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Holiday houses in Upland

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Top-rated holiday rentals in Upland

Guests agree: these stays are highly rated for location, cleanliness and more.

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Top Guest favourite
A welcoming living room is presented with a comfortable sofa and coffee table. A flat-screen television is mounted on the wall. Decorative items, including vases and books, are arranged on the media console. Soft lighting enhances the warm ambiance, and a cozy chair adds extra seating.
Guesthouse in Upland
4.99 out of 5 average rating, 257 reviews

Claremont College Close - Private Upstairs Cottage

CHECK OUT OUR REVIEWS! Guest House Is A Totally Separate Upstairs Cottage W/Living Room/Kitchenette/Bedroom/Bathroom/Washer/Dryer/Private Entry. You Never Meet The Owners. Located At The Foot Of The Mountains. Just 5 Miles To Claremont Colleges Which Is The Majority Of Our Guests. Great Hiking Trails. 37 Miles To Disneyland, 10 To Ontario Airport, 55 To LAX Airport, 42 To LA, 8 To Mt. Baldy, 61 To Big Bear, 50 To Newport Beach. It's So Nice You Won't Want To Leave. Long Term Renters Considered.

Guest favourite
A bright room features a spacious bed with a wooden headboard and decorative pillows. Natural light filters through the window with white shutters. A round dining table accompanied by two chairs stands nearby, with a mirror reflecting the space. An en-suite bathroom is visible through an open door.
Guest suite in Upland
4.93 out of 5 average rating, 218 reviews

North Upland Suite, Private Entrance and Bathroom

Bright, spacious room in North Upland home with private entrance and private bathroom. The room has a comfortable queen bed. The en-suite bathroom has a shower and large bathtub. The closet has a kitchenette. There is a table for dining or working. There is no access to the main house. Shared dining and lounging spaces in the yard. Space is a few miles from Sweet Pea Ranch, and six miles from Claremont Colleges and eight miles from Mount Baldy Lodge. This is a non smoking / no drugs property!

Guest favourite
A studio space is revealed, featuring a spacious bed with neutral bedding. A smart TV is mounted on the wall across from a small dining table with two chairs. A mirror and dresser are present, with natural light coming through a skylight above.
Guesthouse in Upland
4.9 out of 5 average rating, 21 reviews

Private Entrance Guesthouse Full Kitchen

This beautiful studio in a tranquil N. Upland neighborhood is centrally located 10-15 minutes from Downtown Upland, San Antonio Hospital, Upland Rehab Center, Ontario Int. Airport, Ontario Mills, Victoria Gardens Mall, Claremont Colleges, Mt. Baldy Resort, Hiking Trails, and surrounded by Fwy: 10, 210, Rte 66. Private entrance without any shared walls to the main house; perfect for couples seeking a getaway near the mountain, working professionals or travelers seeking convenience and comfort.

Guest favourite
The open living area features a well-equipped kitchen with dark cabinets and granite countertops. A dining table with chairs is positioned near a comfortable seating area, where a sofa and decorative wall art contribute to the inviting ambiance. Natural light filters through the window, enhancing the space.
Guesthouse in Rancho Cucamonga
4.89 out of 5 average rating, 533 reviews

PRIVATE COZY GUEST HOUSE IN BEAUTIFUL NEIGHBORHOOD

The private guesthouse is newly renovated on a half acre of landscaped property, with a blooming backyard and a great view of the mountains. We are in an upscale residential area, it’s quiet, safe and beautiful. You can hike up the mountain to enjoy the city view or go down the street to explore lovely Heritage Park. We are located 15 mins from Ontario Int airport (ONT), 15 mins from both Ontario Mills and Victoria Gardens malls, & less than 10 mins from over ten grocery locations.

