Vacation Rentals & Apartments in Rockport

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224 apartments

    29

    The Rockporter: Enjoy beautiful views of Pigeon Cove Harbor.

    Cape Ann / Rockport

    Rockport house

    4 7 3 nights min

    • 4 bedrooms
    • sleeps 7
    • 3 nights min
    • Ask about children

    Price per night from

    $513

    Price per night from

    $513

    (5) Excellent 

      21

      Family Friendly Apartment, Short Walk to Beach/Downtown, Parking, WiFi, Grill

      Cape Ann / Rockport

      Rockport apartment

      2 7 2 nights min

      • 2 bedrooms
      • sleeps 7
      • 2 nights min
      • Beach / lakeside relaxation
      • Nearest beach 0.3 mi
      • Child Friendly

      Price per night from

      $227

      Price per night from

      $227

      (2) Very Good 

        12

        Beachcomber Suite

        Cape Ann / Rockport

        Rockport house

        1 2 2 nights min

        • 1 bedroom
        • sleeps 2
        • 2 nights min
        • Car not necessary
        • Air conditioning
        • Private garden

        Price per night from

        $201

        Responds fast!
        avg. 35 minutes

        Price per night from

        $201

        (2) Excellent 

          15

          Back Beach

          Cape Ann / Rockport

          Rockport house

          4 8 7 nights min

          • 4 bedrooms
          • sleeps 8
          • 7 nights min
          • Child Friendly
          • Air conditioning
          • Ask about pets

          Price per night from

          $492

          Responds fast!
          avg. 1 hour 29 minutes

          Price per night from

          $492

            18

            GLORIOUS OCEAN VIEWS FROM LOBLOLLY COVE - DECK - SEASIDE PATH TO BEACH AND TOWN

            Cape Ann / Rockport

            Rockport apartment

            2 3 7 nights min

            • 2 bedrooms
            • sleeps 3
            • 7 nights min
            • Beach / lakeside relaxation
            • Child Friendly
            • Air conditioning

            Price per night from

            $245

            Responds fast!
            avg. 37 minutes

            Price per night from

            $245

            (1) Excellent 

              24

              18th Century Cottage with attached guest suite

              Cape Ann / Rockport

              Rockport cottage

              2 6 7 nights min

              • 2 bedrooms
              • sleeps 6
              • 7 nights min
              • Child Friendly
              • Ask about pets

              Price per night from

              $212

              Price per night from

              $212

                23

                North Seas Cottage: Water views in serene Pigeon Cove

                Cape Ann / Rockport

                Rockport cottage

                2 4 min stay varies

                • 2 bedrooms
                • sleeps 4
                • min stay varies
                • Ask about children
                • Pet Friendly

                Price per night from

                $279

                Price per night from

                $279

                  26

                  Oceans Views And Minutes Walk To Beach

                  Cape Ann / Rockport

                  Rockport house

                  4 8 3 nights min

                  • 4 bedrooms
                  • sleeps 8
                  • 3 nights min
                  • Child Friendly

                  Price per night from

                  $326

                  Price per night from

                  $326

                    14

                    Granite Cottage: Charming cottage in Rockport with private deck and views

                    Cape Ann / Rockport

                    Rockport cottage

                    1 4 3 nights min

                    • 1 bedroom
                    • sleeps 4
                    • 3 nights min
                    • Ask about children
                    • Pet Friendly

                    Price per night from

                    $253

                    Price per night from

                    $253

                      34

                      Happy Days Cottage: Charming Folly Cove house with waterfront deck

                      Cape Ann / Rockport

                      Rockport cottage

                      4 7 3 nights min

                      • 4 bedrooms
                      • sleeps 7
                      • 3 nights min
                      • Ask about children
                      • Pet Friendly

                      Price per night from

                      $313

                      Price per night from

                      $313

                        17

                        Tuller House, a tranquil retreat on Rockport's "the Avenues."

