
Cottage vacation rentals in Upland
Find and book unique cottages on Airbnb
Quick stats about cottage rentals in Upland

Nightly prices starting at
Upland vacation rentals start at €52 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!
Top-rated cottage rentals in Upland
Guests agree: these cottages are highly rated for location, cleanliness, and more.

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.
4.83 out of 5 average rating, 199 reviews
Adorable Cozy Cottage, base of Beautiful Mountains
This adorable cottage is located at the base of the San Bernardino mountains where you have views of the snow-capped mountains in the colder seasons & views of the beautiful sunsets all year! Close to freeways, malls & hiking trails. Relax poolside as the cottage doors open to the pool & outdoor BBQ & fire pit. It's a great get-away location with all newly remodeled amenities for a comfortable stay. Plenty of parking. NEW onsite DAY SPA services! THIS SPACE IS NOT SUITABLE FOR SMALL CHILDREN
4.95 out of 5 average rating, 350 reviews
Lakeside Holiday-Steps From Village and Lake Trail
Welcome to the Holiday House! Lake Access Included 📍PRIME LOCATION- Park once and walk everywhere Located in the heart of Lake Arrowhead,our Holiday House offers a comfortable, modern and curated retreat-just a 2 minute stroll to the lake trails, shops, restaurants,and seasonal events at the Village...This family friendly cottage is designed for effortless mountain living and the most desirable four season location. It’s THE perfect place for family and friends to getaway! @theholidaylakehouse
4.95 out of 5 average rating, 270 reviews
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.
4.97 out of 5 average rating, 133 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!
4.96 out of 5 average rating, 379 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.
4.89 out of 5 average rating, 196 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.
5.0 out of 5 average rating, 274 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!
4.94 out of 5 average rating, 126 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".
4.95 out of 5 average rating, 454 reviews
SoCal Gem 2B1B Cottage | Near Disney & Downtown
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.
4.82 out of 5 average rating, 390 reviews
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!
4.97 out of 5 average rating, 121 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!
4.97 out of 5 average rating, 193 reviewsPopular amenities for Upland cottage rentals
Cottage rentals with a hot tub

The Lily Pond Cottage, Lake Arrowhead, CA
4.93 out of 5 average rating, 44 reviews
Adorable Cozy Cottage, base of Beautiful Mountains
4.95 out of 5 average rating, 350 reviews
Lake Retreat – Spa, AC, Fenced Yard, Walk to Lake!
4.96 out of 5 average rating, 379 reviews
Romantic 1925 Cottage - Cedar Hot Tub, Fireplace
4.89 out of 5 average rating, 234 reviewsPet-friendly cottage rentals

South Pasadena Cottage Near Metro
4.88 out of 5 average rating, 429 reviews
A Private Affaire Cottage
4.93 out of 5 average rating, 196 reviews
Lazy dog cottage
4.87 out of 5 average rating, 430 reviews
The Dogwood Cottage, 1 mile to the Village!
4.9 out of 5 average rating, 298 reviews
Cozy & Charming Montebello Casita
4.89 out of 5 average rating, 114 reviews
The curious cottage
4.8 out of 5 average rating, 5 reviews
Quaint Newly Remodeled 2bd/2Bth Pasadena Cottage
4.52 out of 5 average rating, 159 reviews
Lake, Trails & Slopes! Family Cottage in Crestline
4.69 out of 5 average rating, 36 reviewsPrivate cottage rentals

Luxury Boutique Cabins On The Lake & In The Trees
4.99 out of 5 average rating, 121 reviews
The Orange Peel, a Historic Cottage in Old Town
4.97 out of 5 average rating, 296 reviews
Stylish Cottage + Modern Kitchen
4.94 out of 5 average rating, 31 reviews
Cozy Vintage Cottage Cabin
5.0 out of 5 average rating, 55 reviews
Brand new cozy studio with private entrance
4.84 out of 5 average rating, 96 reviews
Cozy Family Mountain Cottage
4.85 out of 5 average rating, 68 reviews
✨Serene Modern Mountain Cottage Near Lake✨
4.91 out of 5 average rating, 55 reviews
Incredible Studio near Disneyland & so Much More!
4.99 out of 5 average rating, 77 reviewsDestinations to explore
- San Diego Vacation rentals
- Los Angeles Vacation rentals
- Paradise Vacation rentals
- Las Vegas Vacation rentals
- Big Bear Lake Vacation rentals
- Palm Springs Vacation rentals
- Tijuana Vacation rentals
- Joshua Tree Vacation rentals
- Mammoth Lakes Vacation rentals
- Long Beach Vacation rentals
- Santa Barbara Vacation rentals
- West Hollywood Vacation rentals
- Disneyland Park
- Venice Beach
- Universal Studios Hollywood
- Beach House
- SoFi Stadium
- Santa Monica Beach
- University of California - Los Angeles
- University of Southern California
- Los Angeles Convention Center
- Crypto.com Arena
- Knott’S Berry Farm
- Disney California Adventure Park
- Rose Bowl Stadium
- National Orange Show Events Center
- Dodger Stadium
- Long Beach Convention & Entertainment Center
- Big Bear Mountain Resort
- Hollywood Bowl
- Anaheim Convention Center
- Disneyland Resort
- The Grove
- University of California Irvine
- San Clemente State Beach
- Mountain High





