
Holiday rentals in Upland
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Top-rated holiday rentals in Upland
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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.

Gorgeous Resort Style Mountain view Pool Villa
Gorgeous 3 bed/2 bath single floor home with PRIVATE Heated POOL that feels like a 5 Star resort with FREE EV charging for your car. Beautiful backyard, BBQ grill and 12 seater lounge, pool & hot tub with water slide. Fireplace, 85” OLED TV, work space, High speed Wi-Fi , Gym. Fully equipped kitchen, 6-burner gas range stove, rice cooker, coffeemaker etc. Laundry room with washer/dryer, iron/board, air conditioning, heating, linens/towels, Pack & play. Digital door lock, Driveway for 4 vehicles.

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!

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.

Bougainvillea Guesthouse: EpicViews-Private Estate
The Bougainvillea Guest House is located on historical Casa Cielo .61 acre estate (close to Claremont Colleges) 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 level entry, 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

Pool • Garden Patio • 5 Min to Village & Colleges
This peaceful garden guesthouse feels worlds away while still being just minutes from the Claremont Colleges and Village. Start your mornings with coffee on the private patio, open the French doors to fresh air and garden views, then unwind beneath the trees after a day of hiking, exploring, or visiting campus. Guests love the soaring ceilings, newly renovated kitchen, pool, thoughtful details, and the calm atmosphere throughout the property. Claremont Short Term Permit Number: STR-001

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.

Stylish 4BR ~ Near Colleges, BBQ Patio, Pool Table
Welcome to our Upland retreat—a spacious 4BR home designed for both comfort and style. Perfect for families, friends, or groups, it features a cozy living room, a fully equipped chef’s kitchen, and peaceful bedrooms for a restful stay. Step outside to a sunny patio with a BBQ and outdoor dining set, ideal for enjoying California’s beautiful weather. Just 5 minutes from the I-10 freeway, the home is a perfect base for exploring local attractions or simply relaxing in laid-back luxury.

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

Red Hill 3B2B Near ONT | Claremont | Vic Gardens
✨ Swing Homes 秋千之家 · Red Hill 商务精品 3B2B 套房 由中国北京盘古大观七星酒店原设计师精心打造,Swing Homes 秋千之家将“秋千 × 波西米亚现代”美学完美融合,营造优雅、轻松与自然感兼具的住宿体验。 民宿群落由 三栋独立建筑组成,共 六间高端客房、三个客厅、三个厨房、三花园与三车库,并与另一处波西米亚主题民宿仅相距 20 米,可同时接待 1–24 位旅客,适合情侣、家庭、商务及小型聚会。 🏡 3B2B 家庭套房 · Red Hill 区 本套房位于 Rancho Cucamonga、Upland 与 Ontario 交界的安静高端社区,占地超 10,000 平方英尺。全新建筑、全屋精装修美式现代风格! 配备 三卧室、独立淋浴主卧、客厅、厨房、洗衣房及私家花园,房间风格各异,适合家庭、朋友或情侣入住。享受五星级配置,用三星价格,感受舒适宁静。 ⭐ 适合旅客 • 🌿 周末度假 & 都市轻休旅 • 👨👩👧 家庭出游 • 💼 商务差旅(近 Ontario 机场 & 商业区)

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

Relaxing 3 Bedroom Home 15 min from ONT Airport
Experience ultimate luxury at our 3BR/2BA single-story home with a stunning open floor plan, central AC, and a sparkling pool. Conveniently located close to shopping and restaurants, just 10-15 min from Ontario Airport, a short drive to Padua Wedding Venue, and 33 miles from Disneyland. Perfect for families, couples, and business travelers seeking a relaxing getaway. Book now and indulge in the ultimate luxury retreat!
Popular amenities for Upland holiday rentals
Other great holiday rentals in Upland

