Guesthouse vacation rentals in Dennis

We had a great stay with Peggy! She is wonderfully kind and we had everything we needed to relax and adventure on the island. Such an amazing location and cute, cozy space, would highly recommend!

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 studio was the perfect place for a weekend away on the cape. Cozy cottage with an amazing location.

Dawn was a wonderful host! She was responsive, proactive and very friendly. The property is beautiful, you can tell they take care of the property well. A cute homey aesthetic with modern bathroom and kitchen spaces. I would definitely come back and stay 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!

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 would rate this place 10 stars if we could. Mary Ellen and Danny were the most wonderful hosts and both incredibly friendly. The place was spotless and smelled divine. The little details and goodies made the stay perfect. We will absolutely be returning and have recommended this air b&b to our friends and family!

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.

Allison is a dream host. We stayed at the cottage for our engagement and proposal trip and couldn’t have picked a more perfect place for it. Allison created a magical Cape Cod experience full of beautiful details including fresh flowers, relaxing hammock, chill breakfast deck, whimsical treehouse, soft bedding and wonderful kitchen with views of nature. Everything is designed with fine taste and genuine care. Line of sights flow elegantly and framed beautiful views throughout the space. She left us handwritten notes and generously prepared the space for our engagement photoshoot. We had such a peaceful and romantic time at the cottage that it felt like a sweet home away from home. We left with lots of happy memories and inspirations. Thank you Allison. We truly loved the space and would come back again in a heartbeat!

We thoroughly enjoyed our stay! The cabin was very clean and in a quiet neighborhood within walking distance to a sandy beach and excellent seafood restaurant.

We loved it here here! Thanks

My daughter and I enjoyed our stay at Jean's charming cottage. Brewster was a great home base for a weekend on the Cape, we particularly enjoyed being able to walk to the beach. We found the cottage spotless and just as lovely as it appears online. The beds were very comfortable, and we both enjoyed the skylights while falling asleep and waking up. Jean was enthusiastic and quick to respond when we had a few questions. I do suggest you take note of the layout of beds/seating upstairs to be sure it works for your needs. We highly recommend Jean's cottage and would be very happy to stay there again in the future!

Joe’s place was wonderful private and very well appointed. Highly recommended for a getaway in a lovely neighborhood. You can also put on a light backpack and hike down to the beach, which is a short hike. Please tell them that Greg sent you.

Steve was a great host. He immediately responded to get us out of a jam in short notice. He was very communicative. Place was new & updated. Modern beach feel. Great layout & convenient location (we normally stay in Chilmark & this was much closer to everything). It was perfect for us to unwind after some stressful weeks.

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!

Great location near Tabor in Marion village - lots to do and see, plus great restaurants nearby.