Guest house holiday rentals in Dennis

Johanna's historic cottage was magical. It's in a very special spot. Staying there felt like a step back in time with the 16" wide plank floors, orginal doors and colonial latch hardware, the enormous brick fireplace, that must have been the kitchen hearth and the low beamed ceilings. It is superbly located steps from Wellfleet Harbor and the oyster flats where there's a gorgeous peaceful beach. The seafaring culture, history and early american architecure are completely enveloping and enchanting. Excusions to anywhere on the Cape were just a hop skip and jump from Wellfleet, which really enriched my whole stay there. I have no hestitation in recommending Johanna's cottage.

Joe’s place was absolutely perfect! It had everything we needed and made our Cape stay truly memorable. The location is ideal—close to several beaches, great restaurants and local ice cream spots. It’s also a great base if you want to explore other Cape towns nearby. Joe was super communicative and helpful throughout our stay. We’d absolutely stay here again!

Valerie and Kevin were fantastic hosts - incredibly kind and great communicators. Their guest house was the perfect spot to explore the cape from. Peaceful and a short walk into the cute downtown of osterville. Would highly recommend!

the place was comfortable, spacious, very clean. The kitchen was well stocked. very good shower. Of note, if you are a very light sleeper like me, there is an apartment upstairs. The person living above us was extremely quiet but I was woken up by the sound of the toilet flushing upstairs on some early mornings. Only because I am a very light sleeper. The refrigerator is also quite loud (older model) and since this is an open space design, some of my family members noticed and found it annoying. All in all we enjoyed our stay and would rent this place again!

This historic home has all the charm you could ever want and a cozy feel about it. Our room was comfortable and even has a gas fireplace for the cold evening while we stayed. Coffee in the sunny dining room was a bonus.

This cottage is perfect for privacy, coziness & location in Wellfleet. Kitchen well accessorized for everything you needed. It rained a lot during our stay, so the size and furnishings mattered for staying in and this cottage hit the mark. I have stayed in several locations in Wellfleet & Ptown and highly recommend here for the walkability to Main St, convenience to other Cape Cod towns, & central for many restaurants and beaches. Unfortunately we didn’t get to use the yard much due to weather and our other activities, but it seemed large and private. Just a lovely home for a week on the Cape!

Joey is the ideal host. Genuine, friendly, and just a nice guy. We’ve stayed at Rugosa 4 times and will keep coming back. Joey is always responsive and so hospitable. It feels like staying at a really good friend’s place, just totally cozy and relaxing.

John’s cabin was perfect for two people, and had every convenience we could think of- full kitchen and wares, board games, laundry, outdoor shower-we were extremely comfortable and was a great price. You’re ten minutes to everything yet still secluded with trails nearby. Couldn’t have asked for a better place!

Dan is such a warm, hospitable host! He welcomed us upon our arrival and helped up get settled and introduced the rich history of the cottage. We were a group of 5 high school seniors, and this place was perfect for our needs to relax on the beach! Dan provides a wagon from the shed and we borrowed his beach chairs and simply rolled them out onto the beach with a 5 minute walk. It was relatively quiet, and I loved the homey, cozy vibe, and I got two amazing nights of sleep during our stay. For the price of this AirBnB, you cannot beat the location! Walk back into the backyard, and you’ll arrive in downtown! For both mornings, our crew went to Cape Roots Cafe & Market for a lovely breakfast, and there was just enough to explore for our 2-night stay! I would highly recommend Dan’s establishment for anyone looking for a relaxing, laid-back stay at Cape Cod.

Had a delightful second stay at Carolyn and John's B&B...clean, beautiful, peaceful. They were responsive quickly, and made us feel at home. John met us as we arrived and we had a pleasant chat with him. We have stayed here before, and will stay again! Thank you!

We loved it! Thank you

Beautiful cottage! Thank you, Mary Ellen and Dan, for your attention to detail and the many thoughtful touches! Everything was at our fingertips…from robes and slippers to clean, crisp linens! The cottage is quaint, clean and comfortable! This little oasis is quietly tucked away, yet allows quick and easy access to all that the Upper Cape has to offer! Thanks again! Kevin and Nancy

We had a wonderful time in Yarmouth and this was the perfect place to stay. Thank you!

