
Cottage holiday rentals in Upland
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Top-rated cottage rentals in Upland
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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.

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.

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.

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.

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.

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.

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".

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!

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.

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

· 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!

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 cottage rentals in Upland
Cottage rentals with a hot tub

The carriage house A Historic Retreat

The Lily Pond Cottage, Lake Arrowhead, CA

Ranch Style home near Temecula - Las Tres Marias

Cottage at the Historic Morey House

Adorable Cottage, base of Beautiful Mountains

Lake Retreat – Spa, AC, Fenced Yard, Walk to Lake!
Pet-friendly cottage rentals

Pet-Friendly Cottage close to Disneyland&Hospitals

Cozy & Charming Montebello Casita

Chic Renovated Cabin w/Lake Access! Steps to lake!

Calming Cottage w/ Breathtaking View Near Lake!

Quiet Private OC Holiday Hideaway Disneyland Close

South Pasadena Cottage Near Metro

Charming Pasadena English Cottage

Bluebird Day Getaway: Pet + Kid-Friendly Near Lake
Private cottage rentals

Brand new cozy studio with private entrance

Enchanting Artist Forest Retreat

Cheerful Cottage 1 mile to The Beach

Luxury Boutique Cabins On The Lake & In The Trees

✨Serene Modern Mountain Cottage Near Lake✨

Cozy Family Mountain Cottage

Cozy Peninsula Beach Cottage - steps to the beach

Warner Cottage, Lake Arrowhead, Ca
Quick stats about cottage rentals in Upland

Nightly prices starting at
Upland holiday rentals start at $91 SGD 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!
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