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276 Houses

(1) Excellent 

    6

    One Bedroom Loft Apartment B at Cedar Hill Farm B & B

    Cape Ann / Essex

    Essex apartment

    1 4 2 nights min

    • 1 bedroom
    • sleeps 4
    • 2 nights min
    • Child Friendly
    • Air conditioning
    • Pet Friendly

    Price per night from

    $201

    Price per night from

    $201

      13

      The Friendship Room at Cedar Hill Farm B & B

      Cape Ann / Essex

      Essex b and b

      1 3 2 nights min

      • 1 bedroom
      • sleeps 3
      • 2 nights min
      • Child Friendly
      • Air conditioning
      • Private garden

      Price per night from

      $172

      Price per night from

      $172

        30

        Clamshell Landing: Bring your game to its squash & tennis courts!

        Cape Ann / Essex

        Essex house

        6 14 3 nights min

        • 6 bedrooms
        • sleeps 14
        • 3 nights min
        • Ask about children
        • Air conditioning

        Price per night from

        $1,313

        Price per night from

        $1,313

          14

          Renovated 19th century home in pastoral setting

          Cape Ann / Essex

          Essex apartment

          2 6 3 nights min

          • 2 bedrooms
          • sleeps 6
          • 3 nights min
          • Ask about children

          Price per night from

          $179

          Price per night from

          $179

            8

            The Quirky Cow Room at Cedar Hill Farm B&B

            Cape Ann / Essex

            Essex b and b

            1 4 2 nights min

            • 1 bedroom
            • sleeps 4
            • 2 nights min
            • Nearest beach 2 mi
            • Child Friendly
            • Air conditioning

            Price per night from

            $184

            Price per night from

            $184

              13

              Loft Apartment A at Cedar Hill Farm B&B

              Cape Ann / Essex

              Essex apartment

              1 4 2 nights min

              • 1 bedroom
              • sleeps 4
              • 2 nights min
              • Nearest beach 2 mi
              • Child Friendly
              • Air conditioning

              Price per night from

              $201

              Price per night from

              $201

              Great rentals within 20 miles that match your search

              Distance approx 18.63 km from Essex

                18

                # 21 at The Island Beach Condominium

                New Hampshire / Hampton

                Hampton cottage

                3 8 7 nights min

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

                Price per night from

                $456

                Responds fast!
                avg. 16 minutes

                Price per night from

                $456

                Distance approx 5.22 km from Essex

                (1) Excellent 

                  12

                  Close to Half Moon Bay

                  Cape Ann / Gloucester

                  Gloucester apartment

                  1 2 2 nights min

                  • 1 bedroom
                  • sleeps 2
                  • 2 nights min
                  • Nearest beach 1 mi

                  Price per night from

                  $143

                  Price per night from

                  $143

                  Distance approx 19.08 km from Essex

                  (1)  

                    4

                    A Block from the Sand! Sleeps 6! 2 Bedrooms

                    New Hampshire / Hampton

                    Hampton log cabin

                    2 6 1 night min

                    • 2 bedrooms
                    • sleeps 6
                    • 1 night min
                    • Ask about children
                    • Air conditioning

                    Price per night from

                    $227

                    Price per night from

                    $227

                    Distance approx 14.9 km from Essex

                      22

                      Direct Ocean Front Home, beautifully furnished. Step right out into the sand!

                      Massachusetts / Salisbury

                      Salisbury house

                      4 4 min stay varies

                      • 4 bedrooms
                      • sleeps 4
                      • min stay varies
                      • Child Friendly
                      • Air conditioning
                      • Private garden

                      Price per night from

                      $741

                      Price per night from

                      $741

                      Distance approx 9.38 km from Essex

                        13

                        Gap Cove at The Seaward

                        Cape Ann / Rockport

                        Rockport apartment

                        2 4 min stay varies

                        • 2 bedrooms
                        • sleeps 4
                        • min stay varies
                        • Child Friendly
                        • Pet Friendly

                        Price per night from

                        $227

                        Responds fast!
                        avg. 37 minutes

                        Price per night from

                        $227

                        Distance approx 4.49 km from Essex

                          9

                          New England Room+Bkft (C)