Mid-Century Marvel In the Claremont Village

Detached villa

Newly Remodeled 3BR with Pool near Ontario Airport

Cozy Guest Suite - Upland

BRAND NEW Studio with Queen bed

Modern 4BR Retreat Private Guest House

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

Cozy Private Guesthouse in Upland
When is the best time to visit Upland?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | £107 | £122 | £143 | £95 | £104 | £102 | £95 | £104 | £99 | £100 | £111 | £107 |
| Avg. temp | 14°C | 14°C | 16°C | 17°C | 19°C | 20°C | 23°C | 24°C | 23°C | 20°C | 17°C | 14°C |
Frequently Asked Questions
What are the best places to stay in Upland?
Upland has vacation rentals throughout suburban neighborhoods, with many homes and apartments near parks and the downtown area. Guests often choose stays close to local shopping, dining, and community spaces.
What are the best things to do in Upland with kids?
Children often enjoy playgrounds, petting zoos, and hands-on art workshops in Upland. Family-friendly parks and seasonal community events provide engaging spaces for play and learning.
What are some of the best things to do in Upland?
Explore local boutiques in the historic downtown, stroll community parks, or visit art galleries showcasing regional creativity. Neighborhood events and farmers markets are frequently suggested for more community-centered experiences.
How is the weather in Upland?
Upland has a mild climate, with winter temperatures around 47–67°F (8–20°C) and summer afternoons near 65–83°F (18–28°C). Rainfall is most common from late fall through early spring, while summers are dry and warm.
When is the best time to visit Upland?
Late spring through early autumn in Upland is often recommended for clearer skies, mild temperatures, and outdoor festivals. Visitors enjoy garden blooms and community celebrations during these months.
What are the best places to visit in Upland?
Visit Upland’s historic downtown, explore neighborhood parks, and check out community art spaces. The city also has heritage sites reflecting its citrus farming history and Route 66 connections.
What are some hiking trails in Upland?
Upland has several nature paths and walking trails, including routes through neighborhood parks and foothill areas. The city’s proximity to the San Gabriel Mountains means there are forested hikes and scenic loop trails nearby.
What are some family activities we can do in Upland?
Families in Upland often explore local parks, playgrounds, and community recreation centers. Art workshops, farmers markets, and nature walks are frequently suggested for a fun family day.
What are some of the best day trip ideas from Upland?
Day trips from Upland can include exploring mountain trails, visiting nearby vineyards, or enjoying regional museums and cultural centers. Locals often suggest checking out botanical gardens and outdoor recreation in surrounding areas.
Are there any pet friendly accommodations available in Upland?
Many vacation rentals in Upland welcome pets, especially in neighborhoods near parks and green spaces. Some stays have yards or are close to walking trails, making it easier to explore with your companion animal.
What are some local tips for visiting Upland?
Locals suggest exploring the downtown area for unique shops and seasonal farmers markets. Bring comfortable shoes for walking, and check neighborhood calendars for community events during your visit.
What is Upland known for?
Upland is known for its historic Route 66 connections, locally rooted citrus heritage, and lively community events. The city frequently features a balance of suburban neighborhoods, green parks, and cultural gathering spaces.
What are the best hidden gems to explore in Upland?
Explore locally owned shops, neighborhood art galleries, and smaller parks that offer peaceful walks and garden views. Upland’s historic downtown area is often recommended for those seeking small-town charm and unique finds.
What are the best foods to try in Upland?
Upland has locally rooted Mexican cuisine, fresh produce from neighborhood markets, and a mix of American comfort foods. Bakeries and coffee shops are frequently suggested for breakfast and afternoon treats.
What should I bring for a trip to Upland?
Pack comfortable clothing for mild to warm weather, as Upland’s climate stays mostly between 47–83°F (8–28°C) year-round. Sun protection, walking shoes, and a reusable water bottle are frequently suggested for outdoor activities.
What is the nightlife in Upland like?
Upland has laid-back venues, pubs, and casual eateries, with nightlife centered around neighborhood gathering spots. Live music and social spaces are often recommended for those looking to explore in the evening.
What are the most popular events or festivals in Upland?
Upland has community celebrations, like street fairs and seasonal harvest festivals, often recommended by locals. Arts and craft events, as well as parades during holidays, are frequently suggested for visitors.
Are there family friendly vacation rentals in Upland?
Upland has a variety of vacation rentals, including homes and apartments that are frequently suggested for families. Many neighborhoods feature spacious layouts and easy access to parks or recreational spaces.
Quick stats about holiday rentals in Upland

Total holiday rentals
Explore 160 holiday rentals in Upland

Nightly prices starting at
Upland holiday rentals start at £22 per night before taxes and fees

Verified guest reviews
Over 5,640 verified reviews to help you choose

Family-friendly holiday rentals
70 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 70 rentals that welcome pets

Holiday rentals with a pool
70 properties feature pools

Rentals with dedicated workspaces
110 properties have a dedicated workspace

Wifi availability
160 of Upland holiday rentals include wifi 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!
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