Family-friendly holiday rentals in Dundee

Absolutely beautiful location and friendly & kind hosts! We had everything we needed & more. We truly felt like we were staying with family! The space was perfect for our family of four, and the hot tub was a great bonus after a day of hiking & sightseeing in the area. The location was serene and quiet and perfectly located for the activities we had planned.

All the rave reviews were accurate! We had a great time and the same has everything you might need. Immediate relaxation!

After staying back in 2021, this second visit felt like coming home (if home had windows that looked out in the the forest canopy and everything neat and tidy.) I just love the the view, the space itself, the trails, and above all the quiet! Susan is a responsive, friendly host who also feels to me like a guardian of the privacy.

This home was a great stay for myself, my wife, and my 3 boys! The kids loved the hot tub. We even went for a walk up the hill past the vineyard and they loved that also. The forest environment was just what they had asked for. We would definitely consider coming back again!

This little studio is so cute and the view from the patio is beautiful.

The neighborhood is quiet and the place is a quick drive to so many things to do. The darkening window shade in the main bedroom is great for sleeping in. After a day full of activity, it was nice to come home to the hot tub. Sometime back a reviewer said the trampoline was not usable. While I didn't use it, there was one in the backyard that looked absolutely fine to use. Perhaps the old one was replaced? Anyway, just letting others know who are interested in the feature.

An absolute gem of a place to stay. Do not hesitate to book. Beautifully designed. Wonderful wolf gas rage in a state full of electric stoves. A wonderful place to stay with friends, we didn’t want to leave. We will be back. Bigger than I expected from the photos. Thank you for a wonderful stay!

It is very peaceful and beautiful. The hot tub on the deck adds a feeling of luxury. The internal stairs are quite narrow but manageable (we went up and down these all the time), and if you are not limber you should take the external stairs that are nice and wide. VERY comfortable bed. Overall highly recommend and will likely come back

We stayed here long-term while house-hunting and had the most amazing time. This space felt like home, the hosts were kind and very welcoming, and the neighborhood was a dream. Very walkable and historic. This ended up being our new favorite neighborhood in Portland! Thank you James for the most perfect stay. Highly recommended!

Exactly what we needed. This spot is in a very quiet, beautiful neighborhood. 10/10

A repeat visitor and it was the peaceful respite I look forward to when visiting Portland. Proximity to the city with a quiet and dream of a location for tranquility. Thank you Shaun for the warm welcome.

Loved the stay at the cabin!! It was spacious, had great wifi, the sound of the running creek was very relaxing. We had a little fire down at the creek one evening in their fire pit, it was bliss. Highly recommend, it is a good base camp to explore Lincoln city or go to the casino. Will definately be back

This was my second stay with Andrea and it didn’t disappoint. Cozy and calm retreat within walking distance of all the Mississippi fun. Loved having morning coffee with my dog on the outdoor patio space. This is earmarked on my Portland list for my future trips.

The apartment was spacious and well equipped. A meal could easily be prepared in the large kitchen, laundry done, and even ironed. Zanna was very responsive when I mentioned that certain products were running low. Also very nice to have the use of a private patio with table and chairs. I will stay here again if I plan to be in Portland for several days.

We were super happy with our experience here! The location is amazing, everything was clean, easy check-in. You have everything you need and more. We will definitely be returning!

The Hen House was perfect! Beds were great; we slept comfortably every night. Super cute house, great neighborhood, and the cats were the sweetest welcome team! Thank you for letting us stay. We will be back!

Our magical vintage trailer getaway was pure cozy bliss! Tucked away in a charming little spot, the rain only made the weekend feel more enchanting. With our pups snuggled beside us, we spent the days playing board games, sipping warm drinks, and listening to the soothing patter of raindrops on the roof. The trailer’s retro charm added to the whimsy, making it feel like we had stepped into a dreamy little hideaway. It was the perfect mix of nostalgia, relaxation, and fun—proof that sometimes, the best adventures happen indoors.

The trailers were fantastic! Some friends and I stayed as a last minute weekend get away and we could not have asked for a better time. I can't wait to come back. Wineries are close by, and the scenery is beautiful. Highly recommend!

Very clean and well kept space! Would definitely stay again, we loved it. Bridget was very kind and responsive as well!

The trailer was great. What an awesome idea! It was so nice being right in the middle of wine country and being able to drive down the road. The extra accoutrama like the pour over coffee and space heater made this better than it needed to be. Would definitely do this place again, thanks!

This is the second time we've stayed at Shelley's place and it was just as good the second time around. While there are a lot of posted rules and guidelines around the house, they have obviously helped keep her home immaculate for guests. She communicates incredibly well and is more than accommodating to any special needs or requests. She invited my group to come up a night early due to her previous renters checking out early and offered us a check-out at any time of the day, not rushing us out at all. The pool and view are unmatched and I highly recommend this location to others. If we're in need of a rental in Sherwood again, Shelley's place will be our first choice.

Julie was a generous host. It was a peaceful place for my family to stay and easy for our local family to come for meals and visit. Every morning we had coffee on the large private deck. We sat on the deck some evenings and enjoyed the fresh air and complete lack of mosquitoes. The two full bathrooms for the five of us were essential. We booked this house to have a great place to stay-in and have local family over but it was also close to many things in Portland. The zoo and the science museum were two of them. Julie was responsive to requests and just a very kind person.

Second time staying at Danny and LeeAnns and it was just as fabulous as the first time! Their property is just amazing and the rooms are thoughtfully decorated and so comfy. Having access to the swimming pool and outdoor fireplace makes your stay even better. LeeAnn and Danny are incredibly kind and are always willing to help out with any need you may have. Will definitely be staying with them again the next time we are up that way.

Wonderfully fun to stay in a time capsule! I was so impressed with how clean and well kept the trailers were. Felt like mint condition!