Cottage holiday rentals in Upland

Find and book unique cottages on Airbnb

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Popular amenities for cottage rentals in Upland

Cottage rentals with a hot tub

Top guest favourite
Cottage in Pasadena
4.98 out of 5 average rating, 49 reviews

The carriage house A Historic Retreat

RyanRating, 5 starstoday
Connie is incredible! And the house is amazing!! We will be back for sure. The cottage is a 10 stars++++!
Top guest favourite
Cottage in Pasadena
4.97 out of 5 average rating, 313 reviews

Gracious Historical Cottage on Tranquil Estate

ArynRating, 5 stars1 week ago
We had a blast during our stay. Beautiful property with a saltwater pool and hot tub. Thank you!!
Superhost
Cottage in Crestline
4.84 out of 5 average rating, 122 reviews

360 Forrest Views Secluded Cabin

IsabelRating, 5 stars2 weeks ago
My partner and I really enjoyed our stay here! It was a beautiful home, and it was so peaceful being surrounded by trees and nature. Can’t recommend this Airbnb enough. (:
Cottage in Lake Arrowhead
4.9 out of 5 average rating, 206 reviews

Use of Lake Membership Card/ New Hot Tub

MarcoRating, 5 stars14 months ago
Staying at the Cozy Cottage was an amazing experience! I booked the cabin for a weekend trip as a Valentine’s Day present, and our stay there was perfect. Mary Ann & Chuck were both very helpful, they guided us to an alternate route to the cabin to avoid an icy/snowy hill, and made sure we got there okay. As far as the cabin itself goes, there’s really nothing bad to say. The heaters upstairs and downstairs work great, and they work fast. You don’t need to go above 68° to really feel warm. The water pressure & heat in the shower is great, the bathroom’s immaculately clean, and very well-themed! The master bedroom is also very well put together. Everything is labeled, but non-obstructively; you only see them when you need them! We made sure to follow the guide & instructions in welcome packet & introductory e-mail, and we had no questions. Check-out was very flexible, and the amenities are amazing. Make sure to sign the guest book if you visit :) 10/10!!
Top guest favourite
Cottage in San Bernardino
4.94 out of 5 average rating, 310 reviews

Adorable Cottage, base of Beautiful Mountains

DominicaRating, 5 stars2 days ago
This was by far the best experience I’ve had thus far staying in California! Kristin was incredible, always available to help & extremely nice! Totally above and beyond and I’d love to stay at her place again!

Pet-friendly cottage rentals

Superhost
Cottage in Lake Arrowhead
4.74 out of 5 average rating, 189 reviews

One With Nature|Cozy|Romantic|Sleep in Promo

GabrielaRating, 5 stars4 weeks ago
The place is absolutely gorgeous. It feels like you are in the middle of the forest . Is small but just enough for a couple and has all you need. The view is breathtaking and the sunrise is incredible.Lisa made our stay very memorable. We will come back
Guest favourite
Cottage in Montebello
4.89 out of 5 average rating, 73 reviews

Cozy & Charming Montebello Casita

MaytelahRating, 5 stars1 week ago
Perfect for the three of us! Location was very peaceful and quiet. Street parking was great, the farthest we parked was maybe just two houses away. Host was very responsive and quick to resolve any issue. I would definitely stay again and recommend for future stays! The kitchen is stocked pretty well with all the necessities would need; pots, pans, plates, bowls, cups, utensils, toaster oven, microwave, kureg etc. big fridge as well. Felt just at home. Thank you so much again for a wonderful stay and experience!
Guest favourite
Cottage in North Long Beach
4.99 out of 5 average rating, 74 reviews

2-Bedroom Artist's Home | LA Events Disney Beaches

CarliRating, 5 stars1 month ago
Great little house. Super cute. I will caution anyone who wants a soft bed, this is not the place for you. The beds are incredibly firm and make for tough sleeping if you’re a softer bed type. My husband would have loved the beds.
Superhost
Cottage in Lake Arrowhead
4.63 out of 5 average rating, 54 reviews

Lake Arrowhead fire pit pet friendly sleeps 10

AmaliaRating, 5 stars1 month ago
Great place very welcoming the host were great we got to the cabin early and were able to do early check in which was amazing definitely loved the experience and will be booking here again!
Top guest favourite
Cottage in Crestline
4.96 out of 5 average rating, 85 reviews

Calming Cottage w/ Breathtaking View Near Lake!

CocoRating, 5 stars1 week ago
Kelly’s house is beautiful my family and I loved it very peaceful. The view is amazing. House is exactly like the pictures kitchen/bathroom was fully stocked. I would definitely book again.
Top guest favourite
Cottage in North Tustin
4.96 out of 5 average rating, 80 reviews

Enchanting Garden Cottage In Heart of the OC!

