Guest house holiday 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.

Perfect place to get away too! Joe was awesome and easily reachable with any questions we had. Place was beautiful and spotless! We had an amazing stay for a little weekend getaway.

Excellent location, very clear instructions, & homey-feel with nice amenities. Close enough to all parts of Martha's Vineyard to easily make daytrips anywhere & stop for a rest at the location in between.

Truly enjoyed the space. It was right next to a lot of cute local shops. Would 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!

I couldn’t recommend the Rugosa more! Joey was a great host - he was attentive, accommodating and so kind. The common spaces are well decorated, homey and have everything you’d need. The room was perfect - cozy and welcoming and ours even had a jacuzzi tub! We’ll definitely be returning again, hopefully for longer next time!

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.

Most comfortable bed ever! The setting was beautiful, lush, green and relaxing. A perfect rejuvenation point for a busy Cape Cod sightseeing stay. The accommodations were well appointed. A great night sleep on a comfortable bed was a bonus!

We really loved our stay! The place was adorable and we felt like the host went above and beyond what I’ve ever seen an Airbnb host do before. They had set aside a little snack basket and some gifts as well as personalized touches. Very clear instructions and lots of special extras (like a cabinet of frequently forgotten items plus first and even shower steamers). It very much felt like the hosts really cared and wanted us to have a wonderful stay!

Easy and responsive. The house was clean and well equipped.

perfect location and exactly as described

One of the best Airbnb’s we have ever stayed in, Bekah was an outstanding host and the home is so cozy and comfortable in a fantastic location on the cape. Perfect for a couple or solo, we were able to access everything on the Cape easily with a rental car. Internet was good, we were able to cook a lot with a well stocked kitchen, and the bathtub is a great feature. Bekah really made it special by going above and beyond as a host and giving great recommendations to make our trip special. This is truly a hidden gem and perfect for a longer stay. Thanks Bekah!

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.

The house is very suitable for people who love being close to nature. The view is beautiful and people in the neighborhood are very friendly. Hope we can come back soon!

It is rare that an Airbnb will significantly exceed expectations, relative to its price/value, but in the case of Dan’s cottage, you will find exactly that. The space itself is the perfect home base for operations around Harwich - sleeping arrangements, seating areas, kitchen/bathroom all were fantastic for two couples. Dan and his son Tim are world class hosts, and went above and beyond to accommodate our group. It is a literal stones throw to excellent local pubs/groceries, and not more than a 5 minute stroll to the beach. There is no where else I would rather stay in the Cape than Dan’s cottage. Thank you very much for the hospitality and I look forward to returning again.

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!

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

The place was spotless Tina thought of everything little extras that really helped make our stay more enjoyable. She stated the art appliances. Everything was upgraded. She was easily accessible if we had any questions I would highly recommend her place.😊 Kimberly salatino Queensbury, New York

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.

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!