Guesthouse holiday rentals in Cape Cod Bay

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!

We really enjoyed our stay at this cottage. It was clean, comfortable, and close to town and the beach. Michael was an excellent host!

Beautiful setting in the woods, incredibly peaceful- yet minutes away from a lovely New England village with shops and cafes.

Third stay here. Will not disappoint. Great location, clean and comfortable. Highly recommended.

Nadia’s home was the perfect setting for a 5 -star girls’ weekend on Nantucket! The outdoor shower was wonderful, the furniture was comfortable, and the home was cute and quintessentially Nantucket. There were beach umbrellas for shade, chairs to use for watching sunsets, and a small cooler to carry our chilled wine. The Wave stop was a 5 minute walk where we often spotted deer and rabbits as we walked to the shuttle. Finally, Nadia was a kind and responsive host. We found our Nantucket getaway spot and hope to be back soon!

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!

We had wonderful days at Big Chill. The cottage and main house is located very privately in a wooded area and surrounded by a beautiful garden, creating a magical space in nature. The cottage is very beautiful, bright, clean and has most things you need.We liked especially the upper floor where all beds were in one spacious room The cottage is entirely designed and built with care and character, craftsmanship, an artistic eye, and much heart by the hosts Kati and Mark. And they are ,as well ,very caring about their guests. They enjoy having guests and helping them, which creates a unique place where we felt very well and being in the right place.Thank you for creating such a nice place and sharing it with all your guests.

Conveniently located in the middle of outermost Cape Cod. Close to ocean and bay beaches, restaurants, and other activities. Host is very communicative. The unit could use a refresh. I would give it a B+

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 enjoyed our 2 day stay at Brad’s cottage. Home was easily accessible and the location was fantastic. We watched the sunrise from the bedroom and enjoyed late afternoon walks on the beach. As our son may be relocating to this area of Mass, we spent the days exploring the area. The cottage was comfortable and clean. Brad was readily accessible and responsive. We would definitely return .

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!

We really enjoyed Rebekah and Tim's place. Right when we arrived, Rebekah made us feel very welcome and the place was just as the pictures showed: beautiful, peaceful and cosy. After a month working in the big city New York this place was perfect to wind down and relax. Rebekah has a list of all things to do and lots of great recommendations we tried and enjoyed. We already miss this place and would love to return on day!

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 were looking to spend Memorial Day Weekend in both Newport and Bristol, and Debra’s place was pretty much in between. It was about 20-30 min from most Newport attractions, and about 15 minutes or less to Bristol. A car is obviously necessary, but very easy drives to great restaurants, breweries, and attractions. I would have liked a king bed in one of the bedrooms, but the queens were comfortable enough. There is a small patio, but frankly with the windows open and the patio door open it all felt very indoor/outdoor—beautiful space for coffee and to start the day. There’s a hotplate to cook on (no range/stove), and we made eggs one morning. There’s no laundry facilities in the apartment either, but that wasn’t particularly needed for a long weekend. Debra and Bob were very nice—they live onsite in the adjoining house—and they’re accommodating for their guests needs. A great weekend overall!

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.

This place was perfect for a weekend getaway with my husband! The house was so cute and cozy - felt right at home. I love the peacefulness of the neighborhood and checking out a couple local places

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!

Quiet, private stay in a beautiful location. The place itself is well laid out and perfect for two. T had a lot of good recommendations and was very helpful with any questions we had. Short walk to the beach, bluff walk, and public transportation. You can also walk to a couple of close by restaurants. It was nice to leave the car behind and enjoy the slower pace of Island life. Would definitely recommend staying here!

This is a great place to stay while visiting Martha's Vineyard! It was perfect for 3 of us since there was a twin bed in a small separate room. It's in a beautiful location, but you will need a car to get here. Google Maps led us to a dirt trail that was extremely bumpy (we wouldn't have made it in a sedan), so we were worried we were lost for a bit. Thankfully we found it eventually! Just make sure you don't take Scrubby Neck Rd :)

We had the most magical stay in this little cottage. Well stocked with everything you need. Comfortable living room and kitchen. The little garden was so peaceful. It’s in a perfect location with lots of shops and restaurants nearby. And sally and harry were such welcoming hosts! Thank you thank you for sharing your place with us!

Lori’s place was wonderful. It is within walking distance to local shops and restaurants and has great views of the harbor. It is so calming and pleasant to sit and watch boats coming and going and knowing the local fish market has the freshest catch each day. She thought of everything you would need and it is also very tastefully decorated. We loved this place and will definitely return. Highly recommend !

Everything about my experience was perfect! Joanne goes above and beyond to make you feel comfortable and her place is absolutely beautiful It was immaculate and the decorating was adorable even a nice touch of flowers on the table. If I ever go back to the area I would most certainly contact Joanne again to stay there If anyone is considering a place look no further contact Joanne Thank you Joanne for a perfect Experience