House holiday rentals in Oakland

The place is amazing! The surroundings are beautiful and peaceful. The house is clean, looks like the photos and the host is very responsive. I recommend it :)

This was our second time staying at this stunning property, and somehow, it was even better than the first! We could see the thoughtful updates with new furniture, gorgeous décor, and little touches that made it feel even more special. The pool area was an absolute dream. It was warm, there is a diving board, it’s deep, there are built in lights, speakers, TV, and more made it a luxurious escape, making us forget the cold entirely. We also loved the pool table for some friendly competition and the outdoor fireplace, for the coziest s’mores night. The master bedroom was a showstopper with a sparkling chandelier and dreamy decor! It would be an amazing spot for a special occasion. The entire home is spacious yet cozy. The location is peaceful and picturesque. Big gas station/convenient store, diner, and an ice cream shop near by are convenient. Hidden gem and perfect staycation spot. Can’t wait to go back!

Christopher was a great host and the place was amazing. Would definitely recommend and will definitely be going back. Cozy and warm atmosphere with everything you need for the perfect ski trip. Christopher was accommodating and very helpful during our first trip out here.

Beautiful Airbnb! Everything in the Airbnb was very well thought out. The host was super nice and always quick to respond. My only regret was not spending more time here!

Booked this place for our anniversary to get away from the city for a weekend.. we found exactly what we were looking for! The hot tub was wonderful, the house was clean and cute, and we had everything we could have needed! Estelle was very responsive and gave clear instructions for everything. Would recommend this place for a quiet getaway or a small group trip in the summer!

BEAUTIFUL Home!! Tons of space to relax and spread out with our family! The beds were very comfortable! We really appreciated all of the bathrooms for our group! The kitchen was huge and so handy for preparing meals! I absolutely loved the style and atmosphere of this wonderful home! We also loved being able to bring our dogs!! We had a lovely time and we would most definitely come back!!! 🥰

The condo was very nice and comfortable. The host was responsive and provided good instructions ahead of time. The location is great, just a short slide to the condo lift. It is true ski in ski out, and provides a great Sugarloaf experience!

This house is amazing. Very nice touches throughout and perfect for our work trip. Host was very responsive and accommodating. Highly recommend

Enjoyable stay, close to Saddleback and all that Rangeley has to offer.

The hosts were very prompt in communicating. The thoughtfulness they have put into furnishing the property is amazing. It has a very vintage nautical feeling to it. The house is extremely well appointed. We didn’t have any problems at all. The surroundings are off the beaten path which we especially appreciated. It’s a short 10 minute drive to Damariscotta Downtown. I would highly recommend this property.

The whole process was easy and communication was great. The house was perfect for our family of 8. We’ll definitely be back. Thank you!!

Wonderful place to stay, absolutely immaculate and pristine.

Jeremy and Ellen are fantastic hosts. Very communicative during booking and prior to arrival with suggestions of what to do (we were travelling from the UK). We stayed for 16 nights and the house felt like home - it has everything you need. Absolutely fantastic place to stay and we really recommend it.

We had a lovely stay! We were only in town for one night to attend a funeral the next day, but it was a very nice to spend our time.

Annie's place is a clean, well kept older home. We really appreciated her accommodating our early check in, so we could be on time for our tour. The home is well stocked with linens and towels and in a great location. We were able to walk to downtown with delicious restaurants and shops. Our family was happy to each have a bedroom to sleep comfortably, and having air conditioning as an amenity was very helpful in our decision to stay here. Thank you Annie for your suggestions and hospitality for our stay in Rockland :)

Even with the freezing temps, this place was great! Exploring the frozen pond was great fun! Great communication. Very comfortable. There was a small issue with the plumbing (weather related) that was remedied within minutes. Would love the opportunity to stay here again! Thank you!

Our family and I had a wonderful stay at Jackies, we are all originally from maine, and her home gives you everything great about maine. We really felt at home, it snowed christmas eve which made it even more beautiful ( The driveway was plowed out early as well). I brought a small christmas tree with us on our trip up, and when we walked in, the place was decorated for christmas, which was just amazing and so thoughtful. We definitly plan on staying again, the next time we are back in maine. Thank you again Jackie!

We have been going to this area of Maine for over fifty years. I found this gem several years ago and haven’t stayed anywhere since. I find it to be peaceful, walkable to the center via footbridge, it’s all that we want. Kathy is a great host, quickly responds to any questions or needs you may have. We always know we will have a great experience staying here.

This is an amazing property with a very cool house. Check-in was easy, Tyler is a very responsive host, and we were able to find everything we needed and wanted. We especially enjoyed the wood-fired sauna during sunrise, and the fire pit in the evenings.

Loved staying at this cabin! I was a last minute booking and the hosts were super nice and accommodating. Would recommend these hosts and this cabin to everyone!!

Destioney was amazing to deal with. The house was beautiful and we felt right at home the entire stay. The welcoming basket was a favourite!!!! Highly recommend this stay!!!

This place was a small slice of peaceful serenity, exactly as described and pictured. It was immaculately kept, feeling brand new. The kitchen had a pleasant "pay it forward" vibe with items left by previous guests, which made it easy to contribute for future visitors. Although the house got cold on a snowy day (as others noted), one of the provided space heaters quickly warmed it to a comfortable temperature. I would definitely return for another peaceful weekend, and I imagine it would be even more amazing in the fall or summer.

We stayed at Amber's for the night before and after the eclipse, and it was perfect for our needs. The kitchen was a great atmosphere to hang out with the two other couples who came with us. We ate at Patrick's pub the first night and folks told us where some good viewing spots for the eclipse would be. We ate in the second night and spent lots of time around the kitchen table. As someone else mentioned, the slatted louvered doors on the bathrooms are a bit different, but it worked out ok for us. Amber was great with communication.

We had such a nice stay at the Irish Chalet! The place is even nicer than the pictures. There’s so much space to relax, and our large group really enjoyed ourselves. Also very grateful that it is dog friendly. We will definitely be back!