Cottage vacation rentals in Upland

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Top-rated cottage rentals in Upland

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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 Cedar Glen
4.97 out of 5 average rating, 128 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.

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, 250 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. The bright and airy décor reflects the charm of Old Towne Orange. Plenty of parking is available. Close to Disneyland. Arrive to something refreshing in the refrigerator and wake up to hot coffee.

Guest favourite
A spacious outdoor dining area features a large wooden table surrounded by eight wooden chairs, each adorned with blue cushions. An oversized umbrella provides shade, while a patterned rug lays beneath. Lush greenery and a stone pathway enhance the inviting atmosphere.
Cottage in South Pasadena
4.88 out of 5 average rating, 408 reviews

South Pasadena Cottage Near Metro

This charming, 106-year-old cottage sits in a stellar location, right in the heart of South Pasadena’s Mission District & Library Park— two-minute walk to the Metro. It has a walkability score of 92, near restaurants, bars, cafés, grocery stores, schools, churches, new music venue “Sid the Cat”, and two Trader Joe's! A short drive to In 'N Out for burgers. The neighborhood is often featured in films, TV shows, commercials and is treasured for its tree-lined quiet streets and historic character.

Superhost
A cozy sleeping area features a spacious bed adorned with soft white linens and vibrant yellow accent pillows. Floral wall art is displayed above, and a circular mirror reflects natural light. A decorative pillow with the phrase 'be our guest' adds a welcoming touch.
Cottage in Riverside
4.94 out of 5 average rating, 163 reviews

Riverside Studio - Kaiser - Parkview - CBU - UCR

DISCOUNT LONG TERM STAYS! This studio is fully renovated and professionally designed. Our cozy cottage is small, making it perfect for solo travelers or couples passing through the historic area of Riverside. The home includes a full sized memory foam bed, A/C & heating unit, printer/fast Wi-Fi, Cable TV, 55” Roku Smart TV, fully stocked kitchen with all cookware and basic spices, plush linens, shampoo/conditioner/body wash, laundry basket with onsite washer/dryer (in garage), and keyless entry.

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
4.99 out of 5 average rating, 268 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 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, 178 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.

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, 106 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!

Superhost
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
4.83 out of 5 average rating, 356 reviews

SoCal Cute 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
A welcoming living area features a cream-colored sofa and two accent chairs, complemented by a wooden coffee table. Natural light floods the space through large windows, highlighted by decorative curtains. A painting hangs on the wall, and a TV is positioned across from the seating arrangement.
Cottage in Whittier
4.94 out of 5 average rating, 409 reviews

Whittier Destination Pacific Cottage

Private, 2 bedroom, non-shared cottage, ideal for travelers and visitors from couples to families. It just doesn't get any better than this. This cottage is nestled in a park-like setting looking out onto green grass lawns, trees and a sparkling pool located in a private, secluded, quiet courtyard of 6 private cottages. Private parking for 2 cars included. Accommodates up to 6 with sofa bed. 2 cottages available. Coin operated Laundry room. Everyone loves it here at the "Three Palms".

Top guest favourite
A spacious living room features a comfortable leather sofa and a wooden coffee table centered on a textured rug. Large windows offer expansive views of the surrounding trees, while natural light fills the room. A rock fireplace adds warmth, complemented by a soft armchair.
Cottage in Crestline
4.96 out of 5 average rating, 106 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!

Top guest favourite
A rustic cabin is surrounded by towering trees, featuring a textured wooden deck with diamond cutouts. The structure has light-colored siding and a sloped roof, complemented by a set of small windows with white frames, providing a cozy, inviting appearance.
Cottage in Twin Peaks
4.97 out of 5 average rating, 174 reviews

° The Alpine Getaway at The Twin Peaks Lodge °

A short walk to the National Forest and a 10-minute drive to both Lake Arrowhead and Lake Gregory, the historic Twin Peaks Lodge offers 21 unique cabins with a top-rated restaurant on site. Our 3 rules: no smoking no pets (sorry, no exceptions) no grilling or bonfires (we're surrounded by trees!) Some things to note: we have a microwave & small fridge at the cabin, and our restaurant is open for dinner and there's a little market open late just next door!

Top guest favourite
The exterior view of the studio cottage showcases a welcoming entrance surrounded by greenery. Two blue chairs and a small table are positioned in a sandy area, with garden features including foliage and decorative plants. Natural light filters through trees, creating a serene setting.
Cottage in Highland Park
4.93 out of 5 average rating, 446 reviews

Studio Cottage

This is a small Studio cottage at the rear of my home. It's craftsmanesk in style with a partially open ceiling and a skylight. It's perfect for a couple or single person. There is a swimming pool but it's not heated, fine for swimming June to Oct depending on the weather, unless you are a polar bear. It's a 5 min walk to the MetroGold Line and a 10 min walk to new restaurants on Figueroa St. I have a fairly extensive cactus / succulent garden.

Popular amenities for Upland cottage rentals

Quick stats about cottage rentals in Upland

  • Nightly prices starting at

    Upland vacation rentals start at $96 CAD 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!