                        Cape Ann / Rockport

                        Rockport house

                        3 5 28 nights min

                        • 3 bedrooms
                        • sleeps 5
                        • 28 nights min
                        • Ask about children

                        Price per night from

                        $68

                        Price per night from

                        $68

                        (1) Excellent 

                          14

                          Cozy Rockport Cottage with Ocean Views

                          Cape Ann / Rockport

                          Rockport cottage

                          2 5 3 nights min

                          • 2 bedrooms
                          • sleeps 5
                          • 3 nights min
                          • Child Friendly

                          Price per night from

                          $205

                          Price per night from

                          $205

                            21

                            Poolside Summers: Swim in the private in-ground pool or walk to the beach

                            Cape Ann / Rockport

                            Rockport house

                            4 8 min stay varies

                            • 4 bedrooms
                            • sleeps 8
                            • min stay varies
                            • Swimming pool
                            • Ask about children
                            • Air conditioning

                            Price per night from

                            $487

                            Price per night from

                            $487

                            (1) Excellent 

                              17

                              Back Beach Cottages - Charming house & guest house

                              Cape Ann / Rockport

                              Rockport house

                              3 8 7 nights min

                              • 3 bedrooms
                              • sleeps 8
                              • 7 nights min
                              • Nearest beach 0.1 mi
                              • Child Friendly
                              • Air conditioning

                              Price per night from

                              $521

                              Price per night from

                              $521

                              (2) Excellent 

                                18

                                GULLY POINT AT THE SEAWARD EXUDES CLASSIC COASTAL CHARM

                                Cape Ann / Rockport

                                Rockport cottage

                                2 4 min stay varies

                                • 2 bedrooms
                                • sleeps 4
                                • min stay varies
                                • Beach / lakeside relaxation
                                • Nearest beach 0.5 mi
                                • Child Friendly

                                Price per night from

                                $215

                                Responds fast!
                                avg. 37 minutes

                                Price per night from

                                $215

                                (4) Excellent 

                                  14

                                  Captain Quarters

                                  Cape Ann / Rockport

                                  Rockport b and b

                                  1 2 2 nights min

                                  • 1 bedroom
                                  • sleeps 2
                                  • 2 nights min
                                  • Air conditioning

                                  Price per night from

                                  $184

                                  Responds fast!
                                  avg. 35 minutes

                                  Price per night from

                                  $184

                                    11

                                    Marmion Way: Rockport's South End. Walk to the beach & into the village.

                                    Cape Ann / Rockport

                                    Rockport house

                                    3 6 min stay varies

                                    • 3 bedrooms
                                    • sleeps 6
                                    • min stay varies
                                    • Ask about children
                                    • Air conditioning

                                    Price per night from

                                    $366

                                    Price per night from

                                    $366

                                    (6) Excellent 

                                      12

                                      Quaint Seaside Village Ground floor Studio Steps From Beach WITH PARKING

                                      Cape Ann / Rockport

                                      Rockport b and b

                                      1 2 min stay varies

                                      • 1 bedroom
                                      • sleeps 2
                                      • min stay varies
                                      • Beach / lakeside relaxation
                                      • Nearest beach 0.1 mi
                                      • Child Friendly

                                      Price per night from

                                      $143

                                      Responds fast!
                                      avg. 29 minutes

                                      Price per night from

                                      $143

                                      (1) Excellent 

                                        29

                                        Quarry Crest House: Includes swimming rights to Little Parker quarry

                                        Cape Ann / Rockport

                                        Rockport house

                                        4 10 min stay varies

                                        • 4 bedrooms
                                        • sleeps 10
                                        • min stay varies
                                        • Ask about children

                                        Price per night from

                                        $411

                                        Price per night from

                                        $411

                                          0

                                          NEW LISTING! Quaint getaway w/ kitchen & lush yard - near beach & town, dogs OK!

