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Holiday rentals with a pool in Highland

Find and book unique homes with a pool on Airbnb

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 £30 per night before taxes and fees

  • Verified guest reviews

    Over 1,230 verified reviews to help you choose

  • 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!

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
4.95 out of 5 average rating, 350 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

Superhost
Cabin in Big Bear Lake
4.89 out of 5 average rating, 373 reviews

Feet Away From Slopes Modern Snow Summit Cabin

Experience the best of Big Bear with this remodeled townhouse, only a two-minute walk from the top snowboarding destination in town! Located adjacent to Snow Summit Ski Resort, you can enjoy skiing/snowboarding in the winter and mountain biking once summer arrives. Fantastic amenities including private parking, air conditioning, a rare gem in Big Bear. Community amenities, such as barbecue area, sauna and a seasonal pool to make your stay more enjoyable. The ultimate ski and ski out experience.

Guest favourite
Cabin in Crestline
4.88 out of 5 average rating, 388 reviews

A+ Alpine A-Frame | Hot Tub+Views | 95 Min from LA

95 mins from Los Angeles, this is the weekend reset you come to the mountains for - morning coffee on the deck above the trees, wildflower excursions on the trails, and nights in the hot tub under a starry sky. Our Cabin in the Sky is a 1960s A-frame for groups/couples who want a quiet, extraordinary cabin experience . Separate 1 bdrm apt avail for extra fee for guests of main house. Perfect for in-laws, teens or groups who need extra space: separate kitchen, queen bedroom & full bathroom.

Top guest favourite
The outdoor space features a sparkling swimming pool surrounded by a landscaped patio. The cottage is seen in the background with large glass doors, inviting natural light. Beautiful plants and greenery enhance the serene atmosphere, providing a pleasant space for relaxation.
Guest house in Redlands
4.99 out of 5 average rating, 337 reviews

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!

Guest favourite
A welcoming entrance is framed by lush green ivy climbing over a covered porch. The dark front door is adorned with a seasonal wreath. Rocking chairs and potted plants create an inviting atmosphere, while a small doormat adds a pop of color near the entrance.
Home in Redlands
4.95 out of 5 average rating, 106 reviews

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.

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
4.98 out of 5 average rating, 121 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.

Superhost
Home in San Bernardino
4.92 out of 5 average rating, 100 reviews

Valley of 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.

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
4.83 out of 5 average rating, 236 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, 286 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.

Superhost
A dining area is visible with a wooden table surrounded by four chairs, positioned against a green accent wall. Near the table, a television is mounted on a light-colored wall unit that features decorative items and small plants, enhancing the welcoming ambience of the space.
Apartment in Downtown Riverside
4.87 out of 5 average rating, 273 reviews

2BR Condo w/ 2-Car Garage — Steps to Mt. Rubidoux

Enjoy your stay at this farmhouse-style 2-bedroom, 1.5-bath condo! Well maintained, with a spacious kitchen/living area downstairs and a private patio featuring a custom wood deck and lush greenery — perfect for relaxing. Just minutes from downtown Riverside and Central Plaza, and walking distance to the famous 1-mile Mt. Rubidoux Hike and Ryan Bonaminio Park, a favorite with kids. Quiet, peaceful neighborhood. Wifi, washer/dryer, 2-car garage, and more

Top guest favourite
Home in Riverside
4.95 out of 5 average rating, 152 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.

Superhost
A private, fenced pool is surrounded by lush greenery and palm trees. The water appears inviting, with some leaves floating on the surface. A rustic gazebo is visible in the background, and lounge chairs are placed nearby for relaxation.
Home in Rancho Cucamonga
4.8 out of 5 average rating, 134 reviews

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.

Popular amenities for Highland rentals with a pool

When is the best time to visit Highland?

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