Holiday rentals with breakfast in Chatham

We absolutely loved staying at Julie's airbnb for our girls weekend on the cape! Julie was incredibly responsive and let us check in early. The location was super walkable - convenient to the beach and many restaurants. We also walked to the ferry to Martha's Vineyard for a day which was a great perk. Airbnb was spotless and felt like home. It even had a big outdoor shower! Highly recommend to anyone staying in Falmouth.

Clean, spacious and well stocked home. Comfortable bedrooms and large family room. Beautiful deck and porch.

Beth’s place is a perfect spot for a stay in PTown! The unit is super charming and has everything you need for a comfortable visit, including a well equipped kitchen, bathroom, and hot tub. The views of the cemetery are absolutely stunning! Highly highly recommend

Hostess was extremely welcoming. Personally greeted us on arrival and showed us around the place, making sure we were happy with our accommodations. Patty made us feel like visiting friends from the start. The home was extremely comfortable, the shower was amazing, and Plymouth is a great place to visit. Our stay was really too short and as much as we were missing home we hated to leave. Getting in and out of the driveway was a bit of a challenge as other have mentioned, but doable. We had a RAV IV and pulling in and out we’re fine, backing in or out took some jockeying but doable. Patty explains the issue very apologetically. It shows her caring nature not only for her guests but also for her very elderly neighbors who get upset if anyone encroaches on their space at all. We and our 2 dogs would definitely love to stay here again.

My friends and I loved our stay at the chateau! We attended a wedding at the inn and It was the perfect location, great proximity to the venue and so many things in the area. Anya was so wonderful to communicate with and made our stay such a breeze! The house is so beautiful, spacious and such a great space to gather im. We spent so much time on the deck and my dog loved the fenced in backyard! I can’t recommend this place enough

The house is beautiful! Jessica has done a wonderful job with the decor and having all the amenities you may need on vacation readily available! Jessica was friendly and super accessible before and during our stay. We would love to return for a future trip!

Great place to stay for the family. It was as mentioned in the description and Ilya was very helpful with recommendations and responses to my many queries. He was also accommodating to provide extended checkout time.

We couldn’t have enjoyed our stay more! The Magical Beach House was open and sunny with great views of the marsh and harbor beyond. East Dennis is a small town and very quiet, which we loved. Sharon had everything right at the house for our use, including a new grill, which we took advantage of! Sharon was very helpful with suggestions and quickly responded to any question we had. We will definitely be back!!

We had a short but pleasant stay at Gail’s and the in-law apartment was perfect! Check in was easy and the apartment was clean, comfortable, and well-appointed with great snacks! This is a great location for exploring Falmouth and the rest of the Cape and Gail is super friendly and responsive. We hope to stay longer next time!

Great rental for a solo trip or couple interested in staying on the cape for fun summer beach weekend!! The apartment was located in a quaint neighborhood with ample parking and was very easy to come and go. Would highly recommend for anyone looking to get away and relax

The Captain's Quarters exceeded our expectations. Easy to find, clear check in instructions and was super clean upon our arrival. The location is amazing. A tremendous view of the end of the Cape and P-Town and the Pilgrim Monument. Close to downtown P-Town, the docks, multiple beaches and restaurants, and 5 miles from the Stop and Shop. The unit is isolated from the other units so you have tons of privacy. It was so peaceful, drinking coffee or wine and enjoying the amazing view of the bay and the Cape. Derek was an amazing host and we hope to visit again when we are traveling in New England.

My sister and I had a lovely stay at Kathy’s Inn. It was charming and comfortable and Kathy was attentive to anything we needed. The breakfast was absolutely delicious, we loved it! Would definitely stay here again.

I had a wonderful 3-night stay at this Airbnb! The room was stylishly decorated, cozy, and very clean. The location was fantastic—close to the heart of Provincetown, with easy access to shops, restaurants, and beaches. One of the highlights was Luis, who went above and beyond to help me with off-site parking, making the entire process so smooth. I appreciated his quick responses and friendly assistance. The common areas were inviting, and the outdoor seating was a lovely spot to unwind. I’d definitely recommend staying here!

Absolutely loved staying here — the location was perfect, the host was friendly and so helpful, and the space was lovely. I will definitely be recommending it to anyone I know who’s heading to Provincetown!

This is my 3rd or 4th time staying with Peter and Mauricio. This location is only 1.5 blocks from Commercial Street, where everything PTown happens. They have always been welcoming and friendly. The location is charming and clean and the bed was really comfortable. I would recommend the Chicago House to anyone visiting PTown, for no matter how long.

Martin’s place was great! Felt like you were in an old-school sea cottage inn, which we absolutely loved! His staff and him were very helpful and accommodating. The provided breakfast options were awesome! It’s about a nice 15 minute walk to the Hy-Line port and about 25 minute walk to the Main Street. We enjoyed the scenic walk! It’s also a short 3 min walk to beach access. We really enjoyed our stay and would highly recommend !!

My husband and I just returned home from our weekend stay with Ginny and Craig. Craig and the dogs greeted us when we arrived on Friday afternoon. Very friendly and very helpful. Local recommendations for restaurants and things to do were great. This was our first visit to the area, and it was very quiet and close to downtown. Also, very close to the local beaches which were beautiful and not crowded at all. The room #7 where we stayed had a cute patio and looked out over the backyard. Great spot for coffee in the morning or to wind down in the afternoon. We can’t wait to go back.

My husband and I had a wonderful weekend getaway. Breakfast was great, the room and view was beautiful, and we enjoyed conversation with the hosts. It is very peaceful and relaxing. Just a short drive from the gardens and great restaurants. Even though it was chilly, we still enjoyed walking on the beach which was very quiet, we almost had the whole beach to ourselves. We would definitely stay there again.

Michelle was an exceptional host from start to finish. From the moment I arrived—personally picked up from the ferry—until my departure, she went above and beyond to ensure I had a fantastic stay. Her thoughtful recommendations on local attractions and things to do were spot on, making my experience even more memorable. Michelle is not only a fabulous host but also genuinely kind and caring. You'd be hard-pressed to find someone more attentive and welcoming. I highly recommend staying with her!