Monthly Rentals in Cuttyhunk Island

We were so thankful to find Chris and Jenny's guesthouse on short notice. The Swift's Nest is a farm stay at its best, with big windows overlooking the fields and forest. Set far back from the main road, we just heard the sounds of birds at sunset and in the morning. We had a couple chilly nights and so appreciated the beautiful woodstove near the comfortable bed. The skylight in the bathroom is also a lovely detail. We hope to return in warmer weather to take advantage of the outdoor shower :) Thank you, Chris, and can't wait to visit again!

Love this place! very comfortable, beautiful, and the instructions were easy to follow. The recommendation on things to do near by is spot on!

I was lucky to stay here for months and loved it! Cried when I had to leave even though I just moved a couple towns over. Westport is an amazing town and this place is tucked away in a great location, it really felt like home. I worked here remotely doing video calls all day and had no issues with the internet. There are so many places to explore nearby even in the off season - all the Westport land trust properties, the Westporter, and I'll miss Lee's Market dearly. Emily has a ton of great info & recommendations in the guest book at the house, enjoy!

My third stay at Gina and Steve's Beach House and I'm already looking forward to visiting it again. The house is welcoming and bright - the views of sky and sea surround you. As someone who is looking for peace and quiet - a place to unwind and recharge - it doesn't get better than this. The hosts are quick to respond on any questions!