Holiday rentals in Middleton

Cozy Caldwell Retreat | Golf Course Views Near Dow

Step into a charming historic retreat located next to the scenic Fairview Golf Course in the heart of Caldwell. This beautifully renovated home blends classic character with modern comfort, making it the perfect getaway for couples, small families, and traveling professionals. Situated on a peaceful corner lot surrounded by mature trees, the home offers a relaxing setting while still being close to downtown restaurants, shops, and local attractions. ✔ Fully renovated historic home ✔ Views next

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!

Inn the Trees, Luxury Suite with private entrance

Wrapped in the evergreen boughs of a grove of mature pine trees, the Inn provides the perfect place to stay for your time in Caldwell. Whether you're here to enjoy the wineries, spend some time exploring Caldwell's vibrant downtown, or adventure out into the Owyhees wilds, we look forward to hosting you and making sure you are comfortable and well rested. Only 5 minutes from downtown Caldwell, 10 minutes from the Sunnyslope string of wineries (including Sawtooth and St. Chappelle). 30 to Boise

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!

Modern Barn Loft

Enjoy rural living in a 3- bedroom barn loft full of amenities. Perfect for guests (particularly families) that want to be in close proximity to the multiple area event centers, to get away yet be within minutes of all the Treasure Valley cities and attractions or that need a stop-over before heading down the road or into the mountains. Our guests have full use of the loft, 3rd floor tower, and balcony/deck on the second level of the barn. The barn sits on the property of the main house.

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.

Private Suite with balcony and separate entrance

Our home is in a quiet neighborhood located in the heart of Star. Relax in the backyard patio, your private deck, or have a fire in the fire pit. Whether you are traveling for pleasure or business, this studio suite offers you everything you need to work or simply relax and explore the local area. We live in the main house, completely separated from the studio suite. We respect your personal space to enjoy your stay but will always be available via text/phone to answer your questions.

Adorable Lake Front Home in the Heart of Middleton

Kick back and relax in this calm, stylish lake-front home located in the heart of Middleton. This fully stocked home has been recently updated and offers 3 bedrooms and 2 bathrooms, with a King size bed in the master, a Queen size bed and two Twin-XL's in the other bedrooms. You will love the oversize spa-like shower in the master bath. As you step into the backyard, you'll immediately feel a sense of calm as you take in the view of the lake, greenbelt and possibly some wildlife.

2 Queens + Sleeper Couch Sunset Views Star Haven

Welcome to Star Haven. Located in the serene foothills of Star, Idaho. Enjoy all the Treasure Valley has to offer. Located conveniently off highway 16. Take in breathtaking sunsets nightly from your back porch. Just minutes to local wineries & golfing 7 miles Downtown Eagle 9 miles Emmett 9 miles Ford Idaho Center 17 miles Boise airport 16 miles Downtown Boise Early check-in, Late check out? Subject on availability. Additional fees may apply.

Maple Creek

Built in 2014, acquired by the current owners in May 2024, This 2100 square foot home sits on an acre and features extensive new landscaping, ample parking spaces, and many fun spaces for the entire group to enjoy. NEW and IMPROVED game room space in the garage completed in April 2025. Maple Creek is the perfect place to stay if you’re attending an event at the Rustic Gardens, visiting family in Middleton, or looking for a fun staycation spot.

A slice of Snake River paradise

Relax with the whole family at this peaceful place to stay. 2 bedrooms (1 king and 2 twins) 1 bath. River access with dock just a short walk away. Popular area for fishing, hunting, wine tasting, off road trails. Full kitchen and full bath with bathtub. We do allow pets but there is a $40 per pet fee per stay for extra cleaning and very low cleaning fees compared to other listings. Add your pet where you add your guests. Thank you!!

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.