Vacation rentals with a pool in Highland

Top guest favorite

Guest favorite

Adorable Cozy Cottage, base of Beautiful Mountains

This adorable cottage is located at the base of the San Bernardino mountains where you have views of the snow-capped mountains in the colder seasons & views of the beautiful sunsets all year! Close to freeways, malls & hiking trails. Relax poolside as the cottage doors open to the pool & outdoor BBQ & fire pit. It's a great get-away location with all newly remodeled amenities for a comfortable stay. Plenty of parking. NEW onsite DAY SPA services! THIS SPACE IS NOT SUITABLE FOR SMALL CHILDREN

Family · Value · Skiing

Top guest favorite

Guest favorite

SOUTH REDLANDS CHARMING COTTAGE WITH POOL!

Located in beautiful South Redlands near Prospect Park, this detached cottage has its own private and inviting fenced backyard, nicely landscaped with comfortable patio furniture. Inside you will find separate living and bedroom spaces, charming decor, Heating/A/C, Cable TV, WIFI, kitchenette with microwave, Keurig coffee maker and compact refrigerator, fine linens, comfortable queen sized bed, and newer bathroom. Conveniently located near Downtown Redlands, University of Redlands and ESRI!

Location · Family · Bathroom

Vineyard Retreat, Pool & Amazing Views!

Experience luxury in this 6-bedroom vineyard estate with a grand pool, hot tub, and breathtaking views. Perfect for family gatherings or quiet retreats, our home offers a wheelchair accessible King suite, a music room with a grand piano, a dining area and billiards. Minutes from Serendipity Garden and historic Yucaipa Uptown, this property also features a full kitchen, outdoor BBQ and a full living room with 80" TV. Event chairs and tables available—ideal for celebrations or serene getaways!

Family · Value · TV

Top guest favorite

Guest favorite

Downtown Redlands Historic Wonderland

Downtown Redlands 2 Min Walk From State St. Food, Bars, Fun. Peace & Yoga I own a studio & teach private classes in the back studio- I am very quiet, you are always welcomed to join & I love helping Great for a couple/Travel Nurse & Medical/ Student or World Travelers 🧳 LAX Ontario & San Bernardino Airports within 20 minutes. Located near LLU, SB County, Káiser, Redlands Hospital & The University of Redlands, SBCU, LLUMC Valley & Crafton & of course Coachella & Bicycle Classics.

Value · Location · Kitchen

Tesla EV Charger, 2 KING BEDs, 3 minute to UCR

Hello Friend. Deciding which property to book? Message me to ask any questions. Located in one of the safest neighborhoods in Riverside, this house is just a 3 minute drive to UC Riverside and Canyon Crest Towne Centre where you will find Starbucks, more than 10 Restaurants, Supermarket and more. Downtown Riverside, & historical Mission is 8-minute drive away. We are located within 70 minutes from Santa Monica, Beaches, Hollywood, downtown LA, Big Bear Lake, Disneyland, and many more.

Family · Location · Nearby

Valle de Guadalupe Escape gem

We are bringing Valle de Guadalupe to you in our own backyard, without you having to leave the country for it. Our space was created specifically to give you a taste of Mexico's beautiful wine country Valle de Guadalupe Baja California, which is why we created #VallevibesSB. Our home is fully equipped with everything you need to get away for the week(end) all that's missing is you! For safety and security reasons, we do have EXTERNAL cameras on premises and a ring door bell.

Location · Family · Access

Hot Tub, Fire Pit/Game Room/ Near NOS Center

Welcome to our meticulously clean three-bedroom, two-bath haven in San Bernardino! This gorgeous house is designed for comfort and entertainment. Unwind in the game room with a pool table or gather around the patio's fire pit. Experience the charm of our outdoor space, featuring a second fire pit in the grass area. Create lasting memories surrounded by freshly painted murals near the inviting pool and brand-new Jacuzzi – perfect for starlit evenings with friends and family.

Location · Family · Hospitality

Top guest favorite

Guest favorite

Serene Escape Tiny House Living /pool/near Yaamava

We are located close to dining , hiking, shopping, movie theaters, National Orange Show Event Center (NOS Events), Yaamava Resort and Casino, some nightlife, Redlands University and Loma Linda University. You’ll love my place because of the location, the people, the ambiance, the outdoors space, and the neighborhood. Our place is good for couples, solo adventurers, and business travelers. Perfect little getaway! I have another listing-click on my photo to view.

Family · Location · Sleep quality

Top guest favorite

Guest favorite

Charming 5 bed, 3 bath home with pool

Our gorgeous 5 bed, 3 bath, pool home is centrally located in one of the most desirable neighborhoods in Riverside! Newly renovated single story with modern touches while keeping its mid-century charm, vacation in luxury with all of the comforts of home. UCR, CBU, RCC, Downtown Riverside and The Mission Inn are all within 5 miles. Popular beaches, ski resorts, Disneyland and Knotts Berry Farm are within 40 miles.

Family · Value · Comfort

Casa de Agua Retreat

Modern Hacienda themed house in a quiet neighborhood with low traffic. Cozy and with a pool so families and friends can have fun, connect, and create life-long memories. Conveniently located near some hot spots like; downtown Riverside 2.5 miles, freeway 1 mile, and UCR is 3 miles, Ontario airport is 17 miles, and if you like tennis, there are free open courts at a 5-minute walk.

Family · Value · Getting around

Top guest favorite

Guest favorite

Poolside Escape | Heated Pool & Mountain Views

Welcome to The Vibe Estate 🌴✨ A hilltop retreat made for meaningful moments with family and friends. Enjoy stunning views 🌄, a heated cocktail pool 💧, and a spacious home for dining, games 🎲, and connection. Relax, recharge, and make lasting memories 💛. 🆓 Heated pool and propane BBQ included. Message the host for any special requests.

Location · Value · Accuracy

Luxury 5BR Pool Home | ONT, Victoria Gdns & Mills

This stylish place to stay is perfect for all people who love quiet and peaceful environment. The house has 2899 sf living area on a 0.46 acre lot. There are 5 bedrooms and three bathrooms. A private and fenced pool in the backyard is available for you. It is great for short term or long term stay for business and family vacations.

Family · Value · Getting around