
Vacation rentals with a pool in Upland
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in Upland
Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.
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Popular amenities for Upland rentals with a pool
House rentals with a pool

3 BD |Large Pool|Spa|Basketball|Backyard|Ping Pong
Fun House Very Private Lots Of Communication Love That Clean Pool Plenty Of Activities Would Love To Visit Again

8.7 Mi to Disney Themed Stay w/ Game Room & Castle
Jum & Deb were amazing hosts. Tried to accommodate my family outside of what was listed. Very responsive and the first Airbnb that I felt was actually clean!! We will be back

Private Oasis &Disney /Heated Pool & Gym&Arcade
Great place for a family, lots of space and amenities. Would book it again!

Cozy Neighborhood • 4 bedrooms•3 baths•6bed
We stayed for 2 weeks and it felt like home. Very clean, free of clutter, and attention to detail was in every room. We had a wonderful stay. If you are in the Fontana area Jessica’s home is ideal. We can’t thank her enough for her hospitality and kindness.

Newly Remodeled 3BR with Pool near Ontario Airport
Great property, clean, great neighborhood but still colse to all the stores and restaurants you might need.

CHARMING POOL HOME BY DOWNTOWN *FAMILY GETAWAYS*
The property itself is immaculate, beautifully decorated, and stocked with every amenity we could need. The cozy, modern interior made us feel right at home, and the fully equipped kitchen allowed us to cooking.

The Sunhat
Great house! Super clean and everything was near by when it came to food, entertainment, and last minute essentials.

Aloha Disney! Lush Tropical Pool, Safe Quiet Area
Andrew was a great host, always responsive, and has thought of everything in the house to create a perfect comfortable stay. He proactively arraigned an early check in time for us since our flight arrived early in the day, which was so nice. Upon arrival, the house and pool area were clean and welcoming. We were there for my daughter’s graduation from Chapman with multiple family members and had plenty of space in the house to hang out together and separately. The pool/hot tub space is amazing, with lots of poolside seating, night time lights and plenty of pool towels. We had a graduation celebration cookout with a few of my daughter’s friends and had everything we needed in the kitchen and for the grill to comfortably host a fantastic poolside event. The house is a 5 minute drive to the circle in downtown Orange so it was a perfect location for graduation activities. And only 1/2 hour to Crystal Cove for some beautiful beach time! We were sad to leave & would definitely rent again!!
Condo rentals with a pool

Modern, Spacious 1 Bd Loft in DTLA - FREE Parking
Felt right at home! Will definitely stay again

Skyline view Condo, Free Parking, Jacuzzi
The apartment is located right in the middle of DTLA, with most major sights within a 20-minute walk. While parts of Broadway and some sections east of it are a bit sketchy, the building itself checks the identity of everyone entering and feels very safe. Parking is in a garage across the street, which also feels safe. The apartment is spacious, with tall ceilings and lots of light. The bedroom isn't fully separate (only a half wall) so it gets light and noise from the main area in the mornings (eye mask and earplugs will be good for the person who sleeps later). The kitchen area is modern, with good counter space and appliances. Giselle and Ali were excellent hosts, very responsive and helpful. They provided lots of local tips and quickly addressed any questions or minor issues.

☀Art Deco Condo ☀ pool ☀ Gym ☀Free Parking☀Jacuzzi
We had such a wonderful stay in downtown LA. The apartment was spacious with high ceilings, and the kitchen had everything I needed to cook breakfast each morning. It was clean, beautifully designed, and felt so cozy, especially with the antique lamp casting a warm glow at night. I loved how the city lights reflected into the living room and made the evenings feel magical. The rooftop pool and hot tub had amazing views, and we met some great people there. The building felt very safe with on-site security, which we really appreciated. Ali was a fantastic host. He was super responsive and full of great recommendations. My husband, his cousin, and I all loved it and would definitely stay again.

Stylish Modern industrial condo with Rooftop pool
Absolutely thrilled about our stay here. It’s a beautiful condo with the best LA decor. Everything was clean and comfortable. Also- Having a WORKING washing machine in an Airbnb was a game changer! The rooftop views- wow!! How cool to have a pool and hot tub on the roof! There is also no reason to feel unsafe at this location (I saw other reviews with some worries). The security at the front desk was AMAZING. They will not let anyone in that is not supposed to be in the building. They eventually know you by name and greet you. They walked me outside to show me exactly how to get to the convenient parking garage provided by the host. (The parking garage is just as secure!) I could go on and on about our experience- but it will only allow me to write so much! Thank you so much Brandon! We will be back! If you want to stay downtown LA- stay here.

