Cottage vacation rentals in Winchester

A bright living area features a yellow sofa adorned with colorful cushions. Natural light enters through multiple windows, illuminating the wooden floors and a cozy stone fireplace. A wooden coffee table is surrounded by art pieces, creating a welcoming space for relaxation.

4.99 out of 5 average rating, 379 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.

A charming cottage exterior is framed by natural landscaping. A covered porch with potted plants leads to the entrance, featuring a single door complemented by two windows. The surrounding area is dotted with trees offering shade and a serene atmosphere.

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

Cottage in Idyllwild-Pine Cove

A pathway of cobblestones is visible, leading towards a rock formation and vibrant foliage. A statue of a figure with wings is positioned on a stone base, surrounded by autumn-colored trees, including red and yellow maples. The cozy cabin is seen in the background, framed by tall trees.

4.99 out of 5 average rating, 152 reviews

Fern Creek Cottage

This cabin was built in 1922 and has been lovingly maintained & upgraded. We're walking distance to restaurants, shops & a local microbrewery. Our guest cottage features a private deck overlooking Strawberry Creek and a natural fern garden, providing the perfect retreat and ideal setting for your morning coffee or afternoon wine. The kitchen includes a vintage stove & refrigerator for light meal preparation & the bedroom comes with a SleepNumber bed for your personalized sleeping comfort.

A welcoming deck is equipped with several colorful outdoor chairs arranged around a central table. Lush greenery and rolling hills are visible in the background, creating a serene and natural setting.

4.96 out of 5 average rating, 268 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.

A grand fountain features intricate sculptures and flowing water, set against a backdrop of classical architecture. The turquoise water glistens in the sunlight, inviting admiration from all who visit this historic site.

5 out of 5 average rating, 7 reviews

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.

A cozy living area features a reclining loveseat adorned with a soft blanket. A dining table with black chairs is set near a small refrigerator. Artwork hangs on the walls, and natural light filters through the window with white blinds.

4.89 out of 5 average rating, 109 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.

Cottage in Idyllwild-Pine Cove

A charming cabin exterior is framed by tall pine trees, featuring a stoned chimney and welcoming front door. A small table and chairs are arranged on a patio surrounded by natural landscaping, creating a peaceful outdoor space. A propane BBQ grill is visible nearby.

4.94 out of 5 average rating, 109 reviews

Charming Fox Cottage w/ Wood Burning Fireplace

Take a deep breath of pine tree scented fresh air and come stay at our charming Fox Cottage! We encourage you to drop the weight of the world off at the front door and retreat into the beauty of the San Jacinto Mountains. Although located within walking distance of the quirky Idyllwild Village, peace and relaxation are yours for the taking at Fox Cottage. It's the perfect spot to recuperate after a long day of hiking or cuddle up next to the fire in the snowy mountains. We welcome you!

Superhost

An inviting cottage exterior is framed by natural stone and wooden accents, showcasing a white picket fence. A spacious deck features picnic tables and seating arrangements, surrounded by lush greenery and oak trees, creating a serene outdoor atmosphere.

4.86 out of 5 average rating, 567 reviews

Temecula Creek Cottages #6

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.

A winding brick path leads toward a private deck nestled among lush greenery and vibrant plants. A wooden railing borders the path, enhancing the natural setting and creating a welcoming approach to the cottage.

4.97 out of 5 average rating, 229 reviews

THE RAINBOW GUEST HOUSE

Perfect for a single couple, this private cottage is 800 sq ft. library/living room with a Samsung streaming TV and Wifi. Other features include a refrigerator, microwave, toasteroven, coffeemaker, barbecue, and multiple decks with views. Lots of books to read & and pool. Bedroom and large bath have all of the comforts of home, including heat/ac.This wonderful location (elevation 2,000) has ocean/mountain views. Please ask about pets. There is no food service but restaurant close

Cottage in Idyllwild-Pine Cove

A charming cottage is framed by tall trees, with an inviting entrance. The green exterior of the house blends harmoniously with the surroundings, and a stone pathway leads to the front door, inviting guests to explore the tranquil setting.

4.97 out of 5 average rating, 152 reviews

Cozy cottage under the pines. With hot tub

Cozy and newly renovated, welcome to our getaway cottage in a cedar forest. Great outdoor space, jacuzzi tub and minimalist, mid-century furniture. Nestled among mature trees, the is a perfect getaway for a couple or solo traveler. Stretch out in a hammock or recline on a teak deck chair. Relax in the hot tub under the stars sipping your favorite drink. Cuddle up on the sofa with a fireside glow. Close to hiking trails, restaurants, unique shops, and art galleries. Cert 001856

4.89 out of 5 average rating, 96 reviews

A spacious living area features a comfortable sectional sofa adorned with decorative cushions. Natural light filters through two large windows, dressed in soft, flowing curtains. The warm wood flooring complements the light-colored walls, creating an inviting space for relaxation.

Cottage in Lake Elsinore

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!

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.