                          Massachusetts / Ipswich

                          Ipswich b and b

                          1 4 2 nights min

                          • 1 bedroom
                          • sleeps 4
                          • 2 nights min
                          • Beach / lakeside relaxation
                          • Air conditioning
                          • Ask about pets

                          Price per night from

                          $261

                          Price per night from

                          $261

                          Distance approx 8.63 km from Essex

                            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

                            Distance approx 12.12 km from Essex

                              13

                              Charming 'Island Time' Beach Cottage on Plum Island / Newburyport MA Circa 1940

                              Massachusetts / Plum Island

                              Plum Island house

                              2 7 7 nights min

                              • 2 bedrooms
                              • sleeps 7
                              • 7 nights min
                              • Beach / lakeside relaxation
                              • Child Friendly
                              • Private garden

                              Price per night from

                              $221

                              Price per night from

                              $221

                              Distance approx 9.48 km from Essex

                                18

                                Beautifully Appointed Home in Old Town

                                Massachusetts / Marblehead

                                Marblehead house

                                3 6 4 nights min

                                • 3 bedrooms
                                • sleeps 6
                                • 4 nights min
                                • Child Friendly
                                • Air conditioning
                                • Pet Friendly

                                Price per night from

                                $377

                                Responds fast!
                                avg. 2 hours 4 minutes

                                Price per night from

                                $377

                                Distance approx 13.69 km from Essex

                                  20

                                  Big Ole Single Family House

                                  Massachusetts / Newburyport

                                  Newburyport house

                                  4 14 1 night min

                                  • 4 bedrooms
                                  • sleeps 14
                                  • 1 night min
                                  • Child Friendly
                                  • Air conditioning
                                  • Pet Friendly

                                  Price per night from

                                  $629

                                  Price per night from

                                  $629

                                  Distance approx 19.77 km from Essex

                                    8

                                    Boars Head Cottage

                                    New Hampshire / Hampton

                                    Hampton cottage

                                    2 5 1 night min

                                    • 2 bedrooms
                                    • sleeps 5
                                    • 1 night min
                                    • Child Friendly
                                    • Air conditioning
                                    • Private garden

                                    Price per night from

                                    $343

                                    Price per night from

                                    $343

                                    Distance approx 9.63 km from Essex

                                      23

                                      Exclusive Lifestyle near the Ocean

                                      Massachusetts / Marblehead

                                      Marblehead house

                                      5 10 min stay varies

                                      • 5 bedrooms
                                      • sleeps 10
                                      • min stay varies
                                      • Child Friendly
                                      • Air conditioning
                                      • Pet Friendly

                                      Price per night from

                                      $914

                                      Price per night from

                                      $914

                                      Distance approx 9.76 km from Essex

                                        31

                                        Spacious Recently Renovated 2nd Fl 3-4BR!

                                        Massachusetts / Salem

                                        Salem apartment

                                        3 8 min stay varies

                                        • 3 bedrooms
                                        • sleeps 8
                                        • min stay varies

                                        Price per night from

                                        $257

                                        Price per night from

                                        $257

                                        Distance approx 8.63 km from Essex

                                          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

                                          $372

                                          Price per night from

                                          $372

                                          Distance approx 8.65 km from Essex

                                            15

                                            Can't wait to return to Four Winds in Rockport, MA

                                            Cape Ann / Rockport

                                            Rockport condo

                                            2 4 2 nights min

                                            • 2 bedrooms
                                            • sleeps 4
                                            • 2 nights min
                                            • Air conditioning

                                            Price per night from

                                            $286

                                            Price per night from

                                            $286

                                            Distance approx 6.56 km from Essex

                                              23

                                              Relax at Rocky Neck Hideaway

                                              Cape Ann / Gloucester

                                              Gloucester townhouse

                                              1 3 7 nights min

                                              • 1 bedroom
                                              • sleeps 3
                                              • 7 nights min
                                              • Child Friendly
                                              • Air conditioning