Top Guest favourite
Home in Upland
4.9 out of 5 average rating, 20 reviews

Cozy Guest Suite - Upland

This charming and peaceful studio is located in a quiet Upland neighborhood, centrally located to many shopping areas. 2 mins driving to Downtown Upland (5-10 min walk) . We are just 10–15 minutes Ontario International Airport, Ontario Mills, Victoria Gardens, Claremont Colleges, Mt. Baldy Resort, and scenic hiking trails. Convenient access to the 10, 210, 57 freeways. We are a pet friendly host and welcome furbabies :) Perfect for a short getaway or for working professionals.

Top Guest favourite
A modern living area features a cozy gray armchair and sleek coffee table atop a textured area rug. A stylish chandelier illuminates the space, while a large flat-screen TV is mounted on the wall. The kitchen area, visible in the background, boasts white cabinetry and bar seating.
Home in Upland
4.93 out of 5 average rating, 163 reviews

Spacious 4BR ~ Near Colleges, BBQ Patio & Dining

Welcome to our beautiful 4BR retreat, where modern style meets homely warmth. Relax in the spacious, chic living room—perfect for movie nights or great conversation. Cook up your favorites in the fully-equipped kitchen and gather around the dining table for memorable meals. Each bedroom promises comfort, including a serene master suite with a private bath. Step outside to the patio with a BBQ and outdoor dining area—ideal for group fun or peaceful moments under the stars.

Top Guest favourite
A charming exterior of the cottage is framed by a gated entry, featuring a cozy front porch with seating. String lights hang overhead, providing a warm ambiance. The pathway is lined with greenery and leads to the entrance of the house.
Guesthouse in Upland
5 out of 5 average rating, 52 reviews

The Cottage

Welcome to your beautiful cottage retreat surrounded by nature. The private one bedroom house is on a secluded estate and includes a full kitchen, bathroom, cozy living quarters, a large bedroom, and a private patio. The countryside setting has perfect access to the Mount Baldy ski resort, famous hiking and the city beneath. Set in the mountains next to the original Ontario Mayor's mansion, this cottage supplies everything you need for a tranquil and relaxing getaway.

Superhost
A single-story house is seen with a prominent red front door and solar panels on the roof. A well-kept lawn and white picket fence encircle the property, while an off-street parking space accommodates one vehicle in front of the entrance.
Guest suite in Ontario
4.84 out of 5 average rating, 683 reviews

2 bedroom suite. Private & 5 min to airport

Relax with the whole family in a private two bedroom guest suite. The bedroom has (1) Cal King Bed, second bedroom has (1) queen bed and living area has a sofa bed. The suite is has (2) TV's. Refrigerator and microwave are provided for your stay. The suite is connected to the home by a double sided door. The door will remain locked on both ends. We are a short 10 min. drive to the Ont airport, Ontario convention center, Toyota arena and the Ontario Mill

Top Guest favourite
An entryway features a wooden cabinet with a distinctive circular design and a golden accent. A large mirror hangs above the cabinet, reflecting light. A vase containing vibrant flowers adds a touch of color, while the kitchenette is visible in the background.
Guesthouse in Rancho Cucamonga
5 out of 5 average rating, 17 reviews

Bougainvillea Guesthouse/Private/Epic Mt. Views!

The Bougainvillea Guest House is located on the historical Casa Cielo .61 acre estate in the foothills of Alta Loma. Walk up the hill to mountain trails or visit Sam Maloof's Home and Gardens. You will enjoy quiet privacy in this safe, very low density neighborhood, completely separate from the main house with a private driveway, entrance, yard, and patio. 15 minutes to the Claremont Colleges 20 minutes to Ontario Airport 15 minutes to Victoria Gardens

Top Guest favourite
The exterior of the casita features a welcoming entrance with a light door and large windows framed in white. The charming stonework at the base complements the warm-toned wood siding, surrounded by lush green plants and a concrete pathway leading to the pool area.
Guesthouse in Claremont
4.96 out of 5 average rating, 690 reviews

