Cottage holiday rentals in Winchester

The Vino Ranchito Private & Romantic Wine Country

Isolate in your hot tub overlooking a private vineyard in the heart of Wine Country! Wine theme decor throughout this cottage. Bedroom simulates a barrel room, sleep on unique bed of wine boxes and barrels. Full kitchen plus BBQ grill to create your own fine gourmet meals or visit local fine dining. Enjoy gazing at the magical starry Temecula skies from the comfort of a private custom cedar hot tub. Bring your horse for $50/night. Safe Driver discounts for same day bookings as schedule permits.

Family · Location · Nearby

Sweet Farmhouse - Kaiser - Parkview - CBU - UCR

DISCOUNT LONG TERM STAYS! This chic farmhouse style studio is fully renovated and professionally designed. Our home can comfortably fit up to 4 people. The home includes pull down blackout shades throughout, queen sized memory foam bed, A/C & heating unit, printer, fast Wi-Fi, Cable TV, 65 inch Smart TV, fully stocked kitchen with all cookware and basic spices, plush linens, shampoo/conditioner/body wash, spacious bathroom with large walk-in shower, and laundry basket with in-unit washer/dryer.

Family · Value · Decor

Romantic Farm Stay with Hottub and View

Pet friendly, free parking, good wifi, private hottub, no shared spaces, smart lock easy self check ins. Tucked in the inland coastal hills of north San Diego, our organic subtropical farm is a great centrally located getaway destination. The beautiful 4-room space occupies the first floor of the original two-story, three-unit farmhouse on our family farm and has its own entrance with no shared spaces. Relax in the large, view, hot tub and enjoy the quiet! We have 5 other listings here as well.

Value · Family · Getting around

Cozy Farm Cottage | Peaceful Nature Retreat

Our cozy 1 bedroom cottage, The Sunflower House is one of 3 cottages nestled within the embrace of our citrus and heritage oak trees on the historic 120-acre Welburn Gourd Farm. This home has been meticulously updated and seamlessly blends quaint charm with modern luxury and comfort. Featuring 1 Bedroom + 1 Bath this cute cottage is set off in a private quiet tree canopied corner next to our sunflower field offering a private patio and pasture area. Amenities: fully equipped kitchen + free Wifi

Location · Value · Hospitality

Temecula Wine Country Home

We are close to so much in the Temecula Valley, SUPERBOWL 2027 or OLYMPICS 2028 in LA, we are only 65 miles away. Galway Downs close by Welcome to our guesthouse situated in the middle of beautiful Temecula Wine Country where there is plenty of room for your family or friends to view the hot air balloons flying over the house in the early mornings. TV internet, FULL kitchen with granite. New bedroom and living room sets, clean linens and towels. Gazebo for your use. Walking distance to wineries.

Family · Location · Amenities

Riverside Studio - Kaiser - Parkview - CBU - UCR

DISCOUNT LONG TERM STAYS! This studio is fully renovated and professionally designed. Our cozy cottage is small, making it perfect for solo travelers or couples passing through the historic area of Riverside. The home includes a full sized memory foam bed, A/C & heating unit, printer/fast Wi-Fi, Cable TV, 55” Roku Smart TV, fully stocked kitchen with all cookware and basic spices, plush linens, shampoo/conditioner/body wash, laundry basket with onsite washer/dryer (in garage), and keyless entry.

Location · Value · Kitchen

Lovely Private Studio - UCR - LLU

This lovely studio is a new construction which located in a very quiet cul de sac. It attached to the main house in one side and isn’t contiguous to any neighbor. Small but fully equipped, making it perfect for solo travelers or couples who work or take vacation in this area. The home includes a queen bed, A/C & heating unit, Wi-Fi, full kitchen with all cookware and brand new appliances, full bathroom, big closet with mirror door, plush linens, shampoo/conditioner/body wash, and keyless entry.

Value · Location · Heating

Lovely Roma Cottage in Fallbrook

Vacations are meant to be fun, relaxing, and adventurous. We add some special elements to the mix: enchanting, romantic, and magical! Come enjoy our unique picturesque Tuscan Villa and its gorgeous setting. Adventures await close by or check out the little village nearby for fun treasures. Step back in time with stunning antiques and old world charm in the villa or choose one of our whimsical cottages. In either case you will make great memories. Please read the rest of the description.

Location · Check-in · Checkout

Temecula Creek Cottages #2

One of 6 darling cottages renovated to new. Rent multiple cottages for you and your friends. Conveniently located near Temecula Wine Country, Old Town Temecula, and Pechanga, we are close to everything but still very secluded. Small dogs are allowed for a fee of $50 - passed on to our cleaning company for additional cleaning between guests. Unfortunately we do not allow cats due to allergy sensitivities. We also offer a Wedding and Event venue. Inquire about our special packages.

Value · Location · Kitchen

Cozy Cottage / Less than 5 min walk to Lake!

Enjoy a nice and relaxing weekend getaway to Lake Elsinore! This cute cottage home is less than a 5 min walk to the lake and is just a half mile from Downtown Lake Elsinore where you can enjoy local eats on Main Street and Farmers Markets on Sundays! Our cottage is centrally located with many places to visit nearby: -Ortega Falls -Skydive Lake Elsinore - Glen Ivy Hot Springs -Temecula Wine Country- only a 20 min drive away!! -San Diego- only about an hour drive away!

Value · Family · Bathroom

Starlit Suite for Two

Escape to the heart of Temecula Wine Country! This cozy barn apartment on an equestrian estate is perfect for wine tasting weekends and romantic getaways. Minutes to 40+ wineries, Old Town, Pechanga Casino, and Temecula Creek Golf, yet quiet enough to unwind beneath starry skies. Countryside living means you may spot the occasional bug or critter, and the central heat and air can occasionally be finicky during a heavy rain — all part of the rustic charm!

Location · Value · Cleanliness

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

Value · Location · Sleep quality