Spacious Orleans Apartment With Private Beach Access

The apartment was very clean, comfortable and well equipped. The hosts are lovely, good communicators/responsive and accommodating. The private beach would be nice, but not really a place to relax during the mid-summer buggy season. The frogs’ vocalizations from the nearby pond were delightful.

This was truly a hidden gem in a quiet bit of paradise I never even knew existed on the Cape. The apartment was comfortable and spotless, not to mention extremely peaceful. The property was surrounded by natural beauty, and just a few steps from the private entrance to Little Pleasant Bay. The water was so clear that you could see horseshoe crabs and other marine life just as clearly as if you were snorkeling. Diana and Greg were wonderful hosts, and extremely accommodating. If you’re looking for a lovely retreat that provides relaxation , walks through nature, a beach with crystal clear water, and the added benefit of being just a short drive or bike ride into town, then “ Tom’s Roost” is the perfect place for your next getaway!

Tom’s Roost was wonderful: well appointed, tastefully decorated apartment perfect for 2, surrounded by nature. Diana and Greg we super responsive and easy to work with. A week at Tom’s Roost was just the getaway we needed before the start of the holiday season

The apartment was perfect for my wife and me for a week's summer stay. The apartment was clean, modern, quiet, well appointed, walking distance to a beautiful private beach, a 10 minute drive to downtown Orleans that had great shopping and restaurants, and with a host who was responsive, helpful, and respectful. We'd love to return.

We loved the apartment and location and the hostess was very friendly and attentive. Would definitely stay here again!

Diana and Greg were the most incredible hosts. Diana welcomed me to their home and made sure I had everything I needed for my short stay. They had tons of recommendations on where to explore and eat in the Cape, all mapped out for me. The home itself was so inviting and comfortable, with beautiful views (and sounds) of the woods. Then the private trail to the beach was nothing short of magical! I will have to plan another trip to Cape Cod just to stay at Tom's Roost again.

Diana and Greg are wonderful people with a super comfortable, clean and conveniently located apartment. All the needed amenities and a short walk to a great little beach on Pleasant Bay. The evenings and mornings are a serenade from the amphibious and avian neighbors-beautiful as you sit up in the canopy of oak trees. The areas ecology and landscape are unique and wonderful. Great spot and great hospitality!

We spent a week in August at Toms Roost, which is an apartment over the garage, of the owners Greg and Diana. We immediately felt at home upon entering the apartment. During the week, Greg and Diana, were available for questions, but unobtrusive as hosts. It was beautifully decorated, and was stocked with everything you could need, just as if you were in your own home. Including a magnifying mirror for those who are over 50. Were able to find all the utensils we needed to make breakfast everyday, before venturing out to shops in Chatham , Provincetown, and sunbathing at the nearby Nauset Beach. Toms Roost has the most stunning view from the apartment windows, there are many trees, with moss growing over them, and flowers in the garden. I kept my blinds open at night, so I could wake in the morning to natures splendor. Although there is a beach down the road a bit, the terrain is a bit rough to navigate for those with bad knees like my husband. So we only walked there once, to check it out. It was a very beautiful secluded spot . I interacted with Diana via texts, through the week, and she went above and beyond to make our stay a pleasant one. We highly recommend a stay at Toms Roost. D.G.

Diana and Greg rent a pretty, quiet and charming place on the Cape near the Bay. Our experience was seamless and we would return.

After a warm welcome we were introduced to our extremely clean apartment located a short walk to a quiet beach on Little Pleasant Bay in South Orleans. What could have been more perfect! Nestled in a wooded area this well designed apartment is very comfortable for the two of us and for a few nights our nine year grandson. Having grown up not far away this very much felt like “home.”