Places to stay in Upland

Book unique places to stay, houses, and more on Airbnb

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Popular amenities for Upland places to stay

Stay near Upland's top sights

Pomona College8 locals recommend
Montclair Place24 locals recommend
Rancho Santa Ana Botanic Garden19 locals recommend
The Claremont Colleges15 locals recommend
Some Crust Bakery13 locals recommend
Claremont McKenna College12 locals recommend

Other great vacation rentals in Upland

Guest favorite
A calm lake is depicted, surrounded by green hills and trees under a clear blue sky. Reflections of the landscape are visible on the water's surface, while a few ducks can be seen swimming peacefully. The serene atmosphere suggests a natural retreat.
Home in Crestline
4.91 out of 5 average rating, 22 reviews

Remodeled Mountain Cottage!

SusanaRating, 5 stars3 weeks ago
Lisa is an amazing host and I truly appreciate her prompt response. Our stay here definitely exceeded our expectations. Very clean and cozy atmosphere. The kitchen was very spacious and cooking was a breeze. The kitchen appliances were practical and easy to use. I would stay here again in the future!
Top guest favorite
A spacious cabin is surrounded by towering trees, with a large wooden deck that features sturdy railings. The stone accents below create a natural contrast, and a clear blue sky is visible in the background. Ample parking is provided in front of the home.
Cabin in Crestline
4.93 out of 5 average rating, 80 reviews

Sleeps 8|Hot Tub|5 Minutes to the Lake!

RaquelRating, 5 stars2 weeks ago
Stunning home up in the mountains. The only hiccup we had was finding the driveway, which our host gave us instructions and pictures ahead of time to help us find it. The cabin is spacious and despite having 7 adults in the home, we all felt we had room to move. Kitchen was big, and enough seating in the living room and dining room that everybody was able to stay together in the same room. The TV is a bit small, but we spent more time chatting on the deck and in the hot tub than watching TV, so it wasn't an issue. Upstairs has a cute nook with a couch and bed, as well as laundry and a bathroom! There is a fan attached to the slanted ceiling and fairy lights to light up a small step that leads to the bed. Nobody tripped, and despite heat rising, the fan made it a very comfortable night. My group already misses this cabin and out of the three we've stayed in Crestline, this is by far the fan favorite. Thank you!
Guest favorite
The exterior of a two-story lodge is presented, featuring a blue facade and a pronounced red front door. Expansive wooden decks encircle the building, providing multiple outdoor spaces. Tall trees offer natural shade while sunlight streams through the branches, highlighting the entrance.
Home in Lake Arrowhead
4.89 out of 5 average rating, 136 reviews

Heavenly Pines Lodge w/Hot Tub, AC and mtn views

Stay Awhile Rating, 5 stars3 weeks ago
Our group had an absolute blast at this house! The back deck had some amazing views and the house felt super homey and cozy. We had plenty of space for our group to sleep have a great time. Would definitely recommend. Awesome time!
Top guest favorite
Cabin in Lake Arrowhead
4.99 out of 5 average rating, 147 reviews

Cabin Nestled in Forest near Stores & Restaurants

JenniRating, 5 stars1 month ago
We had the opportunity of staying at this home over the weekend and when I tell you it felt like home LITERALLY Felt like home. This home made the right Fit for us all so We surely enjoyed of it plus got to be out and about on the snow! If you’re seeking a family home plus some nature around? This is the right home to book!
Guest favorite
A serene lake view is captured, featuring a variety of boats docked along the water's edge. Dense trees line the shoreline, complementing the peaceful atmosphere. A blue canopy is seen on one of the docks, with gentle clouds scattered across a bright blue sky.
Home in Lake Arrowhead
4.84 out of 5 average rating, 107 reviews

Lake Home in the Pines with a Dodger History

DanielaRating, 5 stars3 months ago
We had a wonderful stay at Matthew’s cabin! It was cozy, well-equipped, and perfect for the holidays. Matthew was a responsive and attentive host, making the experience even better. We’d definitely recommend this cabin for a relaxing getaway.
Guest favorite
An open-concept living area features a high cathedral ceiling with exposed wooden beams. Large windows provide abundant natural light and views of the surrounding trees. A comfortable sofa and stylish coffee table are positioned near a dining table, while sliding glass doors lead to an outdoor deck.
Cabin in Lake Arrowhead
4.91 out of 5 average rating, 144 reviews

Beautiful A-Frame Cabin Retreat: Hot tub+Theater

HoyaRating, 5 stars2 weeks ago
Lovely place for our family vacation. Highly recommended.
Superhost
Cabin in Lake Arrowhead
4.94 out of 5 average rating, 82 reviews

Matterhorn Pines| Lake Views+GameRoom+Hottub

ClairRating, 5 stars2 months ago
Fabulous place loads of space and communicative managing agent who cleared away the snow On the drive in advance of our arrival . We had a lovely stay and hope to return. Thanks for sharing your home with us.
Top guest favorite
Cabin in Lake Arrowhead
4.99 out of 5 average rating, 250 reviews

Mile High Haus, by @To_Dwell_Here

MehdiRating, 5 stars2 weeks ago
We had a wonderful stay at this cozy cabin in Lake Arrowhead! The place was clean, well-stocked, and beautifully decorated with a warm, rustic charm. The deck was perfect for morning coffee with a view, and we loved the peaceful, forested surroundings. Just a short drive to the lake and local shops. The host was responsive and made everything easy. Highly recommend for a relaxing mountain getaway!

Quick stats about vacation rentals in Upland

  • Total rentals

    140 properties

  • Nightly prices starting at

    $20 before taxes and fees

  • Total number of reviews

    5.7K reviews

  • Family-friendly rentals

    60 properties are a good fit for families

  • Pet-friendly rentals

    40 properties allow pets

  • Rentals with a pool

    50 properties have a pool

Frequently Asked Questions

  • How much does it cost to stay in house rentals in Upland?

    Experience the best of Upland with our house rentals, starting at about $20 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • Are there vacation rentals with a dedicated workspace in Upland?

    Yes! Work meets play with ease at over 90 vacation rentals in Upland featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • What are the most popular amenities for House Rentals in Upland?

    Enhance your stay in our House Rentals with the most popular amenities: over 10 homes with a bbq area, over 90 homes with wifi, over 10 homes with self check-in, and more. Indulge in the ultimate retreat, tailored to your preferences.

  • Are there pet-friendly vacation rentals in Upland?

    Four-legged friends are welcome in Upland. Choose from more than 40 vacation rentals for guests traveling with pets.

  • Are there Upland vacation rentals on Airbnb with pools?

    Yes! Dive into the perfect getaway at one of over 50 vacation homes with pools in Upland, available on Airbnb. Make a splash and soak up the sun in style!

  • Do house rentals in Upland have a bbq area?

    Absolutely! We offer over 10 house rentals with a bbq area in Upland. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in Upland have wifi?

    Absolutely! We offer over 90 house rentals with wifi in Upland. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in Upland have self check-in?

    Absolutely! We offer over 10 house rentals with self check-in in Upland. Enjoy a tailored experience with all the comforts you desire.

Destinations to explore