Cottage vacation rentals in Upland

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Top-rated cottage rentals in Upland

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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, 232 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.

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 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.

Guest favorite
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, 393 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

Top guest favorite
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, 233 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.

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.

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 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, 325 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 favorite
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, 164 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!

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 G$14,634 GYD 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!