                                          Cape Ann / Rockport

                                          Rockport house

                                          3 6 min stay varies

                                          • 3 bedrooms
                                          • sleeps 6
                                          • min stay varies
                                          • Child Friendly
                                          • Car not necessary
                                          • Air conditioning

                                          Price per night from

                                          $111

                                          Responds fast!
                                          avg. 37 minutes

                                          Price per night from

                                          $111

                                          (5) Excellent 

                                            17

                                            4 Bedroom Cottage on the Beach!

                                            Cape Ann / Rockport

                                            Rockport house

                                            4 7 min stay varies

                                            • 4 bedrooms
                                            • sleeps 7
                                            • min stay varies
                                            • Beach / lakeside relaxation
                                            • Child Friendly
                                            “a little bit of heaven” My family and I have rented the cottage for 2 weeks for several years. Friends who come for the first time are speechless when they see the view. This is a wonderful place for children and grandchildren. Little ones run free
                                            …see more

                                            Price per night from

                                            $456

                                            Price per night from

                                            $456

                                              20

                                              Meet Me On South Street: Walk to Rockport's village and beaches.

                                              Cape Ann / Rockport

                                              Rockport condo

                                              2 4 3 nights min

                                              • 2 bedrooms
                                              • sleeps 4
                                              • 3 nights min
                                              • Ask about children

                                              Price per night from

                                              $283

                                              Price per night from

                                              $283

                                              (1) Excellent 

                                                16

                                                Captain's Cottage: Traditional setting with a private footbridge to the beach

                                                Cape Ann / Rockport

                                                Rockport house

                                                2 4 min stay varies

                                                • 2 bedrooms
                                                • sleeps 4
                                                • min stay varies
                                                • Ask about children

                                                Price per night from

                                                $246

                                                Price per night from

                                                $246

                                                  23

                                                  Granite Pier: Blends traditional craftsmanship with modern amenities.

                                                  Cape Ann / Rockport

                                                  Rockport house

                                                  3 8 3 nights min

                                                  • 3 bedrooms
                                                  • sleeps 8
                                                  • 3 nights min
                                                  • Ask about children

                                                  Price per night from

                                                  $553

                                                  Price per night from

                                                  $553

                                                    14

                                                    Coolest House in Rockport: Newly Renovated Home Overlooking Pigeon Cove Floor 1

                                                    Cape Ann / Rockport

                                                    Rockport house

                                                    3 6 7 nights min

                                                    • 3 bedrooms
                                                    • sleeps 6
                                                    • 7 nights min
                                                    • Child Friendly

                                                    Price per night from

                                                    $373

                                                    Price per night from

                                                    $373

                                                    (1) Excellent 

                                                      19

                                                      LOVER'S COVE AT THE SEAWARD WITH OCEAN VIEWS & SEASIDE PATH TO BEACH &TOWN

                                                      Cape Ann / Rockport

                                                      Rockport apartment

                                                      1 2 min stay varies

                                                      • 1 bedroom
                                                      • sleeps 2
                                                      • min stay varies
                                                      • Beach / lakeside relaxation
                                                      • Child Friendly
                                                      • Air conditioning

                                                      Price per night from

                                                      $216

                                                      Responds fast!
                                                      avg. 37 minutes

                                                      Price per night from

                                                      $216

                                                        21

                                                        Coolest House in Rockport: Overlooking Pigeon Cove and the Ocean

                                                        Cape Ann / Rockport

                                                        Rockport condo

                                                        3 8 7 nights min

                                                        • 3 bedrooms
                                                        • sleeps 8
                                                        • 7 nights min
                                                        • Child Friendly

                                                        Price per night from

                                                        $399

                                                        Price per night from

                                                        $399

                                                          35

                                                          The Cable House: High-end oceanfront family home, 1/10 mi to Cape Hedge Beach

                                                          Cape Ann / Rockport

                                                          Rockport house

                                                          3 7 min stay varies

                                                          • 3 bedrooms
                                                          • sleeps 7
                                                          • min stay varies
                                                          • Ask about children
                                                          • Pet Friendly

