Manchester-by-the-Sea Rentals

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258 Houses

    44

    40% off regular rate: Wonderful 4 Bedroom, 2 Full Bath Restored 1917 Home

    Cape Ann / Manchester-by-the-Sea

    Manchester-by-the-Sea house

    4 7 5 nights min

    • 4 bedrooms
    • sleeps 7
    • 5 nights min
    • Child Friendly

    Price per night from

    $458

    Price per night from

    $458

      16

      Second Floor: 2+ Bedroom, 1.25 Bath

      Cape Ann / Manchester-by-the-Sea

      Manchester-by-the-Sea condo

      3 5 4 nights min

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

      Price per night from

      $287

      Price per night from

      $287

        15

        Beautiful First Floor 2 BR Condo in Manchester

        Cape Ann / Manchester-by-the-Sea

        Manchester-by-the-Sea townhouse

        2 4 7 nights min

        • 2 bedrooms
        • sleeps 4
        • 7 nights min
        • Child Friendly
        • Air conditioning
        • Pet Friendly

        Price per night from

        $245

        Price per night from

        $245

          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

            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

              15

              Beautiful 3-4 Bedroom Home in Manchester

              Cape Ann / Manchester-by-the-Sea

              Manchester-by-the-Sea house

              4 7 7 nights min

              • 4 bedrooms
              • sleeps 7
              • 7 nights min
              • Child Friendly

              Price per night from

              $328

              Price per night from

              $328

              Great rentals within 20 miles that match your search

              Distance approx 5 km from Manchester-by-the-Sea

              (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

                $142

                Price per night from

                $142

                Distance approx 18.83 km from Manchester-by-the-Sea

                  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

                  $740

                  Price per night from

                  $740

                  Distance approx 8.12 km from Manchester-by-the-Sea

                    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 10.34 km from Manchester-by-the-Sea

                      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 11.06 km from Manchester-by-the-Sea

                        20

                        Ocean Front Retreat Close to Boston

                        Massachusetts / Lynn

                        Lynn house

                        1 2 2 nights min

                        • 1 bedroom
                        • sleeps 2
                        • 2 nights min

                        Price per night from

                        $223

                        Price per night from

                        $223

                        Distance approx 5.24 km from Manchester-by-the-Sea

                          28

                          Private Contemporary 2-Acre Retreat on Gloucester's Rust Island (4 Bedroom)

                          Cape Ann / Gloucester

                          Gloucester house

                          4 8 7 nights min

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

                          Price per night from

                          $458

                          Price per night from

                          $458

                          Distance approx 12.32 km from Manchester-by-the-Sea

                            9

                            Large Furnished room for rent, quiet location

                            Massachusetts / Lynn

                            Lynn apartment

                            1 1 90 nights min

                            • 1 bedroom
                            • sleeps 1
                            • 90 nights min
                            • Child Friendly
                            • Air conditioning

                            Price per night from

                            $29

                            Price per night from

                            $29

                            Distance approx 6.62 km from Manchester-by-the-Sea

                            (6) Excellent 

                              14

                              Waterfront 2 Bedroom !

                              Cape Ann / Gloucester

                              Gloucester apartment

                              2 4 min stay varies

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

                              Price per night from

                              $183

                              Price per night from

                              $183

                              Distance approx 9.5 km from Manchester-by-the-Sea

                                12

                                Rockwood Cottage

                                Cape Ann / Gloucester

                                Gloucester house

                                2 4 4 nights min

                                • 2 bedrooms
                                • sleeps 4
                                • 4 nights min
                                • Child Friendly
                                • Private garden

                                Price per night from

                                $430

                                Price per night from

                                $430

                                Distance approx 7.98 km from Manchester-by-the-Sea

                                  39

                                  Stunning Views - Spacious Home

                                  Cape Ann / Gloucester

                                  Gloucester house

                                  3 8 7 nights min

                                  • 3 bedrooms
                                  • sleeps 8
                                  • 7 nights min
                                  • Beach / lakeside relaxation
                                  • Nearest beach 0.8 mi

