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Cottage holiday rentals in Upland

Find and book unique cottages on Airbnb

Quick stats about cottage rentals in Upland

  • Nightly prices starting at

    Upland holiday rentals start at $78 SGD per night before taxes and fees

  • Verified guest reviews

    Over 40 verified reviews to help you choose

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Upland rentals

  • 4.9 Average rating

    Upland stays are highly rated by guests – averaging 4.9 out of 5!

Top-rated cottage rentals in Upland

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

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Top guest favourite
The charming exterior features a dark wood and stucco facade, accented by a balcony above the entrance. A long outdoor dining table is set with a seasonal decor, surrounded by red chairs, inviting al fresco meals in the serene setting.
Cottage in Lake Arrowhead
4.97 out of 5 average rating, 130 reviews

1942 Story Book Cottage w/access to private dock

This 1942 Chalet is straight from a story book. With many original features, the house is charming inside and out. Enjoy a small lake view while sitting near the fire pit on the adirondack chairs. Situated in a very quiet neighborhood known as The Palisades you’ll appreciate the peace & quiet. The house has everything you need including fully stocked kitchen, desk for remote work and high speed internet. Walking distance to restaurants, shopping, trails & a short drive to many local attractions.

Superhost
The studio features a bright sleeping area with a queen-sized bed adorned with decorative pillows. A cozy pullout sofa provides additional seating. Soft natural light enters through the sheer drapes, complemented by decorative wall accents and greenery, creating a peaceful ambiance.
Cottage in Riverside
4.86 out of 5 average rating, 194 reviews

Sweet Farmhouse - Kaiser - Parkview - CBU - UCR

DISCOUNT LONG TERM STAYS! This chic farmhouse style studio is fully renovated and professionally designed. Our home can comfortably fit up to 4 people. The home includes pull down blackout shades throughout, queen sized memory foam bed, A/C & heating unit, printer, fast Wi-Fi, Cable TV, 65 inch Smart TV, fully stocked kitchen with all cookware and basic spices, plush linens, shampoo/conditioner/body wash, spacious bathroom with large walk-in shower, and laundry basket with in-unit washer/dryer.

Top guest favourite
Cottage in San Bernardino
4.94 out of 5 average rating, 344 reviews

Adorable Cozy Cottage, base of Beautiful Mountains

This adorable cottage is located at the base of the San Bernardino mountains where you have views of the snow-capped mountains in the colder seasons & views of the beautiful sunsets all year! Close to freeways, malls & hiking trails. Relax poolside as the cottage doors open to the pool & outdoor BBQ & fire pit. It's a great get-away location with all newly remodeled amenities for a comfortable stay. Plenty of parking. NEW onsite DAY SPA services! THIS SPACE IS NOT SUITABLE FOR SMALL CHILDREN

Top guest favourite
The exterior of the cottage features a gray facade with a welcoming front porch. Vibrant red chairs are positioned on either side of a decorative garden area, surrounded by greenery. A path lined with stone leads to the entrance, and details of the home's historic charm are evident.
Cottage in Old Towne
4.97 out of 5 average rating, 287 reviews

The Orange Peel, a Historic Cottage in Old Town

The Orange Peel is a cozy restored two bedroom historic cottage from 1919, on the property of a 120 year old Victorian house. This detached 2 bed- 1 bath guesthouse has vintage charm in the heart of Old Town Orange. It is very comfortable for four people, with one queen bed and two twin beds, with the option of two more guests on the couch (extra charge). The private and quiet space is walking distance to Chapman University and the excellent restaurants and shops in the historic Orange Circle.

Guest favourite
A new jacuzzi is situated on the deck, surrounded by tall pine trees. The bubbling water catches sunlight, with a spacious wooden deck leading to the entrance of the house. Decorative lights enhance the outdoor atmosphere, adding a cozy touch.
Cottage in Lake Arrowhead
4.95 out of 5 average rating, 364 reviews

Lake Retreat – Spa, AC, Fenced Yard, Walk to Lake!

Welcome to your mountain retreat! This cozy 3-bedroom, 2-bath cottage is 1.5 miles from Lake Arrowhead Village and 0.3 miles from Cedar Glen, near Santa’s Village (2.8 miles), hiking trails, and Snow Valley Resort (14 miles). After exploring, relax with cocktails on the decks, hot cocoa by the fireplace, or a soak in the jacuzzi. Enjoy smart central air conditioning and a fully fenced yard for peace of mind and a secure play area for kids. Whether adventure or relaxation, this home has it all!

Guest favourite
A welcoming sleeping porch features a day bed adorned with yellow and green pillows. Natural light filters in from the windows, illuminating the cozy space. A wooden bench and decorative elements enhance the inviting atmosphere, with a 'WELCOME' banner displayed on the wall.
Cottage in Monrovia
4.89 out of 5 average rating, 192 reviews

Quaint Cottage Nestled In Premier Historical Tract

This adorable cottage is located on a treelined street, nestled in Monrovia's premier historical tract. This quiet, family friendly neighborhood exudes the warm welcome and security of a small town and filled with the enchanting beauty of nature and historical architecture. The location is most ideal as it is just a short 10min walk from enjoying the nature trails of canyon park, and the wonderful dining, cafes, and bars of Old Town Monrovia. This is a perfect getaway for one or two couples.

