
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.

1942 Story Book Cottage w/access to private dock
This 1942 Chalet is straight from a story book. With many original features, the house is charming inside and out. Enjoy a small lake view while sitting near the fire pit on the adirondack chairs. Situated in a very quiet neighborhood known as The Palisades you’ll appreciate the peace & quiet. The house has everything you need including fully stocked kitchen, desk for remote work and high speed internet. Walking distance to restaurants, shopping, trails & a short drive to many local attractions.

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.

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.

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.

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.

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!

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 walk 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".

Calming Cottage w/ Breathtaking View Near Lake!
Welcome to Panoramic Pines! Rise above the stress in our calming, nature-themed cottage with a view that takes your breath away. Located just a 3 minute drive (15 minute walk) from the free side of Lake Gregory, Panaramic Pines is the perfect place to rejuvenate yourself. Hike, swim, stand up paddle board, kayak, fish, or stay in and enjoy the great outdoors from our giant wall of windows or the large balcony! You may not want to leave, and that's okay! You're welcome back any time!

° 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!

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 Upland cottage rentals
Cottage rentals with a hot tub

The carriage house A Historic Retreat

The Lily Pond Cottage, Lake Arrowhead, CA

Quaint Beach Getaway | Hot Tub, GameRoom, Location

Gracious Historical Cottage on Tranquil Estate

Cute Romantic Cabin W/ Hot Tub 5 Min from Lake

Adorable Cozy 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

Downtown Riverside Boho Sanctuary

RARE! Candlelight Cottage Private Modern Romantic

Mid-Century Mod Cottage, Steps to Lake Gregory!

Walkable 'Green Gables Cottage' in Lake Arrowhead

Lazy dog cottage

Quaint Newly Remodeled 2bd/2Bth Pasadena Cottage
Private cottage rentals

Brand new cozy studio with private entrance

Luxury Boutique Cabins On The Lake & In The Trees

✨Serene Modern Mountain Cottage Near Lake✨

The Cottage at Lake Arrowhead

Cozy Family Mountain Cottage

Trendy Long Beach Cottage in a Quiet Neighborhood

Charming Pasadena English Cottage

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

Nightly prices starting at
Upland vacation rentals start at $96 CAD 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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