                                              Price per night from

                                              $148

                                              Price per night from

                                              $148

                                              Distance approx 12.28 km from Essex

                                                25

                                                2017 Rental Plum Island Waterfront home Newbury Ma

                                                Massachusetts / Newbury

                                                Newbury house

                                                4 8 7 nights min

                                                • 4 bedrooms
                                                • sleeps 8
                                                • 7 nights min
                                                • Nearest beach 0.25 mi
                                                • Child Friendly
                                                • Air conditioning

                                                Price per night from

                                                $819

                                                Price per night from

                                                $819

                                                Distance approx 7.43 km from Essex

                                                (2) Very Good 

                                                  18

                                                  At the Footbridge entrance to Good Harbor Beach

                                                  Cape Ann / Gloucester

                                                  Gloucester house

                                                  6 12 7 nights min

                                                  • 6 bedrooms
                                                  • sleeps 12
                                                  • 7 nights min
                                                  • Nearest beach 0 mi
                                                  • Child Friendly
                                                  • Private garden

                                                  Price per night from

                                                  $654

                                                  Price per night from

                                                  $654

                                                  Distance approx 4.42 km from Essex

                                                    14

                                                    Booth Cottage (Masconomo House)

                                                    Cape Ann / Manchester-by-the-Sea

                                                    Manchester-by-the-Sea house

                                                    4 10 7 nights min

                                                    • 4 bedrooms
                                                    • sleeps 10
                                                    • 7 nights min
                                                    • Nearest beach 0 mi
                                                    • Child Friendly
                                                    • Air conditioning

                                                    Price per night from

                                                    $606

                                                    Price per night from

                                                    $606

                                                    Distance approx 8.26 km from Essex

                                                    (36) Excellent 

                                                    Certificate of Excellence

                                                      23

                                                      Periwinkle Cottage #1 - OPEN ALL YEAR, walk to everything, parking, wifi, quiet

                                                      Cape Ann / Rockport

                                                      Rockport cottage

                                                      1 2 2 nights min

                                                      • 1 bedroom
                                                      • sleeps 2
                                                      • 2 nights min
                                                      • Beach / lakeside relaxation
                                                      • Nearest beach 0.4 mi
                                                      • Car not necessary
                                                      “It was very peaceful and welcoming.” Forgot your toothbrush? Don't worry, there's one there. Forgot your shaving cream? Again, not to worry. Rosemarie provided all that was needed and more. We prefer to cook our own breakfast and found that all th

                                                      Certificate of Excellence

                                                      Price per night from

                                                      $144

                                                      Responds fast!
                                                      avg. 2 hours 49 minutes

                                                      Price per night from

                                                      $144

                                                      Distance approx 9.7 km from Essex

                                                      (1) Excellent 

                                                        21

                                                        Cozy Beach Cottage in Marblehead

                                                        Massachusetts / Marblehead

                                                        Marblehead house

                                                        3 7 min stay varies

                                                        • 3 bedrooms
                                                        • sleeps 7
                                                        • min stay varies
                                                        • Child Friendly
                                                        • Air conditioning
                                                        • Private garden

                                                        Price per night from

                                                        $373

                                                        Price per night from

                                                        $373

                                                        Distance approx 4.37 km from Essex

                                                          24

                                                          NEW! Ipswich Townhome w/4-Season Porch & Yard!

                                                          Massachusetts / Ipswich

                                                          Ipswich townhouse

                                                          1 6 min stay varies

                                                          • 1 bedroom
                                                          • sleeps 6
                                                          • min stay varies
                                                          • Child Friendly
                                                          • Air conditioning
                                                          • Pet Friendly

                                                          Price per night from

                                                          $92

                                                          Responds fast!
                                                          avg. 40 minutes

                                                          Price per night from

                                                          $92

                                                          Distance approx 4.45 km from Essex

                                                            27

                                                            Priceless Ocean View 2BR + porch bed

                                                            Massachusetts / Ipswich

                                                            Ipswich house

                                                            2 4 min stay varies

                                                            • 2 bedrooms
                                                            • sleeps 4
                                                            • min stay varies
                                                            • Child Friendly
                                                            • Air conditioning

                                                            Price per night from

                                                            $218

                                                            Price per night from

                                                            $218

                                                            Distance approx 19.12 km from Essex

                                                            (3) Excellent 

                                                              17

                                                              Newly Renovated Top Floor 1 Bedroom Suite

                                                              New Hampshire / Hampton

                                                              Hampton condo

                                                              1 4 2 nights min

                                                              • 1 bedroom
                                                              • sleeps 4
                                                              • 2 nights min
                                                              • Child Friendly

                                                              Price per night from

                                                              $224

                                                              Price per night from

                                                              $224

                                                              Distance approx 10.13 km from Essex

                                                              (49) Excellent 

                                                              Certificate of Excellence

                                                                25

                                                                ChestnutSweet, for a sweet New England get-away!

