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Cottage vacation rentals in Upland

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Top-rated cottage rentals in Upland

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

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Guest favorite
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, 166 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 favorite
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, 233 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.

Top guest favorite
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
5 out of 5 average rating, 250 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 favorite
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, 168 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 favorite
The cottage exterior features a welcoming porch with decorative white railings and a covered entry. Lush greenery and flowering plants are positioned throughout the front yard, complemented by stone pathways. A charming arbor provides shade, while large planters enhance the inviting atmosphere.
Cottage in Long Beach
4.93 out of 5 average rating, 354 reviews

The Captain's Cottage on 3rd.

Welcome to "The Captains Cottage" in the charming Alamitos Beach neighborhood. This 100 year old duplex cottage is walking distance to many fun shops and eateries. 5 minutes on foot to Bixby Park overlooking the Pacific Ocean. This cottage has a private rear patio space to relax after a day of shopping or beach time. Kitchen is equipped to prepare meals if you wish. But there are many dining options within walking distance. This home is not wheelchair accessible. No pets and no smoking.

Top guest favorite
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
4.95 out of 5 average rating, 393 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".

Guest favorite
The cabin's exterior features a welcoming front porch with a cozy glider bench and wooden deck. A charming birdhouse is visible nearby, with tall trees providing natural shade. The entrance is framed by large windows, enhancing the light-filled atmosphere of the space.
Cottage in Running Springs
4.93 out of 5 average rating, 152 reviews

Arrowbear hideaway - NO PETS!

Cozy Cabin for a delightful getaway into natural beauty and serenity. Perfect location between Lake Arrowhead and Big Bear Lake, thus "Arrowbear Lake!" Family Fun, or Romantic Retreat! Nearby shopping, restaurants and Running Springs. 5 minutes to Snow Valley. 10 mins to Green Valley Lake. 12 minutes to Santa's Village/Skypark mountain bike park. Near Snow Summit for Winter sports and mountain biking in the summer. Right off Highway 18. Parking for two cars. Magical!

Top guest favorite
The charming cottage is framed by well-maintained gardens, showcasing warm outdoor lighting that enhances its welcoming entrance. A spacious lawn stretches in front, bordered by vibrant greenery and flowering plants, creating a tranquil outdoor setting.
Cottage in Pasadena
4.97 out of 5 average rating, 326 reviews

Gracious Historical Cottage on Tranquil Estate

Welcome to the historic Markham Estate Manor, built in 1897 and located in the heart of Pasadena. Nestled just off Orange Grove Boulevard —famously known as Millionaire’s Row and along the iconic Rose Parade route—our property is central to Old Town Pasadena, the Huntington Library, the Gamble House, and offers convenient access to Southern California attractions. The property includes the Main House, where I reside, and a charming, stand-alone cottage for guests.

Guest favorite
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, 275 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

Top guest favorite
The exterior of a charming cabin is framed by tall trees, with wooden steps leading to a welcoming entrance. The cabin features a beige exterior accented by white trim and large windows, allowing natural light to fill the space.
Cottage in Twin Peaks
4.95 out of 5 average rating, 133 reviews

· The Evening Star Lookout at 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, our restaurant is open for dinner, and there's a little market open late just next door!

Top guest favorite
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, 425 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.

Guest favorite
A cozy living area is presented with a light-colored sofa adorned with decorative pillows. Natural light filters through several windows, illuminating a small dining table nearby. A pendant light hangs above, and a welcoming entrance can be seen to the left.
Cottage in San Bernardino County
4.97 out of 5 average rating, 106 reviews

Warner Cottage, Lake Arrowhead, Ca

Relax in a cozy cottage tucked away from all the noise of everyday life. Our sweet cottage is located in the Arrowhead Villas of Lake Arrowhead, CA where you can take long walks or a short 8 min drive to the lake filled with shops and restaurants. There are no lake rights with this reservation; however, if you are wanting water fun Lake Gregory is only a 17 minute drive away. Their entry fees may vary. *Please review house rules before booking

Popular amenities for Upland cottage rentals

Quick stats about cottage rentals in Upland

  • Nightly prices starting at

    Upland vacation rentals start at € 61 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!