Christin was a gracious host and very responsive to our needs. The only thing I would have any complaints about is that it was a very hot week when we stayed and since there was only one AC upstairs where the two bedrooms are it was quite hot in the bedroom that didn’t have the AC. Other than that, the place was very charming and we very much enjoyed our stay

A great place and location. Host was easy to chat with and it was a wonderful place to stay. Highly recommend! Hope to come back.

I have been using Airbnb for 10 years, and I have been so lucky to discover amazing people and places to stay… Murph’s beautiful, private, peaceful, relaxing, and surprising hidden gem was certainly no exception!! And the man is even more impressive than his dwellings. Honestly, from the minute, I started texting with Murph we were like Instafriends, planning mountain bike outings, hang time, having endless positive conversation about health, friendship, family, gratitude, fear, loss, perseverance, and leading the most most fulfilling life possible. I left inspired. And he told me about all the amazing things to do literally out the front door. And he let me borrow his beach bike. And when my plans changed, he not only accommodated me… he gave me a discount?!! Like honestly, who does that??? Anyway, sometimes you show up somewhere and you can’t wait to go back before you’ve even spent the night… and that’s the Zen Den. Looking forward to my next Murph hang & peaceful retreat.

We had an amazing week at Matt's Carriage House in Brewster, and only wish we could have stayed longer! The home is located in a beautiful, quiet neighborhood, with easy access to everything the Cape has to offer. We loved the close access to (and views of) Long Pond, and enjoyed using the kayaks, SUPs and the canoe that were provided. The house itself was great - a perfect fit for our family of 4. The kitchen had everything we needed, including a gas grill on the patio that we used regularly. The WiFi worked great, and the living room was comfortable - great to curl up with a book or magazine after a long day at the beach or biking on the rail trail. The bedrooms were comfortable, cool and we all slept great. Last but not least, Matt and his wife were amazing, friendly hosts. They provided us with a list of local recommendations, and were always quick to respond to any questions. Definitely one of our best experiences on AirBnB. Highly recommend!

We had a lovely stay at this Airbnb in Brewster. The place was exceptionally clean and well-maintained, which made us feel comfortable right away. The location is fantastic, quiet and peaceful, yet just minutes from everything we wanted to explore in Brewster, including beaches, restaurants, and the bike trail. It was the perfect home base for our Cape Cod getaway. Highly recommend!

Gary’s place was exactly as described and worked out perfectly for my family. My toddler especially over the race car bed!

Lauren was responsive and very attentive. Definitely would recommend and stay again if in the area! Thanks for a great home away from home!

The house is definitely old but very charming! Decorated lovely and had everything you could want. The proximity to the Yarmouth beaches was amazing and we loved walking the neighborhoods. Patio was peaceful and perfect for mornings and evenings. Because it’s older, outlets and switches are in funny places, but nothing you can’t make do with. We would absolutely go back!

We had a great stay at Cristian and Yuri Paola's place. It was just like the pictures and very quiet and relaxing but near to everything Cape Cod has to offer. Thanks so much for all your help during our stay!!

Mary Lou and Bill were exceptional hosts and their property was absolutely stunning. We stayed in their carriage house with our 3 children and it was a perfect fit. Our kids loved the shuffleboard table and there was plenty of space for them to lounge after a day at the beach or exploring the Cape. They were super generous allowing us to use their coolers, towels, beach chairs, etc. If we had any questions Mary Lou was always very quick to respond and make us feel at home. I’m not sure the pictures do this property justice; again just absolutely stunning and the perfect place for our summer vacation in 2024. Would love to come back and couldn’t recommend it any higher!

What a perfect little airbnb! This was the second year in a row that my wife and I stayed here with our toddler-aged daughter. I don't have much else to add beyond my review of last year other than everything was the same again in all the best ways. We did learn it's better, and easier, to take the bike path into town, accessing it via a path on the side of the cemetery behind the church. Once again, the owners were super kind and friendly. The place has even been upgraded in the past year with improved furniture and washer and dryer. A+++, would definitely recommend.