Holiday houses in Jennings Lodge

This house has so much midcentury character. Far more interesting than your standard AirBnB.

We loved our trip to Portland and the house made the trip especially nice. Everything was as advertised or better! Super clean and convenient to great restaurants and quiry shopping. I would definitely stay here again on our next Portland adventure.

Peter was a great host. The home was perfect for 2 families with children, very accommodating. Clean. Perfect, location, close to everything!

We had a great stay over the the holidays at Brad's home. The house was clean, great layout and had everything we needed for 6 adults, a toddler and a newborn! We enjoyed the very short walk to downtown restaurants, coffee shops and tasting rooms. It did rain most of our trip so we couldn't check out the walking paths but will definitely take advantage if we come back to Sherwood in the future.

Andrew's place was awesome! Lots of attention to detail with all the amenities...we loved the towel warmer in the bathroom! Everything was neat and clean and high quality. Gorgeous property, peaceful surroundings. Would definitely recommend to anyone needing a place out toward Beaver Creek.

We very much enjoyed our stay! It was comfortable, peaceful and in a great location for exploring different shops, restaurants, nature hikes, day trips etc. we were satisfied with everything and so grateful!

Erin and Brett were so friendly and easy to work with, and communicated with us from booking to check-out. We were staying in St. John for a wedding, and had never been to Portland before- booking Erin's guest house was a great choice! It was comfortable, with control over the temperature (Portland is cold in December!), with so many nice personal touches. Comfortable bed and pillows, super clean, great hot water, etc. 5 stars for sure!

We really loved our stay and treated it as a peaceful retreat. The property is beautiful and as others mentioned felt very private—you can tell the owners have put a lot of care into making sure the space is well maintained and feels all your own as a guest. The attention to doggy guests are touching and our pittie loved the giant dog beds! Meanwhile the sauna and hot tub were great for the humans to relax. Thank you again! We'd definitely love to stay in the future.

Cozy, quiet and well supplied! Very responsive hosts! Kitchen well stocked with coffee, wine, oatmeal and all appliances and tools. Unique fixtures in kitchen and bathroom, very chic. Great location!

David was a fantastic host and checked in on us periodically during our stay to ensure everything in the Airbnb was good. This place is situated in the middle of bars, cafes and restaurants and some amazing ice cream joints which we got to enjoy on several occasions. The Airbnb is beautifully decorated, homey and clean - making it the perfect place to make memories with loved ones! There wasn’t any designated parking on the property which says in the listing but we managed to find spots within 5-10 mins during peak times.

Highly recommend!ed !! We were a couple and our dog sharing the holiday with our Portland families and it was great for all three of us. The accommodation was immaculate and an aesthetic architectural pleasure to experience. Valerie is a five star host. As two examples, we enjoyed a very nice wine from the refrigerator when we first arrived after a very long day and when we had a slight concern she answered immediately and the question was quickly solved (this was nearly on Christmas Eve)! The hot tub and sauna in the small private back yard surrounded by glorious tall bamboo functioned beautifully as did all the high end appliances and fixtures in the house. Thank you Valerie .

Beacon Hill and the associated winery are an absolute gem. we had the most relaxing rustic stay and we're pleasantly surprised to be able to partake in the Laughlin Loop tour of are wineries. Truly a special destination!