Cottage holiday rentals in Winchester

Find and book unique cottages on Airbnb

Top-rated cottage rentals in Winchester

Guests agree: These cottages are highly rated for location, cleanliness and more.

0 of 0 items showing

1 of 3 pages

Top Guest favourite

Cottage in Temecula

4.99 out of 5 average rating, 378 reviews

Romantic, private and surrounded by best Wineries!

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.

Cottage in Riverside

4.85 out of 5 average rating, 155 reviews

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.

Guest favourite

Cottage in Fallbrook

4.95 out of 5 average rating, 21 reviews

Cutest Cottage "The Sunflower House"

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 our historic 120-acre working 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

Guest favourite

Cottage in Fallbrook

4.95 out of 5 average rating, 265 reviews

Romantic Farm Stay with Hottub and View

Tucked in the hills of 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 five other farmstay homes here if this one is booked, or you'd like to reserve for a larger party. Romantic has a separate entrance with no shared spaces.

Guest favourite

Cottage in Temecula

4.9 out of 5 average rating, 106 reviews

Rejuvenation Cottage -Wine Country Tranquility

Rejuvenate your spirit at this newly renovated cottage with privacy and tranquility on a large lot in the heart of the wine country, right behind Wilson Creek and Monte de Oro winery. Whether it's a spirit rejuvenation or a romantic getaway, this is the ideal place. Wake up and see the hot air balloons flow by, or enjoy the tranquility with a glass of wine on the front porch in the afternoon. With only one other house on this massive 4.6-acre lot, this is an experience unlike any other.

Guest favourite

Cottage in Temecula

4.85 out of 5 average rating, 578 reviews

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.

Superhost

Cottage in Temecula

4.86 out of 5 average rating, 565 reviews

Temecula Creek Cottages #6

Top Guest favourite

Private room in Temecula

4.96 out of 5 average rating, 76 reviews

Blokhus-Most affordable stay in Wine Country!

Sommer Hus is in the premier location of the Temecula Wine Country! WHY PAY HUNDREDS PER NIGHT, WHEN YOU CAN ENJOY THE TEMECULA WINE COUNTRY AT A FRACTION OF THE COST? Enjoy a private room with shared bath in a spacious house with awesome views right in the heart of the Temecula Wine Country! Enjoy a cup of coffee on our massive deck while watching hot air balloons floating across the rolling hills of the Temecula Valley! In the evening, grab a glass of wine and enjoy stunning sunsets!

Guest favourite

Cottage in Lake Elsinore

4.88 out of 5 average rating, 95 reviews

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!

Guest favourite

Cottage in Temecula

4.97 out of 5 average rating, 233 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

Superhost

Cottage in Fallbrook

4.74 out of 5 average rating, 133 reviews

Cozy cottage with a breathtaking view

Nestled off the beaten path & a 10min drive to quaint downtown Fallbrook.Enjoy Nature in this 1.5 acres of pure tranquility & seclusion.Marvel the breathtaking sunsets &starlit skies. Help yourself to fruit trees that we have in the property. 5mins away from hiking & horse trails. 20mins away from Temecula. Fallbrook also have it’s variety of wineries & a treasure of it’s own. Definitely a place to stay to getaway from the busy life in the city.

Guest favourite

Cottage in Winchester

4.95 out of 5 average rating, 155 reviews

Carter's Wine Country Luxury Casita

This luxurious casita includes a queen bed and is the perfect retreat for the traveler wanting an opulent experience on an affordable budget. It has a private entrance with no common walls to the main home. There's a dedicated walk-in closet with washer and dryer. It also has a private bath and private courtyard entrance. This casita is located minutes from the Temecula wineries, and in a peace and quiet neighborhood.