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Holiday rentals with a pool in Highland

Find and book unique homes with a pool on Airbnb

Top-rated rentals with a pool in Highland

Guests agree: these homes with a pool are highly rated for location, cleanliness and more.

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Top guest favourite
Cottage in San Bernardino
4.94 out of 5 average rating, 340 reviews

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

Guest favourite
The backyard features a heated pool surrounded by lush green grass. Lounge chairs are positioned neatly on one side of the pool. A colorful inflatable pool toy rests on the grass, while tall trees provide shade and privacy.
Cabin in Big Bear
4.9 out of 5 average rating, 202 reviews

Mountain Paradise: Rare Pool, Spa, Fire Pit & BBQ!

Big Bear's BEST dream getaway! Completely private & unheard-of YEAR-ROUND 365 heated pool in a massive backyard, as well as an in-ground trampoline, fire pit, & dual gas/charcoal grills! 3-bed, 2.5-bath home on a 19,000 sq. ft. lot. Tons of entertainment options indoors, as well as a spacious, well-equipped kitchen. This is the height of space and luxury amenities in Big Bear. Relax, indulge, and enjoy outdoor adventures all year. BEAR MTN/SNOW SUMMIT: 5mi. BIG BEAR LAKE: 2mi. DOWNTOWN: 3-5mi.

Guest favourite
A spacious living room features high cathedral ceilings and large windows allowing natural light to enter. Modern blue sofas are arranged around a glass coffee table, complemented by stylish accent chairs. A lush indoor plant adds a touch of greenery, enhancing the warm atmosphere.
Villa in Redlands
4.93 out of 5 average rating, 160 reviews

Peaceful Private Retreat In The Heart Of Town

Meticulously designer-renovated modern home “The Nest “is surrounded by mature tree and nestled beneath the mountains in South Redlands. Whether you’re looking to spend time with loved ones, vacationing or work remotely in a peaceful environment, this is the place to do it all. Relax by the fireplace while light pours in from the wall of windows, with pleasant sparkling pool, grill and chill on the backyard, and explore nature right outside your front door. Conveniently located in Redlands!

Top guest favourite
A spacious pool area is showcased with a clear blue pool reflecting the evening sky. Surrounding the pool are lounge chairs and a dining table with an umbrella for shade. The house features large windows that invite natural light, enhancing the outdoor living experience.
Home in Riverside
4.97 out of 5 average rating, 106 reviews

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.

Guest favourite
A serene outdoor dining area is highlighted by a round table with four chairs, adorned with a potted plant. Soft lights hang above, illuminating the private pool and landscaped yard, with shaded trees providing a peaceful ambiance.
Home in Upland
4.92 out of 5 average rating, 716 reviews

North Upland House with a Pool

Your space has a private entrance and its own bedroom, bathroom and kitchenette with a SINK induction burner & countertop . There is a large workspace perfect for remote work. WiFi is FAST. The space is secluded at the end of the main house with its own private entrance. There are no shared living spaces and you have access to the REFRESHING PRIVATE POOL, shaded, and sunny patios, and a large yard. There are table and chairs in a beautiful setting perfect for a relaxing meal

Superhost
A private swimming pool is surrounded by a spacious patio area, featuring lounge chairs and neatly trimmed hedges. The clear blue water reflects the bright sky, while the home's exterior, visible in the background, provides a serene backdrop. A fence encloses the pool for added privacy.
Home in Riverside
4.82 out of 5 average rating, 185 reviews

BOHEMIAN AND MODERN SERENE HOME WITH POOL

Our beautifully renovated and modern 4-bedroom home in a quiet and serene Riverside neighborhood is now ready for booking! It is only a 10-minute drive from downtown Riverside and central to everything Riverside has to offer! This is a very spacious 4 bedroom/2 bath home with a driveway to fit 3-4 vehicles along with amenities such as pool a BBQ gazebo and pool table. ** PLEASE NOTE: THE HOT TUB IS NOT IN WORKING CONDITION. WE THANK YOU AND APPRECIATE YOU FOR UNDERSTANDING.