                                  Price per night from

                                  $573

                                  Price per night from

                                  $573

                                  Distance approx 16.48 km from Manchester-by-the-Sea

                                    4

                                    Cozy Bedroom

                                    Massachusetts / Revere

                                    Revere house

                                    1 1 1 night min

                                    • 1 bedroom
                                    • sleeps 1
                                    • 1 night min
                                    • Child Friendly
                                    • Air conditioning
                                    • Private garden

                                    Price per night from

                                    $68

                                    Price per night from

                                    $68

                                    Distance approx 7.08 km from Manchester-by-the-Sea

                                      18

                                      Waterfront Vacation House w/ Dock

                                      Cape Ann / Gloucester

                                      Gloucester house

                                      2 4 min stay varies

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

                                      Price per night from

                                      $344

                                      Responds fast!
                                      avg. 1 hour 26 minutes

                                      Price per night from

                                      $344

                                      Distance approx 19.68 km from Manchester-by-the-Sea

                                      (22) Excellent 

                                      Certificate of Excellence

                                        30

                                        New lux. Apt.private roof deck harbor/skyline

                                        Massachusetts / Boston

                                        Boston apartment

                                        2 4 3 nights min

                                        • 2 bedrooms
                                        • sleeps 4
                                        • 3 nights min
                                        • Child Friendly
                                        • Car not necessary
                                        • Air conditioning

                                        Certificate of Excellence

                                        Price per night from

                                        $401

                                        Responds fast!
                                        avg. 2 hours 50 minutes

                                        Price per night from

                                        $401

                                        Distance approx 19.82 km from Manchester-by-the-Sea

                                          6

                                          Nice room in Charlestown

                                          Massachusetts / Boston

                                          Boston condo

                                          1 2 7 nights min

                                          • 1 bedroom
                                          • sleeps 2
                                          • 7 nights min

                                          Price per night from

                                          $81

                                          Price per night from

                                          $81

                                          Distance approx 16.48 km from Manchester-by-the-Sea

                                            4

                                            Beautiful Ranch Home

                                            Massachusetts / Revere

                                            Revere room

                                            1 2 1 night min

                                            • 1 bedroom
                                            • sleeps 2
                                            • 1 night min
                                            • Air conditioning
                                            • Private garden

                                            Price per night from

                                            $114

                                            Price per night from

                                            $114

                                            Distance approx 7.34 km from Manchester-by-the-Sea

                                              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

                                              $258

                                              Price per night from

                                              $258

                                              Distance approx 9.58 km from Manchester-by-the-Sea

                                              (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 6 minutes

                                                Price per night from

                                                $492

                                                Distance approx 9.82 km from Manchester-by-the-Sea

                                                  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

                                                  $287

                                                  Price per night from

                                                  $287

                                                  Distance approx 9.31 km from Manchester-by-the-Sea

                                                  (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

                                                    $287

                                                    Responds fast!
                                                    avg. 2 hours 23 minutes

                                                    Price per night from

                                                    $287

                                                    Distance approx 18.01 km from Manchester-by-the-Sea

                                                      4

                                                      Big Malden Room Minutes to Train (OU1)

                                                      Massachusetts / Malden

                                                      Malden room

                                                      1 2 1 night min

                                                      • 1 bedroom
                                                      • sleeps 2
                                                      • 1 night min
                                                      • Air conditioning
                                                      • Pet Friendly

                                                      Price per night from

                                                      $64

                                                      Price per night from

                                                      $64

                                                      Distance approx 16.47 km from Manchester-by-the-Sea

                                                        8

                                                        1 minute walk to subway, 10 minutes to airport

                                                        Massachusetts / Revere

                                                        Revere b and b

                                                        4 8 1 night min

                                                        • 4 bedrooms
                                                        • sleeps 8
                                                        • 1 night min
                                                        • Child Friendly
                                                        • Air conditioning

                                                        Price per night from

                                                        $81

                                                        Responds fast!
                                                        avg. 3 hours 13 minutes

                                                        Price per night from

                                                        $81

                                                        Distance approx 10.41 km from Manchester-by-the-Sea

                                                          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

                                                          Distance approx 18.24 km from Manchester-by-the-Sea

                                                            6

                                                            Private Room/Bath with Garden and Pond Views

                                                            Massachusetts / West Newbury

                                                            West Newbury room

                                                            1 2 1 night min

                                                            • 1 bedroom
                                                            • sleeps 2
                                                            • 1 night min
                                                            • Nearest beach 15 mi
                                                            • Child Friendly
                                                            • Air conditioning