JuliaRating, 5 stars3 months ago
10/10 stars 🌟 This space was so beautiful, peaceful, and had everything you could think of for a wonderful stay. I was so at home, appreciated being able to cook my own meals and loved that it was dog friendly. Mary was so sweet, kind, and responsive. She is a fantastic host who truly thought of everything to make this stay above and beyond. We would absolutely stay again. The oranges from the garden were an extra plus! So delicious!
Top guest favourite
Cottage in Twin Peaks
5 out of 5 average rating, 16 reviews

RARE! Candlelight Cottage Private Modern Romantic

HenryRating, 5 stars8 months ago
J C were gracious host. They would keep checking in if we needed anything. The cottage was clean and very comfortable. We would definitely consider staying here again the next time we’re in lake arrowhead.
Superhost
Cottage in South Pasadena
4.88 out of 5 average rating, 386 reviews

South Pasadena Cottage Near Metro

MarkRating, 5 stars1 week ago
Rooms are somewhat small but the cottage is charming, very homey, and quite comfortable. It had all we needed. We will want to visit again. The outside common area and chickens were a big hit with our grandkids when they came for a visit. The neighborhood is beautiful & quiet. Kristen was a great host.

Private cottage rentals

Superhost
Cottage in Glendale
4.87 out of 5 average rating, 221 reviews

Garden Guest House

BenjaminRating, 5 stars3 weeks ago
Amy’s place was perfect for my visit to LA. Well located in Glendale, it was an easy walk to grocery stores and restaurants. I took Lyft/Uber to visit friends in nearby neighborhoods like Echo Park, Burbank, and Highland Park—Glendale being fairly central made that super convenient. The guest house was well equipped and had everything I needed. Amy was really friendly and responsive. Would totally recommend!!
Top guest favourite
Cottage in Old Towne
5 out of 5 average rating, 220 reviews

CITRUS COTTAGE Close to Chapman U & Disneyland

KristineRating, 5 stars1 week ago
We had a wonderful stay at Christina’s home! She was so kind and helpful. We felt right at home. She also offered local suggestions for us. We will definitely stay again when visiting Orange.
Guest favourite
Cottage in Lake Arrowhead
4.94 out of 5 average rating, 85 reviews

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

SanRating, 5 stars3 weeks ago
Great location if you are visiting Lake Arrowhead. It’s less than 5 minutes to get to the village that has most of the restaurants. Lake Gregory is also about 15 minutes away. Great space for our family of 4. Cassidy was very responsive and gave great details about our stay.
Top guest favourite
Cottage in Old Towne
5 out of 5 average rating, 223 reviews

The Orange Peel, a Historic Cottage in Old Town

KevinRating, 5 stars2 weeks ago
Nice little cottage in a nice neighborhood in a nice town. Very friendly hosts and a very well-maintained cottage. Great stay.
Superhost
Cottage in Lake Arrowhead
4.89 out of 5 average rating, 44 reviews

✨Serene Modern Mountain Cottage Near Lake✨

JenniferRating, 5 stars3 months ago
Yvette was so helpful and responsive throughout our trip. She had a lot of good advice. The cabin is just like the pictures. A few drawbacks for our family was that it is located right above a fairly busy road. My peaceful mornings weren’t, because of the car noise. But, if the family was up and talking, we couldn’t hear it. Also, the sliding doors on both levels, dining room window, and kitchen window, do not have curtains or blinds on them. They let in a lot of light and a lot of cold air. There was no insulation. There is actually a gap between the slider and the wall where cold air was just coming in. I will attach a picture. Overall, it was a great getaway for us. I just wanted to be honest about the things I didn’t like.
Guest favourite
Cottage in Highland Park
4.93 out of 5 average rating, 388 reviews

Studio Cottage

ScottRating, 5 stars1 day ago
stayed for proximity to Dodgers Stadium. beautiful historic home and neighborhood. Didn't use it, but metrorail station is a short walk away. Parking was fine on the street out front. Nice park for running or walking nearby. Grocery, fast food and restaurants all within walking distance. would certainly stay here again.
Guest favourite
Cottage in Twin Peaks
4.8 out of 5 average rating, 45 reviews

Cozy Family Mountain Cottage

MaryRating, 5 stars3 weeks ago
Nancy’s Cozy Cabin was perfect for a relaxing and quiet weekend getaway. Just what was needed. Nancy provided directions to the cabin and detailed “house rules.” She is an outstanding host. Plan to return. Thank you Nancy! ❤️
Superhost
Cottage in Skyforest
4.7 out of 5 average rating, 76 reviews

Tranquility Retreat near Lake Arrow Head

StephanieRating, 5 stars3 months ago
Great place to stay with the whole family. plenty of space. Very comfortable and cozy. plenty of parking, driveway is steep but spacious. I will come back here, host was friendly and responded in a timely manner. Beautiful views!

Destinations to explore