Beautiful 2-BR Loft in DTLA w/ Rooftop Pool
We had a great time staying at this Airbnb, it was a beautiful and very clean. It was also very nearby to a handful of restaurants and shopping stores. All hosts were very responsive and friendly. Our only complaint was the check out time, the 10am check out time felt very early, earlier than hotel rooms and most Airbnb’s I have previously stayed in. Aside from that everything else was great and we enjoyed our stay.

Luxury Top Floor DTLA Condo w/Pool *Free Parking*
Great spot in the heart of downtown. Loved the rooftop pool. Very convenient location, close to Dodger Stadium (Go Blue!). Host easy to communicate with. Front desk people super cool. Was nice to have parking too. Would stay again. Be sure to read about the history of this building. Super interesting.

Los Angeles Pool Home by Disneyland Hollywood DTLA
Loved the condo. Great location, beautiful amenities. Everything as described. She was very responsive and a joy to work with. Highly recommend!

Closest Walk Across Street to Disneyland Pool Spa
Eve’s place was excellent for our Disneyland vacation. Very easy to walk to Disneyland, about a 15-25 minute walk depending on your speed. Apartment was clean and everything worked well and we felt safe.
Home rentals with a private pool

The Naples Island Pool House
This neat house with well appointed kitchen and nice pool was exactly what we needed for our Long Beach stay! Susan was super helpful.

Modern Relaxing Retreat with Private Pool
The place was great and spacious. The pool was great. My kids loved it. We also loved how quiet the neighborhood is and peaceful. There was lots of food around as well. Very easy to get to the freeway. A few of the beds were a little firm and had a little trouble with one of the tvs in the bedroom. But other than that it was great. Thank you. Definitely would recommend for families with kids.

New Mid Century Modern Sanctuary & Pool by Disney
We will be coming back to this beautiful home. And surprisingly, it was even better in person. It had everything we needed and Janey and Anthony were kind and very helpful. 5 star review!
Beautiful Guest Cottage with Private Pool (Rancho)
Chantal's cottage is a little slice of paradise! I don't even know where to start - the cottage itself is absolutely stunning. It's a small place, but so elegant and charming with tremendous attention to detail. The linens and decor are high-quality and extremely comfortable, and the hospitality is beyond compare. Chantal greeted us personally and made sure we were comfortable. There was a beautiful hand-written note and some delicious fresh fruit and snacks to welcome us. The backyard is idyllic with a swimmable pool and jacuzzi, and the neighborhood is lovely - one of the neighbors even has a horse in her backyard (it's an equestrian-friendly area)! The amount of thought that has gone into ensuring the comfort of guests is not something I have seen in other Airbnbs. There's nowhere else we would rather stay if we are in LA again. Thank you, Chantal (and Theo the spaniel) for a truly delightful stay.

Designer’s Dream Oasis with Lap Pool & Hot Tub
Lisa’s home was beautiful, clean, and quite comfortable. It’s located in a quiet area, but with lots to do and see very close by. She and her family were kind, polite, and responsive.

Your Private Resort in Southern California
Gina's house was a great place to host our friend getaway for a long weekend. We were in town for a wedding and 5 of us shared the house. Everything about the house matched how it was advertised, with the pool being the biggest highlight. In between our wedding plans, we spent virtually every waking minute at the pool and it was lovely. The backyard feels like your own little private getaway. There are privacy fences around the entire perimeter, but then additional shrubs/trees that make you feel even more confined in the space. We felt like we were totally alone back there and we really loved that. The place is walkable to a handful of coffee places/restaurants/etc, and only a 5-10 minute Uber ride to just about any place in Pasadena. Gina was helpful, responsive, proactive in reaching out/sending check-in instructions, etc. We had a great time and would stay again!!

Bright, Modern & Spacious Stunner in Silverlake
This was the second time we stayed at Josh’s and we hope to stay again. Josh and his house manager were very attentive and even checked in during our stay to see if we needed anything. His instructions were very useful and thorough. The house was very comfortable and we really enjoyed using the hot tub!

Walkable to Disney! Pool, Spa, Game Room
The house was nice. There was plenty of room for everyone to have their own bed. It was nice to have a kitchen to make breakfast in every morning. We loved getting in the pool and hot tub any time we wanted to! We enjoyed our stay.
Quick stats about vacation rentals with a pool in Upland
Total rentals
50 properties
Nightly prices starting at
ﺩ.ﺇ73 before taxes and fees
Total number of reviews
2K reviews
Family-friendly rentals
20 properties are a good fit for families
Pet-friendly rentals
10 properties allow pets
Rentals with dedicated workspaces
20 properties have a dedicated workspace
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- Venice Beach
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