                                                            Price per night from

                                                            $98

                                                            Price per night from

                                                            $98

                                                            Distance approx 19.11 km from Manchester-by-the-Sea

                                                              10

                                                              Entire luxury private apt near airport T stop

                                                              Massachusetts / Boston

                                                              Boston condo

                                                              2 5 1 night min

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

                                                              Price per night from

                                                              $287

                                                              Price per night from

                                                              $287

                                                              Distance approx 8.37 km from Manchester-by-the-Sea

                                                                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 8.12 km from Manchester-by-the-Sea

                                                                  8

                                                                  New England Room+Bkft (V)

                                                                  Massachusetts / Ipswich

                                                                  Ipswich b and b

                                                                  1 4 2 nights min

                                                                  • 1 bedroom
                                                                  • sleeps 4
                                                                  • 2 nights min
                                                                  • Air conditioning
                                                                  • Ask about pets

                                                                  Price per night from

                                                                  $291

                                                                  Price per night from

                                                                  $291

                                                                  Distance approx 5.65 km from Manchester-by-the-Sea

                                                                    10

                                                                    Downtown Beverly Cozy 2bedroom

                                                                    Massachusetts / Beverly

                                                                    Beverly apartment

                                                                    3 5 1 night min

                                                                    • 3 bedrooms
                                                                    • sleeps 5
                                                                    • 1 night min
                                                                    • Child Friendly
                                                                    • Car not necessary

                                                                    Price per night from

                                                                    $115

                                                                    Responds fast!
                                                                    avg. 1 hour 35 minutes

                                                                    Price per night from

                                                                    $115

                                                                    Distance approx 6.78 km from Manchester-by-the-Sea

                                                                    (17) Excellent 

                                                                      27

                                                                      Romantic SUMMERWIND COTTAGE- Scenic Harbor View

                                                                      Cape Ann / Gloucester

                                                                      Gloucester cottage

                                                                      2 6 min stay varies

                                                                      • 2 bedrooms
                                                                      • sleeps 6
                                                                      • min stay varies
                                                                      • Beach / lakeside relaxation
                                                                      • Nearest beach 1 mi
                                                                      • Child Friendly
                                                                      “Romantic Summerwind Cottage lives up to its name” We thoroughly enjoyed our stay in "Summerwind". It is a truly beautiful house. Linda and Hank, you did a wonderful job in remodeling and decorating the place. The color scheme and artwork reflect the

                                                                      Price per night from

                                                                      $327

                                                                      Price per night from

                                                                      $327

                                                                      Distance approx 8.44 km from Manchester-by-the-Sea

                                                                      (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 18.26 km from Manchester-by-the-Sea

                                                                          16

                                                                          2 BR First Floor Beach House Just Steps To the Beach and Downtown Salisbury!

                                                                          Massachusetts / Salisbury

                                                                          Salisbury apartment

                                                                          2 6 7 nights min

                                                                          • 2 bedrooms
                                                                          • sleeps 6
                                                                          • 7 nights min
                                                                          • Child Friendly
                                                                          • Air conditioning

                                                                          Price per night from

                                                                          $213

                                                                          Price per night from

                                                                          $213

                                                                          Distance approx 9.77 km from Manchester-by-the-Sea

                                                                          (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. 33 minutes

                                                                            Price per night from

                                                                            $201

                                                                            Distance approx 6.76 km from Manchester-by-the-Sea

                                                                            (3) Very Good 

                                                                              25

                                                                              NEW! STUNNING STUDIO w/Scenic Harbor View

                                                                              Cape Ann / Gloucester

                                                                              Gloucester apartment

                                                                              1 2 min stay varies

                                                                              • 1 bedroom
                                                                              • sleeps 2
                                                                              • min stay varies
                                                                              • Nearest beach 1 mi
                                                                              • Air conditioning
                                                                              • Pet Friendly

                                                                              Price per night from

                                                                              $209

                                                                              Price per night from

                                                                              $209