Walk to Village & 5C's & Trader Joe's/Private Pool

Welcome to our little casita! With a private side entrance, the space has an open living and sleeping area with a queen bed. The kitchen has granite counters, a microwave and a two-burner stove. It's not huge, but it's clean and the location is great -- walking distance to the Claremont Village and the 5 Claremont Colleges. People from all backgrounds are welcome in our casita. City of Claremont Short Term Rental Permit Number: STR-005

Top Guest favourite
A well-appointed bedroom features a spacious bed with a dark striped comforter. A simple nightstand with a lamp complements the decor. A flat-screen TV is mounted on the wall opposite the bed. Natural light enters through a doorway leading to a bathroom.
Guest suite in Ontario
5 out of 5 average rating, 50 reviews

Cozy 1B/1B Private entrance (A)- 8 Min to ONT

Brand new private unit (entire place with private entrance) 1 bedroom and 1 bathroom equipped with functional kitchen. The property is located in a friendly environment quietly situated on North of Ontario. Location: - 3 (Mi) Ontario International Airport (ONT) - 1 (Mi) Ontario Metro - 1 (Mi) Ontario Convention Center - 4 (Mi) Ontario Mills Shopping Center - 1 (Mi) Top Golf - 6 (Mi) Victoria Gardens

Guest favourite
A modern bedroom features a spacious bed adorned with plush linens and decorative pillows. Natural light enters through a large window with plantation shutters, illuminating the room. A stylish pendant light hangs above, while a cozy seating area with cushions is positioned by the window.
Home in Upland
4.92 out of 5 average rating, 87 reviews

Peaceful retreat in Upland!

Welcome to our cozy retreat in the beautiful city of Upland! This 2 bedroom, 1 bathroom unit combines contemporary decor with modern amenities for an experience all can enjoy. Nestled in close proximity to Mount Baldy, biking and hiking trails,Downtown Claremont, shopping, restaurants and much more! Peaceful mornings and fun-filled afternoons await you at this unique experience!

Popular amenities for Upland holiday rentals

When is the best time to visit Upland?

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Avg. price$208 NZD$231 NZD$208 NZD$213 NZD$233 NZD$228 NZD$211 NZD$231 NZD$221 NZD$223 NZD$248 NZD$240 NZD
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Frequently Asked Questions

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

    Experience the best of Upland with our apartment rentals, starting at about $60 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

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

    Yes! Work meets play with ease at over 60 house rentals in Upland featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • Are there Upland house rentals on Airbnb with pools?

    Yes! Dive into the perfect getaway at one of over 30 house rentals 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 guesthouse rentals in Upland have wifi?

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

  • Are there family-friendly house rentals in Upland?

    Upland has more than 50 family-friendly house rentals. Amenities on the property may include high chairs, travel cribs, or strollers.

  • Are there pet-friendly house rentals in Upland?

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

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

    Enhance your stay in our Guesthouse Rentals with the most popular amenities: over 10 homes with air conditioning, over 10 homes with wifi, and more. Indulge in the ultimate retreat, tailored to your preferences.

Quick stats about holiday rentals in Upland

  • Total holiday rentals

    Explore 170 holiday rentals in Upland

  • Nightly prices starting at

    Upland holiday rentals start at $50 NZD per night before taxes and fees

  • Verified guest reviews

    Over 5,710 verified reviews to help you choose

  • Family-friendly holiday rentals

    80 properties offer extra space and kid-friendly amenities

  • Pet-friendly accommodation

    Find 70 rentals that welcome pets

  • Holiday rentals with a pool

    60 properties feature pools

  • Rentals with dedicated workspaces

    110 properties have a dedicated workspace

  • Wi-Fi availability

    170 of Upland holiday rentals include Wi-Fi access

  • Popular amenities for guests

    Guests love Gym, BBQ grill and Laptop-friendly workspace across Upland rentals

  • 4.8 Average rating

    Upland stays are highly rated by guests—averaging 4.8 out of 5!