Stylish Westport Vacation Rentals

Most Westport cottage rentals have beautiful ocean views. Located on Long Island Sound in Fairfield County, Connecticut, Westport is just 47 miles north of New York City. Many of the rental homes are luxurious as it is an affluent community. It is a choice summer vacation destination for families from cities on the East Coast.

Nature Explorations at Westport Vacation Rentals


Near Westport vacation rentals is a discovery center, natural history center and nature center called Earthplace. The 62-acre area has many nature trails and serves as a wildlife sanctuary and rehabilitation center. Another wildlife area near Westport house rentals is the Sherwood Island State Park. The park incorporates beaches, wetlands and woodlands areas. It is a favorite place for a summer picnic and enjoying beautiful ocean views when staying at Westport cottages. Take along your swimsuit and enjoy an afternoon out in the sun.

Beaches and Water Sports near Westport House Rentals


The municipal beaches near Westport vacation rentals are accessible to visitors during the summer months for a fee. You can purchase a beach pass from the local information center. The two main beaches near Westport cottages are Compo Beach and Burying Hill Beach. The beaches are ideal for families and have safe swimming areas. The Longshore Sailing School near Westport house rentals has kayaks, canoes and sailboats available for hire. Enjoy a leisurely afternoon out on the water exploring the coastline on one of the boats.

Delightful History and Culture Experiences at Westport Cottages


When staying at Westport vacation rentals, guests can get tickets for a production at the Westport Country Playhouse. The theater has a reputation for putting on excellent performances. Those visiting Westport house rentals during the summer months can enjoy one of the free concerts held at the Levitt Pavilion near the Westport Library. There are many beautiful old buildings bear Westport cottages. Visit the Compo Owenoke Historic District or the nearby Mill Cove Historic District.

Find more Fairfield County vacation rentals and include Candlewood Lake rentals in your search.

Use filters to narrow your search results!

Westport: Houses, Cottages & More(29)

29 Results
30 - 31 night minimum stay
  • 4 BR,
  • 3 BA,
  • Sleeps 8
#372153
(6)
    14 night minimum stay
    • 3 BR,
    • 2 BA,
    • Sleeps 6
    #3674316
      2 night minimum stay
      • 5 BR,
      • 5 HF BA,
      • Sleeps 7
      #3020319
      2 Reviews
      14 night minimum stay
      • 4 BR,
      • 3 BA,
      • Sleeps 7
      #181120
      2 Reviews
        4 night minimum stay
        • 4 BR,
        • 4 BA,
        • 2 HF BA,
        • Sleeps 8
        #3543628
        1 Review
          7 night minimum stay
          • 4 BR,
          • 3 BA,
          • 1 HF BA,
          • Sleeps 10
          #3002646
            2 night minimum stay
            • 3 BR,
            • 2 BA,
            • Sleeps 6
            #130517
            (7)
              2 - 7 night minimum stay
              • 3 BR,
              • 2 BA,
              • Sleeps 4
              #159815
              2 Reviews
                7 - 30 night minimum stay
                • 3 BR,
                • 2 BA,
                • Sleeps 6
                #417322vb
                (9)
                  2 night minimum stay
                  • 4 BR,
                  • 2 BA,
                  • 1 HF BA,
                  • Sleeps 8
                  #3619782
                    30 - 31 night minimum stay
                    • 2 BR,
                    • 1 BA,
                    • Sleeps 5
                    #100643
                    2 Reviews
                      3 night minimum stay
                      • 5 BR,
                      • 3 BA,
                      • 1 HF BA,
                      • Sleeps 10
                      #183743
                      (4)
                        $2,800 - $3,033
                        per week
                        7 - 21 night minimum stay
                        • 4 BR,
                        • 2 BA,
                        • 1 HF BA,
                        • Sleeps 8
                        #155339
                          • 2 BR,
                          • 2 BA,
                          • Sleeps 4
                          #367054
                            • 2 BR,
                            • 3 BA,
                            • 1 HF BA,
                            • Sleeps 4
                            #101389
                            1 Review
                              14 more choices from the HomeAway Network
                              7 night minimum stay
                              • 3 BR,
                              • 2 BA,
                              • 1 HF BA,
                              • Sleeps 6
                              #425375vb
                              2 Reviews
                                $933 - $3,500
                                per week
                                7 - 30 night minimum stay
                                • 3 BR,
                                • 2 BA,
                                • Sleeps 6
                                #475940vb
                                  14 night minimum stay
                                  • 5 BR,
                                  • 4 BA,
                                  • Sleeps 10
                                  #507749vb
                                    7 night minimum stay
                                    • 3 BR,
                                    • 2 BA,
                                    • Sleeps 8
                                    #363084vb
                                    (3)
                                      2 - 3 night minimum stay
                                      • Studio,
                                      • 3 BA,
                                      • 2 HF BA,
                                      • Sleeps 8
                                      #566197vb
                                        4 night minimum stay
                                        • 6 BR,
                                        • 4 BA,
                                        • 2 HF BA,
                                        • Sleeps 12
                                        #508797vb
                                          3 night minimum stay
                                          • 5 BR,
                                          • 4 BA,
                                          • 1 HF BA,
                                          • Sleeps 10
                                          #479794vb
                                          1 Review
                                            7 night minimum stay
                                            • 2 BR,
                                            • 1 BA,
                                            • Sleeps 2
                                            #476476vb
                                              30 night minimum stay
                                              • 1 BR,
                                              • 1 BA,
                                              • Sleeps 2
                                              #469642vb
                                              1 Review
                                                14 night minimum stay
                                                • 3 BR,
                                                • 2 BA,
                                                • Sleeps 8
                                                #253490vb
                                                  30 night minimum stay
                                                  • 3 BR,
                                                  • 2 BA,
                                                  • 1 HF BA,
                                                  • Sleeps 6
                                                  #473351vb
                                                    • 5 BR,
                                                    • Sleeps 8
                                                    #417972vb
                                                      5 night minimum stay
                                                      • 4 BR,
                                                      • Sleeps 8
                                                      #460636vb
                                                        • 3 BR,
                                                        • Sleeps 8
                                                        #366116vb
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