Holiday rentals 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.
Guest house in Upland
4.99 out of 5 average rating, 274 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.

Superhost
A private pool area features a natural stone water slide, surrounded by lush greenery and palm trees. A hot tub is positioned beside the pool, with colorful flowers in a planter nearby. Vibrant patio furniture adds a touch of comfort to the outdoor setting.
Villa in Rancho Cucamonga
4.86 out of 5 average rating, 145 reviews

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.

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, 227 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!

Top 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.
Guest house in Upland
4.95 out of 5 average rating, 43 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.

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.
Guest house in Rancho Cucamonga
5 out of 5 average rating, 30 reviews

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

Top guest favourite
Two wooden lounge chairs are positioned by a poolside area, surrounded by lush greenery and tall cypress trees. A small metal table sits between the chairs, creating a inviting space for relaxation amid a gravel landscape.
Guest house in Claremont
4.98 out of 5 average rating, 294 reviews

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

Top 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.
Guest house in Rancho Cucamonga
4.89 out of 5 average rating, 542 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
A spacious living area showcases modern grey sofas and an elegant glass coffee table. A bright kitchen is visible in the background, featuring white cabinetry and stainless steel appliances. Light streams through large windows, enhancing the inviting atmosphere.
Home in Upland
4.99 out of 5 average rating, 129 reviews

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.

Top guest favourite
A serene outdoor dining area is highlighted by a round table with four chairs, adorned with a potted plant. Soft lights hang above, illuminating the private pool and landscaped yard, with shaded trees providing a peaceful ambiance.
Home in Upland
4.93 out of 5 average rating, 724 reviews

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

Guest favourite
Villa in Ontario
4.95 out of 5 average rating, 20 reviews

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)

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, 708 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 open-concept living area showcases a spacious grey sectional sofa accented by a light-colored throw. A modern kitchen features white cabinetry and a large island with seating for four. Natural light fills the room through wide windows, highlighting the wood floors and central fireplace.
Home in Upland
4.97 out of 5 average rating, 142 reviews

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

When is the best time to visit Upland?

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Avg. price£107£122£143£95£104£102£95£104£99£100£111£107
Avg. temp14°C14°C16°C17°C19°C20°C23°C24°C23°C20°C17°C14°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!