Holiday rentals in Greenleaf

Relax in Gardens W/ Private Suite & Hot Tub!

We just opened Blackberry Creek Gift Shop! You are welcome to shop it anytime you are here! Anything from my wife's Goat Milk Soap made fresh from milk from our local farms to unique & antique items. It is outside down the path to the left. We also offer other gourmet breakfasts for purchase. Check out our menu when you get here. A private hot tub to watch amazing sunsets while drinking wine from our local wineries is yours , and a massage chair for your comfort! Rewind , relax and enjoy!

Sweet Loft Apt in Wine Region, Horses Welcomed 1BR

This cozy upstairs apartment has everything you need. Surrounded by Sunnyslope wineries out in the country it promises a peaceful retreat for you and yours. It is just a 15-minute drive from Caldwell, Nampa, Homedale and Marsing. Next door to an exceptional Christmas light display up from Thanksgiving to New Year. Long term stays welcomed. Parking is free with space for a horse trailer and room for horses to roam. One bedroom and a large deck with a view-sleeps 3 maybe 4-no wheelchair access.

Indian Creek Flats, unit 1

Enjoy a stylish experience at this centrally-located flat. Recently renovated, Super cozy and clean. With a gas fireplace and great Wi-Fi. Just two blocks from the new Indian Creek Plaza in downtown Caldwell. Along with several delicious restaurants and a movie theater all within walking distance. I personally love the free live music during the summer time at the Indian creek plaza! If you’re here during winter, the creek side Christmas lights are one of the biggest and best displays around!

The Greenhouse!

Your family will be close to everything when you stay at this centrally-located place. Welcome to DT Caldwell! This is a brand new stylish, modern home close to everything that's great about Caldwell. Walk out your back door and you are 2 houses away from the Caldwell Greenbelt and Indian Creek. So many fun adventures await, no matter the season. Farmers markets, events, splash park, ice skating rink, movie theaters, shopping and the best rerestaurants around. It's the perfect home away stay!

Shire Retreat– King Suite, Hot Tub, Sauna, Office

Beautiful two-story home just minutes from downtown Middleton. The spacious primary suite features a king-size bed, soaking tub, and separate shower. Four additional bedrooms each offer queen-size beds. The private office includes an infrared sauna, while the bonus room has a TV, games, and a twin trundle bed with a pull-out twin. The living room features soaring 18-foot ceilings. Outside, relax in the hot tub or enjoy the BBQ area. Great for sports teams, family reunions, and large groups.

Sunset Ranch Cottage with Views

Absolutely breathtaking views of the Owyhee mountains. This modern fully furnished cottage boasts all the amenities you need. Spectacular sunsets and peaked rolling hills. Abundant wildlife & a bird watchers paradise. Located in the scenic wine country area surrounded by farm fields makes this an ideal destination. Conveniently located minutes from the small hometowns of Homedale & Wilder and within 35 minutes of the capital city of Boise. This is an absolute gem of a place! A must-stay!

Modern Caldwell Retreat | Pet-Friendly + Spacious

Escape to your private Caldwell retreat—where modern comfort meets easy access to Idaho’s wine country. Whether you're here for a weekend of wine tasting, a family getaway, or a relaxing stay with friends, this spacious, pet-friendly home is designed to be the perfect home base for your trip. Built in 2022, this 2,600 sq ft home offers a clean, modern feel with plenty of space to spread out, gather, and unwind. Located minutes from downtown Caldwell and a short drive to local wineries.

Double Decker Bus- Hideaway

The first Double Decker bus turned Airbnb in the United States! We are so excited to welcome you to Double Decker Hideaway, located at Double Acres in Caldwell, Idaho. This vintage bus, delivered all the way from England, has been transformed into a guest retreat that will leave you feeling as though you stepped abroad for a refreshing vacation. We have all the comforts taken care of. Full kitchen, full bath and private bedroom all with views! Walking paths for miles, private parking.

5BR Fairview House, Hot Tub, Golf View, Sleeps 10

Discover The Fairview House – a spacious 5-bedroom, 3-level retreat in Caldwell, Idaho that comfortably sleeps up to 11 guests. Overlooking the greens of Fairview Golf Course, this centrally located home is just a short stroll from Indian Creek Plaza, where you’ll find vibrant restaurants, bars, and boutique shops. Perfect for families, couples, business travelers, or group getaways, the home blends historic charm with modern luxury - the ideal balance of comfort and convenience.

Serene Country View House

Entire house located on a quiet rural street but central to nearby towns of Middleton Star,Eagle,and Meridian. Area has progressed from country setting to housing developments over the last 5 years but House has sweeping views of the valley and foothills. There are 3 horses on property within fenced area. Owners are available anytime and are close by. House is a one bedroom, one bath fully stocked for a comfortable stay, lots of parking.

Sunny Slope Wine Country House

Relax and enjoy the views in this beautiful, spacious home set among orchards and vineyards with views of Lizard Butte, the Snake River and endless farm ground. Sits on the Sunny Slope Wine trail next to Ste. Chapelle winery. Room enough for large families, wine tasting groups, wedding parties, get away vacations, visiting your college students (College of Idaho & NNU just a short drive).... the opportunities are endless.

Sleepy Bear Lodge

Our property is located outside of the town of Caldwell in a county setting. Our neighbors on both sides have farm animals making for a unique experience. We are minutes from multiple golf courses. Shopping is 10-15 minutes away. Boise Airport is about a 30 minute drive. And the Oregon border is a stone’s throw from here. Bring the whole family to this great place with lots of room for fun.