Vacation rentals in Middletown

Western Mine Retreat near wine country

This private vacation retreat is located just 20 minutes from Calistoga in Middletown, CA. Decorated in a rustic mining-theme after the historic area, this large living space is enhanced by a 60'x15' covered deck with relaxing views of the woods and a pond just down the hill. Amenities include high speed WiFi, a large smart television, and game tables. Nearby attractions include wine tasting, hot springs resorts, quaint downtown Middletown, and the Twin Pines Casino (just down the street).

Cozy PET-FRIENDLY 1 bd cabin w/ indoor fireplace

Welcome to Castlewood Cabin in the beautiful Whispering Pines community on Cobb Mountain. Wrapped in a forest of pine trees, this rustic, refinished cabin offers one bedroom and one bathroom as well as a fold out sofa in the living room. With room for up to 5 guests this cabin is the ideal spot for a romantic couples getaway, a family road trip or even a small group of friends. Come enjoy all that Lake County has to offer - hiking, biking, boating, fishing, wineries, casinos Harbin and more!

Redwood Treehouse Retreat - Hot tub, fire pit

Welcome to our Redwood Treehouse Retreat, where cozy meets luxury in the heart of nature. Nestled in the ancient trees, this romantic escape offers privacy and indulgence. Relax in the hot tub, cozy up by the fire, recharge your EV, and explore. We’re centrally located: 5 min from Occidental, 10 min to Russian River/Monte Rio beach, 20 min to coast/Sebastopol, and 30 min to Healdsburg. A perfect base to discover all the wonders of this captivating region. Your dreamy, secluded getaway awaits.

Cozy vintage cabin with fireplace near hot spring

Our rustic wood cabin is nestled among pine trees in the little village of Cobb Mountain, close to Harbin hot springs, Clear Lake, and just north of Napa valley wine country. Enjoy being surrounded by forest while you relax in the hammock or bbq on the deck. Step back in time in the vaulted wood rooms, warm fireplace, modern amenities including A/C and comfy bedding. A short walk to the swimming pool, little stream, general store and cafe. A perfect romantic getaway, or for the whole family!

Sunset Cottage Relax and Enjoy!

Located away from the city lights, this peaceful retreat. We are a mile away from an 18 hole golf course easy access very private. We are also 20 minutes away from Clearlake😊 the biggest lake in California where fishing tournaments are held, our property is very safe to store your boats. We are also surrounded by beautiful wineries . Access to a pool with a beautiful view. 30 -45 minutes away from Napa Valley. Calistoga is a quick drive down the hill.😊 NOTE: we don’t allow any animals in o

Top of the World View of Clear Lake and Mountains

If you’re looking to getaway, this home high in the hills surrounding beautiful Clear lake, is the retreat for you! Enjoy panoramic views of the lake and mountains. Very quiet, the perfect stop between the redwood trees and the Bay Area Relax on the deck shaded by mature oak trees and watch the osprey’s gliding below you or use the house as a jumping off point. Mendocino National Forest, just 20 minutes away, offers endless possibilities: mountain bike and explore the local trails

Lakeview Cottage A (No cleaning fee)

If you’re interested in looking for multiple nights (4+) message me and I’ll make you an offer (Kitchen area) has low ceiling. Approximately 6’3” A reminder, please: kitchens are provided for convenience. This Airbnb requires that if you plan to use the kitchen, you need to leave it the way that you found it, or do not use it. Thank you 👍🏻👨‍🍳 150 sf deck with spectacular views of the lake. Lots of hummingbirds, wild turkeys, deer, squirrels etc.

Garden house with gas fireplace

Beautiful new cottage with lots of light, swing, and gas fireplace. Large open space with private deck looking out at Mt St. Helena. In the evening, turn on the outdoor string lights and relax on the swing under the huge oak tree before sinking into the memory foam king size bed. In the morning there is pour over coffee and robes so you can sit outside and sip your coffee. Perfect place to stay for a while, or have a romantic weekend.

Vineyard Loft Very private Incredible views

Imagine yourself waking up to a 360° view of breathtaking rolling vineyards as you sip coffee on your private veranda and plan your day. Hike Mt. Konocti, explore the largest natural lake in California by kayak or speed boat, or enjoy a beautiful day of wine tasting at our local wineries! Whether it's a romantic getaway, honeymoon, girl's night, birthday, anniversary, or just because. Whatever the reason, you definitely want to stay here!

Robin's Nest

Your second home is above our 2-car garage, a 1 bedroom, 1 bath, living room, full kitchen and dining area. A twin size daybed is in the living room. Local grocery stores are within a mile, a 10-minute drive to downtown Santa Rosa, 45-minute drive to the coast and little over an hour to San Francisco. We are centrally located to explore Sonoma and Napa County wineries, breweries and hiking trails. Permit #SVR23-170

Country Barn in Downtown Geyserville

Linger over coffee on your quaint patio amongst 6 acres downtown in sweet Geyserville. An industrial loft vibe with wine country bones—the "barn" is a modern/rustic country-correct cottage. Immerse yourself in country life or walk to downtown Geyserville for an Aperol Spritz. Truly where design meets refuge. Property rental supports Farm Sanctuary on site of rescue goats, horses, and one heifer named Francis.

Blue Door Cottage

Stylish and cozy tiny house at the base of the beautiful Mayacama mountain range. A country side oasis nestled 20 minutes away from Calistoga in Napa Valley, 10 minutes away from Harbin Hot Springs, 2 minutes away from Twin Pine Casino, and a short drive away from 30 Lake County wineries. 1 queen size bed, a sofa, 1 bath, kitchenette, and gorgeous views is the perfect setting for a couples getaway.