Cottage holiday 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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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, 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 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
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 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 Cedar Glen
4.96 out of 5 average rating, 336 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, 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.

Guest favourite
The living area features a cozy couch draped with a soft throw, facing a mounted television. A rustic wooden accent wall enhances the warm atmosphere. Natural light fills the space through large windows, revealing views of the surrounding trees. A dining table is positioned nearby.
Cottage in Cedar Glen
4.88 out of 5 average rating, 394 reviews

Lazy dog cottage

Welcome to our Little Escape. Come get away from the noise in the city. Relax in a cozy cabin. Curl up on the couch, Light a fire in the stove and watch a movie. Drink a glass of wine on the deck, surrounded by pine trees. Walk to 3 restaurants or the grocery store (2-5 min walk). I come here to get inspired and relax. work from home? my cable internet is blazing fast upscale place. clean and respectful guests only walking distance to Miller's landing wedding venue ages 27 and up

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, 343 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 stroll 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
4.95 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".

Top guest favourite
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.

Superhost
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 favourite
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, 132 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!

Guest favourite
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

Guest favourite
The exterior showcases a charming vintage cottage set against a backdrop of trees. A patio area features a round dining table surrounded by woven chairs and a patterned rug. The stone pathway leads to a modern glass-enclosed living space, enhancing the inviting atmosphere.
Cottage in Twin Peaks
4.89 out of 5 average rating, 199 reviews

*Sale* Romantic Cottage Hot Tub & Views /dogs

Here lies Romance. When you long to get away from the humdrum routine of city dwelling you will find our cottage in the woods. Located near Lake Arrowhead & the perfect couples retreat with forest views from almost every room. Enjoy the cedar hot tub and fire pit in two outdoor areas, a lounge/dining area, and a separate suite with pullout sofa, TV, and games. Ideal for couples and friends, it's the perfect escape for a rejuvenating getaway.

Popular amenities for cottage rentals in Upland

Quick stats about cottage rentals in Upland

  • Nightly prices starting at

    Upland holiday rentals start at £53 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!