What are the top rated Cottage Rentals in Pittsfield?

There are a lot of options in Pittsfield. If you plan on staying in the Pittsfield area, consider making a reservation for a few nights at one of these properties as these have been rated the top Cottage Rentals in Pittsfield: <a href="/property/contemporary-family-lodge-1-2-mile-to-lake/HA-1213915135" class="class="static-page-link"">Contemporary Family Lodge, 1/2 mile to Lake!</a> <a href="/property/bower-cabin-cabin-in-woods-on-a-remote-pond-romantic-getaway-green-living/HA-1213916332" class="class="static-page-link"">Bower Cabin- Cabin in woods on a remote pond, Romantic getaway, Green living!</a> <a href="/property/rustic-and-luxurious-4-bedroom-house-on-secluded-nh-lake/HA-3213093996" class="class="static-page-link"">Rustic and luxurious 4 bedroom house on secluded NH lake!</a> <a href="/property/a-family-lodge-in-the-woods-with-lake-access/HA-1213916354" class="class="static-page-link"">A Family Lodge in the woods with lake access</a> <a href="/property/quaint-cottage-on-peaceful-nh-lake-enjoy-swimming-kayaking-and-trails/HA-3213926057" class="class="static-page-link"">Quaint cottage on peaceful NH lake! Enjoy swimming, kayaking, and trails.</a> <a href="/property/vasha-is-a-cozy-pet-friendly-lake-house-for-relaxing-in-a-secluded-location/HA-3213863224" class="class="static-page-link"">Vasha is a cozy pet-friendly lake house for relaxing in a secluded location.</a> <a href="/property/the-barn-lake-view-and-pet-friendly/HA-3214500174" class="class="static-page-link"">The Barn - Lake View and Pet Friendly</a> <a href="/property/the-barn-pet-friendly-and-lake-view/BC-13996926" class="class="static-page-link"">The Barn - Pet Friendly and Lake View</a> <a href="/property/tent-camping-sites-in-the-country/HA-3212024774" class="class="static-page-link"">Tent camping sites in the country</a> <a href="/property/cute-studio-convenient-to-town-lakes-and-mountains-with-partial-ac/HA-3214453467" class="class="static-page-link"">Cute studio convenient to town, lakes and mountains with partial AC</a>

How much does it cost to rent a cottage in Pittsfield?

The average cost for a cottage rental in Pittsfield is $477 per night. Mountsnowvermontrentals has a wide list of great cottages near Pittsfield that would suit your needs. There are single and multiple rooms for solo trips or family vacations.

Do you have any rental cottages in Pittsfield that are suitable for families?

Most of our listed cottages are suitable for families. Check out the complete list of cottages in Pittsfield to find one that works for you.

Are there quality cottages in Pittsfield that have indoor swimming pools?

As of 2026, the data from Mountsnowvermontrentals shows that there are Over 1 private swimming pools or cottages with indoor pools in the Pittsfield area along with other great amenities.