Cottage holiday rentals in Upland

Definitely wanted to stay longer! Connie made us feel welcomed before our stay even started and was even more of a delight to meet in person. The property is beautiful! Cottage was perfect for us and our pups. Neighborhood streets are nice to walk down with stores and restaurants easy to walk to. I can go on and on about the positives so I’ll just say that we will always check availability here first for any return trips.

The host goes out of her way to accommodate anything you could possibly need or even desire! From the moment we arrived, it was clear that no detail was overlooked in making this a comfortable and accessible home. We had an absolutely wonderful stay at this ADA-compliant house. The house is thoughtfully designed with a lower-level bedroom with a lift, an accessible bathroom, and ramps at the front door making it easy for everyone to enjoy their time here. The kitchen is fully equipped with everything you could ever need, and the open living area has plenty of seating for our entire group. The beds were incredibly comfortable, and the bedding was top of the line. The outdoor space was equally inviting, with a large patio, koi pond, large jacuzzi, gas fire pit, and bikes available to ride.

To say everything about our stay at Connie’s cottage would be an understatement! There are so many things I can check off my expectations list with flying colors. Beautiful, safe and quiet neighborhood; private parking; charming cottage, extremely well stocked kitchen with quality wares and appliances; cozy, comfy furniture; plenty of extra blankets and linens; beds to get a great sleep in; THE GROUNDS!!! oh my!; the pool inviting and clean; magical evening lighting and a front porch to enjoy it all on! Connie is incredibly accommodating with graciousness and sincerity. I can’t wait to return for my annual tradition of grandkids (only) retreat. Thank you Connie!

The house is in a very private and quite neighborhood with just woods out back. The large, tinted windows give the feeling of being outdoors and make the place feel larger. The furniture was all matching and much nicer then the Target/IKEA-chic sets that are in some other AirBnBs I've stayed in. Also the appliances and fixtures are nice and well maintained. Vanessa had multiple timed messages with instructions and directions sent right before we needed them and answered questions completely and very fast. In general it was great place for a quite couple days enjoying some solitude and nature.

Absolutely loved our stay at Pennys place. Hopefully we’re blessed enough to be able to stay again. Stunning views and perfectly peaceful!!!! 10/10 recommend

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!!

Kristin did a wonderful job and was very helpful on planning an Anniversary get away. Would recommend to anyone looking to reconnect.

This is such a beautiful cottage! I needed space to get away for a little bit and this place was a dream. The surroundings were beautiful and the cottage had everything we needed in case we just wanted to relax in the cabin. We got to explore the area a bit and hike some. Very much recommend! Would love to come back again.

The home was perfect for our family Christmas. Our kids loved the outdoor fire pit and board games. Home was perfectly described as an antique home with very a lot of detail in the home still. We will definitely be booking again

Super nice and super clean place to stay. Exactly as described. Questions and requests were immediately addressed. (we needed a 3rd chair, was brought directly on request.) Super friendly. Only the neighbour's dogs are pretty loud. If we come to Los Angeles again, we will come directly again

Three friends and I stayed here for a pinball tourney, place was perfect. Angel was responsive and helpful as well. He sent a new hair dryer to the place when the one there wasn’t working. Would absolutely stay here again in the future!

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.

Very beautiful place nice and peaceful my Girlfriend and I had a wonderful stay very comfortable bed and an amazing shower and bath room very comfy and cozy home and Mary was a amazing host thank you so much for the beautiful home away from home experience I would highly recommend this place to any one if you are thinking about booking with Mary and this Gorgeous cottage absolutely do it you won't regret it

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.

Our most recent visit was our third stay at Kristin and Richard’s place. We love the location. Great for visiting the entire Pasadena and LA area. Their place has tons of character and many thoughtful touches. Kristin and Richard are very friendly and super responsive.

Thank you Vivian and Co for welcoming us a second time! Great hosts. Great stay. Would recommend to anyone.

We had a wonderful stay at this charming cottage—it was the perfect spot for a peaceful and relaxing getaway. The location was ideal, with plenty of things to do nearby. We went wine tasting at Giracci Vineyards, enjoyed a delicious dinner at Xacalli Kitchen, and went hiking at Maple Springs! The cottage itself was cozy, clean, and well-equipped. We especially loved that we could cook and bbq dinner outside during our stay. Communication with our host was seamless; she was incredibly sweet and responsive throughout our visit. Meeting her adorable Maltese was truly the highlight of the trip! Highly recommend this cottage; We’ll definitely be back!

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.

very nice place had a little trouble unlocking front door at first but after all was smooth

Beautiful cabin in a quiet and peaceful neighborhood. Felt like home as soon as you walk in. very cozy, clean and had all the amenities. The double-deck was absolutely fantastic, you could eat breakfast and bath in the sun on the top level or relax in the shade on the lower level if the sun got too hot. There are hiking trails with a beautiful view of the lake just .5 miles from the cabin. The surrounding area is walkable too if you feel like staying closer to home. If you need anything, there are shops and things to do just 5min up the road. And if you want to hit the lake, the town is only a quick 10min drive. Yvette was quick to respond and was a great source of information if you need it. I will definitely be returning soon.

I stayed here for a short work week. It was walking distance to the clinic so the location was perfect. I also appreciate all the amenities and parking spot.

We attended a wedding and booked this place! It was great for us and we loved our stay. The host was very responsive and if we ever need to go to again this place would be great.

The place was very nice. Even though it’s attached to the home, the section you have is like its own apartment. It’s cozy and clean, and the host is very friendly.