                                                                Massachusetts / Marblehead

                                                                Marblehead apartment

                                                                2 3 2 nights min

                                                                • 2 bedrooms
                                                                • sleeps 3
                                                                • 2 nights min
                                                                • Beach / lakeside relaxation
                                                                • Nearest beach 0.8 mi
                                                                • Air conditioning
                                                                “The home and stay were wonderful - perfectly wonderful!” The rental home is amazing. The home is decorated so tastefully, and it is filled with very quality furnishings and linens. We felt that the home was quite spacious and the layout worked very

                                                                Certificate of Excellence

                                                                Price per night from

                                                                $201

                                                                Price per night from

                                                                $201

                                                                Distance approx 18.65 km from Essex

                                                                (3) Excellent 

                                                                  19

                                                                  "PBC!" The Perfect Beach Cottage

                                                                  New Hampshire / Hampton

                                                                  Hampton house

                                                                  6 14 7 nights min

                                                                  • 6 bedrooms
                                                                  • sleeps 14
                                                                  • 7 nights min
                                                                  • Child Friendly
                                                                  • Private garden

                                                                  Price per night from

                                                                  $524

                                                                  Price per night from

                                                                  $524

                                                                  Distance approx 19.32 km from Essex

                                                                    9

                                                                    Hampton Beach Beach House Completely Renovated!

                                                                    New Hampshire / Hampton

                                                                    Hampton house

                                                                    3 7 min stay varies

                                                                    • 3 bedrooms
                                                                    • sleeps 7
                                                                    • min stay varies
                                                                    • Child Friendly

                                                                    Price per night from

                                                                    $261

                                                                    Price per night from

                                                                    $261

                                                                    Distance approx 8.29 km from Essex

                                                                    (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

                                                                      Distance approx 16.51 km from Essex

                                                                      (3) Excellent 

                                                                        99

                                                                        Stunning Eco Wellbeing Penthouse

                                                                        Massachusetts / Salisbury

                                                                        Salisbury condo

                                                                        4 8 2 nights min

                                                                        • 4 bedrooms
                                                                        • sleeps 8
                                                                        • 2 nights min
                                                                        • Child Friendly
                                                                        • Air conditioning
                                                                        • Private garden

                                                                        Price per night from

                                                                        $400

                                                                        Price per night from

                                                                        $400

                                                                        Distance approx 4.61 km from Essex

                                                                          17

                                                                          The Cottage

                                                                          Cape Ann / Manchester-by-the-Sea

                                                                          Manchester-by-the-Sea house

                                                                          3 6 7 nights min

                                                                          • 3 bedrooms
                                                                          • sleeps 6
                                                                          • 7 nights min
                                                                          • Nearest beach 0.25 mi
                                                                          • Child Friendly
                                                                          • Private garden

                                                                          Price per night from

                                                                          $450

                                                                          Price per night from

                                                                          $450

                                                                          Distance approx 8.14 km from Essex

                                                                          (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

                                                                            Price per night from

                                                                            $373

                                                                            Price per night from

                                                                            $373

                                                                            Distance approx 19.25 km from Essex

                                                                              8

                                                                              Newest corner of Historical Revere

                                                                              Massachusetts / Revere

                                                                              Revere house

                                                                              1 2 5 nights min

                                                                              • 1 bedroom
                                                                              • sleeps 2
                                                                              • 5 nights min
                                                                              • Nearest beach 3 mi
                                                                              • Air conditioning

                                                                              Price per night from

                                                                              $115

                                                                              Responds fast!
                                                                              avg. 1 hour 36 minutes

                                                                              Price per night from

                                                                              $115