Westport, MA Houses for Rent

WATERVIEW SUMMER WEEKLY RENTAL - This Victorian-era converted carriage house is located in the historic port of Westport Point. It hosts 6 bedrooms and a spectacular river view. It's a perfect place for families to gather for a summer vacation. Walk to the Town Dock and buy your lobsters right off the boat. Also at the Dock, you can enjoy a locally grown Westport Oyster from the local oyster

John Gifford Even Keel Realty, Inc.

WESTPORT WINTER RENTAL with access to the east branch of the Westport River. Beautiful, well-maintained cottage with many upgrades. Spacious three season sunroom, porch, deck and seasonal water views. Open kitchen and living room area with cathedral ceiling and fan. Quiet neighborhood. Close to the highway, Horseneck Beach, town beaches and Central Village for shopping. Many well known

John Gifford Even Keel Realty, Inc.

SHORT TERM WEEKLY RENTAL WESTPORT HARBOR. Now taking requests to book for summer 2026, as well as the upcoming winter season. Two week minimum booking. Summer rate $13,000 per week; winter rate $6,500 per week. Plan your stay now for a unique, luxury experience. Antique barn converted into a 6,400+ SF residence featuring open, flexible spaces that offer cozy conversation and dining areas.

Brian Janes Residential Properties Ltd.

WESTPORT RIVERFRONT WINTER RENTAL - This fabulous two (2) bedroom winter rental is available October 15, 2026 - May 15, 2027. It comes with sensational winter sunsets almost guaranteed! The ever present river view is "wicked awesome" as they say! The master bedroom has a queen bed and the second bedroom has 2 twins. There are solar panels to help keep the electric cost down or eliminated;

John Gifford Even Keel Realty, Inc.

WESTPORT WINTER RENTAL - Tucked away on desirable Cornell Road is this charming Cape with 3 bedrooms on property known as "Little Tree Farm".. The house is capable of being partially closed off to conserve on heating costs, if the tenants are not in need of all the bedrooms. Most rooms are tastefully furnished with some period furniture and lighting. Great walking trails are located nearby at the

John Gifford Even Keel Realty, Inc.