Guest favourite
An outdoor space is presented, featuring a sparkling pool and a relaxing Jacuzzi under a wooden gazebo. Colorful murals adorn the surrounding wall, with warm light illuminating the area at dusk. Comfortable lounge chairs are positioned around the pool for leisure.
Home in San Bernardino
4.82 out of 5 average rating, 222 reviews

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.

Top guest favourite
A charming guesthouse exterior is presented with a paved patio featuring potted plants. A comfortable seating area is visible, along with glass doors that allow natural light into the space. Lush palm trees surround the area, enhancing the inviting atmosphere.
Guest house in Highland
4.96 out of 5 average rating, 277 reviews

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.

Guest favourite
A backyard space features a swimming pool with clear water, surrounded by a stone patio. The home has a covered sitting area with chairs and table, enhanced by potted plants. A wooden fence encloses the yard, with neighboring houses visible in the background.
Home in Hesperia
4.92 out of 5 average rating, 128 reviews

New listing *King bed/pool +WiFi

Relax with the whole family! Spacious 3 bedroom+guest room/ two 1/2 bath Home. Located in a safe and friendly centrally located community. The entire home is the true definition of comfort living with accents and furnishings. The fully equipped home offers comfortable living w/Wi-Fi, smart TV, coffee maker, washer + dryer, pool, bbq, fire pit and more! Close to restaurants, Victor Valley Mall, Scandia, Movies, 15 FWY, 395 HWY, Ontario Mills & Airport.

Guest favourite
Home in Grand Terrace
4.91 out of 5 average rating, 169 reviews

Riverside Serenity Spring Oasis|Spa/Pool/Mini Golf

Welcome to our exquisite Riverside retreat, where luxury meets family fun! Here's what makes our place truly special: 🔥 Cozy Fireplace for Chilly Evenings 🌴 Tropical Oasis with a Sparkling Pool 🌟 Jacuzzi Bliss under the Stars ⛳ Mini Golf Extravaganza. 🏡 Spacious and Clean Rooms 📍 Centrally Located Convenience: Downtown Riverside, UCR, NOS Center, 210 Freeway, Yaamava, and local shops *~Fun-Filled Family Environment!~* Book now!

Guest favourite
The living room features a comfortable seating area with a natural stone fireplace and a media console. A large flat-screen TV displays a serene lake view. Natural light floods the space through sliding glass doors leading to a balcony with lakefront views.
Apartment in Big Bear Lake
4.95 out of 5 average rating, 119 reviews

Lakefront Walk 2 Village, Dock Access & Pets

Experience the breathtaking winter scenery of Big Bear Lake from the luxury of your room at Lakefront at the Village. This 2 bedroom 2 bath home is located at Forest Shores with its own private boat dock (subject to availability) Everything is within a short 5 minute walk at this gorgeous updated retreat. Did we mention it's lakefront? Dock is seasonal and subject to change in the winter.

Top guest favourite
Home in Riverside
4.96 out of 5 average rating, 136 reviews

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.

Popular amenities for Highland rentals with a pool

When is the best time to visit Highland?

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Avg. price€76€91€90€100€90€100€95€92€91€93€90€78
Avg. temp14°C14°C15°C16°C18°C20°C23°C24°C24°C21°C17°C14°C

Quick stats about holiday rentals with a pool in Highland

  • Total holiday rentals

    Explore 20 holiday rentals in Highland

  • Nightly prices starting at

    Highland holiday rentals start at €34 per night before taxes and fees

  • Verified guest reviews

    Over 1,380 verified reviews to help you choose

  • Family-friendly holiday rentals

    10 properties offer extra space & child-friendly amenities

  • Wifi availability

    20 of Highland holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Highland rentals

  • 4.9 Average rating

    Highland stays are highly rated by guests – averaging 4.9 out of 5!