                                                          Price per night from

                                                          $603

                                                          Price per night from

                                                          $603

                                                            25

                                                            The Robert House: 4 bedroom Rockport village house, sleeps 7

                                                            Cape Ann / Rockport

                                                            Rockport house

                                                            4 7 3 nights min

                                                            • 4 bedrooms
                                                            • sleeps 7
                                                            • 3 nights min
                                                            • Ask about children

                                                            Price per night from

                                                            $363

                                                            Price per night from

                                                            $363

                                                              24

                                                              OCEAN VIEW- Glenellen Cottage 3 BR WEEKLY RENTALS

                                                              Cape Ann / Rockport

                                                              Rockport house

                                                              3 5 7 nights min

                                                              • 3 bedrooms
                                                              • sleeps 5
                                                              • 7 nights min
                                                              • Child Friendly
                                                              • Pet Friendly
                                                              • Private garden

                                                              Price per night from

                                                              $407

                                                              Price per night from

                                                              $407

                                                                24

                                                                'The View' Rockport Harbor Condo on Bearskin Neck

                                                                Cape Ann / Rockport

                                                                Rockport house

                                                                1 2 min stay varies

                                                                • 1 bedroom
                                                                • sleeps 2
                                                                • min stay varies
                                                                • Air conditioning

                                                                Price per night from

                                                                $178

                                                                Responds fast!
                                                                avg. 9 minutes

                                                                Price per night from

                                                                $178

                                                                  39

                                                                  Sage Hill: Easy access to both Gloucester & Rockport

                                                                  Cape Ann / Rockport

                                                                  Rockport house

                                                                  4 7 min stay varies

                                                                  • 4 bedrooms
                                                                  • sleeps 7
                                                                  • min stay varies
                                                                  • Ask about children
                                                                  • Air conditioning
                                                                  • Pet Friendly

                                                                  Price per night from

                                                                  $307

                                                                  Price per night from

                                                                  $307

                                                                    0

                                                                    NEW LISTING! Breezy home w/patio -dogs OK, walk to beach, harbor & restaurants

                                                                    Cape Ann / Rockport

                                                                    Rockport house

                                                                    2 4 min stay varies

                                                                    • 2 bedrooms
                                                                    • sleeps 4
                                                                    • min stay varies
                                                                    • Child Friendly
                                                                    • Car not necessary
                                                                    • Air conditioning

                                                                    Price per night from

                                                                    $101

                                                                    Responds fast!
                                                                    avg. 37 minutes

                                                                    Price per night from

                                                                    $101

                                                                    (1) Excellent 

                                                                      21

                                                                      Rockport Hideaway: Private pool & a short walk to all Rockport has to offer.

                                                                      Cape Ann / Rockport

                                                                      Rockport house

                                                                      3 6 min stay varies

                                                                      • 3 bedrooms
                                                                      • sleeps 6
                                                                      • min stay varies
                                                                      • Swimming pool
                                                                      • Ask about children

                                                                      Price per night from

                                                                      $396

                                                                      Price per night from

                                                                      $396

                                                                        40

                                                                        Straitsmouth Cove: Outstanding ocean views at Gap Head Cove in Rockport.

                                                                        Cape Ann / Rockport

                                                                        Rockport house

                                                                        5 9 3 nights min

                                                                        • 5 bedrooms
                                                                        • sleeps 9
                                                                        • 3 nights min
                                                                        • Ask about children

                                                                        Price per night from

                                                                        $613

                                                                        Price per night from

                                                                        $613

                                                                        (1) Very Good 

                                                                          15

                                                                          A Year-Round Vacation Home

                                                                          Cape Ann / Rockport

                                                                          Rockport house

                                                                          3 5 3 nights min

                                                                          • 3 bedrooms
                                                                          • sleeps 5
                                                                          • 3 nights min
                                                                          • Child Friendly
                                                                          • Private garden

                                                                          Price per night from

                                                                          $285

                                                                          Responds fast!
                                                                          avg. 3 hours 24 minutes

                                                                          Price per night from

                                                                          $285

                                                                          (3) Excellent 

                                                                            15

                                                                            SEASIDE GARDENS AFFORDABLE GUEST ROOM(S) IN VILLAGE BY BEACH, WALK EVERYWHERE!

