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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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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, 181 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.

Guest favorite
The living room features hardwood floors and a large flat-screen TV positioned on a teal cabinet. A red accent chair adds a pop of color, while a dining table sits nearby, adorned with a round decorative bowl. A ceiling fan provides additional comfort.
Cottage in South Pasadena
4.88 out of 5 average rating, 409 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.

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
4.99 out of 5 average rating, 270 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.

Top guest favorite
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
4.96 out of 5 average rating, 349 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!

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, 251 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 favorite
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, 107 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!

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
4.94 out of 5 average rating, 412 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".

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Cottage in Green Valley Lake
4.78 out of 5 average rating, 229 reviews

Pet Friendly Cabin Steps to the Lake, BaseCampGVL

Welcome to BaseCampGVL. 3 Modern 1940s cabins just steps to the lake. During the winter months the snow covered view of Old Ski Hill is special with a cup of coffee on that patio. In the summer months the view of the tourist playing in the lake is timeless. This property is something special. In the early days of GVL is was part of the Lake Lodge. Overtime and with the help of friends and neighbors we plan on bring that spirit back to life. Join us on this adventure.

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, 163 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
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 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, 449 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
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 Lake Arrowhead
4.9 out of 5 average rating, 213 reviews

Romantic 1925 Cottage - Cedar Hot Tub, Fireplace

Romance awaits at our historic 1925 cottage nestled on a private acre near Lake Arrowhead. This intimate couples retreat offers forest views, original stone fireplace, and authentic character in every detail. Soak in the cedar hot tub under the stars, gather around the fire pit, and enjoy two outdoor living areas plus a separate suite with pullout sofa and games. Fully fenced for dogs. Your peaceful mountain escape is calling.

Popular amenities for Upland cottage rentals

Quick stats about cottage rentals in Upland

  • Nightly prices starting at

    Upland vacation rentals start at G$14,639 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!