxury home. 5 minutes to town in one direction and over 30 wineries in the other, with breathtaking views including our own private vineyards.

Superhost
A cozy seating area is featured inside the dome, with two chairs positioned by expansive windows that showcase a beautiful sunset. A soft rug grounds the space, and an outdoor deck is visible through the clear panels, offering glimpses of nature and seating options.
Dome in Valley Center
4.92 out of 5 average rating, 146 reviews

Sunset Dome

Our dome is a half-moon structure that features a king-size memory foam bed and an outdoor shower under a pepper tree, while the deck provides stunning views of the hilltop. We're located in a gated community close to all major attractions, and guests can enjoy beautiful sunsets, starry skies, ocean breeze, and bird watching (21 different kinds). The dome is 200 sqft with AC/heater, an outhouse (composting toilet), and outdoor showers, making it a perfect choice for glamping.

Guest favourite
The exterior of a Spanish-style home is highlighted at dusk, featuring a central fountain surrounded by olive trees and shrubs. The warm glow from outdoor lighting accentuates the architectural details, while the driveway leads towards a vineyard in the background under a vibrant sky.
Villa in Temecula
4.92 out of 5 average rating, 102 reviews

Serene Spanish Garden Villa on Vineyard

Enjoy your Temecula adventures from this centrally-located, luxurious and professionally-designed spanish masterpiece home, complete with quality finishes, chef's kitchen, wine cellar, valley views, lush garden, Cabernet Sauvignon vineyard encircling the home, and seasonal fruit orchard (fruit not always available). Inviting and unique outdoor seating areas with propane fire pit will invite you to enjoy our beautiful Temecula sunsets or observing the sunrise hot air balloons.

Top guest favourite
Home in Bonsall
5 out of 5 average rating, 116 reviews

Modern New Home •Quiet Escape with Panoramic Views

Discover a modern retreat set on Bonsall’s rolling hills, offering sweeping views, glowing city lights, and vivid fall/winter sunsets. This newly built open-concept home features floor-to-ceiling windows and a spacious deck ideal for taking in the breeze, sunbathing, or stargazing. Private, peaceful, and thoughtfully designed for families and friends. Secluded in feel yet minutes from freeways, Oceanside beaches, dining, shops, wineries, wedding venues, and Frontwave Arena.

Guest favourite
Camper van/Motorhome in Temecula
4.94 out of 5 average rating, 296 reviews

Blue Sunset Airstream

Craving a surge of vibrant vitality, profound inner peace, whispered stillness, and restorative serenity to nourish your soul? Indulge in your retreat at the 5 Aces haven, surrounded by the untamed splendor of an Indian reservation. 3 minutes to the Pechanga casino, 15-minute journey from lush wine country,and exquisite dining spots. Opt for the cozy charm of an Airstream or the whimsical allure of a treehouse, thoughtfully spaced about 70 feet apart across the grounds.

Guest favourite
The exterior of the home is showcased with warm lighting accentuating the porch area. A welcoming path leads up to the entrance, surrounded by landscaped gravel and shrubs. Lush trees provide a natural backdrop, complementing the serene atmosphere of the location.
Home in Temecula
4.95 out of 5 average rating, 296 reviews

Bella Vista Getaway on Private Vineyard with Spa

Beautiful three bedroom, two full bath home with keyless entry situated on four acres in the heart of Temecula Wine Country....the gateway to the Wine Trail. Views of our beautiful vineyard from every room of the home in an open floor plan with living room, dining room and family room. Enjoy our backyard with a barbecue/bar, fire and ice round table, additional outside seating and jacuzzi nestled up to our thirty year old pine trees. Riverside county permit # Rvc1902

Top guest favourite
The exterior of a charming structure is surrounded by desert landscaping, featuring a mix of greenery and rock features. Warm sunset hues fill the sky, and a welcoming porch is presented under a pitched roof. Outdoor seating and games are available nearby.
Guest house in Temecula
4.98 out of 5 average rating, 176 reviews

The Roadhouse Follow us at @roadhousewinecountry

The RoadHouse! A cozy, stylish spot smack dab in the middle of wine country. You can walk to many wineries from our location, really! Or stay on site and enjoy the private jacuzzi spa (always hot!), have a round of mini golf or just relax on the deck. Located on a fully fenced property The Roadhouse has everything you need for a fantastic wine country getaway. Don’t forget to get up early and check out the hot air balloons. They land outside our fence most days!

Top guest favourite
A spacious bedroom features a large bed with neatly arranged white linens and an accent pillow. A minimalist mirror stands against the wall, and natural light enters through the window, illuminating the warm-toned walls. The subtle separation between the sleeping area and an outdoor view is visible.
Guest suite in Temecula
4.99 out of 5 average rating, 396 reviews

Temecula Wine Country “The Cozy Tannin”

Welcome to The Cozy Tannin! Our property is perfect if you are looking for a quiet getaway in beautiful Temecula Valley Wine Country. We are on 2 1/2 acres in a gated property with views of Mount Palomar and the Calle Contento wineries. Also, you will be within a charming 5 minute Uber ride to over 15 wineries! NOTE: THE FIREPLACE IS INOPERABLE. GUESTS ARE MORE THAN WELCOME TO USE THE AREAS AROUND THE POOL BUT SWIMMING IS NOT ALLOWED DUE TO LIABILITY.

Top guest favourite
A covered outdoor area showcases a peaceful view of a sunlit landscape, featuring rolling hills and scattered trees. The gentle hues of dawn create a calming backdrop, emphasizing the spaciousness of the surrounding 5-acre property.
Cottage in Temecula
4.97 out of 5 average rating, 277 reviews

Horned Owl Cottage | 5 Acre Hill Top Views | Deck

Horned Owl Cottage, atop a 5-acre parcel, offers stunning sunrise views! ★ "Perfect getaway cottage! Close to all the wineries!" ☞ Top wineries with a 5 min drive ☞ Fully equipped + stocked kitchen ☞ 2nd level deck + porch w/ sunset views ☞ Onsite, secured parking for 1 vehicle ☞ Lemon trees on property ☞ Onsite washer + dryer ☞ Smart TV + 150 Mbps ☞ Keurig coffee maker 5 mins → DT Temecula (cafes, dining, shopping etc.) 15 mins → Old Town Temecula

Popular amenities for holiday rentals near Callaway Vineyard & Winery