                                                                            Cape Ann / Rockport

                                                                            Rockport b and b

                                                                            1 2 min stay varies

                                                                            • 1 bedroom
                                                                            • sleeps 2
                                                                            • min stay varies
                                                                            • Nearest beach 0.1 mi
                                                                            • Car not necessary
                                                                            • Air conditioning

                                                                            Price per night from

                                                                            $109

                                                                            Responds fast!
                                                                            avg. 29 minutes

                                                                            Price per night from

                                                                            $109

                                                                            (4) Excellent 

                                                                              20

                                                                              Beach & King Street Inn / Beach House Rental

                                                                              Cape Ann / Rockport

                                                                              Rockport house

                                                                              6 14 7 nights min

                                                                              • 6 bedrooms
                                                                              • sleeps 14
                                                                              • 7 nights min
                                                                              • Beach / lakeside relaxation
                                                                              • Child Friendly
                                                                              • Air conditioning

                                                                              Price per night from

                                                                              $950

                                                                              Price per night from

                                                                              $950

                                                                              About Rockport

                                                                              Head to Rockport this year to discover a quirky beach-town located in Massachusetts. Surrounded by naturally beautiful scenery and plenty of activity to keep you entertained, you'll never want to leave this charming resort. Book your Rockport rental with FlipKey today for a great vacation.

                                                                              About Rockport

                                                                              Located an hour from Boston, Rockport is characterized by several beaches which include Long Beach, Cape Hedge Beach, Pebble Beach, and Front and Back Beach. Heading into the downtown area, you'll find a variety of art galleries, shops and restaurants.

                                                                              Bearskin Neck is a popular resort in Rockport, with some houses here over 300 years old. The area is completely unspoiled and hasn't been altered in any way by major re-developments. You'll find a culture centered around art with a real eccentric vibe. You may even find local fisherman hoping for their daily catch as well as artists painting their surroundings.

                                                                              The red fishing shack within downtown Rockport is considered to be the “most painted building” in the world. This would be a great way to relax if you consider yourself crafty and wish to try your hand at painting.

                                                                              What to do

                                                                              Some of the most popular outdoor activities within Rockport include kayaking, diving or hiking. For a more chilled-out option, you may decide to take a cruise and watch the sun go down, or go out on a boat for a whale watching experience. The range of beaches mean you can take a slow-paced walk and enjoy the scenery.

                                                                              Main Street is Rockport's shopping district and has a wide range of unique shops which sell the likes of clothing, gifts, crafts and household items.

                                                                              Rockport is home to over 30 art galleries as well as the Rockport Art Association. Here you can learn about the history of the area as well as pieces from the modern day and the past. There are also festivals held throughout the months of May-December each year.

                                                                              If you’re a movie fan, you may wish to take a trip to Bearskin Neck where some scenes of Sandra Bullock and Ryan Reynolds’ 'The Proposal' were filmed.

                                                                              Top travel tips

                                                                              You can catch public transport easily within Rockport to get to local attractions. Buses are provided by Cape Ann Transportation Authority which is a mere $1 per person each way. There are also 13 daily commuter trains which depart from Rockport to Boston from the Newbury/Rockport line.

                                                                              Despite this, the main tourist attracts are all within walking distance of each other and are located over a small area, however you may even decide to hire a car to reach the more rural and coastal areas. Public transport is more accessible in the downtown area which is something to keep in mind if you plan on exploring further.

                                                                              If you're looking for more than your everyday beach resort, Rockport will certainly impress. With its spectacular coastal views and arty culture, you'll certainly wish to re-visit again and again. Book your property rental with FlipKey today to discover our wide range of options via our website.