Top guest favourite
The living area features a light-toned wooden ceiling and walls painted in soft yellow. Comfortable seating is provided by two armchairs and a plush white sofa, arranged around a wooden coffee table on a natural fiber rug. Large windows allow natural light to create a warm ambiance.
Cottage in Whittier
4.97 out of 5 average rating, 271 reviews

Whittier destination Atlantic Cottage

Welcome to Whittier destination our new listing October 1st, 2021. Due to the popular demand of our first cottage, now available is our second cottage remodeled, decorated & awaiting guests to arrive from around the globe. Whittier destination is a mid-century cottage in a private courtyard of 6 cottages situated in a semi-circle around a sparkling swimming pool. Ideal for families, couples business people and the like. More than just a place to stay, it's a destination in and of itself.

Top guest favourite
A charming two-story house is set behind a well-maintained front yard featuring lush green grass and colorful flower beds. The path is lined with bricks leading to the welcoming entrance. Large trees provide shade, creating an inviting atmosphere in the front garden.
Cottage in Old Towne
5 out of 5 average rating, 269 reviews

CITRUS COTTAGE Close to Chapman U & Disneyland

Citrus Cottage is a spacious stand-alone guest house in the heart of Old Towne Orange. It’s a great place for parents of Chapman students to stay while visiting their kids. Within walking distance to the Circle with so many great restaurants and bars that it makes it difficult to choose where to go. Unscented detergent and no plug in air fresheners are used. Plenty of parking is available. Close to Disneyland. Arrive to something refreshing in the refrigerator and wake up to hot coffee.

Guest favourite
The exterior of a charming cottage is viewed, surrounded by tall trees and lush greenery. The structure features a combination of light-colored walls and stone accents, highlighting a traditional roofline. Natural light filters through the foliage, creating a serene atmosphere.
Cottage in Lake Arrowhead
4.94 out of 5 average rating, 117 reviews

Chic Renovated Cabin w/Lake Access! Steps to lake!

Best location in Lake Arrowhead! Walk to town + steps away from Orchard Bay, the perfect place for all summer lake activities (coveted, private lake access on request). Meticulously renovated cottage with an oversized deck ideal for spending all day grilling and all night lounging under the stars. Whether you're looking to relax or work remotely, this cabin is the place to do it all. The perfect city escape, fully outfitted with all the comforts of home. You'll never want to leave!

Guest favourite
A cozy living area is highlighted by a plush grey sectional sofa adorned with yellow-accented pillows. A small white coffee table is set in front, while natural light flows through two windows with light curtains. A decorative side table and a corner coat rack add functional charm.
Cottage in Fullerton
4.82 out of 5 average rating, 379 reviews

SoCal Gem Cozy Cottage

Enjoy your vacation in the center of OC. Just a short drive to Disney, Knott’s, the Pacific Coast, LA and more. A quick walk to Downtown Fullerton with a variety of restaurants, coffee shops, boutiques or hop on a train if you are traveling to LA or San Diego. It's perfectly positioned to enjoy all that SoCal has to offer! Whether a family, couple or solo adventurer, you’ll love the convenient location and recently updated comfortable surroundings of this historic craftsman cottage.

Top guest favourite
Cottage in Crestline
4.96 out of 5 average rating, 111 reviews

Calming Cottage w/ Breathtaking View Near Lake!

Welcome to Panoramic Pines! Rise above the stress in our calming, nature-themed cottage with a view that takes your breath away. Located just a 3 minute drive (15 minute walk) from the free side of Lake Gregory, Panaramic Pines is the perfect place to rejuvenate yourself. Hike, swim, stand up paddle board, kayak, fish, or stay in and enjoy the great outdoors from our giant wall of windows or the large balcony! You may not want to leave, and that's okay! You're welcome back any time!

Guest favourite
An outdoor patio area features a wooden deck with a dining table set for four, accompanied by a vibrant orange throw. A barbecue grill is positioned nearby, and string lights are hung above, providing an inviting setting among trees in a quiet natural environment.
Cottage in Lake Arrowhead
4.9 out of 5 average rating, 293 reviews

The Dogwood Cottage, 1 mile to the Village!

Proudly offering military/ first responder discount!!! Just added NFL SUNDAY TICKET! Welcome to the Dogwood Cottage, perched high in the trees of the tranquil Burnt Mill community. Conveniently located 1 mile from the Lake Arrowhead Village and brewery, you won’t miss a beat with all of the fun activities year round. 5 minutes to Santa’s village/ Sky Park. 25 minutes to Snow Valley. Tons of nearby hiking/ off-roading and adventure seeking! SBC # B201203958

Popular amenities for cottage rentals in Upland